NYC’s non-stop energy makes weekend escapes essential.  The surrounding region offers charming historic towns, scenic landscapes and cultural experiences just a few hours from the city.

The best weekend getaways near NYC are readily available and cater to different interests.  Cold Spring welcomes visitors just 1.5 hours away with its antique shops and scenic hiking trails that provide a peaceful break.  The Hamptons beckons beach lovers with its upscale shoreline and small-town charm, about 2 hours from the city.  Train enthusiasts can hop on Amtrak to reach Philadelphia in 2 hours or Washington D.C. in under 3 hours.  On top of that, New Haven, Connecticut sits just 2 hours away and houses Yale University’s free world-class museums.

This piece showcases 17 amazing destinations within 4 hours of Manhattan.  The Pocono Mountains’ outdoor adventures and Philadelphia’s rich culture are just two examples that show how each location offers something unique.  These destinations fit any traveler’s interests, schedule, and budget perfectly.

Hudson Valley, NY

Hudson Valley, NY, best weekend trips from NYC

Image Source: Hudson Valley Magazine

The Hudson Valley spans ten counties along the Hudson River, just two hours from Manhattan.  This beautiful region fascinates visitors with its rolling hills, waterfront villages and historic towns that have evolved into cultural hubs.

Top Things to Do in Hudson Valley

Weekend adventurers will find plenty to do in Hudson Valley.  Nature lovers can head over to Bear Mountain State Park’s hiking trails, where a challenging 1000-foot climb to Bald Mountain rewards them with sweeping river views.  The Dia:Beacon gallery welcomes art enthusiasts to its contemporary installations by renowned artists in a former Nabisco factory.

The Franklin D. Roosevelt Presidential Library and Museum showcases FDR’s 12-year administration through compelling artifacts.  The region also offers amazing outdoor activities:

  • Horseback riding through gentle woodland slopes in Catskill
  • Fly fishing in Esopus Creek near Woodstock
  • A visit to Storm King Art Center’s 500-acre outdoor sculpture park

Where to Stay in Hudson Valley

Hudson Valley’s accommodations range from cozy bed-and-breakfasts to historic luxury properties.  America’s oldest continuously operating hotel, the Beekman Arms & Delamater Inn in Rhinebeck, welcomes guests with comfortable rooms and a tavern since 1766.

Mohonk Mountain House in New Paltz offers a luxurious escape with breathtaking views of the Shawangunk Mountains.  The region’s towns feature unique stays like The Maker Hotel in Hudson, created by Fresh Beauty founders and Kingston’s historic Hotel Kinsley.

Best Time to Visit Hudson Valley

Hudson Valley shines differently in each season.  Fall colors paint forest canopies in spectacular hues during September-October, though prices rise and attractions get busy.  Summer days from June to August start with cool mornings and warm up nicely for kayaking, hiking and outdoor festivals.

Daffodils and budding trees mark spring months (April-May) with smaller crowds, though trails tend to get muddy.  Winter months (January-March) create a magical snow-covered scene perfect for snowshoeing, skiing at Catamount Mountain or museum visits with substantially lower room rates.

Asbury Park, NJ

Asbury Park, NJ

Image Source: www.cityofasburypark.com

Asbury Park stands as one of the Jersey Shore’s most vibrant beach towns.  You’ll find it just 2 hours from Manhattan.  This coastal gem has evolved from its rock-and-roll heritage into a cultural hotspot that’s perfect for weekend escapes from NYC.

Top Things to Do in Asbury Park

The iconic Asbury Park Boardwalk anchors the town’s heart with stunning ocean views and entertainment options.  Music lovers can check out the legendary Stone Pony, where Bruce Springsteen launched his career.  Vintage gaming enthusiasts will love the Silverball Retro Arcade’s collection of over 600 pinball machines and video games from the 1950s.

Notable attractions include:

  • The Paranormal Museum’s guided 60-minute tours showcase supernatural artifacts
  • Asbury Splash Park welcomes families looking for water-based fun
  • The historic Paramount Theater and Convention Hall stand as architectural landmarks along the waterfront

Where to Stay in Asbury Park

The town offers everything from boutique hotels to historic properties.  The Asbury Hotel welcomes guests in a restored Victorian-era building with a rooftop bar and outdoor movie theater.  Luxury seekers will appreciate Asbury Ocean Club’s upscale amenities, with rates starting at $585 on weekdays and $905 on weekends.

The Berkeley Oceanfront Hotel delivers a grand experience through 250 restored rooms and suites near the Atlantic Ocean.  Budget-conscious travelers might prefer The Empress Hotel, which attracts LGBTQ visitors with its oceanfront views.

Dining in Asbury Park

The Jersey Shore’s food scene has found its star in Asbury Park.  Talula’s crafts exceptional sourdough pizza using local ingredients.  Pascal & Sabine brings French-inspired dishes to an elegant setting.  Fresh seafood enthusiasts should head to The Bonney Read.

