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Cheap Shelter Island Hotels
Hyatt Place Long Island East End
451 East Main Street, Riverhead, NY
The price is $127 per night
$127
includes taxes & fees
$111 per night
Jan 1 - Jan 2, 2025
Free Cancellation
Reserve now, pay when you stay
19.5 mi from city center
With a stay at Hyatt Place Long Island East End in Riverhead, you'll be on a river, just a 5-minute walk from Suffolk Theater and 6 minutes by foot from All Star Bowling.
Pool
Pet friendly
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
18.43 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
Montauk Manor
236 Edgemere St., Montauk, NY
The price is $169 per night
$169
includes taxes & fees
$148 per night
Dec 23 - Dec 24
20.31 mi from city center
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 Beaches.
Pool
Hot Tub
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is $98 per night
$98
includes taxes & fees
$85 per night
Dec 29 - Dec 30
Free Cancellation
Reserve now, pay when you stay
17.34 mi from city center
A stay at Quality Inn Old Saybrook - Westbrook places you in the heart of Old Saybrook, a 5-minute drive from Essex Steam Train and 5 minutes from Essex Library.
Pool
Breakfast included
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is $216 per night
$216
includes taxes & fees
$189 per night
Dec 24 - Dec 25
3.59 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.
On private beach
Pool
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is $350 per night
$350
includes taxes & fees
$307 per night
Jan 2 - Jan 3, 2025
Free Cancellation
Reserve now, pay when you stay
14.87 mi from city center
With a stay at Saybrook Point Resort & Marina in Old Saybrook (Old Saybrook Center), you'll be a 4-minute walk from Connecticut River and within a 5-minute drive of General William Hart House.
Pool
Hot Tub
Water's Edge Resort & Spa
1525 Boston Post Road, Westbrook, CT
The price is $217 per night
$217
includes taxes & fees
$188 per night
Jan 1 - Jan 2, 2025
Free Cancellation
Reserve now, pay when you stay
15.59 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
The Harbor Front Inn
209 Front St, Greenport, NY
The price is $194 per night
$194
includes taxes & fees
$170 per night
Jan 6 - Jan 7, 2025
2.61 mi from city center
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.
Pool
Breakfast included
Budget Host East End Hotel in Riverhead
30 Lake Avenue, Riverhead, NY
The price is $112 per night
$112
includes taxes & fees
$98 per night
Dec 23 - Dec 24
Free Cancellation
Reserve now, pay when you stay
19.98 mi from city center
A stay at Budget Host East End Hotel in Riverhead places you in the heart of Riverhead, within a 10-minute walk of All Star Bowling and Suffolk Theater.
Pool
Parking included
Baron's Cove
31 West Water Street, Sag Harbor, NY
The price is $261 per night
$261
includes taxes & fees
$229 per night
Dec 23 - Dec 24
5.06 mi from city center
With a stay at Baron's Cove in Sag Harbor, you'll be near the beach, just a 2-minute walk from The Hamptons Beaches and 7 minutes by foot from Bay Street Theatre.
Pool
Spa
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is $73 per night
$73
includes taxes & fees
$63 per night
Dec 24 - Dec 25
Free Cancellation
Reserve now, pay when you stay
15.48 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.
Pet friendly
Parking included
The Atlantic Hotel
1655 County Road 39, Southampton, NY
The price is $160 per night
$160
includes taxes & fees
$140 per night
Jan 3 - Jan 4, 2025
13.36 mi from city center
Located in Southampton, The Atlantic Hotel is by the ocean, within a 5-minute drive of Shinnecock Hills Golf Course and The Hamptons Beaches.
Pool
Pet friendly
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.
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Shelter Island hotels essential information
Accommodation | 4,671 hotels |
---|---|
Lowest Price | $73 |
Highest Price | $350 |
Popular hotels | Hyatt Place Long Island East End, Gurney's Montauk Resort & Seawater Spa, Montauk Manor, Quality Inn Old Saybrook - Westbrook, Sound View Greenport, Saybrook Point Resort & Marina, Water's Edge Resort & Spa, The Harbor Front Inn, Budget Host East End Hotel in Riverhead, Baron's Cove, Pier Blue Inn Old Saybrook - Essex, The Atlantic Hotel |
Most Recent Shelter Island Hotel Reviews
Sound View Greenport
5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"Amazing view. Would stay here again. Breakfast limited but great croissants. "
A verified traveler stayed at Sound View Greenport
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