Every summer, New Yorkers eagerly escape to this charming coastal beach town to unwind from the hustle and bustle of city life. Whether you’re planning a quick weekend getaway or an extended week-long retreat, this guide has got you covered with all the essentials for an unforgettable experience out east!
Where Are the Hamptons
The Hamptons are a group of villages located on the eastern end of Long Island, New York. They are situated along the South Fork of Long Island, bordered by the Atlantic Ocean to the south and the Peconic Bay to the north. Hamptons NY include popular towns such as East Hampton, Bridgehampton, Montauk, among others.
NYC TO THE HAMPTONS
Getting to the Hamptons from NYC can be a breeze, or it might turn into a bit of a trec, depending on the season and time of day. Here’s a quick rundown by mode of transportation:
By Car: For maximum flexibility, driving a car is the way to go. If you live in the city and don’t have a car, I highly recommend renting through Turo.
Hop on the Long Island Expressway (I-495), take exit 70, and follow the signs for Route 27 East. This route will lead you through Southampton, Bridgehampton, and eventually to Montauk.
By Train: If you’re in the mood for a more laid-back journey, the Long Island Rail Road (LIRR) offers direct service from Penn Station to various Hamptons spots. The trip usually clocks in at around 2-3 hours. You can hop off and on at stops like East Hampton, Southampton, and Montauk.
By Bus:Looking for convenience and affordability? Several bus services link NYC to the Hamptons, providing a fuss-free option. Depending on traffic, the journey typically takes anywhere from 2.5 to 4 hours.
Best Times to Travel
Weekdays: Opting for a weekday escape (Monday to Thursday) typically means smoother traffic and better chances for snagging accommodations and restaurant reservations.
Early Mornings or Late Evenings: To sidestep any traffic, think about hitting the road early in the morning or making your journey later in the evening. I prefer a 7AM departure to fight any city traffic.
Steer Clear of Rush Hours: If you have the option, steer clear of NYC’s Friday afternoon hustle and bustle. Likewise, heading back into the city on Sunday evenings can mean thicker traffic to plan ahead.
Off-Peak Season:Thinking about planning your getaway for late spring or early fall? Smart move! The weather is still delightful, but you’ll find thinner crowds compared to the bustling summer months. Plus, Hamptons hotel prices are significantly lower during this time, making it an even better deal.
TOWNS IN THE HAMPTONS
Southampton: Think of a costal town with an elevated vibe, where you’ll find cute shops and restaurant all along the streets. There are lots of places to walk around and get a bite before you head to the beach. It’s where classic meets contemporary most delightfully.
Bridgehampton: Bridgehampton, a true gem of a town. Here, you’ll experience a unique blend of rural charm and upscale living. Think quaint farm stands selling fresh produce alongside high-end boutiques and shops.
East Hampton: Here you’ll find quaint boutiques, art galleries, and restaurants that exude an understated yet undeniable sense of style.
Amagansett: It’s known for its pristine beaches and vibrant town and community. The village center has lots of boutique shops, local eateries, and a warm welcoming atmosphere that makes you feel right at home.
Sag Harbor: Sag Harbor is like a storybook village with its picturesque streets and historic architecture. This town is a haven for arts and culture, with galleries, theaters, and a lively creative scene. The harbor itself is lined with boats and lots of locals taking in the coastal scenery.
Montauk: Montauk, at the very tip of Long Island, is where you’ll find a laid-back, beach vibe mixed with a touch of luxury. It’s all about endless beaches, fishing boats, and a relaxed nightlife scene. Whether you’re into water sports or want to soak up the sun, Montauk has it all.
Westhampton Beach: Westhampton Beach is where you’ll find a balance between family-friendly fun and relaxation. It has a charming Main Street with boutiques and restaurants.
Water Mill: Water Mill is a quiet, scenic town known for its historic water mill and picturesque scenery. It’s a haven for artists and nature lovers, with beautiful gardens, serene ponds, and charming country homes.
WHERE TO EAT
- Duryea’s Lobster Deck (Montauk): Begin your weekend in the Hamptons adventure at Duryea’s Lobster Deck. This iconic spot serves up the freshest seafood against a backdrop that transports you far from the tri-state area.
- Nick & Toni’s (East Hampton): Head to Nick & Toni’s in East Hampton for a delicious Italian dinner. This local spot has some wonderful dishes like steak, pizza, pasta, and their pre-fixe dinner for $29.
- Wölffer Kitchen Amagansett: This restaurant offers a menu inspired by local ingredients and pairs perfectly with wines from the renowned Wölffer Estate Vineyard.
- Almond (Bridgehampton): Almond offers a charming bistro experience with a menu showcasing fresh, seasonal ingredients. It’s a beloved spot for both locals and visitors alike.
- Scarpetta Beach (Montauk): Located at Gurney’s Montauk Resort, Scarpetta Beach delivers Italian-inspired cuisine with a modern twist. Enjoy your meal with breathtaking oceanfront views and be sure to order the spaghetti.
- The 1770 House (East Hampton): Step into history at The 1770 House, an East Hampton icon. This historic inn boasts a restaurant with a menu that celebrates seasonal and local fare.
- Navy Beach (Montauk): For a quintessential beachfront dining experience, head to Navy Beach. Located right on the sands of Fort Pond Bay, this restaurant offers a relaxed atmosphere and a menu focused on coastal eats.
