Amazing Best Memorial Day Weekend Trips from NYC: Escape Now!
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Amazing Best Memorial Day Weekend Trips from NYC: Escape Now!

Lula Thompson

10/17/2025, 6:51:31 AM

Escape NYC this Memorial Day! Discover the best weekend trips: beaches, towns, history & more. Your perfect getaway awaits!

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Memorial Day weekend is the perfect excuse to ditch the city and recharge. New York City, with its relentless energy, can leave you craving a change of scenery. Lucky for you, some incredible escapes are just a short drive or train ride away. Whether you dream of sinking your toes into the sand, exploring historic landmarks, or immersing yourself in nature, there's a getaway on this list for you.

Coastal Escapes: Beachfront Bliss on Memorial Day Weekend from NYC

Cape May, NJ: Victorian Charm by the Sea

Cape May is calling if you're craving a dose of Victorian charm with your beach time. Picture this: colorful gingerbread houses, a laid-back vibe, and the sound of waves crashing nearby. It's not just about the beach, though. Cape May boasts farmers' markets overflowing with fresh produce, wineries where you can sip local wines, and historic bed-and-breakfasts that'll transport you to another era. Seriously, it's like stepping into a postcard.

Think strolling along the Washington Street Mall, browsing the unique shops and grabbing a bite at a cozy café. Or maybe you're up for exploring the Cape May Lighthouse, where you can climb to the top for panoramic ocean views. And let's not forget Cape May Point State Park and Higgins Beach, perfect for kicking back, soaking up the sun, and breathing in that salty air. It's a fantastic option for a romantic getaway or a fun-filled family vacation.

Rehoboth Beach, DE: Boardwalk Fun and Brews

Ready for a beach town with a little more energy? Rehoboth Beach is where it's at. This LGBTQ+-friendly spot is known for its lively boardwalk, tax-free shopping (score!), and a dining scene that's always buzzing. Plus, it's only about 3.5 hours from NYC by car, making it a pretty easy road trip. Seriously, what's not to love?

Picture yourself spending the day on the Rehoboth Beach Boardwalk, playing arcade games, indulging in some ice cream, and catching some live entertainment. Or maybe you're in the mood for some outdoor adventure at Cape Henlopen State Park, where you can hike, bike, and explore WWII-era historical sites. And for the beer lovers out there, a trip to Dogfish Head Brewery in nearby Milton is a must. Trust me, your taste buds will thank you.

Destination

Drive Time from NYC

Key Activities

Cape May, NJ

2.5 - 3 hours

Beaches, Lighthouse, Shopping, Wineries

Rehoboth Beach, DE

3.5 hours

Boardwalk, State Park, Brewery Tours

Charming Towns & Countryside: Relaxing Memorial Day Weekend Trips from NYC

Stockbridge, MA: Arts and Mountain Air

so you're looking for something a little more chill than the beach scene? Let me tell you about Stockbridge. Nestled in the Berkshire Mountains, this place is all about art, nature, and that classic New England vibe. Think rolling hills, quaint shops, and a pace of life that's about a million times slower than NYC. If you need a serious dose of relaxation, this is it.

The Norman Rockwell Museum is a must-see, even if you think you're not into art. Trust me, Rockwell's iconic illustrations will give you all the feels. Then there's Naumkeag, a Gilded Age estate with gardens so stunning they'll make your jaw drop. And if you're feeling adventurous, you can hike a section of the Appalachian Trail or climb Monument Mountain for some seriously breathtaking views. Oh, and if you're into music, Tanglewood, the summer home of the Boston Symphony Orchestra, is right nearby. It's culture overload in the best possible way.

Hudson, NY: Antiques and River Views

Want something a little more hip? Hudson is your spot. This trendy upstate escape is all about antique shopping, farm-to-table dining, and those gorgeous Hudson River views. It's only about 2 hours from NYC by car or train, making it a super easy getaway. Plus, it's got this cool, artsy vibe that's totally different from the city.

Imagine yourself strolling down Warren Street, browsing the antique shops and boutiques, and then settling in for a delicious meal at The Crimson Sparrow or Fish & Game, where they're all about locally sourced ingredients. And don't miss Olana State Historic Site, the former home of painter Frederic Edwin Church. The landscapes and art are seriously inspiring. If you're up for it, there's also some great hiking in Hudson Highlands State Park. It's a perfect blend of culture, food, and nature.

Beacon, NY: Art and Outdoor Adventures

Only have a weekend? Beacon is your answer. Just a 90-minute trip from NYC, this place is an artsy, outdoor-lover's paradise. Think hiking trails with killer views, world-class art, and a food scene that's seriously thriving. It's got this cool, laid-back vibe that's perfect for unwinding.

If you're up for a challenge, hike Mount Beacon or Breakneck Ridge. The trails are tough, but the views are worth it. Then there's Dia Beacon, a contemporary art museum that's housed in a former Nabisco box printing factory. Seriously, the space is as impressive as the art. And don't forget to explore Main Street, where you'll find cute cafes, bookstores, and craft breweries like Hudson Valley Brewery. If you're feeling adventurous, you can even kayak or paddleboard on the Hudson River. It's a great way to escape the city and get your nature fix.

