The Pridwin Hotel and Cottages

Shelter Island, New York

At a glance

Opened
1927
Remodeled
2022
Guest Rooms
49
Rate
High $$1,069
Low $$700
Smoking Rooms
No
Pets Allowed
Yes
Self Parking
Complimentary
Valet Parking
Complimentary
Check-In Time
3:00pm
Check-Out Time
11:00am
Seasonal Rates:
High
Low
Shoulder
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Number of Meeting Rooms
5
Ideal Group Size
52
Max Group Size
75
Fees/Taxes
Resort Fee
10%
Room Tax
5.5%
Sales Tax
8.76%
Nearby Transportation & Convention Centers
East Hampton Airport (HTO)
11 miles (17km) 20 minutes
Francis S. Gabreski Airport (FOK), Westhampton Beach
31 miles (49km) 40 minutes
Francis S. Gabreski Airport (FOK), Westhampton Beach
31 miles (49km) 40 minutes
Montauk Airport (MTP)
31 miles (49km) 40 minutes
Long Island MacArthur Airport (ISP), Islip
56 miles (89km) 80 minutes
Tweed New Haven Regional Airport (HVN)
75 miles (120km) 100 minutes
Greenport LIRR Station (via North Ferry)
5 miles (8km) 20 minutes
Special Offers
Hot Dates
News
View Map

Amenities

    Business:
    Complimentary Wifi, Coordination of event, access to all amenities (tennis court, spa, guest activities), Tables, Chairs, Linens included in fee
    Recreation:
    Fitness Center, Spa, Sauna and Steam Room, Pool & Beach Service, Guest Bicycles, Guest Activities, Tennis & Pickleball Court, Kayaks & Paddle Boards, Fishing, Lawn Games, Game Room (ping pong, darts), The Nook (board games), The Grove (outdoor amphitheater, fire pit), The Lawn (fire pit, outdoor seating), Edie's Gift Shop, Live Music, Fred’s Folly Boat Cruises (supplemental fee), Moke™ Rentals (supplemental fee)
    Nearby:
    On Shelter Island:
    Sylvester Manor Educational Farm, Sylvester Manor Farm Stand, Shelter Island Historical Society, Mashomack Preserve, Menhaden Lane Beach, Shell Beach, Wades Beach, Kissing Rock, Shelter Island IGA, Marie Eiffel Market, Black Cat Books, Finley’s Fiction,
    On the North Fork:
    Custer Institute and Observatory, East End Seaport Museum and Marine Foundation, Harbes Family Farm, Macari Vineyards, North Fork Wine Tours, Matchbook Distilling Co., Paumanok Vineyards, Palmer Vineyards
    On the South Fork:
    Parrish Art Museum, Peter Marino Art Foundation, Sag Harbor Whaling Museum, The John Steinbeck House, Madoo Conservancy, Wölffer Estate Vineyard, The Milk Pail, Bridge Gardens, Elizabeth A. Morton National Wildlife Refuge, Camp Hero State Park, Montauk Point State Park, Ditch Plains Beach, Shinnecock East County Park

Dining, Food & Beverage

Onsite Dining:
Capacity
The Terrace
125
American (Lunch and Dinner)
The Crescent Bar
35
Cocktails and Light Bites
The Osprey Nest Pool Bar
25
Cocktails and Light Bites
The Lawn
350
American
Lunch
Buffet $47++
Plated $47++
Dinner
Buffet $68++
Plated $68++
Coffee Break
$105++
2-Hour Open Bar
$35++ and up

Meeting Space

Largest Meeting Room: 
427 ft²
Indoor Meeting Space: 
1,105 ft²
Indoor/Outdoor Meeting Space: 
N/A
Capacity Chart
total square footage
Room Size
ceiling height
classroom size
theater size
banquet size
reception size
conference size
u-shape room size
h-shape room size
ten by ten room size
The Frost Room
427
20' long by 21' wide
10
32
44
20
35
22
16
N/A
N/A
The Morgan Room
397
20' long by 19' wide
10
24
40
40
40
22
22
N/A
N/A
The Nook
281
13' long by 22' wide
9
16
20
N/A
12
10
N/A
N/A
N/A
The Grove (Outdoor amphitheater venue)
N/A
Outdoor venue
N/A
N/A
40
80
N/A
N/A
N/A
N/A
N/A
The Game Room
353
20' long by 18' wide
7
18
21
N/A
N/A
N/A
N/A
N/A
N/A
The Terrace Dining Room
1,988
88' long by 23' wide
9
100
125
90
149
25
30
N/A
N/A

Capacities

The Frost Room
Total Sq Ft: 427
Ceiling Ht Ft: 10
Classroom: 32
Theater: 44
Banquet 10: 20
Reception: 35
Conference: 22
U-Shape: 16
Room Description: 20' long by 21' wide
The Morgan Room
Total Sq Ft: 397
Ceiling Ht Ft: 10
Classroom: 24
Theater: 40
Banquet 10: 40
Reception: 40
Conference: 22
U-Shape: 22
Room Description: 20' long by 19' wide
The Nook
Total Sq Ft: 281
Ceiling Ht Ft: 9
Classroom: 16
Theater: 20
Reception: 12
Conference: 10
Room Description: 13' long by 22' wide
The Grove (Outdoor amphitheater venue)
Theater: 40
Banquet 10: 80
Room Description: Outdoor venue
The Game Room
Total Sq Ft: 353
Ceiling Ht Ft: 7
Classroom: 18
Theater: 21
Room Description: 20' long by 18' wide
The Terrace Dining Room
Total Sq Ft: 1,988
Ceiling Ht Ft: 9
Classroom: 100
Theater: 125
Banquet 10: 90
Reception: 149
Conference: 25
U-Shape: 30
Room Description: 88' long by 23' wide

Special Offers

Arrive in Style: Group Transportation Offer
Valid From:
September 1, 2025 to June 17, 2026

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.

Rate: $395 and Up
Call for Reservation: 844-200-5001
Contact Email: sales@caperesorts.com

HOT DATES

Start
End
Rooms
Rates
September 15, 2025
September 16, 2025
49
$450/night
September 22, 2025
September 23, 2025
49
$450/night
October 6, 2025
October 7, 2025
49
$410/night
October 14, 2025
October 15, 2025
49
$395/night
October 28, 2025
October 30, 2025
49
$395/night
May 11, 2026
May 14, 2026
49
$400/night
May 18, 2026
May 20, 2026
49
$435/night
June 1, 2026
June 4, 2026
49
$595/night
June 8, 2026
June 9, 2026
49
$595/night