Book Shelter Island hotels

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Shelter Island

Cheap Shelter Island hotels

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$148 per night from 2 Jun to 3 Jun
NZ$148
per night
2 Jun - 3 Jun
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. ...
Pier Blue Inn Old Saybrook - Essex
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is NZ$184 per night from 4 Jun to 5 Jun
NZ$184
per night
4 Jun - 5 Jun
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
Quality Inn Old Saybrook - Westbrook
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway, Montauk, NY
The price is NZ$1,045 per night from 2 Jun to 3 Jun
NZ$1,045
per night
2 Jun - 3 Jun
Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the room service in our reviews. ...
Gurney's Montauk Resort & Seawater Spa
Save an average of 15% on thousands of hotels when you're signed in
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd, Southampton, NY
Fully refundable
The price is NZ$341 per night from 3 Jun to 4 Jun
NZ$341
per night
3 Jun - 4 Jun
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the clean rooms in our reviews. Popular ...
The Bentley Hotel Southampton
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is NZ$518 per night from 1 Jul to 2 Jul
NZ$518
per night
1 Jul - 2 Jul
Book a stay at this spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
Saybrook Point Resort & Marina
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
The price is NZ$366 per night from 4 Jun to 5 Jun
NZ$366
per night
4 Jun - 5 Jun
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Atlantic Hotel
Ocean Resort Inn

Ocean Resort Inn

2 out of 5
95 S Emerson Ave, Montauk, NY
The price is NZ$295 per night from 9 Jun to 10 Jun
NZ$295
per night
9 Jun - 10 Jun
Stay at this motel in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions South ...
Ocean Resort Inn
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is NZ$624 per night from 3 Jun to 4 Jun
NZ$624
per night
3 Jun - 4 Jun
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the restaurant in our ...
Sound View Greenport
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St., Montauk, NY
The price is NZ$555 per night from 5 Jun to 6 Jun
NZ$555
per night
5 Jun - 6 Jun
Stay at this 3.5-star spa aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the property condition in our reviews. ...
Montauk Manor
Don't see what you're looking for?
See all available properties in Shelter Island
View all properties
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.

Hotels In Shelter Island

You’ve worked hard for your next holiday. You’ve earned it. Don’t sell yourself short by staying on an air mattress in a friend’s apartment, and don’t even think about pitching a tent. This city is jam-packed with accommodation so you’ll be able to retire to a comfortable bed after a day of exploring. Find deals on Shelter Island hotels and book a stay now.

Lay claim to your room like a miner would to his gold mine during your time spent at a Shelter Island hotels. Some might come with all the trimmings, like on-site spa service, workout facilities and a pool area. You’ll barely have to leave the grounds of the hotel. But if you do, you’ll be within walking distance of some major attractions. Explore the growing neighbourhoods outside the downtown area, or stay central and see what’s around the next corner. Head back to your hotel to utilise whatever amenities are available to you. You’ll feel like you never left home!

We want you to enjoy your time spent in this city without breaking the bank—even if you’re booking a trip last minute. Browse the lastminute.co.nz discount offers for great hotels in Shelter Island and save extra money so you can add some pizazz to your time away.

Shelter Island hotels essential information

Accommodation
4,820 hotels
Lowest Price
NZ$148
Highest Price
NZ$1,045
Popular hotels
Pier Blue Inn Old Saybrook - Essex, Quality Inn Old Saybrook - Westbrook, Gurney's Montauk Resort & Seawater Spa, The Bentley Hotel Southampton, Saybrook Point Resort & Marina, The Atlantic Hotel, Ocean Resort Inn, Sound View Greenport, Montauk Manor

Most recent Shelter Island hotel reviews

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.