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Things to Do in the Hamptons for a Weekend Getaway

by Steph
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Sometimes you just gotta get out of Jersey. And while summers at the Jersey Shore are a staple of tri-state area living, let’s not forget that the Hamptons are just a hop, skip, and a jump (or rather, a train ride) away.

Long Island’s East End offers beach living, easy access to oceans and the bay for outdoor activities, and iconic restaurants. Visitors can strawberry or blueberry pick on the East End (depending on the season), visit the lavender fields the Hampton area is known for, or shop the independent clothing stores of Montauk. Read on to learn more about planning a weekend getaway to the Hamptons.

beach hamptons

Photo: Steph Osmanski

Where to Stay

Baron’s Cove

At Baron’s Cove in Sag Harbor, the amenities are incomparable. Sit on the outdoor patio, under the string lights, while the exterior fireplace roars. Or watch Baron’s fireworks display over the harbor after indulging in a three-course prix fixe meal. Baron’s Cove offers dog-friendly rooms, garden rooms with direct access to the in-ground pool and a private patio, double-height loft rooms, and more.

Hither Hills State Park

Hotel options in the Hamptons can get pretty expensive. If you’re ballin’ on a budget, camping might be the option for you. It’s $35 to spend the night under the stars at Hither Hills, not to mention you’ll have a primo view of the sun rising over Montauk (AKA “The End”of Long Island) and will likely be immersed in LI’s beach wildlife, such as foxes, deer, and rabbits.

The Maidstone

maidstone east hampton
The Maidstone offers almost everything a hotel possibly could: brunch, yoga classes, complimentary bicycles, beach passes, and more. With 16 rooms and three separate cottages, East Hampton’s The Maidstone provides both garden and pond views, free-standing bath tubs, and fireplaces.

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Harborfront Inn at Greenport

Located on the North Fork of Long Island, about an hour’s drive from the Hamptons on the South Fork, The Harborfront Inn is one of the top-ranked accommodations in the area. The Harborfront, at 209 Front Street in the Greenport Village, overlooks the Peconic Bay and is in close proximity to local wineries including Kontokosta and beaches like Orient Beach State Park. The Harborfront is also within walking distance of the Greenport Brewing Company at 234 Carpenter Street.

The Chequit

Maybe you want an even stronger taste of that “Island life” and are willing to venture out to Shelter Island for a night or two. If this is the case, you have to check out The Chequit, a historic inn with over 36 rooms that’s now been converted into a bed and breakfast.

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READ: Things to Do in Ocean Grove – a Jersey Shore Getaway

Where to Eat


If you’re looking for authentic, East End seafood, Duryea’s is the place to go. Nestled in Montauk at the very end of the island, this classic restaurant features all kinds of seafood dishes, from lobster rolls to all kinds of oysters and clams. It also has an outdoor market area where visitors can purchase fish to bring and cook at home, so you can bring a bit of Montauk with you!

The Candy Kitchen

Located right across from a Hamptons Jitney stop, The Candy Kitchen in Bridgehampton is the premiere spot for homemade ice cream. It features other quality comfort foods too, like grilled cheese and fried eggs with hash browns, but the ice cream is the big to-do.


Climb aboard the Rumba Bus in Hampton Bay’s to experience delicious Island-style cuisine. Think: waterfront views, a Caribbean-style vibe, and all the rum you could imagine.

The Crow’s Nest



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If it’s romance and decadence you want, The Crow’s Nest is the ultimate destination you can’t miss. With menu options like blue crab claw tagliatelle, spring spaghetti, and Montauk day boat scallops, this restaurant sits on Lake Montauk and features seating under outdoor pergolas and twinkle lights.


East Quogue is home to one of the best happy hours where you can get the most bang for your buck. With happy hour featuring cocktails, beer, wine, and appetizers for just $5, you can’t ask for more of a deal while staying in the Hamptons. Docker’s also offers a great brunch option on Sundays from 11am to 4pm, with Bloody Marys just $5.