Frank’s Deli has kept locals coming back for classic pork roll sandwiches since 1960.  Food options span from Japanese at Taka to Middle Eastern flavors at Reyla.  These diverse choices make Asbury Park a perfect weekend getaway destination for NYC food lovers.

Fairfield County, CT

Fairfield County, CT, weekend trips from NYC

Image Source: Stanton House Inn

Just an hour from Manhattan by Metro-North Railroad, Fairfield County serves as a perfect suburban sanctuary for city dwellers who need a break.  This beautiful region combines coastal charm with sprawling suburban landscapes and lush countryside to create an ideal weekend escape.

Why Fairfield County is a Great Weekend Trip from NYC

The county’s convenient location and variety of experiences make it stand out as a weekend destination.  New Yorkers with limited time will find a refreshing break here without long travel times.  The region stretches along Long Island Sound and blends urban convenience with peaceful seaside living.

Nature lovers will enjoy the miles of hiking trails, spacious parks and beautiful beaches.  You’ll find great outdoor spots like Seth Low Pierrepont State Park, Weir Farm National Historic Park, and the beautiful shores of Greenwich, Westport and Wilton.

Where to Stay in Fairfield County

You’ll find everything from luxury hotels to welcoming Airbnbs here.  The Delamar Greenwich Harbor hotel offers elegance with waterfront views and its restaurant, L’Escale.  The Inn at Gray Barns provides a sophisticated and intimate setting for guests.

Visitors who want a home-like setting can choose from many Airbnb options that let them “truly settle in—without settling down”.  The Lloyd in Stamford is another great choice, offering boutique luxury close to local attractions.

Top Attractions in Fairfield County

The county has an impressive mix of cultural and recreational spots:

  • Connecticut’s Beardsley Zoo in Bridgeport is home to 300 animals including condors, tigers and wolves
  • The Maritime Aquarium in Norwalk showcases fascinating marine exhibits
  • Westport Country Playhouse features Tony award-winning theatrical performances
  • Grace Farms in New Canaan and Cove Island Park in Stamford offer beautiful natural escapes
  • The Glass House in New Canaan shows remarkable architectural innovation

Visitors can also explore Bartlett Arboretum & Gardens in Stamford or learn about local history at Fairfield Museum and History Center.  Food lovers will enjoy the region’s farm-to-table restaurants and farmers markets, especially when they have access to locally sourced, fresh food.

Cold Spring, NY

Cold Spring, NY

Image Source: ILoveNY.com

Cold Spring sits beautifully along the Hudson River, captivating visitors with its 19th-century architecture and mountain views.  This picturesque village served as a crucial artillery center during the American Civil War.  Today, it’s a perfect escape for hikers and culture lovers who want to step away from New York City’s fast pace.

Top Things to Do in Cold Spring

Hudson Highlands State Park showcases amazing landscapes with several trail choices.  The Bull Hill Full Loop stretches 5.4 miles and rewards hikers with spectacular NYC skyline views.  History buffs will love the West Point Foundry Preserve’s ironworks ruins tucked away in peaceful woodlands.

Other must-visit attractions include:

  • Dockside Park with its beautiful Hudson River views and Storm King Mountain scenery
  • Magazzino Italian Art Museum that features postwar and contemporary Italian art
  • Stonecrop Gardens’ 15-acre space filled with alpine plants, woodland gardens, and water features
  • Bannerman Castle that you can reach through seasonal kayak tours from Cold Spring

How to Get to Cold Spring

Metro-North Railroad makes weekend trips from NYC simple and convenient.  Trains leave Grand Central Terminal every hour and take about 1 hour and 17 minutes.  You’ll step off right in the heart of this walkable village.

The drive from Manhattan takes roughly 1 hour and 14 minutes, covering about 93 km.  Cold Spring ranks among NYC’s best weekend getaways, especially since it’s so easy to reach without a car.

Dining in Cold Spring

Cold Spring’s food scene has something for everyone. Brasserie Le Bouchon creates intimate French dishes in a cozy space with outdoor patio seating.  Riverview Restaurant serves contemporary American cuisine and brick oven pizzas while living up to its name with stunning Hudson River views.

Cold Spring Depot occupies an 1893 train depot, serving American comfort food in a rustic tavern setting.  Rincon Argentino makes authentic empanadas and Argentinian pastries that are perfect to enjoy by the water.  The day should end at Moo Moo’s Creamery near the Hudson River for some homemade ice cream.

Mystic, CT

Mystic, CT

Image Source: Adventuring With Friends

This delightful coastal village sits just 3 hours from New York City.  Mystic’s rich maritime heritage spans over 300 years and its blend of nautical attractions, historic architecture, and waterfront charm makes it a perfect weekend getaway destination.

