Packages/ The Perfect Fall Weekend

The Perfect Fall Weekend

Available Weekends from Friday, October 23 through Sunday, November 8, 2026

The Pridwin Hotel and Cottages

Come spend the weekend at The Pridwin, where we’ve planned the perfect fall escape for two.

Come spend the weekend at The Pridwin, where we’ve planned the perfect fall escape around great food, live music, crisp mornings, and cozy nights by the fire.

A Group Of People Sitting At A Table With Popcorn

Check in early on Friday with a lunch on The Terrace, then join us for a Golden Hour Welcome Reception featuring seasonal bites, a welcome drink, dinner, and s'mores on the front lawn. On Saturday, enjoy a leisurely breakfast, lunch at your own pace, and a Fall Harvest Dinner showcasing local meat, fish, and produce, followed by dessert in The Grove with spiked hot cider.

Included in this Package for Two Guests:

An Early Check-In on Friday
Lunch at The Terrace on Friday afternoon
A Golden Hour Welcome Reception on Friday afternoon with seasonal bites, a welcome drink, dinner, and s'mores
Breakfast each morning of your stay
Lunch at The Terrace on Saturday afternoon
A Fall Harvest Dinner on Saturday evening, showcasing local meat, fish, and produce, followed by dessert in The Grove with spiked hot cider
Live music and family-friendly entertainment
Includes access to all Resort Amenities

A Group Of Women Posing For A Photo Outside Of A Building

Come for the weekend. We’ll take care of the rest.

A perfect fall escape to Shelter Island. Two nights at The Pridwin with dining, wine tasting, live music, s'mores and weekend programming–all included.

Make It Your Own

Add a little more to your weekend with pickleball tournaments, mahjong with Hamptons Mahj, or spa treatments with Tammy Fender.

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