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

HGU New York

Manhattan

AU$3,755

per person

1 Apr - 8 Apr

found 19 hours ago

Return direct flight included

Sydney (SYD) to Newark Liberty Intl. Airport (EWR)

8.2/10 Very Good! (1,002 reviews)

Room was clean and comfortable staff was amazing so nice and accommodating I will absolutely be back

Reviewed on 22 Feb 2026

NobleDEN Hotel

Manhattan

AU$4,408

per person

1 Apr - 8 Apr

found 19 hours ago

Return direct flight included

Sydney (SYD) to Newark Liberty Intl. Airport (EWR)

9.8/10 Exceptional! (1,411 reviews)

I stayed here for 4 days with my girlfriend. The hotel is in a great spot with good food spots and cafes within walking distance. Staff are very attentive and helpful. The room is cozy and the shower is probably the best I've seen in a hotel or airbnb. Would 100% recommend

Reviewed on 21 Feb 2026

Lotte New York Palace

Manhattan

AU$4,642

per person

1 Apr - 8 Apr

found 19 hours ago

Return direct flight included

Sydney (SYD) to Newark Liberty Intl. Airport (EWR)

9/10 Wonderful! (1,723 reviews)

Great location-tremendous staff -makes us feel welcome and valued each time

Reviewed on 22 Feb 2026

Hotel Seville Nomad, in the Unbound Collection by Hyatt

Manhattan

AU$3,987

per person

1 Apr - 8 Apr

found 19 hours ago

Return direct flight included

Sydney (SYD) to Newark Liberty Intl. Airport (EWR)

8.8/10 Excellent! (1,184 reviews)

The room was clean but not as it is in the pictures looks bigger. But friendly staff very clean hotel but we were charged $200 fee from our deposit and told us the hotel is charging $200 because we booked through Expedia and would not explain why and just told us it’s because of Expedia and Expedia told us that they have no clue and the hotel took that money and that was a huge mess that never got fixed. So be warned YOU WILL BE CHARGED $200 just for booking.

Reviewed on 22 Feb 2026

Arlo NoMad

Manhattan

AU$3,931

per person

1 Apr - 8 Apr

found 19 hours ago

Return direct flight included

Sydney (SYD) to Newark Liberty Intl. Airport (EWR)

9/10 Wonderful! (1,831 reviews)

Very clean, cozy and easy walking distance, too many attractions and restaurants

Reviewed on 18 Feb 2026

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

Center console boat on Long Island, NY. Photographed by drone.

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 Sunset Beach and Shell 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$669

5 Mar - 6 Mar

includes taxes & fees

8.4/10 Very Good! (732 reviews)

The room was clean but was old and needed some updates and fixing. Staff were very friendly and courteous.

Reviewed on 24 Feb 2026

Montauk Manor

236 Edgemere St. Montauk NY

AU$323

28 Feb - 1 Mar

includes taxes & fees

9.2/10 Wonderful! (1,297 reviews)

Room was very nice

Reviewed on 17 Feb 2026

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

Fully refundable

8/10 Very Good! (1,000 reviews)

Very clean room. Staff was excellent. Very welcoming. Would and will stay there again, no question.

Reviewed on 22 Feb 2026

Get rates

See all 4,712 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.