Top Things to Do in Mystic

The largest maritime museum in the United States, Mystic Seaport Museum, proudly displays historic vessels.  The Charles W. Morgan, the world’s last wooden whaleship, stands as its crown jewel.  Visitors can wander through a recreated 19th-century seafaring village, step aboard retired ships and take rowboats or sailboats out into the harbor.

Other notable attractions include:

  • Mystic Aquarium showcases beluga whales, sea lions and penguins in interactive exhibits
  • The iconic Mystic River Bascule Bridge has connected both sides of the village since 1922
  • Olde Mistick Village recreates a colonial 1700s settlement as an open-air shopping complex
  • Schooner Argia takes guests on sailing adventures along the Mystic River and into Long Island Sound

B.F. Clyde’s Cider Mill, America’s oldest steam-powered cider mill, welcomes autumn visitors with fresh cider and donuts in a historic setting.

Where to Stay in Mystic

The Whaler’s Inn spreads across five historic buildings in downtown Mystic.  The Main Inn’s history dates back to 1910, while Hoxie House caters to adults with gas fireplaces, soaking tubs and Mystic River views.  Stanton House has undergone renovations and now boasts luxury suites with sweeping river views and private balconies.

The Delamar Mystic combines New England’s seafaring heritage with modern luxury in a boutique setting.  Budget-conscious travelers will appreciate Hampton Inn & Suites’ spacious rooms and generous breakfast buffet.

Best Time to Visit Mystic

USA Today ranked Mystic as the 4th Best Summer Destination in 2023, and the balmy weather makes it perfect for boat rides, kayaking and waterfront dining.  The fall season brings stunning foliage and shorter lines at popular spots like Clyde’s Cider Mill.

Mild temperatures and blooming flowers make spring ideal for outdoor exploration without summer crowds.  The town transforms into a festive wonderland during winter, with holiday decorations throughout and fewer tourists around.

Newport, RI

Newport, RI

Image Source: Discover Newport

A three-hour journey from the Big Apple, Newport draws weekend travelers with its magnificent Gilded Age mansions and dramatic rocky coastline.  This charming coastal town was once the summer playground of America’s wealthiest families like the Vanderbilts and Astors.

Top Things to Do in Newport

The spectacular 3.5-mile Cliff Walk lets visitors enjoy breathtaking ocean views while admiring opulent historic architecture.  These grand Newport Mansions started as summer “cottages” and now showcase fascinating glimpses of America’s past.  The Breakers, the grandest among these estates, delights families with audio tours where playful dolphins and dragons bring the stories alive.

The city’s must-see attractions include:

  • A winding 10-mile coastal drive along Ocean Drive’s commanding shoreline
  • The scenic Fort Adams State Park with sweeping harbor views
  • The charming historic waterfront district on Thames Street with unique shops
  • Beautiful local beaches perfect for summer visitors

Where to Stay in Newport

Newport’s accommodations blend luxury with historic charm.  Castle Hill Inn sits on 40 enchanting acres with a private half-mile coastline and sophisticated dining.  The Chanler at Cliff Walk welcomes guests to 20 uniquely designed rooms that showcase magnificent ocean views from its grand private setting.

The Vanderbilt, Auberge Resorts Collection stands as Newport’s top-rated hotel according to U.S. News.  The property features a private pool and a rooftop deck with town views.  Families love Newport Harbor Island Resort on Goat Island with its two saltwater pools and historic lighthouse.

Dining in Newport

Newport’s restaurants celebrate both history and fresh seafood.  The White Horse Tavern, America’s oldest tavern, has served New England farm-to-table cuisine for 350 years.  Flo’s Clam Shack delights visitors with award-winning seafood and famous clam cakes since 1936.

Harbor views complement The Mooring’s signature “Bag of Donuts” filled with lobster-shrimp fritters.  Brick Alley Pub combines award-winning food with a casual vibe, surrounding diners with vintage neon signs and unique memorabilia from its 40-year history.

Fire Island, NY

Fire Island, NY, best weekend trips from NYC

Image Source: National Park Service

Fire Island beckons visitors just a short ferry ride across the Great South Bay.  This car-free paradise stretches 31 miles along Long Island’s southern shore.  The narrow barrier island gives city dwellers a refreshing escape where they move around by foot, bike, or wagon instead of cars.

Top Things to Do in Fire Island

Fire Island National Seashore boasts pristine beaches that make swimming, sunbathing and water activities perfect.  The Sunken Forest stands as a rare ecological wonder in Sailors Haven with its 300-year-old trees uniquely shaped by constant salt spray.  Visitors can join ranger-led tours to experience this marvel.  Nature lovers will enjoy:

  • Hiking through the Otis Pike Fire Island High Dune Wilderness
  • Climbing the historic Fire Island Lighthouse from 1826
  • Learning about the island’s 17 distinct communities, each with its own character

Cherry Grove and Fire Island Pines have welcomed LGBTQ+ visitors for decades with their vibrant nightlife and rich cultural experiences.