- Bostwick’s (East Hampton): My favorite restaurant out east has to be Bostwick’s. It’s known for its casual, nautical atmosphere, and has some of the best seafood in the Hamptons. Be sure to order the fried fish tacos, buttered lobster roll, shrimp cocktail and the coconut shrimp spring rolls.
- Surf Lodge (Montauk): Not just a place to stay, Surf Lodge has a restaurant with incredible sunset views. It’s a prime spot for mingling, live music, and soaking in the Montauk scene.
- Gosman’s Dock (Montauk): As a staple seafood destination in Montauk, Gosman’s Dock is renowned for its fresh seafood and refreshing drinks served in a laid-back coastal atmosphere.
Whether you’re searching for seafood with a view, a farm-to-table experience, or a vibrant beachfront atmosphere, the Hamptons has something for everyone.
WHERE TO STAY
- Gurney’s Montauk Resort & Seawater Spa (Montauk): Experience incredible oceanfront views at Gurney’s Montauk Resort & Seawater Spa. Perched on Montauk’s cliffs, this resort offers a spa, beach club, and multiple dining options, ensuring a memorable coastal retreat.
- Surf Lodge (Montauk): If you’re all about the social scene, Surf Lodge is the place to be. With a rotating lineup of DJs and artists throughout the summer, it’s the perfect spot to mingle and soak up the vibrant atmosphere.
- The Roundtree (Amagansett): Find peace at The Roundtree, a stylish boutique hotel in Amagansett. Featuring beautifully designed rooms and a cozy communal space, it’s perfect for relaxation during your Hamptons getaway.
- Topping Rose House (Bridgehampton): Immerse yourself in the heart of Bridgehampton at the historic Topping Rose House. This hotel boasts elegant rooms, a local-favorite restaurant, and a stunning pool area, making it a true gem in the Hamptons.
- Marram (Montauk): Nestled by the Atlantic Ocean, this boutique hotel is bursting with coastal charm and is perfect for those seeking a quintessential Montauk experience. The hotel offers private surf lessons, fire pits for making s’mores, and an on-site restaurant that is serving up delicious seasonal dishes.
OUR WEEKEND IN THE HAMPTONS ITINERARY
Day 1:
Morning: Start your day with a drive to Sag Harbor for a cup of coffee from Sagtown Coffee and donuts from Grindstone Coffee & Donuts. Take a walk to the walk to the waterfront to enjoy your coffee and donut as you take in the costal views. After you are done with your coffee, take a drive around the villages or hit up the local beaches.
Lunch: Head over to Amagansett for lunch at Bostwick’s. This spot is a personal favorite of ours, offering consistently delicious seafood classics like fried fish tacos, clam chowder, and buttered lobster rolls—it’s hands down one of the best in the area!
Afternoon: After lunch, take a stroll through the streets of Amagansett. Be sure to stop in some local shops and take in the charm of the town. Before you leave, be sure to take a drive over to Amber Waves Farm. Stock up on their jarred pasta sauces, farm-fresh produce, and seasonal baked treats.
Dinner: Wrap up your day with dinner at Scarpetta Beach. Eating pasta while looking out at the ocean is absolute perfection and always brings us back for more. After your meal, head over to Gurney’s to hang out by one of the fire pits and enjoy the relaxed ambiance.
Day 2:
Morning: Kickstart your day witha coffee from Left Hand Coffee in Montauk or Jack’s Stir Brew Coffee in Amagansett. Don’t forget to pack up your beach essentials before heading to Main Beach in East Hampton for a day of beach fun.
Lunch: After your beach day, take a drive to Bridgehampton for lunch. The Golden Pear Cafe has a wonderful selection of sandwiches and salads, perfect for a midday refuel.
Afternoon: If you’re up for it, take a scenic drive to explore other beaches, or better yet, make your way to the iconic Montauk Lighthouse. The views from the top are stunning, especially during sunset. It’s one of our favorite things to do out east!
Dinner: Treat yourself to a memorable last-night dinner at either 1770 House or Duryea’s. Duryea’s offers amazing views if you can snag a table, while 1770 House is always a reliable choice for a delicious meal.
Day 3:
Morning: For your last day out east, stop at the Montauk Bake Shoppe for some pastries for the road. Grab a coffee at Hampton Coffee Co and take one last walk over to the each.
Lunch: Alright, for your farewell meal, stop at Round Swamp Farm for a prepared sandwich or snack for the drive back. Or if you want a sit-down meal, stop at Sant Ambroeus in East Hampton. Can’t go wrong with some lunch, an iced cappuccino and a slice of the principessa cake.
Afternoon: Before you wrap up your Hamptons weekend, swing by one of the local farm stands. Grab some fresh produce or prepared goodies to take back home. Personally, I never leave without a stop at Amber Waves – it’s become a tradition for us on our drive home from the Hamptons New York.
Bonus Stop: As you make your way out of town, don’t forget to swing by Levain Bakery for some of the most incredible chocolate chip cookies you’ll ever taste. It’s the perfect sweet ending to your weekend in the Hamptons adventure!
There you have it, your ultimate long weekend in the Hamptons. This itinerary is designed to give you a taste of everything this stunning beach destination offers. Enjoy your trip!
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