Today’s post is definitely a LONG one! I absolutely love a quick getaway. I am always getting requests for ideas for weekend getaways (and have a lot to share!). So I wanted to round them all up into one big long post with lots of fun ideas if you are looking to plan a city escape. They definitely err on the side of summer. But many (most, really!) of these little escapes are perfect year-round.
From the best bed and breakfasts to the best outdoor adventures to my favorite ice cream, lobster rolls and wine tastings, I think I have you covered! Bookmark this one for your next trip. (Also: these are all relatively local and on the East coast. You could go further for a weekend away but I wanted to keep this list to mostly drive-able places!)
The 24 Best Summer Getaways From NYC
My Favorite Hamptons/Beach Escapes…
Sag Harbor is about a 2-hour drive from the city (or a little over 3 hours on the train). It’s my favorite of the Hamptons as it’s the most low-key and while it does have some of the fanciness of the Hamptons, it’s much more chill. I take a yoga retreat here every year and Sen is one of my absolute favorite spots for sushi!
Where to eat: Sushi Sen, Big Olaf’s Ice Cream (made fresh daily; there’s a long line but it’s worth it!), Page, Wolffer Kitchen, The Beacon (get the crab + avocado salad!), Le Bilboquet (amazing views!). If you want to drive a little bit, Moby’s + The Maidstone (both in East Hampton) are two of my favorites.
Shelter Island is 3 hour trip by car or bus (you’ll probably need a car as you take a car ferry!) It’s one of my absolute favorite parts of the Hamptons… so removed, so beautiful and peaceful (or not peaceful if you want to go to Sunset Beach and day drink/people watch!) I have a post about Shelter Island from 2012!
Where to stay: The Chequit (definitely eat at The Red Maple while staying there), The Pridwin (the hotel restaurant has beautiful outdoor seating), Seven, Shelter Island House, Sunset Beach (def more of a party vibe)
Things to do: Outdoor farmers’ market at the Shelter Island Historical Society, rent paddleboards from Venture Out, go to Mashomack Preserve, rent a kayak from Shelter Island Kayak, day drink at Sunset Beach.
The North Fork
The North Fork is a 2 hour drive and around a 3 to 3.5 hour trip by bus or train! Go for the wine tasting, stay for the ice cream and amazing farm to table dining.
Where to eat: Snowflake Icecream, North Fork Table & Inn (now accepts credit cards), Barba Bianca (beautiful waterfront view!), Frisky Oyster, American Beech (a renovated 19th-century horse stable featuring a farm-to-table menu with local ingredients and homemade desserts!)
Things to do: Pindar Vineyards, McCall Wines (know for its pinot noir and merlot), Croteaux Vineyards (the perfect spot for any rosé lover! Croteaux is the sole rosé-only vineyard in the United States!), Lavender By The Bay (one of the country’s largest lavender fields), 8 Hands Farm (The 28-acre family-run farm sells fresh eggs, hand-woven rugs, and knitted clothing made using wool from the farm’s Icelandic sheep).
Hudson Valley is a little under 2 hours if you drive, or just slightly over two hours by train (the train is SO easy; and a lot of it is very walkable so you’re fine if you don’t have a car). Here’s a blog post I wrote about Hudson Valley when I visited 4 years ago.
Where to eat: Bellvale Farms Creamery, Rivertown Lodge Tavern, Brushland Eating House, Wm. Farmer and Sons, Bavarian Manor Inn and Restaurant in Greene County, which is known for serving up the best German food in the region.
Things to do: Shopping! (I really love 2 Note Perfumery + Lili and Loo!), Wine tasting at Hudson-Chatham Winery or Brotherhood Winery (established in 1839, is said to be America’s oldest winery!), Blue Hill at Stone Barns (restaurant and attraction), Olana State House in Columbia County (home to famed Hudson River School painter Frederic Church!), Wing’s Castle.
Rhinebeck is just under a 2 hour drive or a 3 hour bus ride. It’s a quick escape, but you feel miles and miles away from home.
Where to stay: Rhinecliff Hotel (a former live-music venue turned Victorian hotel), Beekman Arms (the oldest continuously operated hotel in the U.S., founded in 1766! George Washington even lodged in room 21 during the Revolutionary War! also be sure to try out the restaurant!
Things to do: Rent a mountain bike from Rhinebeck Bicycle Shop and bike to Montgomery Place Orchards Farm Stand , The Omega Institute (a 195-acre educational retreat, holistic wellness center, and spa eight miles south of Rhinebeck Village), Upstate Films (a nonprofit theater has shown the best indie, foreign and classic movies since the 1970s), Grand Cru Beer and Cheese Market (across from Beekman Arms Inn), FDR Presidential Library at Springwood (the home and estate of Franklin D. Roosevelt!), Poet’s Walk Park
The Adirondack Mountains
I love the Adirondacks. I haven’t been in years and years but used to go all the time with my ex. His parents lived up there. It’s beautiful and so peaceful. The Adirondack mountains are a little over a 5 hour drive. And an easy 1 hour and 15 minute flight away!
Things to do: lots and lots of hiking if you’re into that sort of thing (not a big hiker personally!) Whiteface Mountain (the most scenic views in the Adirondacks!), Wild Walk, High Falls Gorge, Adirondack Coast Wine Trail, Adirondack Scenic Railroad, The Strand Theater (perfect for a rainy day!)
Lake George is around a 3.5 hours drive or just under six hours on the bus.
A Little Closer than Upstate…
Pound Ridge, New York
Pound Ridge is around a 1 hour drive, just over a 2 hour bus ride, or 1.5 hours away by train.
Where to stay: The Bedford Post Inn (they have a yoga studio where you can take daily classes while staying here!)
Bedford, New York
Bedford is just under a 1 hour drive and around 1.5 hours by train! I am lucky in that one of my best friends lives there – I love visiting her!!!
Where to stay: Bedford Post (a 1762 homestead with 8 rooms that all have working fireplaces and double soaking tubs. Eat breakfast in your room or in the parlor that opens out into the garden), Homestead Inn (twenty minutes from Bedford! The Barn and The Farmhouse are two great restaurants located on the property)
Beacon is just over an hour drive. You can also get there in almost 2 hours by train or nearly 3 hours by bus!
Where to stay: The Roundhouse at Beacon Falls
Storm King, NY
Storm King is just over a 1 hour drive, around 2 hours by train, or 3 hours by bus! This is actually a really great day trip if you have a car. One of my most favorite Saturdays ever was spent riding bikes and having a picnic at Storm King Art Center. It was heaven!
Where to eat: Zora Dora Popsicles, Brother’s BBQ, Storm King Tavern (locally sourced ingredients and it overlooks a Storm King Golf Club), Canterbury Brook Inn (recommend making a reservation ahead of time!)
Cape Cod and the Islands
I grew up on Cape Cod, in Dennis. It is now just an easy 1 hour flight, which is amazing! By car it’s about a 5/6 hour drive. A bus or train to Cape Cod is around 8 hours! (For that reason I wouldn’t have recommended it as a weekend trip until JetBlue started flying there during the summer. It’s a game changer!) Honestly, go to my Cape Cod travel guide as all my recs are over there.
Where to eat: the best lobster rolls of your life at Sesuit Harbor Cafe, sandwiches at the Merc, The Pheasant, The Flats, Inaho (my favorite sushi – get the spicy scallop!), or ice cream at the Sundae School.
Things to do: go to the beach, see a movie at the Chatham drive-through, or visit Scargo Pottery (my favorite pottery; that’s where I got a lot of my plates and mugs). Try wine tasting at Truro Vineyards or a day trip to Provincetown!
Matha’s Vineyard is just over an hour flight or a 5-6 hour drive and then the ferry (another hour or so).
Where to stay:
Nantucket is a 1 hour flight… or you could drive to the Cape (5-6 hours). Then take the ferry (another hour). I’ll be honest, I am not a big fan of Nantucket. I liked it but didn’t feel a strong need to go back. I know that feels like a blogger sacrilege but I like the Cape a lot better. (Probably because I grew up there). I even prefer Martha’s Vineyard to it. I’ve only been twice but both times I just felt like it was small, rich, and a little boring (despite having some very good food). Don’t hate me!!!! Here’s a post from when I went during the Fall.
Where to eat: The Juice Bar Ice Cream, Black-Eyed Susan’s Brunch, Cru Oyster Bar (I did really love it here), American Seasons (had an incredible meal here), The SeaGrille, Galley Beach (beautiful outdoor and beachside dining!)
Rhode Island and Connecticut!
Newport, Rhode Island
Newport is a short 1 hour flight away. It is a little over a 5 hour drive or bus ride!
