A Weekend in the Hamptons- Travel Guide


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Can you believe that I’ve lived in NYC for over two years and just now got out to The Hamptons?! Me either. Tim and I finally had the chance to visit Southampton, NY, and it’s safe to say I fell in love with it.

For those unfamiliar with The Hamptons, it’s about a 2-4 hour trip from NYC (depending on traffic) and at the eastern point of Long Island. There are a bunch of seaside towns and the most “popular” are Southampton, Bridgehampton, East Hampton, Sag Harbor, and Montauk. Want to see which town you’d like best? Jetsetter published a fun article about which town is your match based on their attractions.

There are a ton of assumptions about The Hamptons, and I definitely have friends who LOVE it and some who will never make the trip. Escaping the city is always nice for a weekend, especially in the summer, and I was happy to give Southampton a try. Keep reading for your weekend guide to Southampton, NY.

A Weekend in Southampton, NY

Where to Stay:

  • We stayed at the cutest historic spot, Latch Pop Up Inn! Formerly the historic Village Latch Inn, and originally the Grand Annex to the Southampton Irving Hotel in the early 1900s, the ambience of the five-acre retreat is charmingly rustic and relaxed and reminiscent of the great Summer Colony past with a 21st century refresh. It’s a no-frills boutique hotel with everything you need to relax and unwind. We loved the history of the hotel and you felt SO far away from the city. They also have the cutest setup for breakfast, which is included in your stay.

Some other options I’ve heard good things about are:

  • Mill House Inn
  • Topping Rose House
  • Capri Southampton
  • A Butler’s Manor

When planning your trip to The Hampton’s, be aware that most hotels require 2-3 night minimums on the summer weekends. I definitely recommend booking in advance too because prices get crazy expensive for what you’re actually getting. The best bet is probably to rent a house with friends, but if you’re going as a couple or smaller group then LATCH is a great option!

Where to Eat:

We didn’t have time for too many meals in Southampton since we were there for a dinner party, but here are some spots we tried or have great reviews and looked really cute!

  • Golden Pear Café- Went here for a quick lunch and it was yummy! No frills, but a Hamptons staple with breakfast, lunch, and baked goods.
  • Rumba- Island-inspired cuisine + rum bar.. what more could you want?
  • St. Ambreous- Definitely on the more fancy side, but an adorable spot.
  • Tate’s Bake Shop- OMG my fave. I buy Tate’s cookies at the grocery store all the time… but having a fresh cookiewich is life-changing 🙂
  • Tutto Il Giorno- Classic italian dishes in a bright setting with a fun back patio too.
  • Union Cantina- Tasty mexican and tons of tequila.

What to do:

We really packed a lot into ~48 hours, but it was worth it! We hit my top spots and it’s definitely manageable in the weekend. Here are my faves:

  • Hang at Cooper’s Beach- Such a nice beach on the east coast! Also home to many famous people’s mansions. A girl can dream…
  • Visit Wölffer Estate Vineyard- You can make a reservation for a full tasting at the vineyard, or head to the wine stand down the road for a more relaxed experience. It’s about 25 min away from Southampton and worth the uber ride.
  • Shop along Main St.- They had some really cute boutiques! A few of my favorites were Tenet, Aerin, and Egg NY.
  • Check out local art galleries- Parrish Art Museum and Southampton Arts Center are two popular spots.
  • Hit up happy hour or dance the night away- It’s not as crazy as Montuak, but Southampton Social Club and 75 Main keep the nightlife fun in Southampton.

If you’ve been out east before, what are some of your favorite spots? I’d love to know for my next trip! xx


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