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Cheap Shelter Island Heights Hotels

The Chequit

The Chequit

3 out of 5
23 Grand Ave Shelter Island Heights NY
0.04 mi from city center
With a stay at The Chequit in Shelter Island Heights (The Heights), you'll be within a 5-minute drive of Shelter Island Country Club and Sylvester Manor.
Pet friendly
Parking included
Shelter Island House

Shelter Island House

3.5 out of 5
11 Stearns Point Rd Shelter Island Heights NY
0.8 mi from city center
When you stay at Shelter Island House in Shelter Island Heights, you'll be next to a golf course, within a 10-minute walk of Shelter Island Country Club and Sunset Beach.
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
$468 nightly
The price is $535 total per night
$535 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
19.54 mi from city center
Located in Montauk, Gurney's Montauk Resort & Seawater Spa is by the ocean, a 3-minute drive from Hither Hills State Park and 7 minutes from Shadmoor State Park.
On private beach
Pool
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
$244 nightly
The price is $281 total per night
$281 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.27 mi from city center
With a stay at Water's Edge Resort & Spa in Westbrook (Westbrook Center), you'll be a 4-minute drive from Tanger Outlets and 8 minutes from Clinton Crossing Premium Outlets.
On private beach
Pool
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
$75 nightly
The price is $86 total per night
$86 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.22 mi from city center
Located in Old Saybrook (Saybrook Manor), Pier Blue Inn Old Saybrook - Essex is within a 5-minute drive of Chalker Beach and Saybrook Country Barn.
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$202 nightly
The price is $231 total per night
$231 total
Dec 22 - Dec 23
Total with taxes and fees
2.29 mi from city center
When you stay at Sound View Greenport in Greenport, you'll be by the ocean, within a 5-minute drive of Kontokosta Winery and 67 Steps Beach.
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue Montauk NY
21.72 mi from city center
With a stay at Montauk Blue Hotel in Montauk (Downtown Montauk), you'll be steps from The Hamptons Beaches and South Edison Beach.
Pool
Hot Tub
Offshore Montauk

Offshore Montauk

2 out of 5
71 S Emerson Ave Montauk NY
$166 nightly
The price is $190 total per night
$190 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
21.55 mi from city center
When you a stay at Offshore Montauk in Montauk, you'll be near the beach, just steps from The Hamptons Beaches and Kirk Park Beach.
Pool
Pet friendly
Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area

2.5 out of 5
265 Flanders Road Niantic CT
$92 nightly
The price is $106 total per night
$106 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.46 mi from city center
When you stay at Best Western Niantic - New London/Mystic Area in Niantic, you'll be in the historical district, within a 5-minute drive of Flanders Plaza Shopping Center and Cedar Ridge Golf Course.
Pool
Pet friendly
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St Old Saybrook CT
$331 nightly
The price is $380 total per night
$380 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.76 mi from city center
With a stay at Saybrook Point Resort & Marina in Old Saybrook (Old Saybrook Center), you'll be steps from Fort Saybrook Monument Park and 4 minutes by foot from Connecticut River.
Pool
Hot Tub
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
$126 nightly
The price is $144 total per night
$144 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.29 mi from city center
When you stay at The Bentley Hotel Southampton in Southampton, you'll be near the airport, within a 5-minute drive of The Hamptons Beaches and Meschutt Beach.
Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

2.5 out of 5
5 King Arthur Dr Niantic CT
$81 nightly
The price is $93 total per night
$93 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
20.5 mi from city center
With a stay at Sleep Inn & Suites Niantic North in Niantic, you'll be within a 5-minute drive of Flanders Plaza Shopping Center and Cedar Ridge Golf Course.
Pool
Breakfast included
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Shelter Island Heights hotels essential information

Accommodation
4,713 hotels
Lowest Price
$86
Highest Price
$535
Popular hotels
The Chequit, Shelter Island House, Gurney's Montauk Resort & Seawater Spa, Water's Edge Resort & Spa, Pier Blue Inn Old Saybrook - Essex, Sound View Greenport, Montauk Blue Hotel, Offshore Montauk, Best Western Niantic - New London/Mystic Area, Saybrook Point Resort & Marina, The Bentley Hotel Southampton, Sleep Inn & Suites Niantic North

Most Recent Shelter Island Heights Hotel Reviews

Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area

5 out of 5
Posted 4 days ago
CheapTickets Verified Review
"everything was well remodeled and comfortable."
A verified traveler stayed at Best Western Niantic - New London/Mystic Area
Best Western Niantic - New London/Mystic Area