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Winery Hotels & Resorts in Shelter Island

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Check availability on Shelter Island Winery Hotels

Tonight
31 July - 1 Aug
Tomorrow
1 Aug - 2 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Best Shelter Island Winery Hotels

Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (501)
"Tired, expensive needs update"
The price is AU$493
includes taxes & fees
10 Aug - 11 Aug
Copper Beech Inn
Shoreline Oasis
Exterior

Shoreline Oasis

8.8 out of 10, Excellent, (5)
"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"
The price is AU$408
includes taxes & fees
4 Aug - 5 Aug
Shoreline Oasis
Sag Harbor Inn
Outdoor pool

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (535)
"Great place to stay!"
The price is AU$766
includes taxes & fees
3 Aug - 4 Aug
Sag Harbor Inn
New and Modern Bridgehampton Accommodations
Outdoor pool, a heated pool

New and Modern Bridgehampton Accommodations

2.0 star property
9.4 out of 10, Exceptional, (10)
"Had a great stay here with a small group. Host was very accommodating and responsive. "
The price is AU$1,196
includes taxes & fees
4 Aug - 5 Aug
New and Modern Bridgehampton Accommodations
Town walking distance-Bridgehampton Cottage
Beach nearby

Town walking distance-Bridgehampton Cottage

9.4 out of 10, Exceptional, (10)
"Walking distance to Bridgehampton and a short drive to sag harbor. Great for 2 couples."
The price is AU$1,884
includes taxes & fees
14 Aug - 15 Aug
Town walking distance-Bridgehampton Cottage
Coastal New England Waterfront Home, Harkness Park, Casinos
Interior

Coastal New England Waterfront Home, Harkness Park, Casinos

10.0 out of 10, Exceptional, (119)
"This waterfront location is perfect! Host was insanely responsive and accommodating. I would recommend this home to anyone!"
Coastal New England Waterfront Home, Harkness Park, Casinos
The Roundtree, Amagansett
Beach nearby, white sand, sun-loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (89)
"The Roundtree was one of the most peaceful hotels we’ve ever stayed in. I highly recommend for a romantic getaway. "
The price is AU$2,385
includes taxes & fees
17 Aug - 18 Aug
The Roundtree, Amagansett
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Pool

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

9.2 out of 10, Wonderful, (9)
"Great location and comfortable home. Easy check in and check out."
The price is AU$3,072
includes taxes & fees
28 Aug - 29 Aug
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
Outdoor pool, a heated pool

Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

10.0 out of 10, Exceptional, (111)
"Loved our return stay to this beautiful property and home. Everything is in great condition. Pristine and clean. Great location. Wonderful stay!"
The price is AU$4,327
includes taxes & fees
7 Aug - 8 Aug
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
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.

Top Shelter Island Hotel Reviews

Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"We really enjoyed the location. It was perfect for us with a toddler. Had a lot of fun in the pool and enjoyed the surrounding restaurants and aquarium. The room was comfortable and clean. The Riverwalk behind the hotel is a beautiful walk to end the day. "
Huguette 3-night trip
Posted 13 days ago
Hyatt Place Long Island East End
Baron's Cove

Baron's Cove

10/10 Excellent
"Really beautiful and clean property that is very convenient and great amenities."
Alison 2-night trip
Posted 1 month ago
Baron's Cove