packages & special offers

Spring Impression Art Retreat at The Pridwin

The Pridwin Hotel and Cottages

Available Friday, May 10 through Monday, May 13, 2024

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 Impression art retreats in the beautiful waterfront setting of The Pridwin.

read more

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.

Included in this package:

  • Deluxe Overnight Accommodations at the Pridwin
  • A Welcome Dinner on the Friday night of your arrival
  • Guided Classes and Working Seminars on Saturday and Sunday afternoon, led by New York Academy of Art instructors
  • A Finale Dinner on Sunday evening
  • Working Lunches on Saturday and Sunday afternoons
  • Breakfast at The Terrace each morning of your stay

Reservations Available Soon

Reservations will be available in the coming weeks for our Impression experience. To learn more, pease subscribe to our newsletter.

Join Our Newsletter

Murder Mystery Weekend at The Pridwin


Available Friday, May 17 through Sunday, May 19, 2024

This May, Murder Mystery fun returns to the Pridwin Hotel! Reservations will be available soon for this exciting weekend on Shelter Island.

read more

Join Our Newsletter for Updates

Reservations will be available soon for this exciting weekend of Murder Mystery fun. Please click here to join our newsletter for updates.

Join Our Newsletter

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.

read more

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 8-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, 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!

read more

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


Reopening May 10, 2024

The Pridwin Hotel and Cottages has closed for the season, and will reopen on Friday, May 10, 2024.
We invite you to reserve your 2024 stay by clicking the links below.
Book Online Call: 1 (844) 200-5001

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

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 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 and


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.


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:

View Google Map & Enter Your Starting Point

press & media inquiries: