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The 24 Best Summer Getaways from NYC!

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Today’s post is definitely a LONG one! I absolutely love a quick getaway and am always getting requests for ideas for weekend getaways (and have a lot to share!) so 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 – of course 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

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 stay: The American Hotel; A Butler’s Manor.

Where to eat: Sushi Sen, Big Olaf’s Ice Cream (made fresh daily; there’s a long line but it’s worth it!), Page, Wolfer 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.

Things to do: The beach (of course!), Harbor Books and Mashashimuet Park

Shelter Island

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 HouseSunset Beach (def more of a party vibe)

Where to eat: Tuck Shop Ice Cream (cash only), Vine Street Cafe (one of my personal favorites!), 18 Bay (dinner only), The Flying Goat

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 stay: Sound View Greenport (a 1950’s design lover’s dream!), North Fork Table & Inn (the restaurant is amazing! Note: it’s cash only). 

Where to eat: Snowflake Icecream, North Fork Table & Inn (cash only),  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

Upstate Escapes!

Hudson Valley

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 stay: The Forsyth in Kingston; Hudson House. Or rent an Air BnB, there are soooo many cute ones!

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, NY

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! 

Where to eat: Holy Cow Ice Cream, Terrapin (located in an old church), The Amsterdam, Osaka Sushi

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, but an easy 1 hour and 15 minute flight away!

Where to stay: Mirror Lake Inn (must visit The View Restaurant while staying there!), Lake Clear Lodge, Fern Lodge, The Stagecoach Inn,

Where to eat: Emma’s Lake Placid Creamery, Lake Placid Pub & Brewery, barVino, Smoke Signals (great for live music and BBQ!), The Good Bite Kitchen (great vegetarian options!), Caffe Rustica

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

Lake George is around a 3.5 hours drive or just under six hours on the bus.

Where to stay: Romeo & Giulietta’s Hideaway, Lake George Bed & Breakfast, The Inn At Erlowest

Where to eat: Martha’s Dandee Creme, Adirondack Pub & Brewery,  The Log Jam, Mario’s Restaurant

Things to do: Buck Mountain Hiking Trail, Lake George Steamboat Co., Lake George Historical Association & Museum

dinner at the inn at pound ridge is always so good!

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!)

Where to eat: Bluebird Ice Cream, The Inn at Pound Ridge (so, so, so good!), North Star, Blind Charlie’s Cafe (great for breakfast!), The Kitchen Table

Things to do: John Jay Homestead (the home of one of the founding fathers), Ward Pound Ridge Reservation, Henry Morgenthau Preserve

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)

Where to eat: King Kone Ice Cream,  La Crémaillère (a 1750 farmhouse decorated like a French country house), Bedford 234, Truck Restaurant, Ristorante Lucia

Things to do: The Katonah Museum of Art, Bedford Village Memorial Park, Bedford Golf And Tennis Club, Katonah Yoga!

Beacon, NY

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

Where to eat: Ron’s Ice Cream, Beacon Bread Company, Marbled Meat Shop, Max’s On Main

Things to do: Dia: Beacon (I still haven’t been but this is so incredibly high on my list!), The Pandorica (a Dr. Who inspired British style tea room!),  The Beacon Theatre

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 stay: Storm King Lodge, Caldwell House

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!)

Things to do: Storm King Art Center, Hudson Highlands Nature Museum, take a ferry out to Pollpel Island and tour Bannerman Castle, Storm King Golf Club (one of the oldest golf courses in America)

Cape Cod and the Islands

Cape Cod

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 stay: I get asked this a lot. I only have fancy recommendations (Chatham Bars Inn, The Wequasset, Scargo Manor) and would otherwise recommend renting a house – that’s way more fun, anyway!

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, visit Scargo Pottery (my favorite pottery; that’s where I got a lot of my plates and mugs), wine tasting at Truro Vineyards or a day trip to Provincetown!

Martha’s Vineyard

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: 

The Christopher (in Edgartown), Nobnocket Boutique Inn

Where to eat: Mad Martha’s Ice Cream , Artcliff Diner (perfect diner for breakfast or brunch), Atlantic Fish & Chop House, Garde East (great waterfront view!)

Things to do:  South Beach/Katama Beach, Chilifest (perfect event for the off season),  Illumination Night (such a neat annual summer event), Catboat Charters,  Menemsha Beach (best sunset view!)

oysters and wine at Cru.

