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

    Montauk Yacht Club

    Montauk Yacht Club

    32 Star Island Rd, Montauk, NY
    The price is $296 per night from May 4 to May 5
    $296
    includes taxes & fees
    $259 per night
    May 4 - May 5
    8.4/10 Very Good! (999 reviews)
    Pier Blue Inn Old Saybrook - Essex

    Pier Blue Inn Old Saybrook - Essex

    1430 Boston Post Rd, Old Saybrook, CT
    The price is $102 per night from May 4 to May 5
    $102
    includes taxes & fees
    $89 per night
    May 4 - May 5
    7.6/10 Good! (952 reviews)
    Montauk Manor

    Montauk Manor

    236 Edgemere St., Montauk, NY
    The price is $208 per night from May 5 to May 6
    $208
    includes taxes & fees
    $182 per night
    May 5 - May 6
    9/10 Wonderful! (1,165 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
15 Resorts
Lowest Price
$102
Highest Price
$710
Popular accommodation
Water's Edge Resort & Spa, Gurney's Montauk Resort & Seawater Spa, Brand New Waterfront - Chic & Sophisticated Unit # 704 , Ocean Colony Beach and Tennis Club, Brand New Waterfront - Chic & Sophisticated Unit # 703, Brand New Waterfront - Chic & Sophisticated, Brand New Waterfront - Chic & Sophisticated Unit # 702, Available July 21-28, 2023, Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6