The Heights Travel Guide

Shelter Island Heights

The Heights

Popular places to visit


Top hotels in The Heights

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is Rp4.069.670 per night from 20 Apr to 21 Apr
Rp4.069.670
Rp4.975.164 total
20 Apr - 21 Apr
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! (1,006 reviews)
Beautiful property on the water! Loved it! Only problem was the noisy air handler!

Reviewed on 12 Apr 2026

Water's Edge Resort & Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is Rp2.635.992 per night from 3 May to 4 May
Rp2.635.992
Rp4.477.263 total
3 May - 4 May
includes taxes & fees
Stay at this beach hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.4/10 Very Good! (632 reviews)
Loved our stay. Our room was gorgeous a s in the perfect location. Would recommend and plan on coming back in the future!

Reviewed on 12 Apr 2026

Sound View Greenport
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
The price is Rp2.375.839 per night from 27 Apr to 28 Apr
Rp2.375.839
Rp2.731.500 total
27 Apr - 28 Apr
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 ...
9.6/10 Exceptional! (459 reviews)
Incredible room

Reviewed on 13 Apr 2026

The Bentley Hotel Southampton
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
The price is Rp2.532.140 per night from 15 Apr to 16 Apr
Rp2.532.140
Rp3.381.460 total
15 Apr - 16 Apr
includes taxes & fees
Stay at this business-friendly hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (582 reviews)
Everything was so

Reviewed on 11 Apr 2026

The Harbor Front Inn
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 Rp1.239.185 per night from 14 Apr to 15 Apr
Rp1.239.185
Rp1.425.105 total
14 Apr - 15 Apr
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! (1,001 reviews)
Great place to stay on the shoreline. Privately owned so you.are supporting local businesses!

Reviewed on 10 Apr 2026

Pier Blue Inn Old Saybrook - Essex
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
The price is Rp2.895.536 per night from 30 Apr to 1 May
Rp2.895.536
Rp3.735.751 total
30 Apr - 1 May
includes taxes & fees
Stay at this hotel in Southold. Enjoy free Wi-Fi, free bicycles on-site and a business centre. Our guests praise the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (259 reviews)
Beautiful space in Southold

Reviewed on 11 Apr 2026

The Shoals Suites and Slips
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.



The Heights Travel Guide