Where to Stay in Fire Island

The island’s communities feature accommodations from luxury hotels to vacation rentals.  Madison Fire Island Pines delivers exceptional service from its prime location.  The Palms Hotel provides bike and kayak rentals plus private beach access.  The Grove Hotel showcases newly renovated rooms and a popular pool area.

Peak season fills the limited hotel options quickly, making early reservations necessary.  Different communities cater to specific groups—The Pines and Grove welcome LGBTQ+ visitors while Ocean Beach attracts families.

How to Get to Fire Island

NYC weekend travelers can reach the island through a simple combination of transport options.  The Long Island Rail Road (LIRR) runs from Penn Station to three mainland towns with ferry connections:

  • Bay Shore serves western communities like Kismet and Ocean Beach
  • Sayville connects to Cherry Grove, Fire Island Pines and Sailors Haven
  • Patchogue links to Watch Hill and Davis Park

Shuttle services take visitors from these stations to ferry terminals for a 30-minute bay crossing.  The absence of cars creates a peaceful atmosphere that has drawn visitors here for centuries.

Philadelphia, PA

love Park, Philadelphia landmarks and top Instagram spots

Philadelphia lies just 2 hours from New York City.  This historic city blends colonial charm with modern energy and stands out as one of the most available weekend trips from NYC.

Top Things to Do in Philadelphia

The City of Brotherly Love attracts visitors with its remarkable American landmarks from colonial times.  Independence Hall proudly stands as the life-blood of American democracy, where leaders signed both the Declaration of Independence and U.S. Constitution.  The Liberty Bell Center next door gives an explanation of this iconic symbol of freedom.

The Philadelphia Museum of Art beckons art lovers with its exceptional collection.  You can also climb the famous “Rocky” steps that the critically-acclaimed film made famous.  The Franklin Institute lets visitors participate in interactive scientific displays that appeal to curious minds of any age.

Yes, it is worth taking a closer look at Independence National Historical Park—”the most famous square mile in America”—which covers many historical sites perfect to explore during weekend getaways from NYC.

Where to Stay in Philadelphia

The Rittenhouse Hotel tops Philadelphia’s accommodation rankings.  The Four Seasons Hotel Philadelphia at Comcast Center matches this luxury with five-star amenities and breathtaking city views.

The Kimpton Hotel Monaco and Sofitel Philadelphia at Rittenhouse Square are elegant yet affordable choices.  Both hotels offer exceptional service in prime locations.  Book early since Philadelphia’s popularity among NYC weekend travelers means rooms fill up fast.

Dining in Philadelphia

Philadelphia’s food scene reaches way beyond the reach and influence of its famous cheesesteaks.  Locals often debate the merits of Pat’s King of Steaks versus Geno’s Steaks for the most authentic taste.

Reading Terminal Market serves as a food lover’s paradise.  Dozens of vendors offer a feast for your senses.  This 133-year-old market features everything from Pennsylvania Dutch specialties to DiNic’s legendary roast pork sandwiches.

Philadelphia’s thriving food scene has earned recognition from many publications as one of America’s top dining cities.  Standout restaurants include Bastia with Mediterranean flavors, Kalaya’s authentic Thai cuisine and Royal Izakaya’s premium sushi experience.

The Hamptons, NY

The Hamptons, NY

Image Source: Yacht Hampton

The Hamptons sits about two hours east of NYC, drawing visitors with its beautiful beaches, high-end dining and rich culture.  This collection of villages and hamlets on Long Island’s South Fork remains a favorite getaway spot for city dwellers looking to unwind in style.

Top Things to Do in The Hamptons

Sun-soaked beaches and scenic parks make The Hamptons perfect for outdoor adventures.  Cooper’s Beach in Southampton stands out as one of the best beaches in the country.  Art lovers will appreciate LongHouse Reserve in East Hampton, where 16 acres of beautiful gardens showcase more than 60 permanent sculptures by leading artists.

The Pollock-Krasner House tells the story of abstract expressionist painters Jackson Pollock and Lee Krasner who created their masterpieces here.  The area’s natural beauty opens up countless possibilities:

  • Hiking the scenic trails at Hither Hills State Park
  • Watching whales and seals along the coastline
  • Sipping wine at Wölffer Estate Vineyard in Sagaponack

Where to Stay in The Hamptons

Each property in The Hamptons has its own character.  The Reform Club in Amagansett feels more like a refined estate than a hotel.  Baron’s Cove in Sag Harbor attracts guests with stunning harbor views and a rich history – it once hosted literary giants Truman Capote and Kurt Vonnegut.

