Entertainment & Activities
Bucolic tasting room, with the best wines on the North Fork in my opinon!
19 locals recommend
The Old Field Vineyards
59600 NY-25Bucolic tasting room, with the best wines on the North Fork in my opinon!
Walkable from the house, and in the summertime they show saturday night movies under the stars!
32 locals recommend
One Woman Wines & Vineyards
5195 Old North RdWalkable from the house, and in the summertime they show saturday night movies under the stars!
long, deep golden sand beach with quirky restaurant Elbow East alongside
11 locals recommend
Kenny's Beach
Sound Avenuelong, deep golden sand beach with quirky restaurant Elbow East alongside
Town Beach
County Rd 48Walking distance from the house!
Food Scene
Erik's Breakfast & Lunch
43715 County Rd 48Great place for gourmet brunch
Southold Fish Market
64755 NY-25the best raw and cooked take-out, or eat in.
The finest dining on Long Island. Also a fantastic lunch truck for smaller budgets in their car park!
86 locals recommend
North Fork Table & Inn
57225 Main RdThe finest dining on Long Island. Also a fantastic lunch truck for smaller budgets in their car park!
Where you should cycle to to get your morning croissants
12 locals recommend
Blue Duck Bakery Cafe Southold
56275 NY-25Where you should cycle to to get your morning croissants
Noah's
136 Front StGreat casual restaurant
Sightseeing
great fun taking the ferry from greenport over to shelter island to bike around and visit the swanky beach club
7 locals recommend
North Ferry
North Ferrygreat fun taking the ferry from greenport over to shelter island to bike around and visit the swanky beach club
Need a work-out? cycle to the lighthouse, visit the museum and then run down the 50 or so steps to the tiny but beautiful beach
31 locals recommend
Horton Point Lighthouse Nautical Museum
3575 Lighthouse RdNeed a work-out? cycle to the lighthouse, visit the museum and then run down the 50 or so steps to the tiny but beautiful beach
Everything Else
Morning and evening yoga classes on a drop in basis. Great juice bar next door too.
11 locals recommend
The Giving Room
56215 Main RdMorning and evening yoga classes on a drop in basis. Great juice bar next door too.
Essentials
Southold IGA
54560 NY-25Decent supermarket