When you hear people talk about The Hamptons, NY, your mind might jump to celebrity beach houses, luxury lifestyles, and glitzy summer parties. While that’s partly true, there’s way more to this stretch of Long Island than just fame and fortune. From quaint villages to beautiful beaches, fresh seafood to scenic bike rides, The Hamptons offer a mix of laid-back charm and high-end experiences.
In this guide, we’ll take you through everything you need to know before you pack your bags. Whether you’re planning a weekend getaway or a full-blown summer vacation, we’ve got you covered.
What Are The Hamptons, NY?
The Hamptons refer to a group of towns and villages located at the eastern end of Long Island, New York. The most well-known spots include East Hampton, Southampton, Sag Harbor, Montauk, and Bridgehampton. These areas sit on the South Fork of Long Island and are known for their rich history, upscale homes, and picturesque coastlines.
The vibe? Think of a place where surfers, artists, hedge fund managers, and yoga instructors all live in harmony. It’s a unique mix of old-money tradition and new-age creativity.
Best Time to Visit The Hamptons
The peak season is summer—late June through early September. This is when the weather is warm, the beaches are buzzing, and the restaurants are full of life. But if you want fewer crowds and slightly lower prices, consider visiting in the spring (May to early June) or early fall (September to October). The weather is still pleasant, and you get to enjoy The Hamptons without the summer swarm.
How to Get to The Hamptons
Getting there is part of the experience. You’ve got several options:
- Car: Most people drive from NYC. It takes about 2–3 hours, depending on traffic.
- Train: The Long Island Rail Road (LIRR) offers service from Penn Station to towns like Southampton and East Hampton.
- Bus: The Hampton Jitney or the Hampton Luxury Liner are affordable and comfortable.
- Helicopter or Seaplane: If you’re feeling fancy (and have the budget), Blade offers services from Manhattan in under an hour.
Where to Stay in The Hamptons
Here’s the breakdown depending on your vibe:
- Southampton: Traditional, elegant, and full of history. Great for families and beach lovers.
- East Hampton: Upscale and artsy. Home to galleries, boutique shops, and historic architecture.
- Montauk: A surfer’s paradise with a relaxed, boho feel. More affordable than other towns.
- Sag Harbor: Nautical charm with a strong sense of community. Good mix of old and new.
- Bridgehampton: Great food scene and wide-open farmland.
You can find everything from charming inns and bed-and-breakfasts to luxury beachfront hotels and rental homes. Book early, especially for summer weekends.
Top Things to Do in The Hamptons
1. Hit the Beaches
You can’t visit The Hamptons without enjoying its iconic beaches. A few local favorites:
- Main Beach (East Hampton) – Clean, beautiful, and family-friendly.
- Cooper’s Beach (Southampton) – Often ranked as one of the best beaches in America.
- Ditch Plains (Montauk) – A hotspot for surfers.
2. Visit Wineries and Breweries
Believe it or not, The Hamptons have a solid wine and craft beer scene:
- Wölffer Estate Vineyard (Sagaponack) – Instagram-worthy vineyard with sunset views.
- Channing Daughters Winery – Known for their artistic approach to winemaking.
- Montauk Brewing Co. – Casual, friendly, and refreshing IPAs.
3. Explore the Art and History
- Guild Hall (East Hampton): A hub for local theater and art exhibitions.
- Parrish Art Museum (Water Mill): Modern architecture and impressive exhibits.
- Montauk Point Lighthouse: The oldest lighthouse in New York, commissioned by George Washington.
4. Eat Like a Local
Seafood is the name of the game. Some must-try spots:
- The Lobster Roll (a.k.a. Lunch) – Classic roadside shack famous for, well, lobster rolls.
- Duryea’s Lobster Deck – Waterfront dining in Montauk.
- Topping Rose House – Upscale, seasonal American cuisine.
- Bostwick’s Chowder House – Casual and perfect after the beach.
5. Shop the Boutiques
From luxury brands to local artisans, The Hamptons have a shopping scene for everyone. Check out:
- Main Street in East Hampton
- Job Lane in Southampton
- Sag Harbor’s quaint shops
6. Bike and Hike the Trails
You don’t have to just lounge on the beach. Grab a bike and ride through scenic roads lined with wildflowers and colonial homes. Or take a hike through:
- Hither Hills State Park
- Elizabeth A. Morton National Wildlife Refuge
- Cedar Point County Park
Step-by-Step: Planning Your Hamptons Trip
Step 1: Set a Budget
The Hamptons can be pricey, but you don’t need a celebrity paycheck to enjoy it. Lodging and dining are the biggest expenses, so plan accordingly.
Step 2: Pick Your Town
Decide what kind of experience you want. Peaceful nature? Go Montauk. Upscale shopping? Try East Hampton.
Step 3: Book Early
Hotels, rentals, and even restaurant reservations fill up fast in summer. The earlier you book, the better your options.
Step 4: Plan Your Transportation
If you’re not bringing a car, check train or Jitney schedules. Book ahead, especially on Fridays.
Step 5: Make a Loose Itinerary
You’ll want a mix of relaxation and adventure. Don’t overpack your days, but have a few anchor activities or reservations.
Insider Tips from a Local Friend
Here’s where it gets real. These aren’t tourist traps, just straight-up solid tips from someone who’s been there:
- Go midweek if you can. You’ll skip the crowds and get better service.
- Farm stands are gold. Fresh produce, pies, flowers, and more. Don’t miss Round Swamp Farm.
- Respect the beaches. Many are private or have specific parking permits. Always check signs.
- Don’t be afraid to explore. Some of the best spots aren’t on Google Maps. Ask locals.
- Bring layers. Even in summer, nights can get chilly.
Anecdote Time: A First Timer’s Story
Let me tell you about my first trip to The Hamptons. I was 23, broke, and curious. My friends and I rented a tiny Airbnb in Montauk, split five ways. We didn’t have dinner reservations or beach permits, but we had a cooler full of snacks and a lot of enthusiasm.
On our second day, we got up at sunrise and walked to the beach with coffee. There was no one else there. The only sounds were the waves and the gulls. That moment felt like pure peace.
Later that day, we stumbled into a tiny fish shack and had the best clam chowder of our lives. That trip wasn’t luxurious, but it was unforgettable. The Hamptons, I learned, aren’t just for the rich—they’re for anyone who wants to slow down and savor summer.
Why People Keep Coming Back to The Hamptons
Once you go, you get it. It’s the salty air, the long sunsets, the way time slows down just enough. Whether you’re sipping rosé in a vineyard or biking past a potato field, The Hamptons, NY wrap you in a feeling that’s hard to describe but easy to crave.
So book that trip. You don’t need to be on Page Six to belong. Just bring your curiosity, a beach towel, and maybe a good pair of sunglasses.