Nantucket, MA

Nantucket is a 1 hour flight… or you could drive to the Cape (5-6 hours) and take the ferry (another hour). I will 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) and 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 stay:  Brass Lantern Inn, Union Street Inn, Veranda House Hotel

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!)

Things to do: Surfside Beach, Cisco Brewers (great place for a beer and live music!), Whaling Museum ,  Madaket Beach  (beautiful sunset view!), Nantucket Looms Giftshop

the cliff walk in Newport

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 stay: The Chanler is probably one of the prettiest places I’ve ever stayed.Cliffside Inn, The Almondy, Oceanside Beach House Rooms at Castle Hill Inn  (grab cocktails on the lawn at sunset!)

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, Connecticut

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.

Where to stay: The Griswold Inn (I stayed here and loved it. The Wine Bar is a must-try restaurant inside the inn!), The Copper Beech Inn

Where to eat: Scoops Ice Cream, Black Seal Seafood Grille, Olive Oyl’s, Abby’s Place Restaurant (waterfront view with a kitchen that uses locally sourced fish and vegetables)

Things to do: Truffle Shots at The Barn at Griswold Square, Essex Steam Train & Riverboat, Connecticut River Museum at Steamboat Dock, Becky Thatcher Riverboat

Westport, CT

Westport is a short 1 hour drive away, 2.5 hours by train, or 3 hours by bus!

Where to stay: The Inn at Longshore, Delmar Southport, Roger Sherman Inn (they have a great restaurant too).

Where to eat: Sunny Daes Ice Cream, Harvest Wine Bar, Spotted Horse Tavern, Bartaco (such great margaritas and fresh food), The Pearl at Longshore

Things to do: Compo Beach, Sherland Island State Park, Westport Farmer’s Market, Westport Country Playhouse (for shows and events on a rainy day), shopping at Terrain (my fav!!)

New Jersey

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 stay: The Flanders Hotel, The Bentley Inn, Spring Lake Inn

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), Red’s Lobster Pot Restaurant, Porta Pizza

Things to do: Jenkinson’s Boardwalk and Aquarium (Point Pleasant), Visit Gillian’s Wonderland Pier, Absecon Lighthouse (tallest lighthouse in the state)

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 stay: Ocean Park Inn, The Carriage House, Lillagaard B&B 

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

Atlantic City is just over 2 hours by driving, 2.5 hours by bus, or around 4 hours by train.

Where to stay: Carisbrooke Inn, Jonathan Pitney House, The Claridge; A Radisson Hotel

Where to eat:  Custard’s Last Stand Ice Cream, Knife and Fork Inn (historic steakhouse), Dock Oyster House, Chef Vola’s (a hidden gem that’s BYOB and cash only!)

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 (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 Pier

Other Fun Escapes from New York.

Fire Island

Fire Island is around a 1 hour drive or just over 2 hours by train.

Where to stay: Palms Hotel Fire Island (CJ’s, the hotel restaurant, is a great place for drinks and dinner), Fire Island Retreat

Where to eat: Scoops Ice Cream, Flynn’s (beautiful place for a waterfront dinner!), Top of the Bay, SandCastle on The Ocean

Things to do: Robert Moses State Park, Fire Island Lighthouse, Sunken Forest, Sailor’s Haven, Cherry Grove Community House & Theater

Mohonk Mountain

Mohonk Mountain is just under 2 hours away by bus or driving or 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.

Where to stay: Mohonk Mountain House (SOOO much to do, see, and eat here!), Mountain Meadows Bed and Breakfast

Where to eat: Jane’s Ice Cream, The Village Tea Room, A Tavola Trattoria (New Paltz, NY), Carriage Lounge  (at Mohonk Mountain House)

Things to do: Minnewaska State Park, Mohonk Preserve, Robibero Family Vineyards, Coppersea Distilling, Lowell’s Boat Shop (the oldest boat shop in America National Historic Landmark)

The Berkshire Mountains

The Berskhire Mountains are around a 5 hours away 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!)

Where to eat: SoCo Creamery, Nudel (sources from local farms), Mission Bar & Tapas, Cantina 229, Gedney Farm

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!

reformation miramar dress - The Stripe.

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 headache.

Where to stay: a few recent favs: The NoMad Hotel, Arlo SoHo (a Scandinavian design lover’s dream!), Ace Hotel

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!)

Things to do: The MET (obviously!), Domino Park (the BEST view of the city from Williamsburg!), The High Line, Strand Bookstore, Brooklyn Botanic Garden

The post The 24 Best Summer Getaways from NYC! appeared first on The Stripe.



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