Name: Pier Blue Inn Old Saybrook - Essex
Price range: Rp1.328.298
Rating: 7.8

Where to stay in Shelter Island Heights

The Heights

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

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

Stay at this 4-star 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! (80 reviews)

"The staff was amazing"

Reviewed on 6 Oct 2025

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The Chequit

23 Grand Ave, Shelter Island Heights, NY

Stay at this 3-star hotel in Shelter Island Heights. Enjoy free Wi-Fi, free parking and premium bedding. Popular attractions Shelter Island Country Club and ...

8.8/10 Excellent! (36 reviews)

"Always a sold stay on Shelter Island"

Reviewed on 23 Aug 2025

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Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd, Old Saybrook, CT

Rp1.328.298

Rp1.527.543 total

8 Oct - 9 Oct

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. ...

7.8/10 Good! (1,005 reviews)

"For a budget hotel its not bad - area is generally pricy - its just needs a facelift - it needs to remove the carpets. Staff is nice."

Reviewed on 4 Oct 2025

See all 4,746 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.

Windward Shores Ocean Resort

2062 Montauk Highway, PO Box 7031, Amagansett, NY

Stay at this 3-star beach aparthotel in Amagansett. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...

8.6/10 Excellent! (296 reviews)

"The non ocean view rooms are fabulous. I’m sure the ocean side ones are great."

Reviewed on 30 Sept 2025

Montauk Manor

236 Edgemere St., Montauk, NY

Stay at this 3.5-star 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 ...

9/10 Wonderful! (1,253 reviews)

"Idillic property, very relaxing, with a wonderful view. We stayed only one night so we did not try the restaurant or the pool but we enjoyed the stay."

Reviewed on 6 Oct 2025

Montauk Oceanside Suites

115 South Emerson Avenue, Montauk, NY

Stay at this 3-star aparthotel in Montauk. Enjoy free Wi-Fi, free parking and a beach locale. Popular attractions Montauk Point and South Edison Beach are located ...

8.4/10 Very Good! (414 reviews)

"Property was clean and nice but did not smell good inside, it need candles and air freshener, also think something was off about the sewage system"

Reviewed on 16 Sept 2025

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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.

Popular places to visit

Sunset Beach

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.

Crescent Beach

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

Shelter Island Country Club

Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.

Things to do

Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

Rp2.461.980

per adult

From Mattituck: North Fork Area Bike Tour with Food Tasting

Rp2.312.265