text that reads 'autumn at The Pridwin'

This autumn, we’re excited to introduce creative new stay offerings, including a series of all-inclusive Intention Wellness retreats, a plein air artist’s workshop, and our first-ever Murder Mystery Weekend.
text that reads 'autumn at The Pridwin'

This autumn, we’re excited to introduce creative new stay offerings, including a series of all-inclusive Intention Wellness retreats, a plein air artist’s workshop, and our first-ever Murder Mystery Weekend.
text that reads 'autumn at The Pridwin'

This autumn, we’re excited to introduce creative new stay offerings, including a series of all-inclusive Intention Wellness retreats, a plein air artist’s workshop, and our first-ever Murder Mystery Weekend.
text that reads 'autumn at The Pridwin'

This autumn, we’re excited to introduce creative new stay offerings, including a series of all-inclusive Intention Wellness retreats, a plein air artist’s workshop, and our first-ever Murder Mystery Weekend.
text that reads 'autumn at The Pridwin'

This autumn, we’re excited to introduce creative new stay offerings, including a series of all-inclusive Intention Wellness retreats, a plein air artist’s workshop, and our first-ever Murder Mystery Weekend.
81 SHORE ROAD, SHELTER ISLAND, NY 11964-20091 (844) 200-5001

SHELTER ISLAND'S BELOVED RESORT RETURNS

The Pridwin Hotel and Cottages is a classic American resort hotel that has been offering welcoming hospitality on Shelter Island since 1927. The nearly 8 acre site on Crescent Beach was selected for its refreshing breezes and breathtaking water views of the Peconic Bay. The Pridwin has just completed a two year top-to-bottom renovation by Cape Resorts and The Petry family; maintaining it's 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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Featured Package:

Intention Wellness Retreats

Escape with this autumn with Intention, all-inclusive wellness retreats at The Pridwin. These escapes center on fresh air, fresh cuisine, and mindful activities—all in the beautiful settings of our waterfront resort.


Learn More




Featured Package:

Murder Mystery Weekend

The Pridwin is thrilled to host its first-ever Murder Mystery Weekend! 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..


Learn More


Rooms
& Cottages

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Pridwin
Photo Gallery

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A Timeless Shelter Island Classic

If you've visited the Pridwin before, you understand the magic. Lapping waves of a sandy beach transition to sweeping green lawns 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 cottages nestled in the trees.
The charm of this beloved resort hasn't changed—but it has been enhanced. Authentic, whimsical and almost cinematic in its appeal, the Pridwin will spark pure joy the moment you arrive.
Every space has been refreshed with new color and creative twists that will delight guests new and old. Exciting experiences like a full-service spa and complimentary kayaking will take your breath away. New activities from sunup to sundown will entertain all ages. And new seasonal celebrations will build traditions with the people you love most.
So, come cannonball off the dock into the sparking waters of Crescent Beach. We can't wait to welcome you back to our slice of Shelter Island.
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Explore the Pridwin

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Dining at the Pridwin

The Pridwin's new Terrace restaurant and Crescent Bar lounge serve classic All-American cocktails and cuisine—with a few twists thrown in.
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The Pridwin Spa

We're excited to debut the beautiful new Pridwin Spa, offering a full menu of day spa treatments, services and massages.
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Activities & Events

From bicycles to boardgames, island hikes and more! Kids and kids-at-heart will love an exciting roster of Pridwin activities from sunup to sundown.
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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.

woman practicing yoga on the lawn of the Pridwin Hotel

Wellness Classes

The Pridwin's bucolic campus creates the perfect setting to relax and recharge. Enjoy complimentary Yoga on the Lawn, or join in a complimentary tennis clinic led by our professional instructors.

The Pridwin Spa

We're excited to debut the beautiful new Pridwin Spa, offering a full menu of day spa treatments, services and massages.

exercise room equipment

The Fitness Center

Our Fitness Center's cardio and strength-training equipment is perfect for all workout levels. Enjoy complimentary use throughout your stay.

Watersports

Spend some time on the water! Set out on a kayak or stand-up paddleboard and explore Shelter Island from a whole new perspective.

Family Activities

From sunup to sundown, we've prepared a jam-packed calendar of wholesome fun that the entire family will love.

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.

tennis racquet and ball

The Tennis Court

Practice your backhand on our private tennis court, yours to use any time during your stay. Complimentary tennis racquets and balls are available by request.

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.

