A Season of Renewal
As the first flowers bloom, plan a trip out East to The Pridwin. Here, the season starts fresh with a host of thoughtful touches and beloved traditions.
- On This Page:
- Overview
- Activities
- Highlights
- Sample Itinerary
- Packages
Spring at The Pridwin
Natural opportunities to reconnect.
As the island awakens, spring at The Pridwin offers moments to slow down, breathe deeply, and rediscover the simple joys of nature. From quiet paths to creative endeavors, each day unfolds with opportunities to reconnect-with the season, with the landscape, and with yourself.
- Walks to through The Grove and its winding paths invite grounding moments and unexpected discoveries.
- Treks across the scenic Mashomack Preserve invite a deeper sense of Shelter Island's natural beauty.
- Creative pursuits, like open-air watercoloring, offer room for imagination to take flight.
- Warm days invite adventure beneath the sun, while cool evenings beckon quiet comfort by the fire.
Spring at The Pridwin
Complimentary Guest Activities
From morning yoga to hands-on floral workshops, live music, and leisurely afternoons spent fishing or painting in the open air, our complimentary guest activities invite you to savor the beauty of spring at your own pace.
- Morning Yoga on the Lawn
- Live Music
- Watercoloring in the Grove
- Flower Cutting and Arranging Class
- Chicken Feeding
- Fishing off the Dock
- Guest Bicycles
Spring Sample Itinerary
Monday
Yoga on the Lawn
8:00am
Breakfast on The Terrace
9:00am
Walk The Grove paths
10:00am
Afternoon Watercoloring workshop
2:00pm
Fireside cocktails at The Crescent Bar
8:00pm
Tuesday
Bike ride to Dering Harbor
7:30am
Visit Shelter Island Historical Society
10:00am
Lunch at Marie Eiffel Market
12:30pm
Fishing off the dock
3:00pm
Catch sunset on the lawn
7:45pm
Wednesday
Coffee and pastries on the deck
8:00am
Hike at Mashomack Preserve
9:30am
Flower cutting & arranging class
1:00pm
Relax at The Pridwin Spa
3:00pm
Dinner in the Dining Room
7:00pm
Thursday
Morning meditation at The Grove
7:00am
Kayaking in Coecles Harbor
10:00am
Visit Sylvester Manor
12:00pm
Afternoon chicken feeding
3:00pm
Stargazing on the Lawn
9:00pm
Friday
Late breakfast
9:00am
Antiquing trip into town
11:00am
Picnic at Kissing Rock
1:00pm
Wine tasting at Macari Vineyards
4:30pm
Evening lawn games & s’mores
8:00pm
Saturday
Early bird watching walk
6:30am
Art browsing at Finley’s Fiction
10:00am
Afternoon paddleboarding session
1:30pm
Tea in The Nook
4:00pm
Room service for dinner
7:00pm
Sunday
Write postcards by the water
7:30am
Scenic bike loop around the island
9:00am
Early lunch at the Crescent Bar
11:30am
Beachcombing at Wades Beach
2:00pm
Champagne toast at sunset
6:30pm
Available Daily
Bicycles
7:00am - 8:00pm
Croquet
8:00am - 8:00pm
Cornhole
8:00am - 8:00pm
Kayaks
10:00am - 8:00pm
Fishing
8:00am - 8:00pm
Spring Packages
Pridwin Pup Retreat
Bring your four-legged family member on your Pridwin getaway and enjoy deluxe dog-friendly accommodations in a private Birch Cottage.
Extend Your Stay & Save
On Shelter Island, an extra day makes all the difference. Extend your Pridwin stay a little longer and save.
Book Ahead & Save
It pays off to plan ahead. Book a deluxe Pridwin Hotel and Cottage getaway ahead of time and save!
AAA & AARP Member Rate
Take advantage of our AAA & AARP savings and enjoy discounts off our daily rates.
Spring at The Pridwin
Start a new tradition on Shelter Island.
Awaken to the serene beauty of Shelter Island in full spring bloom. At The Pridwin Hotel and Cottages, an overnight stay means refined coastal luxury-spacious, thoughtfully designed accommodations, sweeping views of Peconic Bay, and curated seasonal programming. From indulgent waterfront dining to private cruises and restorative morning yoga in The Grove, every detail is crafted for an elevated East End escape.