Find hotels in Shelter Island, NY from 3.067.657 ₫

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28 Nov - 29 Nov
Tomorrow
29 Nov - 30 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

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Top 10 Shelter Island hotels and places to stay

Front of property – evening/night
Montauk Manor

Montauk Manor

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1262)
"Always excellent, even suring my eleventh stay."
United States
Daryl
The price is 3.655.159 ₫
4.692.106 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Montauk Manor
Outdoor wedding area
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4.0 star property
Montauk
8.2 out of 10, Very good, (694)
"Beautiful view and accomodations. Enjoyed the bathhouse and hotel amenities"
United States
Alex
The price is 6.803.976 ₫
9.286.241 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Gurney's Montauk Resort & Seawater Spa
Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 star property
Old Saybrook Center
9.4 out of 10, Exceptional, (1009)
"Beautiful property, we loved our room, friendly staff. "
United States
Natalie
The price is 6.385.145 ₫
8.002.267 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Saybrook Point Resort & Marina
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

2.0 star property
Hampton Bays
7.2 out of 10, Good, (68)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main
Exterior
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1007)
"We love the stay everything was perfect"
United States
angelica
The price is 4.227.432 ₫
5.316.464 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Water's Edge Resort & Spa
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, (1003)
"Always a great stay at Pier Blue. Comfy bed and plenty of room."
United States
Patricia
Pier Blue Inn Old Saybrook - Essex
Ocean View 2 Queens | Premium bedding, pillow-top beds, blackout curtains, free WiFi
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
9.4 out of 10, Exceptional, (72)
"Excellent stay! Gorgeous views, very clean rooms, helpful staff and beautifully done. Will stay again!"
United States
Erica
The price is 2.143.415 ₫
3.955.467 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Offshore Montauk
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (538)
"Amazing property, rooms, and staff. Book a room with a balcony for amazing views!"
United States
Matthew
The price is 2.750.600 ₫
4.433.207 ₫ total
includes taxes & fees
29 Dec - 30 Dec
The Harbor Front Inn
Exterior
Zey Hotel

Zey Hotel

3.5 star property
Greenport
9.2 out of 10, Wonderful, (290)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
Southampton
7.2 out of 10, Good, (973)
"Love the area love the room size clean parking was perfect "
United States
Sherwood
The Atlantic Hotel
Exterior
Madison Beach Hotel

Madison Beach Hotel

4.0 star property
Madison Center
9.4 out of 10, Exceptional, (338)
"Staff and hotel are lovely "
United States
Steven
The price is 6.466.377 ₫
7.436.334 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Madison Beach Hotel
Front of property
The Preston House & Hotel

The Preston House & Hotel

3.5 star property
Riverhead
9.8 out of 10, Exceptional, (370)
"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"
United States
Nakia
The price is 4.934.465 ₫
5.637.626 ₫ total
includes taxes & fees
2 Dec - 3 Dec
The Preston House & Hotel
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
7.8 out of 10, Good, (1012)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is 2.667.528 ₫
3.067.657 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Quality Inn Old Saybrook - Westbrook
Property grounds
The Hampton Maid

The Hampton Maid

2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (686)
"Was so lovely would definitely come back again, very cute clean and safe "
United Kingdom
Maria
The Hampton Maid
Seasonal outdoor pool, pool umbrellas, pool loungers
Marram

Marram

4.0 star property
Montauk
8.8 out of 10, Excellent, (251)
"It was an amazing relaxing weekend. We want to come back next year the same weekend!"
United States
Piera
The price is 5.083.797 ₫
11.081.456 ₫ total
includes taxes & fees
29 Nov - 30 Nov
Marram
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (438)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is 2.705.767 ₫
3.496.927 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Hamlet Inn
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (569)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
The price is 5.102.982 ₫
5.830.156 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Sag Harbor Inn
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (386)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is 3.099.417 ₫
3.567.456 ₫ total
includes taxes & fees
11 Dec - 12 Dec
The Bentley Hotel Southampton
Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport

Sound View Greenport

4.0 star property
Greenport
8.6 out of 10, Excellent, (594)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is 4.227.432 ₫
6.120.414 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Sound View Greenport
View from room
Hero Beach Club

Hero Beach Club

4.0 star property
Montauk
9.0 out of 10, Wonderful, (200)
"Hero hotel was incredibly adorable and meticulously clean. The staff is very friendly and accommodating. I would highly recommend staying here! "
United States
Sarah
The price is 3.933.102 ₫
7.175.074 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Hero Beach Club
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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Where to stay in Shelter Island

Find the best Shelter Island areas for the activities you enjoy most. Learn more about Shelter Island
Learn more about Shelter Island

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Shelter Island Historical Society and Sunset Beach.

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Shelter Island Whale's Tail and Gardiner's Bay Country Club are some notable places to visit nearby.

Silver Beach

While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Crescent Beach and Sunset Beach.

Shorewood

While Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Mashomack Preserve and Shelter Island Historical Society.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Stay near popular Shelter Island attractions

Colorful pebbles and shells on a beach

Shell Beach

Why not spend a care-free afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.
See properties
Man watching sailboat on Long Island Sound

Wades Beach

Why not spend a care-free afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.
See properties

Learn more about Shelter Island

Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.

See all hotels in Shelter Island
Central Park summer

Top Shelter Island Hotel Reviews

More cheap stays in Shelter Island

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
Get rates
7.8/10 Good! (1,000 reviews)

Hotels in Shelter Island with star rating

Frequently asked questions

What's the seasonal weather in Shelter Island?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island is 1452 mm.

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