The Pridwin Hotel and Cottages
1 of 22
Capacities
Plan a Pridwin group retreat with round-trip luxury coach travel and a complimentary welcome hour.
Out East, ten acres of waterfront meeting space await your group for thoughtful gatherings, flexible arrangements, and authentic team-building moments. Picture your team boarding a luxury coach in the city and traveling together to the shores of The Pridwin Hotel and Cottages—a journey as effortless as it is scenic. Upon arrival, enjoy a complimentary welcome hour featuring craft beers, select wines, and artisanal cheeses, hosted at your choice of location: the Osprey Nest Pool Bar, The Grove, the water-view Lawn, or anywhere you'd like on our grounds.
Between meetings, your group will enjoy activities like croquet, cornhole, kayaking, tennis, pickleball, and hikes through the nearby Mashomack Preserve—natural opportunities to forge unbreakable connections and a sense of spirited creativity.
Arrive in style with...
- Round-trip luxury coach travel from New York City to The Pridwin Hotel and Cottages
- Complimentary Welcome Hour in a location of your choice, featuring beer, wine, artisanal cheeses, and one additional appetizer station
Subject to availability and change. Offer applies to groups with 25 rooms for 2 or more nights with a minimum of 50 room nights. Must stay midweek with a Sunday through Wednesday stay-over. Offer does not apply to existing group reservations, blocks, or master folios. Cannot be combined with other packages or offers.
This Fall and Spring, enjoy reduced fees and a complimentary welcome hour when you book a midweek group retreat.
This fall and spring, The Pridwin Hotel and Cottages invites your group to gather on ten acres of serene Shelter Island waterfront for meaningful connection and collaboration. With site fees and resort fees waived, planners can focus on crafting experiences that truly matter—fostering camaraderie, creativity, and growth.
Host your welcome hour with craft beers, select wines, and artisanal cheeses in a setting of your choice: The Grove beneath the trees, the water-view Lawn, or one of our inviting indoor spaces. Between sessions, enjoy team-building activities like croquet, pickleball, kayaking, or guided hikes through the nearby Mashomack Preserve, all designed to inspire connection in a naturally restorative setting.
Plan a Spring or Fall Group Retreat and Enjoy:*
- Complimentary Welcome Hour in a location of your choice, featuring beer, wine, artisanal cheeses, and one additional appetizer station
- Waived Resort Fee (midweek only)
- Reduced Site Fees (midweek only)
*Subject to availability and change. Offer applies to groups with 20 rooms for 2 or more nights with a minimum of 40 room nights. Must include a stay midweek on a Sunday, Monday, Tuesday, and/or Wednesday night. Offer does not apply to existing group reservations, blocks, or master folios. Cannot be combined with other packages or offers.