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Check prices for these dates

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2
In one month
Aug 14 - Aug 16
In two months
Sep 11 - Sep 13
No exact matches found, but these alternatives could be just right

Recommended hotels in Shelter Island

Coffee/tea maker, fridge, microwave, oven

Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (55 reviews)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
$1,371 nightly
The price is $1,566
Jul 20 - Jul 21
Total with taxes and fees
Work and Play Special! Extended Stay Discount
Front of property - evening/night

Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very Good, (60 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
$316 nightly
The price is $361
Jul 30 - Jul 31
Total with taxes and fees
Shelter Island House
Outdoor dining

The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (40 reviews)
"location!"
United States
Sharon
$383 nightly
The price is $437
Aug 2 - Aug 3
Total with taxes and fees
The Chequit
Exterior

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (354 reviews)
"Great place! We really Enjoyed the room and vibe !"
United States
Zoe
$236 nightly
The price is $270
Aug 6 - Aug 7
Total with taxes and fees
Zey Hotel
Terrace/patio

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (94 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
$653 nightly
The price is $746
Aug 12 - Aug 13
Total with taxes and fees
The Pridwin Hotel
Resort view

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very Good, (667 reviews)
"Location was the best. Enjoyed using the pool. View from the room of the Long Island sound was incredible. We had dinner at Haylard restaurant. On the premises and it was delicious."
United States
rosemary
$439 nightly
The price is $502
Aug 10 - Aug 11
Total with taxes and fees
Sound View Greenport
Exterior

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (297 reviews)
"It is a beautiful upscale property. The rooms are very comfortable & had all the amenities you needed. Very good location making it accessible for anything you wanted to do in the area."
United States
Sue
$388 nightly
The price is $439
Aug 4 - Aug 5
Total with taxes and fees
The Shoals Suites and Slips
Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (272 reviews)
"Comfortable and clean, and the beach location is amazing. The sunset was spectacular. We will definitely come back again!"
United States
Suzanne
$393 nightly
The price is $449
Jul 23 - Jul 24
Total with taxes and fees
Cliffside Resort Condominiums
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (32 reviews)
"Great stay & great staff!"
United States
James
$364 nightly
The price is $415
Jul 26 - Jul 27
Total with taxes and fees
North Fork Resort
Beach bar

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (159 reviews)
"Lovely lodging"
United States
Timothy
$760 nightly
The price is $868
Jul 22 - Jul 23
Total with taxes and fees
Silver Sands Motel & Beach Bungalows
Property grounds

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very Good, (1,003 reviews)
"It was in a good location and less expensive than area hotels."
United States
David
$92 nightly
The price is $105
Jul 20 - Jul 21
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
Frette Italian sheets, premium bedding, down comforters, pillowtop beds

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (629 reviews)
"Lovely updated rooms with a modern but cozy feel. Loved our balcony with view of the marina. Enjoyed the pool and “in town”, walk to everything location."
United States
Kim
$446 nightly
The price is $509
Aug 10 - Aug 11
Total with taxes and fees
The Harbor Front Inn
Sun loungers, beach towels

The SandPiper

The SandPiper
Pipes Cove
9.8 out of 10, Exceptional, (43 reviews)
"Lovely place, very clean, host was very responsive. Thanks so much!"
United States
Marie H.
$452 nightly
The price is $516
Aug 16 - Aug 17
Total with taxes and fees
The SandPiper
Terrace/patio

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (202 reviews)
"Great location, very friendly and helpful "
United States
Mary
$384 nightly
The price is $439
Jul 20 - Jul 21
Total with taxes and fees
American Beech Hotel
Beach

Harbor Heights

Harbor Heights
Pipes Cove
9.8 out of 10, Exceptional, (19 reviews)
"Close to the train, beach and restaurant, very convenient on foot"
United States
Nigel
$452 nightly
The price is $516
Aug 9 - Aug 10
Total with taxes and fees
Harbor Heights
Property grounds

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (324 reviews)
"It was a nice motor lodge with chairs for sitting outside. There’s also a pool out back that was great."
United States
David
$89 nightly
The price is $102
Jul 20 - Jul 21
Total with taxes and fees
Clinton Motel
Sun loungers, beach towels

Aqua Vista

Aqua Vista
Pipes Cove
9.8 out of 10, Exceptional, (39 reviews)
"great anf friendly, clean"
United States
Sophia
$452 nightly
The price is $516
Aug 12 - Aug 13
Total with taxes and fees
Aqua Vista
Bar (on property)

American Beech in Greenport NY - King Suite 1

American Beech in Greenport NY - King Suite 1
Greenport
10.0 out of 10, Exceptional, (5 reviews)
"Perfect Great place"
United States
Dean J.
$542 nightly
The price is $619
Jul 29 - Jul 30
Total with taxes and fees
American Beech in Greenport NY - King Suite 1
Terrace/patio

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
$412 nightly
The price is $471
Jul 20 - Jul 21
Total with taxes and fees
American Beech in Greenport - Petite King Room 7
Sun loungers, beach towels

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"We had a great stay!! "
United States
Callie E.
$630 nightly
The price is $719
Jul 23 - Jul 24
Total with taxes and fees
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
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.
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Top Shelter Island Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Fantastic stay"
John 1-night trip
Posted 10 hours ago
Gurney's Montauk Resort & Seawater Spa

Find out more about Shelter Island

Shelter Island Inns information

Number of reviews
5,022
Accommodation
5 Inns
Lowest Price
$87
Highest Price
$868

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