Compare Shelter Island Resorts

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Featured Resorts in Shelter Island

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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.

Hotel Options in Shelter Island

    Gurney's Montauk Resort & Seawater Spa

    Gurney's Montauk Resort & Seawater Spa

    290 Old Montauk Highway Montauk NY
    $1,177 nightly
    The price is $1,345 total per night from Jul 12 to Jul 13
    $1,345 total
    Jul 12 - Jul 13
    Total with taxes and fees
    8.4/10 Very Good! (818 reviews)
    Pier Blue Inn Old Saybrook - Essex

    Pier Blue Inn Old Saybrook - Essex

    1430 Boston Post Rd Old Saybrook CT
    $96 nightly
    The price is $111 total per night from Jul 7 to Jul 8
    $111 total
    Jul 7 - Jul 8
    Total with taxes and fees
    8/10 Very Good! (1,006 reviews)
    Offshore Montauk

    Offshore Montauk

    71 S Emerson Ave Montauk NY
    $660 nightly
    The price is $754 total per night from Jul 20 to Jul 21
    $754 total
    Jul 20 - Jul 21
    Total with taxes and fees
    9.2/10 Wonderful! (150 reviews)

Resort Hotels

Resort hotels in Shelter Island
Find your next great getaway when you book at a resort hotel in Shelter Island. Resorts are great for families or couples, or even solo travelers looking for a piece of paradise. Sure, you can leave your hotel and explore Shelter Island at your leisure…but with everything these sorts of hotels offer, you may never want to. From food and shopping to entertainment and organized tours, a resort hotel in Shelter Island is a great way to score an amazing vacation—and Orbitz can help you get there.

Resort hotels for everyone in Shelter Island
If you’re traveling with the kids, you know how hard it is to keep them entertained. Let them have some fun on their own: some resorts have clubs for the kiddos, including kid-friendly pools and adventure camps where they can explore, do some crafts and even take part in learning activities. (Don’t worry, no one will tell them this vacation is actually educational.) Of course, there’s plenty for adults to do at Shelter Island resorts as well. Take a yoga class, book a few treatments at the spa, or do a little shopping. Go ahead, charge it to the room. You’re on vacation!

Ready to wow your special someone? Plan a romantic getaway complete with luxury accommodations. Surprise your partner with a couples massage, followed by a candlelit dinner at the 5-star on-site hotel. Some of these luxury hotels even have adults-only pools with swim-up bars so you can float about with a couple of cocktails, watching the sunset and enjoying your time together.

Shelter Island Resorts essential information

Accommodation
13 Resorts
Lowest Price
$111
Highest Price
$1,345
Popular accommodation
Gurney's Montauk Resort & Seawater Spa, Water's Edge Resort & Spa, Ocean Colony Beach and Tennis Club, Duryea's Sunset Cottages, Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6, Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

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