Southampton, New York Travel Guide | Steph Osmanski
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travel guide southampton new york

A Guide to Traveling in Southampton

This summer I got the opportunity to move to the Hamptons and during my stay, I’ve decided to write up a travel guide. From the end of May to early August, I will be living, working, and writing in Southampton. As a byproduct of my recent move, I’m really hoping to learn more about the famed area and spend more time outdoors exploring what it has to offer.


But for now, I’d like to start with this. I attend grad school in Southampton full-time, so before making the move here, I have been in the area at least two to three days a week for the past year. Southampton is known for being a small, quaint (yet expensive) little town in Southeastern Suffolk County, on the South Fork. It’s the middle Hampton, as I like to call it, sandwiched in between Hampton Bays and Bridgehampton.


Southampton is home to Tate’s Bake Shop, those amazingly thin and delicious cookies you can get practically anywhere nowadays. But this bakery is the original Tate’s and offers everything from their classic cookies to pies, cookbooks to coffee. There’s also a local (but well-known) independent book store called Southampton Books. If you’re a bibliophile like me, you will love exploring Southampton Books’ many shelves. I especially enjoy checking out their staff picks. Southampton also features the Shinnecock Nation Cultural Center and Reserve, which aims to promote awareness and understanding of the Shinnecock culture and its history.


Keep reading to find out more recommendations on where to eat and what to do in Southampton!


southampton travel guide 1

Photo by Photo Design Lab on Unsplash

Top-tier Restaurants

  • Cowfish
  • Rumba
  • Oakland’s


Casual eateries

  • Saaz (Indian cuisine)
  • The Hampton Maid
  • Crust (pizza)
  • The Golden Pear Cafe
  • Citarella
  • Tidewater (bar and food)



  • Ponquogue Beach
  • Cupsogue Beach
  • Cooper’s Beach
  • Meschutt Beach
  • Flying Point Beach
  • Shinnecock East County Park


Other things to do in Southampton

The Stony Brook Southampton campus has a lot of activities to offer depending on when you’re visiting. I would strongly recommend checking the SBU Southampton library’s itinerary. Often times, the library will bring in writers, speakers, and experts of various fields (especially biology and marine science because our marine science center and program is out here). The library also hosts events about art and history.


Also, Stony Brook Southampton hosts conferences all summer long. There’s the Southampton Writer’s Conference and other various conferences like the USGA Open and more. Because of these conferences, Stony Brook offers housing at a cheaper rate than most Hamptons hotels and AirBnbs. Conference assistants (also known as summertime RAs) host programs all summer long which can include discounted trips to aquariums, petting zoos, museums, and more. Programs can also include outdoor movie nights, s’mores roasting over the fire pit, yoga or meditation classes, and more depending on which programs the CAs decide on.


Another fun fact about what Stony Brook Southampton offers its guests during the summer: free kayaking. If you are staying on campus or know someone who is staying on campus during one of the summer conferences, you are entitled to taking out one (or two) of the campus’ free kayaks onto the Shinnecock Bay.

For more Hamptons travel guides, check out my guide to Westhampton Beach!

Steph Osmanski
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