Chaya's Guidebook
Food scene
The Golden Pear Cafe
99 Main StCafe exclusive to the Hampton’s! Best coffee out there
Tate's Bake Shop
43 N Sea RdHome of the famous Tate’s cookies
Beautiful Italian style restaurant with great ambiance and amazing food. Definitely make a reservation in advance as they are usually fully booked during the summer.
62 locals recommend
Tutto Il Giorno South
56 Nugent StBeautiful Italian style restaurant with great ambiance and amazing food. Definitely make a reservation in advance as they are usually fully booked during the summer.
A bar/restaurant located a 7 min drive away, open late till 4 am!! Great if you get the munchies late at night
9 locals recommend
North Sea Tavern
1271 N Sea RdA bar/restaurant located a 7 min drive away, open late till 4 am!! Great if you get the munchies late at night
Starbucks
39 Main StIf you like Starbucks It’s in town, just a 15 min walk!
Sant Ambroeus
30 Main StOne of the most popular cafes in the area!
La Parmigiana
44-48 NY-27APizza is amazing!!
Sip 'N Soda
40 NY-27APopular breakfast/ice cream place!
Juice Press
93 Main StPricey, but the smoothies are great!
Union Burger Bar
40 Bowden SquareGreat place to grab a burger
Carvel
2033 Montauk HwyClassic favorite! Bring your kids here!
Goldberg's Famous Bagels
801 County Rd 39One of the most popular bagel places out here!
Amazing pizza located just one block away from the Airbnb
15 locals recommend
Paul's Italian American Restaurant
21 Hill StAmazing pizza located just one block away from the Airbnb
Ye Olde Bake Shoppe
17 Windmill LnOne of the best bakeries ever!
Le Charlot
36 Main StCute little French restaurant!
Shippy's Pumpernickels
36 Windmill LnJobs Lane Gastro Pub
10 Windmill LnPopular restaurant 2 blocks from the Airbnb
Great place to grab a quick breakfast to go. Fast, good, and reliable food. Delicious bagels, muffins, and iced tea.
Sean's Place On Job's Lane
76A Jobs LnGreat place to grab a quick breakfast to go. Fast, good, and reliable food. Delicious bagels, muffins, and iced tea.
Vibey Mediterranean style restaurant. Pricey, but good food and great ambiance.
11 locals recommend
Dopo Argento
15 Main StVibey Mediterranean style restaurant. Pricey, but good food and great ambiance.
Four Oaks Cafe & Juice Bar
42 Jagger LaneAmazing Açaí bowls. Fresh, healthy, and clean food.
Blu Mar Hamptons
136 Main Street75 Main
75 Main StBeautiful French style restaurant with delicious food. One of the best restaurants in the Hamptons
6 locals recommend
Bistro Ete
760 Montauk HwyBeautiful French style restaurant with delicious food. One of the best restaurants in the Hamptons
Beautiful views. Great seafood. Part of the Hamptons experience. Definitely worth the drive
77 locals recommend
Duryea's Lobster Deck
65 Tuthill RdBeautiful views. Great seafood. Part of the Hamptons experience. Definitely worth the drive
Page at 63 Main
63 Main StLocated in Sag harbor, this restaurant is a classic
Sightseeing
Cooper's Beach, Southampton
268 Meadow LnOne of the most famous beaches in the Hampton’s!
It is a bit of a drive from Southampton but if you’re looking for a day trip - Montauk is the place. Whale and seal sightings. Lighthouse views.
136 locals recommend
Montauk
It is a bit of a drive from Southampton but if you’re looking for a day trip - Montauk is the place. Whale and seal sightings. Lighthouse views.
Agawam Park
51 Pond LnCombine some drinking with sightseeing these beautiful vineyards.
277 locals recommend
Wölffer Estate Vineyard
139 Sagg RdCombine some drinking with sightseeing these beautiful vineyards.
Parrish Art Museum
279 Montauk HwyDuck Walk Vineyards
231 Montauk HwyChildren's Museum of The East End
376 Bridgehampton-Sag Harbor TurnpikeGreat place to go with kids!
Grocery
Stop & Shop
167 Main StBiggest grocery store in the area. 3 min drive away.
Rite Aid Pharmacy
90 Halls RdLarge selection of amazing foods and groceries!
66 locals recommend
Citarella Gourmet Market - Southampton
20 Hampton RdLarge selection of amazing foods and groceries!
Schmidts Market & Produce
120 N Sea Rd
Wishbone Farms
54 Hampton RoadCVS
111 Main StSecond Nature Markets
78 Park PlShopping
If you’re looking to go shopping but not break the bank, Tanger outlet mall is a good place to start. 25 min drive from Southampton!
242 locals recommend
Tanger Outlets Riverhead
1770 W Main StIf you’re looking to go shopping but not break the bank, Tanger outlet mall is a good place to start. 25 min drive from Southampton!
Bridgehampton Commons
2044 Montauk HwySome good old low budget shopping at TJ Max, K Mart, etc..
Main Street in Southampton is beautiful, lined with high end shops, with unique items that will catch your eye. Browse Main Street for the the Hampton classics.
Main Street
Main StreetMain Street in Southampton is beautiful, lined with high end shops, with unique items that will catch your eye. Browse Main Street for the the Hampton classics.
Going out…
Restaurant that doubles as a bar/lounge after 9 pm. Busy on the weekends, with Djs on Friday and Saturday nights
55 locals recommend
Southampton Social Club
256 Elm StRestaurant that doubles as a bar/lounge after 9 pm. Busy on the weekends, with Djs on Friday and Saturday nights
75 Main
75 Main StA restaurant that also has a great bar, and gets busy on weekend nights.
Beach Bar
58 Foster AveThe Stephen Talkhouse
161 Main StA bit of a drive from Southampton but a very popular day and night venue that often has live music and good vibes, and beautiful sunsets
128 locals recommend
The Surf Lodge
183 Edgemere StA bit of a drive from Southampton but a very popular day and night venue that often has live music and good vibes, and beautiful sunsets
Traveler advice
Getting around
Getting around
If you’re planning on staying local in Southampton, then getting around by foot is pretty easy. Bikes are a great way to get around as well especially if you are spending the day at the beach. Due to corona the beaches in Southampton are no longer selling day passes and most beaches require a village pass to park. So the easiest way to get to the beach is to walk or bike. There is one beach called Road D that doesn’t require a village permit to park. You can also use Uber to get around but it gets pretty pricey. I would suggest coming with a car if you want to explore the Hampton’s area!
Don't miss
Don’t miss out!
Every Wednesday night there is a free public concert at either Agawam park or coopers beach (hopefully it’s still happening) Drive in movies at Coopers Farmers market at Agawam park every Sunday 9 am - 3 pm.