Compare Inns in Shelter Island

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Featured Inns 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

    Pier Blue Inn Old Saybrook - Essex

    Pier Blue Inn Old Saybrook - Essex

    1430 Boston Post Rd, Old Saybrook, CT
    $89 nightly
    The price is $102 total per night from Oct 6 to Oct 7
    $102 total
    Oct 6 - Oct 7
    Total with taxes and fees
    7.8/10 Good! (1,003 reviews)
    Gurney's Montauk Resort & Seawater Spa

    Gurney's Montauk Resort & Seawater Spa

    290 Old Montauk Highway, Montauk, NY
    $372 nightly
    The price is $425 total per night from Oct 30 to Oct 31
    $425 total
    Oct 30 - Oct 31
    Total with taxes and fees
    8.2/10 Very Good! (669 reviews)
    Quality Inn Old Saybrook - Westbrook

    Quality Inn Old Saybrook - Westbrook

    100 Essex Rd, Old Saybrook, CT
    $94 nightly
    The price is $108 total per night from Nov 2 to Nov 3
    $108 total
    Nov 2 - Nov 3
    Total with taxes and fees
    7.6/10 Good! (1,002 reviews)

Inns

Find a great Shelter Island inn
If you’re on the lookout for a place to stay in Shelter Island that sports special touches and décor but is less costly than a bed and breakfast, rent a room at an inn. Whether you’re staying for a day, a week or a month, Orbitz has a great selection of super-comfy Shelter Island inns to choose from.

Pick the right inn for you
The most popular hotel inns in Shelter Island merge the convenience of an inn with many of the standard features of a hotel. Think pools and gyms, without the hefty price tag.

You’ll find Shelter Island inns are located in all sort of convenient neighborhoods, making them a great option for those traveling on four wheels. They can also offer a tasty breakfast and hearty dinner, saving you the time and effort it would take to find good eats in a new place. 

If you want a space filled with loads of personality and a good helping of hospitality to boot, look out for historic inns. Privately owned with an exclusive number of rooms, you’ll receive a more personalized stay, much like a boutique hotel. No matter what type of inn you choose, you’re sure to enjoy unique experiences you won’t find anywhere else.

Shelter Island Inns essential information

Accommodation
6 Inns
Lowest Price
$102
Highest Price
$444
Popular accommodation
American Beech Hotel, The 1770 House Restaurant & Inn, Bridgehampton Inn, Old Lyme Inn, The Rams Head Inn, Bee and Thistle Inn