The Roundtree in Amagansett showcases a beautiful lawn that meets Balsam Farm’s corn fields, creating the perfect blend of country and beach living.

Best Time to Visit The Hamptons

Summer months from June through August mark the peak season with warm weather and busy beaches.  This popularity brings crowds, traffic and higher accommodation prices.

Fall months from September through November offer a quieter experience with pleasant weather, colorful foliage and events like the Hamptons International Film Festival.  Spring brings mild temperatures and blooming flowers from March through May – perfect for outdoor activities without the crowds.

North Fork, Long Island

North Fork sits quietly along Long Island’s pastoral landscapes with sprawling vineyards.  This peaceful alternative to the Hamptons lies approximately three hours from Manhattan.  Visitors can enjoy local experiences and serene coastal views without massive crowds.

Top Things to Do in North Fork

The region’s crown jewel is its wine country.  Croteaux Vineyards welcomes guests with a rosé-only experience in a “real-life secret garden” setting.  Nature lovers will enjoy Lavender by the Bay farm where sweet-smelling pink blossoms create perfect photo opportunities.  The area’s outdoor activities include:

  • Kayaking and paddleboarding along the Peconic Bay
  • Strawberry picking at Pattie’s Berries & Bunches (prime season in June)
  • Downtown Greenport’s antique carousel and vibrant shops

The charm continues year-round with seasonal events.  Spring brings the Cherry Blossom Festival, while First Fridays on Love Lane in Mattituck showcase local vendors and entertainment.

Where to Stay in North Fork

The area’s lodging options blend boutique charm with historic character.  Aqua Beach Hotel in Aquebogue caters to adults with private beach access, paddleboard rentals, and a tiki bar.  The Menhaden brings chic style to Greenport with its rooftop deck, fire pit and complimentary snacks.

Wine lovers will appreciate Rose Hill Vineyards’ renovated farmhouse that comes with complimentary wine tastings.  American Beech Hotel puts you right in Greenport’s heart with stylish rooms just steps from restaurants and shops.

Dining in North Fork

Fresh seafood and farm-to-table dining define North Fork’s food scene.  North Fork Table & Inn leads the way and has put the area “on the culinary map” with its local ingredients.  Little Creek Oyster Farm & Market lets you shuck your own oysters while taking in Greenport harbor views.

The Frisky Oyster serves elegant meals on Greenport’s Front Street.  Lucharitos dishes up Mexican favorites like fish tacos and margaritas.  Save room for dessert at Briermere Farms where locals “ship to relatives all over” their famous homemade pies.

Lake George, NY

Lake George, NY

Image Source: Lake George

Lake George, the “Queen of American Lakes,” lies just 3.5 hours north of Manhattan, nestled among the majestic Adirondack Mountains.  This stunning destination stretches 32 miles with 176 miles of shoreline and 245 islands, creating a perfect backdrop for year-round adventures and relaxation.

Top Things to Do in Lake George

The Lake George Steamboat Company’s Lac du Saint Sacrement delivers an unforgettable 2¼-hour dinner cruise with stunning lake views.  History buffs will love Fort William Henry, a significant French and Indian War site that features exciting live musket and cannon firing demonstrations.

The area offers amazing outdoor activities:

  • The summit of Prospect Mountain rewards climbers with breathtaking 100-mile views
  • Million Dollar Beach stands out as the region’s best swimming spot
  • Early morning paddling becomes peaceful with kayak and stand-up paddleboard rentals

Wine enthusiasts should head to Adirondack Winery on Canada Street, which opens at 10am and serves their popular fruit-infused wines.

Where to Stay in Lake George

Lake George accommodations suit every traveler’s needs.  The Sagamore Resort in Bolton Landing blends historic charm with modern luxury, featuring three lakeside pools, an 18-hole championship golf course and eight restaurants.  Courtyard by Marriott sits close to the village’s main attractions.

Family-owned waterfront cottages let guests step right onto the beach.  Budget travelers can find clean, affordable rooms at several local motels.

Best Time to Visit Lake George

Summer months from June through September bring 80°F temperatures that make swimming and boating perfect.  Weekly fireworks light up Thursday nights from July through August.  October’s first two weeks showcase nature’s best fall colors.

Lake George sparkles in winter with holiday lights and festival fun.  February’s Winter Carnival features unique events like outhouse races on ice, ice diving shows and weekend fireworks.  Spring brings smaller crowds and opportunities for whitewater rafting, hiking and golfing.  Weather varies from the 30s to 70s during this season.

The Berkshires, MA

The Berkshires, MA

Image Source: Housatonic Heritage

New Yorkers looking to escape the city will find their perfect countryside retreat in the Berkshires of western Massachusetts.  Just 140 miles north of NYC, this beautiful region welcomes visitors with winding roads, mountain views, sprawling farmland and grazing cattle.

