Things To Do
Stay Put at The Pridwin
You'll understand upon arrival why this is a perfectly good option! Hanging poolside, tennis, cornhole on the lawn, table games by a fire, kayaking, or relaxing by the beach are just a few ideas to start.
Marie Eiffel Market
A popular local destination for fresh baked goods, organic produce, sandwiches, and salads. Enjoy your refreshments on the docks out back!
The Chequit
Sit outside overlooking the harbor for happy hour or brunch!
Stars Cafe
Right in town, this is just one of of many grab & go spots for breakfast or lunch.
Mashomack Preserve
For the active bunch! Mashomack boasts about 11 miles of sandy coastlines and has interlacing tidal creeks, woodlands and fields.
Shelter Island Country Club
This is a public nine-hole golf course that's situated on one of the highest points of the island.
Vine Street Café
For anyone extending upon the weekend, Vine Street is an absolute must for dinner on the island!
Kontokosta Winery
Just a 7 minute drive from where the ferry docks in Greenport!
Léon 1909
Just down the road from the Pridwin is one of our favorites! An open hearth kitchen serving upscale (and insanely good) food and drinks.