Packages & Special Offers

Intention Wellness at The Pridwin

Available for Three-Night Midweek Stays
from October 15 through November 15, 2023

On Shelter Island, autumn is a chance to breathe after the exhilaration of summer. To rest with intent, and to reconnect with the essential. Now, we’d like to invite you to embrace the season with our Intention Wellness getaways. These all-inclusive escapes at The Pridwin center on fresh air, fresh cuisine, and mindful activities, focusing on you.

Spectacular guided hikes—one each day, and each with a surprise— form the basis of our Intention getaways. A massage in The Pridwin Spa, as well as expertly-instructed yoga, relax and fortify mind and body. Breakfast, lunch and dinner are all included in your stay, each dish lovingly prepared with a creative pairing of mocktails and fresh juices.

Included in this package:

  • Deluxe Overnight Accommodations at The Pridwin
  • A Mocktail Reception in the Grove, followed by a welcome dinner, on the Sunday of your arrival
  • A Wholesome Breakfast, prepared each morning of your stay
  • A Plant-based Lunch each afternoon, to refresh and fortify
  • A Yoga Session on the Lawn each morning of your stay, led by our expert Instructors
  • Two Guided Hikes—one each day—around Mashomack Preserve and other East End wonders, each covering miles of terrain
  • A 60 minute Massage at The Pridwin Spa

RESERVE YOUR Intention Retreat


Promo Code: INTENTION



Impression Art Retreats at The Pridwin

Available Monday, October 16 through Thursday, October 19, 2023

Join us on Shelter Island for a getaway filled with infinite inspiration. We're pleased to partner with The New York Academy of Art to offer our first Impression artist retreats.

Set overlooking the Peconic Bay on the Pridwin's beautiful tree-lined campus, this three-day plein air landscape drawing and painting workshop will offer personalized, one-on-one instruction for both beginners and experienced artists.

All sessions will be led by Beth Rundquist, artist and former New York Academy of Art Instructor. Beth has been teaching in the studio and en plein air for over 20 years. Beth works with sensitivity to the student’s individual level and choice of composition and subject.

Included in this package:

  • Deluxe Overnight Accommodations at The Pridwin
  • A Welcome Reception in the Grove, followed by a Welcome Dinner, on the Monday of your arrival
  • Breakfast, prepared each morning of your stay
  • Working Seminars on Tuesday and Wednesday Afternoons, led by Instructor Beth Rundquist
  • Working Lunches, to refresh and fortify
  • Delicious Dinners each evening of your stay, overlooking the water at The Pridwin's beautiful Terrace restaurant


Reserve Your Stay

Please Note: Our Impression retreats welcome both beginners and experienced artists.

For beginners, we’ve prepared a convenient Materials Kit that you can add to your reservation as a Stay Enhancement. From brushes to paper, everything you need for your Impression workshop is included in this kit, with a focus on water coloring and drawing.

Experienced artists are welcome to bring their own oil paints and equipment.



    Reserve for One (1) Guest

    Stays begin at $2,044*

    Includes breakfast, lunch, and dinner daily, as well as two days of seminars and guided instruction

    Book Online Call: (609) 849-9001

    *Price listed is a starting rate, inclusive of taxes and fees.

    Please Note: Our Impression retreats welcome both beginners and experienced artists.

    For beginners, we’ve prepared a convenient Materials Kit that you can add to your reservation as a Stay Enhancement. From brushes to paper, everything you need for your Impression workshop is included in this kit, with a focus on water coloring and drawing.

    Experienced artists are welcome to bring their own oil paints and equipment.

    Reserve for Two (2) Guests

    Stays begin at $2,995*

    Includes breakfast, lunch, and dinner daily, as well as two days of seminars and guided instruction

    Book Online Call: (609) 849-9001

    *Price listed is a starting rate, inclusive of taxes and fees.

    Please Note: Our Impression retreats welcome both beginners and experienced artists.

    For beginners, we’ve prepared a convenient Materials Kit that you can add to your reservation as a Stay Enhancement. From brushes to paper, everything you need for your Impression workshop is included in this kit, with a focus on water coloring and drawing.

    Experienced artists are welcome to bring their own oil paints and equipment.

    Reserve for Three (3) Guests

    Stays begin at $3,945*

    Includes breakfast, lunch, and dinner daily, as well as two days of seminars and guided instruction

    Book Online Call: (609) 849-9001

    *Price listed is a starting rate, inclusive of taxes and fees.

    Please Note: Our Impression retreats welcome both beginners and experienced artists.