Top Things to Do in The Berkshires

The Berkshires welcomes outdoor enthusiasts throughout the year.  Nature lovers can explore hundreds of miles of hiking trails.  The popular Monument Mountain trail holds special historical significance – Herman Melville and Nathaniel Hawthorne walked these paths while discussing what would become Moby Dick.  You’ll also want to check out:

  • Tanglewood, where the Boston Symphony Orchestra spends its summers.  Visitors can relax on the lawn and enjoy open-air concerts
  • Massachusetts Museum of Contemporary Art (MASS MoCA), which stands as one of the largest centers for contemporary visual and performing arts in the United States
  • The Mount, the former summer home of Edith Wharton, showcases beautiful gardens and historic architecture

Fall brings spectacular foliage, bustling farm stands, and seasonal celebrations.  The Pumpkin Show at Naumkeag lights up with over 1500 jack-o-lanterns.

Where to Stay in The Berkshires

The area’s accommodations blend historic charm with modern comfort.  The Inn at Kenmore Hall, a beautifully restored 1792 home, preserves its original banisters, moldings and millwork.  Life House Hotel near Lenox puts a fresh spin on the classic motel, featuring comfortable beds and The Club Room, its stylish lobby and bar area.

The Red Lion Inn captures traditional New England charm with its floral wallpaper and cozy atmosphere.

Dining in The Berkshires

Local restaurants showcase farm-to-table cooking in a variety of traditions.  Brooklyn restaurateur Mark Firth’s Prairie Whale in Great Barrington champions local food with specialties like pig head rillettes and brick chicken.  Alta Restaurant & Wine Bar in Lenox has earned its reputation for excellent American cuisine and wine selection.

Stissing House creates magic in a restored 1782 former inn.  The space features Shaker-inspired décor and hand-painted murals of the local landscape.  The Berkshires’ restaurants turn fresh, local ingredients into memorable dining experiences.

Manchester, VT

Manchester, VT

Image Source: manchester-vt.gov

Manchester, Vermont sits just four hours from New York City.  This charming town reshapes the scene from a snowy ski destination in winter to a vibrant arts and hiking haven in warmer months.  The town captures Vermont’s essence with its white church steeples, local breweries and exceptional food choices.

Top Things to Do in Manchester

Bromley Mountain offers year-round adventures for outdoor lovers.  Summer visitors can enjoy an exciting alpine slide that runs two-thirds of a mile down the mountain or take a ride on one of Vermont’s longest zip lines.  The chairlift opens at the time autumn arrives, giving leaf peepers amazing views of the foliage.

Hildene, the former estate of President Abraham Lincoln’s son Robert, is a must-see for history enthusiasts.  This 400-acre property showcases:

  • Formal gardens and a restored 1903 Pullman Sunbeam train car
  • Over 12 miles of trails open year-round for hiking and winter cross-country skiing
  • President Lincoln’s stovepipe hat on display in the 1905 Georgian Revival mansion

Of course, the Southern Vermont Arts Center displays year-round exhibitions in a variety of works, from outdoor sculptures to photographs and abstract paintings.

Where to Stay in Manchester

The Kimpton Taconic Hotel blends contemporary style with New England charm.  You’ll find wood-burning fireplaces in the lounge area and spacious rooms that help you unwind.  The Equinox Golf Resort & Spa offers a historic stay dating back to 1769, the time Vermont’s Green Mountain Boys gathered at the Marsh Tavern.

Manchester’s accommodations include many more choices from boutique hotels to charming inns.  The Wilburton Inn provides vacation homes on a 30-acre estate with stunning mountain views.

Best Time to Visit Manchester

Fall colors peak in mid to late October as trees create a stunning canvas of reds, oranges and yellows.  All the same, early October visitors can enjoy similar views with smaller crowds.

Snow enthusiasts flock to nearby slopes in winter, particularly Bromley Mountain—known as “Vermont’s Sun Mountain” for its bright days.  Summer brings ideal conditions for hiking around Equinox Pond, where tree reflections create perfect photo opportunities.

Woodstock, NY

Woodstock, NY, best weekend trips from NYC

Image Source: Ulster County Tourism

Woodstock keeps its artistic soul alive, even though the famous 1969 music festival happened about an hour away.  This creative haven welcomes peace, art and music lovers.  New Yorkers can escape to this charming town in the Catskill Mountains, just two hours from Manhattan, for a perfect weekend of culture and nature.

Top Things to Do in Woodstock

The Overlook Mountain trail challenges hikers with a 2.5-mile uphill climb that leads to breathtaking Hudson Valley views and fascinating ruins from 1800s resorts.  The Ashokan Reservoir provides a more relaxed option with its 2.7-mile paved path.  These waters supply 40% of NYC’s drinking water.