Destination

Drive Time from NYC

Key Activities

Stockbridge, MA

3 hours

Art Museums, Hiking, Historic Estates

Hudson, NY

2 hours

Antiquing, Dining, River Views

Beacon, NY

1.5 hours

Hiking, Art Museums, Breweries

History & Adventure: Unique Memorial Day Weekend Getaways Near NYC

Williamsburg, VA: Step Back in Time

history buffs, this one's for you. Williamsburg isn't just a town; it's a living history museum. Seriously, you'll feel like you've stepped back into colonial America. It's about a 6-hour drive from NYC, or you can hop on a short flight to Norfolk. Trust me, it's worth the trip if you're into that whole Revolutionary War era thing.

Imagine yourself strolling through Colonial Williamsburg, where costumed interpreters bring the 18th century to life. Then there's Jamestown Settlement and Yorktown Battlefield, where you can learn all about the early days of America. And if you're traveling with kids (or just a kid at heart), Busch Gardens Williamsburg is right nearby. It is an awesome theme park with thrilling rides. Plus, they usually have some pretty cool Memorial Day ceremonies at the historic sites. It's educational and entertaining all in one.

Philadelphia, PA: History and Cheesesteaks

Need a quick and easy getaway? Philly is your answer. Just 1.5 hours from NYC by train, this city is packed with history, art, and, of course, those legendary cheesesteaks. It's a perfect option for a day trip or a weekend adventure. Plus, it's super easy to get around, even if you're not familiar with the city.

No trip to Philly is complete without a tour of Independence Hall and a visit to the Liberty Bell. Seriously, it's like a pilgrimage for history lovers. Then there's the Philadelphia Museum of Art, where you can run up the "Rocky Steps" and strike a pose at the top. And let's not forget the food. You gotta grab a Philly cheesesteak at Pat's King of Steaks or Geno's Steaks. It's a rite of passage. And if you're feeling adventurous, check out Reading Terminal Market for some diverse culinary delights. Trust me, your taste buds will thank you.

New Paltz, NY: Hiking and History in the Hudson Valley

Want to combine history with some outdoor adventure? New Paltz is where it's at. This Hudson Valley town is just 1.5 to 2 hours from NYC and is a haven for hikers and rock climbers. Plus, it's got some pretty cool historical sites too. It's like a hidden gem that's just waiting to be discovered.

Spend your days hiking the Mohonk Preserve or Minnewaska State Park, where you'll find stunning cliffside views that'll take your breath away. Then there's Sam's Point Preserve, home to rare dwarf pine forests. And if you're into wine, Robibero Winery and Whitecliff Vineyard are right nearby. For a bit of history, explore the Huguenot Street Historic District, one of the oldest continuously inhabited streets in America. It's a perfect blend of nature and history that's sure to please everyone.

Destination

Drive Time from NYC

Key Activities

Williamsburg, VA

6 hours

Colonial Williamsburg, Historic Sites, Theme Park

Philadelphia, PA

1.5 hours

Historical Landmarks, Art Museums, Cheesesteaks

New Paltz, NY

1.5 - 2 hours

Hiking, Rock Climbing, Wineries, Historic District

Urban Celebrations: Patriotic Memorial Day Weekend Events in and Around NYC

NYC Staycation: Parades and Rooftop Views

so maybe you're thinking, "I love NYC, but I need a break from the usual grind." Well, a staycation might be just the ticket! NYC itself goes all out for Memorial Day, with parades, fireworks, and a ton of patriotic events. It's a chance to see the city in a whole new light, and you don't even have to pack a suitcase (unless you're planning a fancy hotel stay, of course).

First off, hit up the Memorial Day Parade in Little Neck, Queens. It's a huge event that's been going strong for years. Then there's Fleet Week, where you can check out ship tours and air shows. Seriously, who doesn't love a good air show? And if you're looking for some killer views, head to a rooftop bar like 230 Fifth or Westlight. Plus, Governors Island is open for the season, with tons of outdoor activities and food festivals. It's a great way to soak up the sun and enjoy some good eats.

Washington, D.C.: A Capital Celebration

If you're serious about honoring Memorial Day, there's no better place to be than Washington, D.C. The nation's capital is the epicenter of commemorations, with monuments, ceremonies, and fireworks that'll give you chills. It's about a 4-hour trip from NYC by train or car, but trust me, it's worth the journey.

Pay your respects at the National Mall, the Vietnam Veterans Memorial, and Arlington National Cemetery. It's a powerful and moving experience. Then there's the National Memorial Day Parade, a spectacle that you won't soon forget. And don't forget to check out the Smithsonian museums. They're free, and they're packed with incredible artifacts and exhibits. Plus, if you're lucky, you might still catch some cherry blossom remnants. It's a truly unforgettable experience.

Destination

Travel Time from NYC

Key Activities

NYC

N/A

Parades, Fleet Week, Rooftop Bars, Governors Island

Washington, D.C.

4 hours

National Mall, Memorials, Parades, Museums

Your Perfect Memorial Day Escape Awaits

From sun-kissed beaches to historic cobblestone streets, the possibilities for your Memorial Day weekend are endless. Whether you choose a relaxing retreat or an action-packed adventure, the key is to plan ahead and make the most of your time off. Use this guide to discover the best Memorial Day weekend trips from NYC, book your accommodations and transportation, and prepare for a memorable getaway. So, where will you escape to this Memorial Day?