    For beginners, we’ve prepared a convenient Materials Kit that you can add to your reservation as a Stay Enhancement. From brushes to paper, everything you need for your Impression workshop is included in this kit, with a focus on water coloring and drawing.

    Experienced artists are welcome to bring their own oil paints and equipment.

Murder Mystery Weekend at The Pridwin

Available Friday, October 20 through Sunday, October 22, 2023

It’s 1927. You’ve taken your seat to dine at The Pridwin, Shelter Island’s newest resort. As you notice glasses clinking, you’re clued in to open secret: proprietor Dutch Schultz has opened a speakeasy on the property. His girlfriend, Lu Lu, is a regular fixture on the entertainment stage, much to the chagrin of local flapper, Rosie. . .

The night roars along nicely, until bullets crack and the law shows up. As the smoke clears, a body falls—and it doesn’t look like the Charleston did it! Now, it’s up to you to crack the case during this exciting weekend at The Pridwin.

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 Cafe 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
  • Welcome Cocktails for Two at The Terrace, to get into the spirit
  • Three Days of Murder Mystery Fun at The Pridwin, in partnership with our friends at Murder Cafe
  • Breakfast for Two each morning of your stay
  • Dinner for Two on Saturday Evening

    Sample Itinerary

    Murder Mystery Weekend at The Pridwin


    Friday

  • 4:00: Check In. Welcome drink in our living room casual. We will have music entertainment at the bar from 5:30pm - 8:30pm. Guests are free to enjoy dinner a la carte.
  • Act 1: 8:30pm in the Grove. S'mores and mulled wine will be offered.

  • Saturday

    Breakfast at your leisure is included with your stay.

  • Act 2: 10:30am on the covered Porch.
  • Pridwin activities at your leisure 11:30-5:15PM
  • Cocktails & passed canapés between 5:15-6:00
  • Dinner at 6pm - included with your stay
  • Act 3: 6:30pm Living Room during dinner

  • Sunday

  • Continental breakfast included between 7-9am
  • Act 4: 9am on the Front Lawn. Cider and doughnuts will be offered.
  • 1:00 late check out.

Reserve your stay

BOOK ONLINE CALL TO BOOK: 1 (844) 200-5001

A Shelter Island Thanksgiving

Available November 22 through 26, 2023

Gather family and friends for a seasonal feast on the banks of the Peconic with festive cocktails, a 3-course Thanksgiving meal, a delicious turkey lunch, and entertainment for all ages from music, to ping pong, to football on the front lawn.

Included in this package:

  • Deluxe Overnight Accommodations at the Pridwin Hotel and Cottages
  • Welcome Drinks from the Crescent Bar upon arrival
  • 3-Course Thanksgiving Feast on the Terrace
  • A Daily Mimosa Bar
  • A Delicious Turkey Lunch


Book OnlineCall: 844-200-5001

Promo Code: THANKS



Please call us or visit our Reservations Website for additional information.

We'll Get You Here

Hampton Jitney Package

Available Year Round

An effortless adventure to Shelter Island awaits! Includes two round-trip tickets on the Hampton Jitney—and your ferry fare on the North Ferry.

We've partnered with our friends at the Hampton Jitney to create the ultimate in car-free travel from New York City, departing from either 83rd Street or 41st Street in Manhattan to the North Ferry Terminal in Greenport. From there, stroll on to the North Ferry for the quick 10-minute ride. (We'll cover your tickets—just bring cash with you!) Then, when you're on the boat, send us a text—and our Pridwin Chauffuer will zip down to the dock to pick you up.

Included in this package:

  • Deluxe Overnight Accommodations at the Pridwin Hotel and Cottages
  • Two Round-Trip Tickets on the Hampton Jitney*
  • Credit for Two Round-Trip Walk-On Tickets on the North Ferry*
  • Chauffeured Car Service from the North Ferry dock to the Pridwin, and back again
Book Your Stay

Promo Code: ESCAPE

For personalized reservations assistance, please call us toll-free at 844-200-5001.

Have any questions about your travel, or need some help to plan? We're at your service. Text us at (631) 888-9421 or email us at [email protected], and we'll be happy to assist.

*Terms and conditions apply. See the Pridwin Reservations Website for complete details.

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
Book Now

Promo Code: BREAKFAST

guest room at the Pridwin

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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.


View Our Travel Guide




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Join our Mailing List to learn more about the Pridwin Hotel and Cottages.

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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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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:

[email protected]