Find hotels in Shelter Island, NY from 3.065.098 ₫

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15 Nov - 16 Nov
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16 Nov - 17 Nov
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21 Nov - 23 Nov
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28 Nov - 30 Nov

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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)
"Idillic property, very relaxing, with a wonderful view. We stayed only one night so we did not try the restaurant or the pool but we enjoyed the stay. "
United States
Lydia
The price is 3.652.110 ₫
4.688.192 ₫ 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, (688)
"Unbelievable stay! Staff was very accommodating. Beautiful views. Redone very nicely"
United States
Lauren
The price is 8.399.062 ₫
11.463.354 ₫ total
includes taxes & fees
24 Nov - 25 Nov
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, (1001)
"Beautiful property, we loved our room, friendly staff. "
United States
Natalie
The price is 6.379.335 ₫
7.995.117 ₫ 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, (67)
"As long as you aren’t utilizing the hotel to sleep it is great. The rooms are above a bar that plays music till late in the night. Rooms themselves are great, just a tough location with no parking "
United States
Brendan
Hampton Bays Hotel on Main
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, (1002)
"Great place to stay!"
United States
Nancy
Pier Blue Inn Old Saybrook - Essex
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
Southampton
7.2 out of 10, Good, (966)
"Love the area love the room size clean parking was perfect "
United States
Sherwood
The Atlantic Hotel
Exterior
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1001)
"We love the stay everything was perfect"
United States
angelica
The price is 5.430.735 ₫
6.699.883 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Water's Edge Resort & Spa
Exterior
Zey Hotel

Zey Hotel

3.5 star property
Greenport
9.2 out of 10, Wonderful, (287)
"Spotless room, wonderfully comfortable bed, beautiful decorating job and the sweetest, nicest front desk person - Jessica, who made us feel welcome!"
United States
Marina
Zey Hotel
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, (533)
"Awesome stay!!! Great Location "
United States
Bryan
The price is 3.561.202 ₫
5.358.244 ₫ total
includes taxes & fees
15 Dec - 16 Dec
The Harbor Front Inn
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, (1004)
"It was a nice clean hotel. "
Canada
Rhona
The price is 2.665.303 ₫
3.065.098 ₫ total
includes taxes & fees
23 Nov - 24 Nov
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, (683)
"Love this place "
United States
Diane
The price is 7.470.225 ₫
8.534.731 ₫ total
includes taxes & fees
21 Nov - 22 Nov
The Hampton Maid
Exterior
Madison Beach Hotel

Madison Beach Hotel

4.0 star property
Madison Center
9.4 out of 10, Exceptional, (336)
"Staff and hotel are lovely "
United States
Steven
The price is 6.460.493 ₫
7.429.567 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Madison Beach Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers
Marram

Marram

4.0 star property
Montauk
8.8 out of 10, Excellent, (249)
"-"
United States
Steven
The price is 5.799.071 ₫
9.033.828 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Marram
Front of property
The Preston House & Hotel

The Preston House & Hotel

3.5 star property
Riverhead
9.8 out of 10, Exceptional, (368)
"I cannot wait to go back. I will make excuses to stay there again!"
United States
Francine
The price is 4.930.348 ₫
5.632.922 ₫ total
includes taxes & fees
1 Dec - 2 Dec
The Preston House & Hotel
Ocean View 2 Queens | 1 bedroom, premium bedding, pillow-top beds, blackout curtains
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
9.4 out of 10, Exceptional, (68)
"Excellent stay! Gorgeous views, very clean rooms, helpful staff and beautifully done. Will stay again!"
United States
Erica
The price is 3.059.235 ₫
5.000.420 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Offshore Montauk
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (567)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
The price is 4.956.435 ₫
5.662.727 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Sag Harbor Inn
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, (437)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is 2.703.510 ₫
3.494.010 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Hamlet Inn
Exterior
The Sagaponack

The Sagaponack

3.0 star property
Wainscott
8.8 out of 10, Excellent, (205)
"The room was spotless and had everything that you would need. Would stay here again."
United States
Marjorie
The price is 4.482.135 ₫
6.174.509 ₫ total
includes taxes & fees
16 Nov - 17 Nov
The Sagaponack
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (378)
"From the front desk receptionist to checking out, everything was perfect. "
United States
Eileen
The price is 3.036.223 ₫
3.495.234 ₫ total
includes taxes & fees
16 Nov - 17 Nov
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, (590)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is 5.129.027 ₫
7.149.482 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Sound View Greenport
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 Sunset Beach and Crescent 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

This peaceful shoreline offers a tranquil escape with abundant shells and wildflowers framing its natural beauty. Enjoy both calm harbour waters and more dynamic waves, perfect for beachcombing and wildlife spotting.
See properties
Man watching sailboat on Long Island Sound

Wades Beach

Wades Beach offers calm, shallow waters and a broad sandy shoreline perfect for families seeking safe swimming. Lifeguards patrol in summer, and the pavilion provides a comfortable spot to enjoy the tranquil setting.
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! (1,002 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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