A Timeless Shelter Island Classic
If you've visited The Pridwin before, you understand the magic. Lapping waves of a sandy beach transition to a sweeping green lawn speckled with white Adirondack chairs. The hotel itself is a dream: the white-painted wood facade, grand interior spaces and sweeping water-view verandas. Plus, just a few steps away, you'll find an enclave of luxurious cottages nestled in the trees.
The charm of this beloved resort hasn't changed—but, after a transformative 2022 renovation, it has been enhanced. Every space has been refreshed with new color and thoughtful touches that will delight guests new and returning alike.
Established in 1927, the bucolic 8-acre site on Crescent Beach was selected for its protected waters, gentle bay breezes, and for its breathtaking water views. Today, The Pridwin maintains its classic, timeless traditions while seamlessly integrating luxury amenities, service and programming for all generations. The Pridwin is now a tradition restored. We look forward to welcoming you.
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Dining at the Pridwin
Helmed by Executive Chef Todd Ruiz, this Pridwin’s waterfront Terrace restaurant and Crescent Bar serve classic All-American cuisine and cocktails with an emphasis on local Long Island flavor.
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The Pridwin Spa
Featuring treatment rooms overlooking the water, the full-service Pridwin Spa is a haven of healthy indulgence, utilizing products from notable makers like OSEA Malibu.
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Guest Activities
Bicycle rides, kayaking, flower-picking, egg harvesting, tennis, pickle ball, boardgames in The Nook, sunset cruises, Moke™ rides to Mashomack Preserve, and so much more!
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Fall Fest
at The Pridwin
Join us at The Pridwin Hotel and Cottages on Shelter Island for Fall Fest, a celebration of all things autumn! Bring the whole family for a weekend filled with classic fall activities like pumpkin painting, sack races and live music. The young and young-at-heart will love tasty treats like fireside s'mores and delicious hot cider.
Pumpkin Painting, Sack Races, Live Music and More!
Saturday, October 12 & Sunday, October 13, 2024
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Pridwin Resort Amenities
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.
Please Note: The Pridwin Pool will be open through Sunday, September 22.
Complimentary towels, chairs and umbrellas by the pool are included in your stay as an overnight Pridwin guest.
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.
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.
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.
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.
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.
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.
High-Speed Wifi
Stay connected with complimentary high-speed WiFi, available in your guest room or anywhere on our beautiful grounds.
Packages & Special Offers
Fall Murder Mystery Weekend at The Pridwin
Available Friday, October 25 through Sunday, October 27, 2024
This Fall, Murder Mystery fun returns to the Pridwin Hotel! Spend a two-night stay with us and watch the mystery unfold as you experience three days filled with riddles, clues and a whodunit that will keep you guessing until the very end.
From costumes and storylines to humor and problem solving, our partners at Murder Café will be sure to entertain and surprise guests. The performance is broken up over 4 acts and three days, and it is up to you to solve the crime!
Included in this package:- Deluxe Overnight Accommodations at The Pridwin Hotel and Cottages
- Three Days of Murder Mystery Fun at The Pridwin in partnership with our friends at Murder Café
- A Opening Act & Welcome Reception in the Grove on Friday to get into the spirit
- Dinner for Two on Saturday Evening—where the mystery will unfold!
- Breakfast for Two on Saturday and Sunday Mornings
Our fall Murder Mystery theme:
Haunted High School Reunion
Our Murder Mystery weekend will feature a "haunted high school reunion" theme! From cheerleaders to jocks of all generations, we encourage you to dress the part.
It's 2024, and Belfry High School is hosting their 20th reunion for the graduating class of 2004. Only problem is, the invitations didn't just go out to the 2004 class. When did that teacher last teach a class, one hundred years ago? What about that hippie? Wasn’t he at Woodstock in 1969? That actor looks like they just stepped off of a Vaudeville stage. That jock isn't anyone you've ever seen before. They definitely didn't graduate with you. Well, whoever these ghouls are, they definitely brought drama back from the dead. It seems that everyone is still holding grudges from high school, and someone may be left fighting for their afterlife. Try to find your nametag at the door, and get ready for a high school reunion unlike any you've ever attended...
Book Your Stay
Book Online Call: 1 (844) 200-5001Additional guests can be added to your stay at the time of booking.
Linger Longer at The Pridwin
Available for Select Dates
This fall, linger a little longer on Shelter Island!
Imagine water-view cocktails and cuisine as boats bob in the harbor; pickleball and tennis on warm sunny days; bicycle trips around town; hiking; swimming; croquet; live music; and s’mores by the fire to end the day. So much to do, even after a few days, there’s still more to explore. And that’s just at The Pridwin—there’s even more to discover in town.
Fall offer:
Book two nights and receive your third night on us**
Available for stays from September 3 through October 27, 2024
Book Online Call: 1 (844) 200-5001Online Promo Code: STAY3
Hello, Fall! Pridwin Offer
Available for Stays through October 27, 2024
Book your fall stay with a great rate, as well as a round of cocktails and charcuterie on us!
Cheese and charcuterie, a round of drinks, and an incredible water view. We're keeping it classic this fall at The Pridwin—the perfect destination for a Shelter Island escape—and invite you to reserve your welcome with a little extra flavor.
Included in this package:
- Deluxe Overnight Accommodations at The Pridwin
- Welcome Cocktails for Two
- A Charcuterie Board for Two
Promo Code: HELLOFALL
Please call us or visit our Reservations Website for additional information.
Pridwin Spa Retreat
Available through October 27, 2024
Escape to Shelter Island to enjoy a luxurious spa day at The Pridwin.
It's the perfect setting: the sparkling shores of Crescent Beach, as gentle bay breezes glide along the water. This breathtaking visual comes into view from the window of your Pridwin Spa treatment room, where you'll select from a spa menu thoughtfully designed and expertly executed. Our massage therapists will be on-hand to provide you with an exquisite spa experience with state-of-the-art amenities.
Included in this package:
- Deluxe Accommodations at The Pridwin Hotel and Cottages
- A $250 Pridwin Spa Credit, per stay
- Plus, enjoy 20% off all OSEA® Malibu retail products purchased at The Pridwin Spa when you book this overnight package
Book Online Call to Book: 1 (844) 200-5001
Breakfast at the Pridwin
Available Year Round
Enjoy daily breakfast at the Pridwin's Terrace restaurant each morning of your stay!
Relaxation should be simple. And at the Pridwin, we've crafted the perfect escape that starts your morning in the best of ways. A delicious plated breakfast, served in the incredible atmosphere of the Pridwin's Terrace restaurant, starts every day of your stay off strong. So, rise, shine and relax—and leave the rest to us!
Included in this package:
- Deluxe Overnight Accommodations
- Daily Breakfast at the Pridwin's Terrace restaurant
Promo Code: BREAKFAST
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We'll get you here.
By car. By train. By Jitney. By seaplane. No matter your method of transportation to Shelter Island, we'll help you plan your travel to The Pridwin every step of the way.
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Employment Opportunities
The Pridwin is hiring! Join us for an In-Person or Virtual Job Fair, where you can learn about career opportunities at on Shelter Island.
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The Pridwin Hotel and Cottages is honored to accept the prestigious accolade of the AAA Four Diamond rating. Recognized for their professional judgement, AAA recognizes four diamond hotels that are refined, with a stylish atmosphere, upscale physical attributes, extensive amenities, and a high degree of hospitality, service and attention to detail.
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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.
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