Art enthusiasts should check out the Center for Photography, which lives in the former Cafe Expresso where Bob Dylan and Joan Baez once performed.  Opus 40 stands as a remarkable sight – a 6.5-acre environmental bluestone sculpture that Harvey Fite crafted using only hand tools.

Tinker Street buzzes as Woodstock’s shopping destination, where visitors find everything from tie-dye shirts to local pottery.  Some standout shops include:

  • Candlestock with its unique candle collection
  • The Golden Notebook bookstore
  • Rock City Vintage for authentic retro finds

Where to Stay in Woodstock

Hotel Dylan celebrates the town’s musical roots with 22 rooms named after Woodstock Nation’s rock legends.  Each space comes alive with record players and Elliott Landy’s iconic artwork.

The Woodstock Inn on the Millstream creates a peaceful retreat with its rushing water and garden views, minutes from the village.  Twin Gables brings 1920s charm and artistic touches to its central location.

Dining in Woodstock

The local food scene caters to every taste.  Silvia dishes up New American fare in the historic Joyous Lake building, where The Rolling Stones once played.  Cucina transforms a converted farmhouse into an Italian dining experience with a lovely outdoor space.

Mud Club bakes outstanding wood-fired bagels in a whimsical “Tolkien-esque” setting with beautiful outdoor seating.  Garden Cafe stays true to Woodstock’s essence with genuine vegetarian and vegan dishes that avoid tourist clichés.

Lake Placid, NY

Lake Placid, NY

Image Source: Lake Placid

Lake Placid stands as a proud two-time Winter Games host with a rich Olympic legacy.  NYC adventurers can reach this Adirondack treasure in less than 4 hours to enjoy its pure mountain air and outdoor activities all year round.  The natural beauty and athletic heritage blend perfectly to create an amazing weekend getaway.

Top Things to Do in Lake Placid

The Olympic Center and Museum displays artifacts from the 1932 and 1980 Winter Games, including the legendary “Miracle on Ice” hockey victory.  Nature lovers can find more than 200 hiking and biking trails across the area.  The region’s main attractions include:

  • Whiteface Mountain with its challenging winter ski slopes and summer gondola rides
  • High Falls Gorge spans 22 acres and features four beautiful waterfalls alongside ancient rock formations
  • Mirror Lake welcomes visitors to kayak, paddleboard, and swim during warm weather
  • The Olympic Jumping Complex lets guests take an elevator ride to see stunning Adirondack views

Where to Stay in Lake Placid

The area’s lodging options range from luxurious historic properties to welcoming lodges.  Mirror Lake Inn holds the AAA Four-Diamond award for 40 straight years and ranks #2 among America’s Most Beautiful Lakeside Hotels.  Whiteface Lodge captures Gilded Age grandeur through its rustic timber architecture and features a spa that Conde Nast Traveler lists among North America’s top 100.

Lake Placid Lodge sits beautifully on Lake Placid’s western shore with rooms that showcase period elegance.  High Peaks Resort and Golden Arrow Lakeside Resort give guests lake views at more budget-friendly prices.

Best Time to Visit Lake Placid

Summer months from June through September bring pleasant temperatures of 18.5°C to 24.8°C (68.5°F to 74.8°F), perfect for outdoor adventures.  Fall creates a stunning display of colors between late September and early October.

The winter season turns Lake Placid into a snowy paradise for skiing and Olympic sports, with temperatures that can reach -17°C (2°F).  Spring months from March to May see fewer tourists and warmer days, though melting snow might leave trails muddy.

Shelter Island, NY

Shelter Island, NY, best weekend trips from NYC

Image Source: www.shelterislandtown.gov

Shelter Island sits between the North and South Forks of Long Island, about 90 miles from New York City.  This peaceful 29-square-mile island gives visitors a perfect hideaway from city life.  You can only reach it by ferry, making it an ideal spot for anyone looking to escape the urban rush.

Top Things to Do in Shelter Island

Mashomack Nature Preserve stands as the island’s crown jewel, with over 2,000 acres of tidal creeks, oak woodlands and freshwater marshes.  Nature lovers can pick from various hiking trails that range from quick 0.2-mile walks to more challenging 4.4-mile adventures.  The island’s beaches each have their own charm:

  • Crescent Beach (Louis’ Beach to locals) comes with lifeguards and restrooms
  • Wades Beach welcomes families with picnic tables and comfort stations
  • Shell Beach delights visitors with its narrow stretch and wild flowers
  • Menhaden Lane Beach gives adults a quiet spot to unwind

Biking stands out as one of the best ways to see the island.  You can rent bikes from Piccozzi’s Bike Shop at Dering Harbor Marina for $25 for four hours.  This lets you explore both the well-kept neighborhoods and wild landscapes.  Book lovers should check out Black Cat Books, which has an amazing selection of art, design, and photography books.

