Name: Pier Blue Inn Old Saybrook - Essex
Price range: ₹8,347
Rating: 8

Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas for the activities you enjoy most.

A calm lake reflecting trees and a clear sky.

The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

The Pridwin Hotel

81 Shore Road Shelter Island Heights NY

₹51,136

₹64,265 total

13 Sept - 14 Sept

includes taxes & fees

Stay at this beach hotel in Shelter Island Heights. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...

9.4/10 Exceptional! (111 reviews)

"If you want to be in/near the Hamptons-and want downtime-this is the place. It is a sanctuary away from all of the hustle and bustle. It feels like you took the Sagamore and put it on the Long Island Sound."

Reviewed on 24 Aug 2026

The Chequit

23 Grand Ave Shelter Island Heights NY

₹27,435

₹31,345 total

8 Sept - 9 Sept

includes taxes & fees

Stay at this hotel in Shelter Island Heights. Enjoy free Wi-Fi, free parking and premium bedding. Popular attractions Shelter Island Country Club and Sunset ...

9.2/10 Wonderful! (52 reviews)

"Room small but very functional, well decorated, bath modern, and very upscale. First night the attendant was wonderful. That was on the 18th. Next day, we had a leak at the shower because the molding on shower door was not working correctly, and the floor got wet. Staff was not really very responsive ..."

Reviewed on 20 Aug 2026

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

Fully refundableReserve now, pay when you stay

₹8,347

₹9,599 total

26 Aug - 27 Aug

includes taxes & fees

Stay at this hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff and the clean rooms in their reviews. ...

8/10 Very good! (1,017 reviews)

"Needs to be updated badly. Would have spent more money to stay somewhere better."

Reviewed on 23 Aug 2026

See all 4,744 properties in Shelter Island Heights

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.

North Fork Resort

690 Queen St Greenport NY

Stay at this cottage in Greenport. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...

9.6/10 Exceptional! (50 reviews)

"THERE WAS ONLY ONE THING. THE LAST MORNING THERE WAS NO HOT H2O HOWEVER THE PROBLEM WAS FIXED."

Reviewed on 20 Aug 2026

Montauk Manor

236 Edgemere St. Montauk NY

Stay at this aparthotel in Montauk. Enjoy free Wi-Fi, an outdoor pool and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms in ...

9.2/10 Wonderful! (1,391 reviews)

"Very bad service/ if you asked bed cover they do not provide,, need any help call them they do not respect you call //"

Reviewed on 25 Aug 2026

Cliffside Resort Condominiums

61475 Route 48 (North Road) Greenport NY

Stay at this beach aparthotel in Greenport. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Railroad Museum of Long Island and East End ...

9/10 Wonderful! (288 reviews)

"Perfect"

Reviewed on 24 Aug 2026

See all properties in Shelter Island Heights

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.

Stay near popular Shelter Island Heights attractions

Sunset Beach

9.4/10 (14 reviews)

Why not spend a care-free afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.

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