Where to eat: Kilwin’s Ice Cream, Del’s Frozen Lemonade, The Mooring (best chowder!), The White Horse Tavern (America’s oldest tavern at 350 years old!), Midtown Oyster Bar, The Newport Lobster Shack, Cru Cafe
Things to do: The beach! Newport Mansions (a lot of them offer guided tours which are so interesting – I loved touring The Breakers), Fish’n Tales Adventures Lobster Tours, the famous ‘cliff walk’ trail along the coast (walks behind the Newport mansions!), International Tennis Hall of Fame, Easton’s Beach
Essex is just over a 2 hour drive, 3 hour bus ride, and a 4 hour train ride! It’s the cutest little town. I went for a wedding a few years ago and fell in love with how charming it is.
Westport is a short 1 hour drive away, or around 90 minutes on the train. My aunt and cousins live in Fairfield. I love visiting them + going to Westport for shopping and lunch. (Terrain + Bartaco is an excellent afternoon!)
The Jersey Shore
Jersey Shore is around a 1 hour drive, just under a 2 hour bus ride, or a 3 hour train ride!
Where to eat: Strollo’s Lighthouse (famous Italian ice), The Chicken Or The Egg (island fav breakfast), Max’s Bar & Grill (legendary footlong hotdogs since 1928 though it’s more of a sports bar now), Windmill (no atmosphere but better hotdogs), Red’s Lobster Pot Restaurant, Porta Pizza
Asbury Park, NJ
Asbury Park is an easy 1 hour drive, 1.5 hours by bus, or just under 3 hours on the train.
Where to eat: Cookman Creamery, Modine’s (southern comfort food that was a bank in the 1920’s), Porta (NY times raved about it), Asbury Festhalle & Biergarten, Taka Japanese Restaurant, Jimmy’s Italian Restaurant (served Paul McCartney last year!), Talula’s Pizza
Things to do: Convention Hall and Paramount Theatre, Silverball Museum (600 working pinball machines that date back to the 1950s!), The Stone Pony (the legendary venue that’s famous for launching the careers of both Springsteen and Jon Bon Jovi), Wonder Bar
Atlantic City is just over 2 hours by driving, 2.5 hours by bus, or around 4 hours by train. I have personally never been to Atlantic City but am dying to go for a fun girls’ weekend. Just haven’t been able to sell it to any of my friends… yet!
Things to do: There are dreamy spas to visit in every resort and Atlantic City is also known for its casinos that mimic Las Vegas! Atlantic City Boardwalk, Long Branch (a longer drive, but townies brag that this was one of the country’s original seaside resorts with spots including Seven Presidents Park, named for former beachgoers like Woodrow Wilson), Steel Piera
Other Fun Escapes from New York.
Fire Island is around a 1 hour drive or just over 2 hours by train.
Mohonk Mountain is just under 2 hours away by bus or driving. It is just over a 2 hour train ride away! We went when I was a kid and I fell in love. I’m dying to go back at some point.
The Berkshire Mountains
The Berskhire Mountains are between 3-5 hours by driving or taking the bus. Or just under 6 hours away by train.
Where to stay: The Old Inn on The Green, The Red Lion Inn (one of the oldest in the Berkshires), Wheatleigh (built in 1893 by tycoon Henry H. Cook as a wedding present for his daughter and her husband), Blantyre (thousands of books shelved in the halls and rooms are available for guest use; during the winter months there’s an outdoor ice rink and horse-drawn carriage rides!)
Things to do: Monument Mountain (several famous novelists hiked up the mountain including Nathaniel Hawthorne), Massachusetts Museum of Contemporary Art or the Clark Art Institute Berkshire Botanical Gardens, Canyon Ranch Luxury Wellness Retreat, and for the classic Berkshires experience Lenox is where you’ll find the area’s most iconic properties!
Or… just staycation!?
New York, New York – or Brooklyn!
Okay – this is not a real getaway but sometimes a staycation is just the thing. If you live in Manhattan, try staying in Brooklyn, or vice versa. Switch things up without any of the travel headaches.
Where to eat: Anywhere in Little Italy! OddFellows Ice Cream, Madcap Cafe (for a great brunch), Roberto’s, The Butcher’s Daughter, Los Tacos No. 1 (for a quick lunch if you don’t mind standing to eat, but the tacos are worth it!)