Paumanok Vineyards


1074 Main Rd, Aquebogue, NY 11931, USA
(631) 722-8800
One of our favorite vineyards! We love the Chenin Blanc.
Ev&Em Vineyards


3165 Main Rd, Laurel, NY 11948, USA
(631) 298-1420
A new vineyard with a beautiful backyard. Try the rose!
Pindar Vineyards


37645 NY-25, Peconic, NY 11958, USA
(631) 734-6200
Party vineyard with live music on the weekends!
Sherwood House Vineyards


1291 Main Rd, Jamesport, NY 11947, USA
(631) 779-3722
Gorgeous little vineyard with great wine.
Macari Vineyards


150 Bergen Ave, Mattituck, NY 11952, USA
(631) 298-0100
Maybe our most frequently visited vineyard!
Sparkling Pointe


39750 County Rd 48, Southold, NY 11971, USA
(631) 765-0200
Gorgeous vineyard specializing in sparkling wine.
Greenport Harbor Brewery and Restaurant


42155 Main Rd, Peconic, NY 11958, USA
(631) 477-1100
Fun brewery with a large outside area and lawn games.
Dog friendly.
Riverhead Ciderhouse


2711 Sound Ave, Calverton, NY 11933, USA
(631) 591-0217
Fun Cider brewery (they have beer too) with a large outdoor space with lawn games.
Ammirati's


135 Love Ln, Mattituck, NY 11952, USA
(631) 298-7812
Fabulous deli on Love Lane in Mattituck. Molly lives off of the #3 and #35.
Bruce & Son


208 Main St, Greenport, NY 11944, USA
Great brunch spot in Greenport!
Brix & Rye


308A Main St, Greenport, NY 11944, USA
(631) 477-6985
Pizza speakeasy in the American Beech hotel. Super fun vibes and good food.
Claudio's Waterfront


111 Main St, Greenport, NY 11944, USA
(631) 477-0627
Waterfront clam bar. Go for the views and fried shrimp and clams.
Lenny's Pizza & Bistro (AKA Lenny's of Jamesport)


1451 Main Rd, Jamesport, NY 11947, USA
(631) 722-8589
The best Sicilian slice on the island (and maybe ever).
Grana Trattoria Antica & Enoteca


1556 Main Rd, Jamesport, NY 11947, USA
(631) 779-2844
Good Italian close to Riverhead.
Magic Fountain


9825 Main Rd, Mattituck, NY 11952, USA
(631) 298-4908
Famous homemade ice cream shop. There will be a line but it will be worth it!
Love Lane Sweet Shoppe


125 Love Ln, Mattituck, NY 11952, USA
(631) 298-2276
Great homemade chocolate and gift store on Love Lane.
Love Lane Kitchen


240 Love Ln, Mattituck, NY 11952, USA
(631) 298-8989
Our go-to easy brunch spot.
There will likely be a wait on Saturday or Sunday. Grab a coffee and walk around Love Lane!
North Fork Roasting Co.


55795 Main Rd, Southold, NY 11971, USA
(631) 876-5450
The best iced coffee on the NoFo.
Southold General


54180 Main Rd, Southold, NY 11971, USA
(631) 458-1275
Looking for your avocado toast fix? This is your place. They serve breakfast and lunch with cold brew on tap!
Goldberg's Famous Bagels


10095 Main Rd, Mattituck, NY 11952, USA
(631) 315-5238
This is hands down the best bagel in New York. There is another location in Greenport too!
Star Confectionery Store


4 E Main St, Riverhead, NY 11901, USA
(631) 727-9873
Classic soda shop in Riverhead dating back to the 1980s. Open for breakfast and lunch.
Cash only.
Cooperage Inn


2218 Sound Ave, Baiting Hollow, NY 11933, USA
(631) 727-8994
Classic American fare in an old house. Famous for their many different pot pies!
Little Creek Oyster Farm & Market


Bootleg Alley, 37 Front St, Greenport, NY 11944, USA
(631) 477-6992
Grab some oysters, a drink and catch the sunset over the bay!
The Preston House & Hotel


428 E Main St, Riverhead, NY 11901, USA
(631) 775-1500
Upscale hotel restaurant.
Black Llama


300 Main St Unit A, Greenport, NY 11944, USA
(631) 477-5939
Great cocktail spot in Greenport with excellent bar snacks!
First and South Restaurant & Bar


100 South St, Greenport, NY 11944, USA
(631) 333-2200
Casual burger spot with live music on the weekends.