Activities

at The Pridwin

Sitting on nearly ten acres of wooded grounds lining Crescent Beach, the Pridwin's bucolic campus makes it the perfect hub for classic outdoor fun. Kids and kids-at-heart will love the wide open space, as well as a host of rousing activities from sunup to sundown—all set amongst the classic American charm of our Shelter Island resort.
View Activities Calendar

Reopening May 9, 2025

The Pridwin Hotel and Cottages has closed for the season, and will reopen on Friday, May 9, 2025.
We invite you to reserve your 2025 stay by clicking the links below.
Book Online Call: 1 (844) 200-5001

Yoga at the Pridwin

Monday, Wednesday, Friday | Seasonal
8:00am-9:00am

A blissful start to your day as you connect mind, body and spirit with nature. Enjoy our incredible poolside & bay views with generous personal space and comfort.

Yoga is included in your Pridwin Hotel Stay.
Non-guests can join for $25 a session.

Watersports

Available Daily | Seasonal

Spend some time on the water! The Pridiwn's unique position on the water makes it the perfect launch point for water sports. Set out on a kayak or stand-up paddleboard and explore Shelter Island from a whole new perspective.

tennis court with racquet and tennis balls

The Tennis Court

Available for Daily Use

Practice your backhand or simply get back into the swing of things on our court. Please contact Concierge to reserve the court for play. Rackets and tennis balls are available.

Tennis Court use is included in your Pridwin Hotel Stay.

Family Fun at the Pridwin

The Nook

From rainy-day card games to late-night Monopoly tournments, the Nook game room has everything needed for hours of fun any time of year! The Nook is stocked with classic boardgames and an HDTV.

Family Activities

Kids love the Pridwin! From scavenger hunts to kickball games, our team has prepared an exciting schedule of activities that will keep your whole crew entertained for the entirety of your Shelter Island vacation.

Live Entertainment

at the Terrace

From beebop jazz to classic rock hits—the Pridwin is proud to host a regular roster of live entertainment to underscore your evening.
View Entertainment Calendar

Pridwin Resort Amenities

pridwin hotel pool lounge chairs

Pool Service

Take a dip in our beautiful water-view pool, perched with a breathtaking view over Crescent Beach. Pool Attendants will be on-hand with complimentary towels, as well as menus for cocktails and light bites.

Complimentary towels, chairs and umbrellas by the pool are included in your stay as an overnight Pridwin guest.

woman practicing yoga on the lawn of the Pridwin Hotel

Morning Yoga

Recharge with a morning yoga session on The Pridwin's beautiful lawn. Our tree-lined campus creates the perfect setting to relax and reconnect with mind and body.

Seasonal yoga classes are included in your stay as an overnight Pridwin guest.

Guest Bicycles

Take a trip into town on one of The Pridwin's complimentary bicycles. Many of Shelter Island's incredible boutiques and natural wonders are an easy ride away!

Seasonal bicycle use is included in your stay as an overnight Pridwin guest.

Complimentary Kayaks

Explore Shelter Island’s expansive waterways by kayak, offering a completely unique perspective of this beautiful destination. Our fleet of single and double kayaks are ready for adventure.

Seasonal kayak use is included in your stay as an overnight Pridwin guest.

Complimentary Paddle Boards

Set out on a stand up paddle board during your Pridwin stay. The calm bay current surrounding Shelter Island make this activity a breeze.

Seasonal stand up paddle board use is included in your stay as an overnight Pridwin guest.

woman serving a pickle ball on a court

Tennis & Pickle Ball Court

Get in the swing of things on The Pridwin’s court, available for games of both tennis and pickle ball. We’ll equip you with complimentary equipment upon request.

Use of The Pridwin Tennis Court is included in your stay as an overnight Pridwin guest.

woman playing cornhole

Guest Activities

From live entertainment to s’mores on the lawn, The Pridwin features a classic roster of all-American summer fun. To view the lineup, click here.

Seasonal guest activities are included in your stay as an overnight Pridwin guest.

The Pridwin Spa

Indulge in a spa day at the luxurious Pridwin Spa, offering a full menu of treatments, services and massages. Spa amenities include men's and women's locker rooms and a dry and wet sauna.

To view The Pridwin Spa menu, click here.

exercise room equipment

Fitness Center

Enjoy complimentary use of our Fitness Center throughout your Pridwin stay, featuring cardio and strength-training equipment ideal for all workout styles.

Fitness center access is included in your stay as an overnight Pridwin guest.

Moke electric vehicle parked out front of a beach

Pridwin Moke™ Rentals

The Pridwin is proud to partner with Moke™ to offer a fleet of open-air vehicles for rent on your vacation. These street-legal, low speed electric vehicles are perfect for exploring Shelter Island in style.

Seasonal Moke™ rentals are available during your Pridwin stay.

pridwin hotel guest room bed

Daily Housekeeping

Our Housekeeping Team will refresh your room every day if you'd like, replacing linens and using enhanced cleaning protocols to ensure your space is spotless.

man using a tablet

High-Speed Wifi

Stay connected with complimentary high-speed WiFi, available in your guest room or anywhere on our beautiful grounds.

it’s easy to find us

Shelter Island is easily accessible by car ferry. The North Ferry departs from Greenport, NY and the South Ferry from North Haven, NY.


FERRY SERVICE:

Ferry service to Shelter Island is available from both the North Fork via Greenport and the South Fork via Sag Harbor. There are no reservations. Traffic is boarded on a first-come, first-serve basis. Cars and bicycles pay on board. Both ferries are cash only. For ferry schedules, visit NorthFerry.com and SouthFerry.com.


DIRECTIONS FROM THE SOUTH FORK:

Take the Long Island Expressway (I-495) to Sunrise Highway. Sunrise Highway (Route 27) turns into County Road 39. North onto Sandy Hollow Road (Exit 8) to North Sea Road. Then to Noyac Road; left at traffic circle onto Long Beach Road (turns into Route 114 at traffic circle). Take Route 114 to South Ferry.

DIRECTIONS FROM THE NORTH FORK:

Take the Long Island Expressway to end. Continue straight (Route 58). Follow signs to Greenport (Route 25). Once in Greenport, look for signs to North Ferry or Route 114.


Valet Parking is provided. Please pull up in front of the hotel and an attendant will assist you with your luggage and car.

From Google Maps:

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press & media inquiries:

Marketing@CapeResorts.com