The Heights Travel Guide
Shelter Island Heights


Visit The Heights
Popular places to visit
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.
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.
Things to do

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
Rp2.998.250
per adult
76% of travellers recommend

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
Rp3.010.601
per adult
76% of travellers recommend
Top hotels in The Heights

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is Rp3.859.795 per night from 15 Jan to 16 Jan
Rp3.859.795
Rp4.729.513 total
15 Jan - 16 Jan
includes taxes & fees
Stay at this beach resort in Westbrook. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.8/10 Excellent! (1,007 reviews)
Great place!
Reviewed on 31 Dec 2025

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
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! (1,003 reviews)
muy limpias
Reviewed on 8 Jan 2026

The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
The price is Rp2.044.252 per night from 20 Jan to 21 Jan
Rp2.044.252
Rp2.352.435 total
20 Jan - 21 Jan
includes taxes & fees
Stay at this business-friendly hotel in Southampton. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (419 reviews)
The rooms were so nice! Definitely gonna be back!
Reviewed on 2 Jan 2026

Sea Crest Resort
2166 Montauk Hwy Amagansett NY
Stay at this beach hotel in Amagansett. Enjoy free Wi-Fi, a beach locale and a fitness centre. Popular attractions Walking Dunes Trailhead and Hither Hills State ...
9/10 Wonderful! (507 reviews)
Lovely, clean 1 bedroom with spectacular view
Reviewed on 13 Dec 2025

Bayview Resort
53 West Tiana Road Hampton Bays NY
Stay at this beach motel in Hampton Bays. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.6/10 Excellent! (455 reviews)
Just right.
Reviewed on 19 Nov 2025

The Atlantic Hotel
1655 County Road 39 Southampton NY
Stay at this hotel in Southampton. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
7/10 Good! (976 reviews)
Good place to stay in this area
Reviewed on 4 Jan 2026
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.
