Dering Harbor
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The Atlantic Hotel
1655 County Road 39 Southampton NY
The price is CA $346 per night from Jun 5 to Jun 6
CA $346
CA $430 total
Jun 5 - Jun 6
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 $601 per night from Jun 15 to Jun 16
CA $601
CA $722 total
Jun 15 - Jun 16
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! (510 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 $118 per night from Jun 7 to Jun 8
CA $118
CA $135 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! (1,003 reviews)
"We used the place as a crash pad - easy to get to from the marina and close to "the main strip" . We did not have a car and it was a holiday weekend."
Reviewed on May 28, 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! (19 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! (253 reviews)
"Beautiful property- we would definitely stay there again"
Reviewed on May 23, 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
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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
