Get a customized retreat quote
Our trip designers will collaborate with your chosen venue to create a personalized quote. Please provide your email to schedule a brief call to discuss your group’s needs.
Our trip designers will collaborate with your chosen venue to create a personalized quote. Please provide your email to schedule a brief call to discuss your group’s needs.
Accessible only by ferry, Shelter Island provides a natural sense of retreat. The Pridwin's restored waterfront setting, outdoor pool, private dock, and refined hospitality create a memorable backdrop for meaningful team gatherings.
The Pridwin's culinary team prepares seasonal menus using local ingredients from Long Island farms and fisheries. Group dining can be arranged as seated dinners, cocktail receptions on the waterfront lawn, or casual buffets. The restaurant accommodates dietary needs with advance notice.
Long Island MacArthur Airport (ISP) is approximately 30 miles west, about a 1-hour drive plus ferry. JFK and LGA airports are roughly 2 to 2.5 hours away including ferry crossings. East Hampton Airport is a smaller option for private flights.
The Pridwin is a historic waterfront hotel on Shelter Island, New York, lovingly restored by Cape Resorts. Originally opened in 1927, the property has been updated with a design-forward aesthetic that honors its heritage while providing modern comfort across 49 guest rooms, many with sweeping views of Peconic Bay.
The hotel features an on-site restaurant serving seasonal, locally sourced cuisine, a waterfront pool, a private dock, and manicured grounds that extend to the water's edge. The setting is inherently intimate, making it well-suited for corporate groups that want to gather without urban distractions.
For retreats, The Pridwin offers flexible indoor and outdoor event spaces, attentive group coordination, and a location that feels truly removed from the everyday. The ferry ride to reach the island adds a sense of occasion, and once on-site, teams find it easy to focus, connect, and recharge.
$961
Per Person
4
Max Capacity
800
Sq Ft
49
Rooms
In-house
Catering
Yes
Accessible
Yes
Pet Friendly
| Room | Sq Ft | Capacity |
|---|---|---|
| Morgan Room | 400 | 18 |
| Frost Room | 400 | 24 |
Shelter Island sits in Peconic Bay between the North and South Forks of Long Island, accessible only by ferry. The island is quiet and largely undeveloped, with nature preserves, kayaking, and cycling as primary activities. The Pridwin occupies a prime waterfront position with views across the bay, offering a true escape from city life while remaining within reach of the Hamptons and North Fork wine country.
Shelter Island is reached by a short car ferry from either Greenport on the North Fork or North Haven on the South Fork of Long Island. The ferry runs frequently throughout the day. The hotel can help coordinate ferry logistics for your group.
Yes, The Pridwin offers full-property buyouts for corporate groups seeking an exclusive experience. With 49 rooms, it is well-sized for mid-range corporate retreats. Contact the events team for buyout pricing and availability.
The Pridwin operates seasonally, typically from late spring through early fall. Summer offers the warmest weather and full access to water activities, while early fall provides a quieter atmosphere with beautiful foliage.
The island setting lends itself to water-based activities like kayaking and paddleboarding, cycling around the island, lawn games on the hotel grounds, and nature walks through Mashomack Preserve. The hotel team can help arrange group excursions.
The on-site restaurant serves breakfast, lunch, and dinner with seasonal menus. Private group dining can be arranged indoors or on the waterfront lawn. Custom menus and cocktail receptions are available for corporate events.
$961
Starting from $
Best for 10–4 guests