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Cheap Shelter Island hotels
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is AU$817 per night from 25 Jan to 26 Jan
AU$817
25 Jan - 26 Jan 2026
includes taxes & fees
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 ...
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is AU$418 per night from 4 Jan to 5 Jan
AU$418
4 Jan - 5 Jan 2026
includes taxes & fees
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 ...
Montauk Blue Hotel
108 South Emerson Avenue Montauk NY
With a stay at Montauk Blue Hotel in Montauk (Downtown Montauk), you'll be steps from The Hamptons Beaches and South Edison Beach.
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Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
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.
Offshore Montauk
71 S Emerson Ave Montauk NY
The price is AU$283 per night from 22 Jan to 23 Jan
AU$283
22 Jan - 23 Jan 2026
includes taxes & fees
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.
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
The price is AU$215 per night from 4 Jan to 5 Jan
AU$215
4 Jan - 5 Jan 2026
includes taxes & fees
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 ...
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
Fully refundableReserve now, pay when you stay
The price is AU$566 per night from 4 Jan to 5 Jan
AU$566
4 Jan - 5 Jan 2026
includes taxes & fees
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 ...
Montauk Manor
236 Edgemere St. Montauk NY
The price is AU$265 per night from 22 Jan to 23 Jan
AU$265
22 Jan - 23 Jan 2026
includes taxes & fees
With a stay at Montauk Manor in Montauk, you'll be near the beach, just a 3-minute walk from Shadmoor State Park and 14 minutes by foot from The Hamptons ...
The Harbor Front Inn
209 Front St Greenport NY
The price is AU$271 per night from 26 Jan to 27 Jan
AU$271
26 Jan - 27 Jan 2026
includes taxes & fees
When you a stay at The Harbor Front Inn in Greenport, you'll be near the bay, just steps from Camera Obscura and Greenport Carousel.
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.
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
Shelter Island hotels essential information
Accommodation | 4,681 hotels |
|---|---|
Lowest Price | AU$215 |
Highest Price | AU$817 |
Popular hotels | Gurney's Montauk Resort & Seawater Spa, Water's Edge Resort & Spa, Montauk Blue Hotel, Pier Blue Inn Old Saybrook - Essex, Offshore Montauk, The Bentley Hotel Southampton, Saybrook Point Resort & Marina, Montauk Manor, The Harbor Front Inn |
Most recent Shelter Island hotel reviews
lastminute.com.au Verified Review
5 / 5
Wonderful hotel with very courteous staff,
Water's Edge is top notch in every way
A verified traveller stayed at Water's Edge Resort & Spa
Posted 1 day ago
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**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
