Name: Pier Blue Inn Old Saybrook - Essex
Rating: 7.8

Your Shelter Island Holiday

From its highlights to its hidden delights, this city is best explored with a Shelter Island holiday package. Book a hotel in Orient Point, which is great for views, fishing and nature. If your trip to Shelter Island includes some sightseeing, don't miss popular attractions like 67 Steps Beach, Kontokosta Winery and Sag Harbour Marine Park. Check out Expedia's wide range of travel options and start organising your perfect holiday to Shelter Island now.

The Latest Shelter Island Holiday Deals

Price found within the past 48 hours. Click for updated prices.

INNSiDE by Meliá New York Nomad

Manhattan

AU$2,212

per person

24 Jan - 31 Jan

found 1 day ago

Return flight included

Melbourne (MEL) to New York (JFK)

9.2/10 Wonderful! (2,008 reviews)

Staff friendly. Received room upgrade upon check in. Room nice size and clean! Very nice hotel!

Reviewed on 16 Dec 2025

Margaritaville Resort Times Square

Manhattan

AU$2,326

per person

24 Jan - 31 Jan

found 1 day ago

Return flight included

Melbourne (MEL) to New York (JFK)

9.2/10 Wonderful! (3,941 reviews)

Amazing room and view

Reviewed on 17 Dec 2025

Hotel Riu Plaza Manhattan Times Square

Manhattan

AU$2,660

per person

24 Jan - 31 Jan

found 1 day ago

Return flight included

Melbourne (MEL) to New York (JFK)

9.2/10 Wonderful! (3,348 reviews)

Nice enjoyable stay!

Reviewed on 16 Dec 2025

NobleDEN Hotel

Manhattan

AU$2,539

per person

24 Jan - 31 Jan

found 1 day ago

Return flight included

Melbourne (MEL) to New York (JFK)

9.8/10 Exceptional! (1,411 reviews)

Very cute and well appointed room! Lovely staff. Free coffee and tea.

Reviewed on 15 Dec 2025

Fouquet's New York

Manhattan

Save 100% on your flight

AU$5,302

per person

24 Jan - 31 Jan

found 1 day ago

Return flight included

Melbourne (MEL) to New York (JFK)

9.6/10 Exceptional! (60 reviews)

Lovely staff. Incredible property. The hype is real. This is by far and away the nicest property we’ve stayed at in Manhattan in a long time.

Reviewed on 10 Oct 2025

Our guide on where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island

Silver Beach

While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Crescent Beach and Sunset Beach.

Shelter Island Holiday

Shelter Island Beach Holiday

There's nothing like a Shelter Island holiday to give you a little extra bounce in your step. The sound of rolling surf and the smell of clean ocean air are sure to refresh your mind, body and soul. To be close to the town centre on your trip to Shelter Island, find a hotel around Wades Beach (2 kilometres away). If you're planning to stay for a bit, look into our Shelter Island packages. Not only can you save some cash, you'll also have other amazing beaches near you to explore, like Shell Beach and Menhadden Lane Beach.

Shelter Island Essential Information

Language	English
Currency	U.S dollars
Population	1,350
Max Temp Winter	4ºC
Max Temp Summer	24ºC
Top Sights	Wolffer Estates Vineyard, East Hampton Main Beach and 67 Steps Beach

Our pick of the best Shelter Island Hotel Deals

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

AU$685

12 Jan - 13 Jan 2026

includes taxes & fees

8.2/10 Very Good! (701 reviews)

Everything was perfect. Staff, room, experience. Will definitely stay again.

Reviewed on 14 Dec 2025

Water's Edge Resort & Spa

1525 Boston Post Road Westbrook CT

Fully refundableReserve now, pay when you stay

AU$317

18 Dec - 19 Dec

includes taxes & fees

8.8/10 Excellent! (1,004 reviews)

Holiday family tradition!

Reviewed on 12 Dec 2025

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

Fully refundableReserve now, pay when you stay

7.8/10 Good! (1,001 reviews)

Clean and pleasant place staff is accommodating and professional a good value on the shoreline

Reviewed on 10 Dec 2025

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See all 4,676 properties in Shelter Island

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.