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From334US$ /night
Check-in
18Jan2026Select date
Check-out
19Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

81 Shore Road, Shelter Island, New York, United States, 11964
-
Near the beach
Perfect
9.1
9.4
/10
3.8
4.2
/5

Rooms and Cottages

The Pridwin Hotel provides rooms with air-conditioning and bathrooms that include free toiletries and a hairdryer. Accommodations include Hillside Rooms with views of the grounds and cottages, Waterview Rooms with Crescent Beach views, and Corner Preferred Rooms that feature water views, a King-size bed, and a Queen sleeper sofa. Cottage options range from Birch and Hickory Cottages with kitchenettes, sleeper sofas, gas fireplaces, and private decks, to larger Larch, Red Oak, and White Oak Cottages. The Caroline Cottage offers house-style accommodations with wooded grove views, while the Fraser Cottage includes two bedrooms, two bathrooms, and a kitchenette with a refrigerator.

Dining Experience

The Terrace restaurant serves Long Island food and drinks made with local ingredients. The Crescent Bar offers cocktails and light bites. A plated breakfast is served daily at the Pridwin's Terrace. Guests can enjoy an all-you-can-eat cookout menu, prepared by Executive Chef Todd Ruiz, on Wednesday evenings from July to Labor Day weekend. Other options include waterfront dining, Chef Todd's prix fixe menu, and room service.

Leisure and Activities

Guests have access to two docks with boats for hire, including kayaks and rowboats. The Nook game room provides board games and an HDTV. Other activities are morning yoga, access to the fitness center, and massage in The Pridwin Spa. In addition, the hotel features guided hikes and water sports.

Location and Access

The Pridwin Hotel is near Sag Harbor's Main Street and 90 km from Long Island MacArthur Airport. Ferry service to Shelter Island is available from Greenport and Sag Harbor. The hotel is near Southold Bay (3.5 km), Sylvester Manor Educational Farm (3 km), and Greenport Antique Carousel (3.5 km).

Services and Amenities

The Pridwin Hotel provides valet parking and high-speed WiFi throughout the property. Guests can use complimentary towels, chairs, and umbrellas by the pool. The hotel offers Moke(TM) rentals, daily housekeeping, and concierge services. Special services include dynamic room block arrangements and private dining rooms. The Pridwin Spa offers treatments, services, and massages. Guests can use complimentary bicycles, kayaks, paddle boards, and the tennis court.

“What strikes me most is the blend of classic charm and modern comfort here. Its waterfront position is more than scenic-it's a launchpad for water activities, complemented by complimentary amenities like yoga and bikes. Dining shines with local ingredients, making it a well-rounded experience on Shelter Island.”
Hotel logo
James DavidEditor-in-Chief at Tohotel
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Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Premier Terrace
2 persons
230 sq. feet 
1 King-size bed
Air conditioning
Hillside Room
2 persons
220 sq. feet 
1 King-size bed
Air conditioning
Water View Room
2 persons
220 sq. feet 
1 King-size bed
Air conditioning
Corner Preferred Room
2 persons
230 sq. feet 
1 King-size bed and 1 Sofa bed
Air conditioning
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Price and Room Availability Calendar

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Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

  • Non-smoking rooms
  • Free Wi-Fi
  • Parking
  • Safe deposit box
  • 24-hour reception
  • No pets allowed
  • Rooms/ Facilities for disabled
  • Private beach
  • Lift
  • Smoke detectors
  • Fire extinguishers

Sports & Fitness

  • Fitness centre
  • Water sports
  • Hiking
  • Cycling
  • Tennis court
  • Golf course
  • Billiard tables
  • Table tennis

Services

  • Housekeeping
  • Welcome drink

Dining

  • Restaurant
  • Bar/ Lounge area
  • Special diet menus

Business

  • Meeting/ Banquet facilities

Children

  • Children's menu
  • Game room

Spa & Leisure

  • Saltwater pool
  • Seasonal outdoor pool
  • Heated swimming pool
  • Beach access
  • Sun loungers
  • Sun terrace
  • Garden area
  • Spa & wellness centre
  • Sauna
  • Steam room
  • Beauty treatment
  • Back massage
  • Full body massage
  • Pool with view
  • Shallow end

Room features

  • Air conditioning
  • Heating
  • Terrace
  • Garden furniture
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Dining Onsite

Experience a delightful array of onsite dining options at The Pridwin Hotel, where the flavors of American and local seafood cuisine meet breathtaking bay views. From cozy family-friendly meals to intimate romantic dinners, each culinary venue promises a blend of comfort and authenticity.
The Pridwin Hotel Shelter Island Restaurant photo

Restaurant #1

American, Seafood, Local
Ambiance
A cozy and elegant setting, this classic restaurant overlooks the bay, offering both indoor seating and a magnificent open-air deck that invites the fresh sea breeze.
Key Offerings
Indulge in freshly caught seafood and local specialties, while enjoying lively barbecue evenings with music every Wednesday from July through Labor Day weekend.
Reservation
Recommended for dinner service.
Open for lunch and dinner.

Location

81 Shore Road, Shelter Island, New York, United States, 11964
Map view
81 Shore Road, Shelter Island, New York, United States, 11964
Nearby
Shelter Island Tennis Club
1400 ft
Restaurants
The Pridwin Restaurant
100 ft
81 Shore Road
Explore Shelter Island
Activities & Dining Around The Pridwin Hotel
Top Attractions
Activities
Dining
Entertainment
Crescent Beach
5 minutes' walk
Beautiful sandy beach perfect for sunbathing and swimming, offering serene views and easy access.
Shelter Island Country Club
Shelter Island Country Club
5-minute drive
A picturesque golf course with stunning landscapes, ideal for golf lovers looking to enjoy a round in nature.
Horton Point Lighthouse Nautical Museum
6-minute drive
Historic lighthouse offering breathtaking views and maritime history, with guided tours available.
Kayaking at Crescent Beach
5 minutes' walk
Rent a kayak for a thrilling paddle on the calm waters; rentals available nearby.
Yoga Classes at Wades Beach
10-minute drive
Find tranquility with morning yoga classes on the beach, offering stunning sunrise views.
The Pridwin Restaurant
The Pridwin Restaurant
1 minute' walk
Enjoy sea-to-table dining with fresh, local ingredients in a relaxed, elegant atmosphere.
Sunset Beach Restaurant
10-minute walk
Charming spot known for fresh seafood and breathtaking sunset views; casual yet classy.
Live Music at Sunset Beach
10-minute walk
Vibrant venue featuring local bands and artists, great for an evening of music and fun.
Shelter Island Cinema
10-minute drive
Cozy cinema showing independent and classic films; a perfect evening outing for movie lovers.
Getting around
City Centre
Shelter Island12 min  ·  3300 ft
Airports
Long Island MacArthur Airport (ISP)129 min  ·  53.1 mi
Republic Airport (FRG)171 min  ·  70.8 mi
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Property information and rules
Check-in
from 16:00-23:59
Check-out
until 11 am
Guest Parking
Private parking is possible on site for free.
Internet
is available in public areas for free.
Breakfast
The hotel The Pridwin serves a full breakfast for free. 
Children & extra beds
There are no cots provided in a room. 
Pets
Pets are not allowed.
Number of rooms:
38
Questions of the users
About The Pridwin Hotel
Is there a nearby beach accessible from the hotel, or will transportation be necessary?
15 January 2024
The hotel's private beach is conveniently located just a short walk across the street, so no transportation is needed.
Are meals included in the price of the hotel stay?
22 February 2024
Meals are not included with the hotel stay.
Can I reserve a cottage for my stay if it's not listed on the booking site?
10 March 2024
Cottages are available for booking, but they cannot be made through the booking.com site.
Is it possible to bring a pet while staying at the hotel?
17 April 2024
Hotel rooms are not pet-friendly. However, Birch Cottages are available for pets, though they can't be booked through booking.com.
Does the hotel offer any amenities like bicycles or kayaks for guests?
5 May 2024
Yes, complimentary bicycles and seasonal use of kayaks and paddleboards are included in the stay.
What recreational activities are available for guests during their stay?
12 June 2024
Guests can enjoy a variety of activities including morning yoga, tennis, pickleball, and seasonal guest activities.
Is there a designated area for entertainment or games for families?
22 July 2024
Yes, The Nook game room is available for classic board games and card games, ensuring fun for all ages.
Are there spa services available for guests who want to relax during their stay?
30 August 2024
The Pridwin Spa offers a full menu of treatments, services, and massages for guests looking for relaxation.
How do I access the pool and beach service during my stay?
14 September 2024
Pool service includes complimentary towels, chairs, and umbrellas. Beach service is available when the tide is right.
What time is check-in and check-out at the hotel?
18 October 2024
Check-in begins at 4:00 PM, while check-out is at 12:00 noon.

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The Pridwin Hotel Shelter Island Nature photo

The Pridwin Hotel

9.1
Perfect78 reviews
3300 ft from center
301 US$
334 US$
per night
Mobile-only price