Dering Harbor
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The Atlantic Hotel
1655 County Road 39 Southampton NY
Fully refundableReserve now, pay when you stay
The price is CA $310 per night from Jun 23 to Jun 24
CA $310
CA $389 total
Jun 23 - Jun 24
includes taxes & fees
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.2/10 Good! (1,002 reviews)
"Overall, I had a pleasant stay at this hotel. The room was comfortable, clean upon arrival, and the staff were friendly and helpful when contacted. The only issue I encountered was that I wasn't aware daily housekeeping was not included during my stay. As a result, I had to call the front desk to ..."
Reviewed on May 30, 2026
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is CA $635 per night from Jun 22 to Jun 23
CA $635
CA $760 total
Jun 22 - Jun 23
includes taxes & fees
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
9.6/10 Exceptional! (511 reviews)
"Really nice place to stay - recommend it every much"
Reviewed on May 29, 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is CA $127 per night from Jun 7 to Jun 8
CA $127
CA $146 total
Jun 7 - Jun 8
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,000 reviews)
"Pics are not what the rooms look like. Worn and tired. Mildew or mold in bathroom ceiling and upper wall. Way overpriced for the establishment and amenities. Asked for refund when arrived said not what expected and said couldn't do that due to third party booking. When I woke up in am saw small black ..."
Reviewed on Jun 1, 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.
North Fork Resort
690 Queen St Greenport NY
Stay at this cottage in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...
9.2/10 Wonderful! (20 reviews)
"Clean rooms. On the smaller side, so one full room barely comfortably seats 4 ppl. the pool was nice. the staff was very nice. comes with an outdoor seating area and a grill and a fire pit."
Reviewed on May 26, 2026
Cliffside Resort Condominiums
61475 Route 48 (North Road) Greenport NY
Book a stay at this beach aparthotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and ...
9/10 Wonderful! (254 reviews)
"We did not have great weather and this room was not as nice as others I have stayed in. But it was fine over all."
Reviewed on Jun 2, 2026
Driftwood Resort
2178 Montauk Highway Montauk NY
Book a stay at this beach condo in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Walking Dunes Trailhead and Hither Hills ...
9/10 Wonderful! (240 reviews)
"Best location, staff, clean, accurate representation of pictures on Expedia website. The from the outside grill and seating, ice tray in the fridge to every nicknack, can opener, cup and paper towel kitchens amenities were above and beyond all you had to do was relax and enjoy the beach outside your ..."
Reviewed on May 25, 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.
Popular places to visit
Wades Beach
Why not spend a carefree afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.
Shell Beach
Why not spend a carefree afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.
Gardiner's Bay Country Club
Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.
Mashomack Preserve
Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.
Shelter Island Whale's Tail
You can take time to visit Shelter Island Whale's Tail during your travels to Shelter Island. Wander the beaches and waterfront in the area.
Menhadden Lane Beach
Why not spend a carefree afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?
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- Visit Amagansett Lanes
- Visit Amagansett
- Visit Bridgehampton
- Visit Barnes Landing
- Visit Clearwater Beach
- Visit East Hampton
- Visit East Marion
- Visit East Quogue
- Visit Gordon Heights
- Visit Pipes Cove
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- Kontokosta Winery
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- Visit Shelter Island
- Visit Shinnecock Hills
- Visit Shinnecock Reservation
- Visit Southampton
- Visit Suffolk County
- Visit Village of East Hampton
- Visit Wainscott Woods
