The Heights Travel Guide

Shelter Island Heights

Photo by Erisa Dilo

Popular places to visit

Things to do


Top hotels in The Heights

The Chequit
The Chequit
3 out of 5
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 ...
8.6/10 Excellent! (29 reviews)
"Excellent"

Reviewed on 10 Nov 2024

The Chequit
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
The price is Rp1.434.804 per night from 30 Jun to 1 Jul
Rp1.434.804
Rp1.650.025 total
30 Jun - 1 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. ...
7.6/10 Good! (978 reviews)
"Great location."

Reviewed on 19 Jun 2025

Pier Blue Inn Old Saybrook - Essex
Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
The price is Rp5.312.898 per night from 13 Jul to 14 Jul
Rp5.312.898
Rp6.677.116 total
13 Jul - 14 Jul
includes taxes & fees
Stay at this 4-star hotel in Sag Harbor. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
9/10 Wonderful! (255 reviews)
"The property is beautiful and conveniently located. Staff are kind, polite and helpful. Cleanliness mostly was fine. The shower floor is a concrete looking stone which is hard to see if it's cleaned and there was hair still on the drain."

Reviewed on 21 Jun 2025

Baron's Cove
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 out of 5
2 Bridge St, Old Saybrook, CT
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (1,002 reviews)
"One of the best location on the planet"

Reviewed on 23 Jun 2025

Saybrook Point Resort & Marina
Sound View Greenport
Sound View Greenport
4 out of 5
58775 County Rd 48, Greenport, NY
The price is Rp7.241.967 per night from 20 Jul to 21 Jul
Rp7.241.967
Rp9.121.800 total
20 Jul - 21 Jul
includes taxes & fees
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular ...
8.4/10 Very Good! (531 reviews)
"We had an overall great stay and will be back. Especially loved nights out on the beach!"

Reviewed on 22 Jun 2025

Sound View Greenport
Sag Harbor Inn
Sag Harbor Inn
3.5 out of 5
45 West Water Street, Sag Harbor, NY
The price is Rp6.926.640 per night from 26 Jun to 27 Jun
Rp6.926.640
Rp7.913.685 total
26 Jun - 27 Jun
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Sag Harbor. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (526 reviews)
"Great hotel. Clean and comfortable with doors opening to a terrace with pool view. Breakfast was good and staff were friendly. Walk to town"

Reviewed on 10 Jun 2025

Sag Harbor Inn
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.

Other neighbourhoods around The Heights

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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.

Hay Beach

The Heights Travel Guide