Where to Stay in Shelter Island

TripAdvisor ranks Shelter Island House as the #1 place to stay. It offers luxury rooms with spa bathrooms and throws in free Wi-Fi, pool access and bikes.  The Pridwin Hotel and Cottages got a fresh makeover and now features 33 guest rooms and 16 private cottages with views of Crescent Beach.  Rooms cost between $479 on weekdays and $899 on weekends.

Seven on Shelter Island gives guests a more personal touch.  This converted 1902 farmhouse has just seven rooms and includes luxury perks like a pool and fire pit.  The Ram’s Head Inn offers another option with its country charm, featuring 17 rooms spread across 4.5 acres of waterfront property.

Comparison Table

DestinationDistance from NYCMain AttractionsNotable AccommodationsBest Time to VisitGetting There
Hudson Valley2 hoursBear Mountain State Park, Dia:Beacon gallery, FDR LibraryMohonk Mountain House, Beekman Arms & Delamater InnFall (Sept-Oct) for foliage; Summer (June-Aug) for outdoor activitiesDrive or Metro-North
Asbury Park, NJ2 hoursBoardwalk, Stone Pony, Silverball Retro ArcadeThe Asbury Hotel ($585-905), Berkeley Oceanfront Hotel
Fairfield County, CT1 hourBeardsley Zoo, Maritime Aquarium, Grace FarmsDelamar Greenwich Harbor, The LloydMetro-North Railroad
Cold Spring, NY1 hour 17 minsBull Hill Trail, West Point Foundry, Magazzino Italian ArtMetro-North from Grand Central
Mystic, CT3 hoursMystic Seaport Museum, Mystic Aquarium, Olde Mistick VillageThe Whaler’s Inn, Delamar MysticSummer for boat rides; Fall for fewer crowds
Newport, RI3+ hoursCliff Walk, The Breakers, Ocean DriveCastle Hill Inn, The Chanler, The Vanderbilt
Fire Island, NYSunken Forest, Fire Island Lighthouse, 17 unique communitiesMadison Fire Island Pines, The Palms HotelPeak season (summer)LIRR + Ferry
Philadelphia, PA2 hoursIndependence Hall, Liberty Bell, Philadelphia Museum of ArtThe Rittenhouse Hotel, Four Seasons HotelDrive or Train
Lake George, NY3.5 hoursLake George Steamboat cruises, Fort William Henry, Million Dollar BeachThe Sagamore Resort, Courtyard by MarriottSummer (June-Sept) for swimming; Fall for foliage
The Berkshires, MA140 milesTanglewood, MASS MoCA, The MountInn at Kenmore Hall, Life House HotelFall for foliage
Manchester, VTUnder 4 hoursBromley Mountain, Hildene Estate, Southern Vermont Arts CenterKimpton Taconic Hotel, The Equinox ResortFall (mid-late Oct) for foliage; Winter for skiing
Woodstock, NY2 hoursOverlook Mountain, Ashokan Reservoir, Opus 40Hotel Dylan, Woodstock Inn on the Millstream
Lake Placid, NYUnder 4 hoursOlympic Center, Whiteface Mountain, Mirror LakeMirror Lake Inn, Whiteface LodgeSummer (68-75°F); Fall for foliage
Shelter Island, NY90 milesMashomack Nature Preserve, Crescent Beach, Wade’s BeachShelter Island House, The Pridwin Hotel ($479-899)Ferry access only

FAQs

Q1. What are some of the best weekend getaways from NYC within a 4-hour travel time?
Popular destinations include the Hudson Valley, Asbury Park, Cold Spring, Philadelphia, and the Hamptons.  These locations offer a mix of natural beauty, cultural attractions and relaxation options all within easy reach of New York City.

Q2. Which destinations are ideal for a romantic weekend trip from NYC?
For a romantic escape, consider Newport, RI with its stunning coastal views and historic mansions or the Berkshires in Massachusetts for its cultural offerings and scenic landscapes.  Lake Placid, NY also provides a picturesque setting with outdoor activities for couples.

Q3. What are some family-friendly weekend trip options from NYC?
Families can enjoy destinations like Lake George, NY for its outdoor activities and amusement parks or Mystic, CT for its aquarium and maritime history.  The Jersey Shore, including towns like Asbury Park, also offers family-friendly beaches and boardwalks.

Q4. Where can I find a relaxing beach getaway near NYC?
For a peaceful beach retreat, consider Fire Island, NY or Shelter Island, NY.  Both offer serene environments with beautiful beaches, minus the crowds often found in more popular coastal destinations.  The Hamptons also provides upscale beach experiences.

Q5. What are some good options for a cultural weekend trip from NYC?
For a culture-rich weekend, visit Philadelphia to explore its historical sites and museums.  Alternatively, head to the Berkshires for its world-class music and art scene, including Tanglewood and MASS MoCA.  Woodstock, NY also offers a unique blend of arts, music and counterculture history.