Amber Waves Farm

Amber Waves Farm is a farm and market located on Main Street in Amagansett and offers an annual food event, Outstanding in the Field. A well-known head chef caters and spearheads the event once a year, which finds participants seated at a long wooden table, Pinterest style, in one of the farm’s scenic fields. Tickets cost around $230 and must be bought in advance as the event does sell out quickly.


Page Restaurant at 63 Main Street in Sag Harbor is raising the bar for Hamptons eateries thanks to its unique and sustainable way of local sourcing. Page, which is the self-proclaimed first seed-to-table restaurant of the Hamptons, combines locally-sourced ingredients from nearby farms and fisheries with what is grown on-site at the aquaponic farm in the building’s basement. The aquaponic farm is responsible for sourcing most, if not all, of the menu’s greens: arrowhead kale, lettuces, pak choi, spinach, Swiss chard, basil, French beans, and microgreens. Dine in to try out one of the acclaimed salads, made from greens all grown on site in their aquaponic gardens, or take a tour of the gardens to learn more about Page’s growth process.


Calissa’s heart is in Greece, and it’s very much clear from the food. The Water Mill location, which offers authentic Greek cuisine, features a gorgeous outdoor patio decorated with string lights and private outdoor seating available, live entertainment on both Friday and Saturday nights, and an event called “Cellar Nights,” a winemaker tasting series.

La Fondita

La Fondita, a can’t-miss staple of Amagansett, is known as the “little kitchen” that could. With a menu of traditional Mexican foods like burrito bowls, sincronizadas, tacos de camarrones, and more, La Fondita also offers quintessential East End outdoor seating with Adirondack chairs and picnic tables.

What to Do

Go berry picking

Lewin Farms in Calverton claims to be the first-ever pick-your-own berries farm on Long Island. While there’s no confirming that proclamation, we can say with certainty that berry-picking is a must-do. It’s a great activity for all ages and it comes in two-fold: first you pick your own, then you get to eat them.

Take your pup to the dog park

The Southampton Village Dog Park welcomes breeds of all kinds, so if you’re traveling with a pupper in tow, spending some time at the park is a convenient option. Marked by a giant statue of a red dog, there is plenty of room for dogs to play and roam. The entire area is fenced in of course, and features hills, grass, dirt, and areas with trees.

Visit Lavender by the Bay

lavender fields hamptons
If you’re traveling to the Hamptons around late June, early July, you might be just in time for the iconic lavender bloom of the North Fork. Take a trip to East Marion where you’ll find Lavender by the Bay, with sprawling fields of different varieties of lavender. It’s not only the ultimate photoshoot destination, but there is also an adorable shop on site where visitors can nab lavender bouquets, culinary baking lavender, plants, and more. Keep an eye on the farm’s Instagram to see what’s happening.

Explore Jackson Pollock’s studio

Did you know the abstract impressionist figure Jackson Pollock was a resident of the Hamptons? He moved to East Hampton in 1945 with his wife, Lee Krasner, and their studio to this day is still intact. In fact, it’s now been turned into a museum! The Pollock-Krasner Studio House is open to the public and sheds insider insight on both artists’ creative processes, as well as showcasing different art exhibitions.

Drink vino at Wölffer Estate & Vineyard

Think: wine stands, unlimited rosé, vine after vine after vine, and unlimited Instagram opportunities. The Wölffer Estate & Vineyard offers live music on Twilight Thursdays and Sunset Fridays and Saturdays at 139 Sagg Road in Sagaponack. Here you’ll find dry cider, sparkling wines, white, red, and of course, the wine of the Hamptons, rosé.

Harbor Books

Love books? Love tea? Love cats? Then Harbor Books in Sag Harbor is the trifecta for you as it triple moonlights as a book shop, cat cafe, and tea room. Harbor Books has big comfy chairs and couches for readers looking to perch for a while and offers a large selection of Dobra Teas, from oolong to green teas.

How to Get Around

The Jitney

One of the most convenient parts about vacationing in the Hamptons is the Jitney. Jitney stops are located all throughout the Hamptons so no matter where you go, there’s likely a stop near you.

Have you been to the Hamptons? What’s your fave thing about it or a place you love and want to recommend?

Share with us in the comments!

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