Shelter Island Holiday Packages

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Top Shelter Island hotels

Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St., Montauk, NY
The price is NZ$326 per night from 19 May to 20 May
NZ$326
includes taxes & fees
19 May - 20 May
Stay at this 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
pretty great
"it was great. staff were super friendly an helpful. shuttle service was super convinient"

Reviewed on 1 May 2025

Montauk Manor
Montauk Yacht Club

Montauk Yacht Club

4 out of 5
32 Star Island Rd, Montauk, NY
The price is NZ$501 per night from 4 May to 5 May
NZ$501
includes taxes & fees
4 May - 5 May
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition ...
"The staff was kind and very hospitable. Very beautiful environment and clean place to stay."

Reviewed on 29 Apr. 2025

Montauk Yacht Club
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is NZ$172 per night from 5 May to 6 May
NZ$172
includes taxes & fees
5 May - 6 May
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. ...
"The owner was so helpful and friendly. When our car wouldn't start due to a dead battery, he called a friend to drive over to give us a jump (since the owner's car was a hybrid and he couldn't access his battery). The grounds are beautifully landscaped with lots of blooming trees and flowers. It's ..."

Reviewed on 28 Apr. 2025

Pier Blue Inn Old Saybrook - Essex
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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.