Name: Pier Blue Inn Old Saybrook - Essex
Price range: €86
Rating: 8

Where to stay in Shelter Island Heights

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

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.

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The Pridwin Hotel

81 Shore Road Shelter Island Heights NY

€605

14 Jul - 15 Jul

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. ...

9.6/10 Exceptional! (91 reviews)

"We had such an amazing time at the Pridwin! The hotel is gorgeous and everything is kept clean and organized for guests!"

Reviewed on 5 Jul 2026

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

€1,262

21 Jul - 22 Jul

includes taxes & fees

Stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa and 2 restaurants. Popular attractions Hither Woods Preserve and Hither Hills ...

8.4/10 Very good! (818 reviews)

"Beautiful room and location!"

Reviewed on 1 Jul 2026

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

Fully refundableReserve now, pay when you stay

€86

12 Jul - 13 Jul

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! (1,010 reviews)

"Check in was super easy. The hotel manager is wonderful! Very kind and accommodating! The room was fine for what I needed. Clean but a bit noisy but then again it is a beach town and it was the weekend! Only had 1 channel on the TV that worked but if you’re not there to watch TV it’s fine!😜 Great ..."

Reviewed on 8 Jul 2026

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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.

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! (1,364 reviews)

"The bar hours and beer selection left something to be desired."

Reviewed on 5 Jul 2026

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' ...

9.4/10 Exceptional! (30 reviews)

"Overall the stay was pleasant. The cottages are well maintained. This property is still developing so there was active construction. It listed some amenities that were not yet available and some that were only available through a weekend stay which we did not have with a Sunday-Tuesday booking. I ..."

Reviewed on 8 Jul 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! (266 reviews)

"Clean condo with everything you need. Pool, rocky beach and plenty of parking. Close to all, loved our stay. AC was excellent too!"

Reviewed on 3 Jul 2026

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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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