Find hotels in Shelter Island, NY from Rp1.364.741

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10 Nov - 11 Nov
Tomorrow
11 Nov - 12 Nov
This weekend
14 Nov - 16 Nov
Next weekend
21 Nov - 23 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, (1261)
"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 Rp2.308.244
Rp2.963.080 total
includes taxes & fees
2 Dec - 3 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, (686)
"Unbelievable stay! Staff was very accommodating. Beautiful views. Redone very nicely"
United States
Lauren
The price is Rp5.308.462
Rp7.245.186 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, (1004)
"Beautiful property, we loved our room, friendly staff. "
United States
Natalie
The price is Rp4.040.649
Rp5.063.997 total
includes taxes & fees
12 Nov - 13 Nov
Saybrook Point Resort & Marina
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
Southampton
7.2 out of 10, Good, (965)
"Love the area love the room size clean parking was perfect "
United States
Sherwood
The Atlantic Hotel
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, (1005)
"Great place to stay!"
United States
Nancy
The price is Rp1.186.659
Rp1.364.741 total
includes taxes & fees
12 Nov - 13 Nov
Pier Blue Inn Old Saybrook - Essex
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
Exterior
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1001)
"The staff is extremely helpful and polite. The location is wonderful with a beautiful ocean view. I can’t say enough nice things about it!"
United States
Terence
The price is Rp3.432.389
Rp4.234.529 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, (286)
"Staff was friendly, helpful and courteous. I loved the various options of sitting areas within the premises. "
United States
Noemi
Zey 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, (1005)
"It was a nice clean hotel. "
Canada
Rhona
The price is Rp1.684.552
Rp1.937.235 total
includes taxes & fees
7 Dec - 8 Dec
Quality Inn Old Saybrook - Westbrook
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, (530)
"Beautiful view and room. Staff friendly and accommodating. Excellent location. "
United States
John
The price is Rp2.255.653
Rp3.393.894 total
includes taxes & fees
11 Dec - 12 Dec
The Harbor Front Inn
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 Rp4.731.615
Rp5.405.871 total
includes taxes & fees
14 Nov - 15 Nov
The Hampton Maid
Seasonal outdoor pool, pool umbrellas, pool loungers
Marram

Marram

4.0 star property
Montauk
8.8 out of 10, Excellent, (248)
"-"
United States
Steven
The price is Rp3.312.130
Rp5.309.575 total
includes taxes & fees
24 Nov - 25 Nov
Marram
Exterior
Madison Beach Hotel

Madison Beach Hotel

4.0 star property
Madison Center
9.4 out of 10, Exceptional, (332)
"Staff and hotel are lovely "
United States
Steven
The price is Rp4.083.228
Rp4.695.712 total
includes taxes & fees
10 Dec - 11 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, (368)
"I cannot wait to go back. I will make excuses to stay there again!"
United States
Francine
The price is Rp3.116.130
Rp3.560.126 total
includes taxes & fees
7 Dec - 8 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
9.2 out of 10, Wonderful, (67)
"Excellent stay! Gorgeous views, very clean rooms, helpful staff and beautifully done. Will stay again!"
United States
Erica
The price is Rp1.933.529
Rp3.160.417 total
includes taxes & fees
10 Dec - 11 Dec
Offshore Montauk
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (566)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
The price is Rp3.139.389
Rp3.586.753 total
includes taxes & fees
12 Nov - 13 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, (436)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is Rp1.708.700
Rp2.208.320 total
includes taxes & fees
12 Nov - 13 Nov
Hamlet Inn
Indoor pool, 2 outdoor pools
Montauk Yacht Club

Montauk Yacht Club

4.0 star property
Montauk
8.6 out of 10, Excellent, (1001)
"Great hotel. Would like to come stay again in the summer."
United States
Stefania
Montauk Yacht Club
Exterior
The Sagaponack

The Sagaponack

3.0 star property
Wainscott
8.8 out of 10, Excellent, (201)
"The room was spotless and had everything that you would need. Would stay here again."
United States
Marjorie
The price is Rp2.832.845
Rp3.902.477 total
includes taxes & fees
13 Nov - 14 Nov
The Sagaponack
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (374)
"From the front desk receptionist to checking out, everything was perfect. "
United States
Eileen
The price is Rp1.950.630
Rp2.245.248 total
includes taxes & fees
9 Dec - 10 Dec
The Bentley Hotel Southampton
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.

Coecles Harbor

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

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.

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 Sunset Beach and Crescent Beach.

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

Marram

Marram

10/10 Excellent
"Wonderful stay! Spacious and elegant room, friendly staff, breathtaking view. Memorable birthday weekend. "
Stephen 3-night trip
Posted 12 days ago
Marram
The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Beautiful view and room. Staff friendly and accommodating. Excellent location. "
John 1-night trip
Posted 2 weeks ago
The Harbor Front Inn

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
The price is Rp1.186.659 per night from 12 Nov to 13 Nov
Rp1.186.659
Rp1.364.741 total
12 Nov - 13 Nov
includes taxes & fees
7.8/10 Good! (1,003 reviews)

Frequently asked questions

Where is the best place to stay in Shelter Island?
Located 18.4 mi (29.7 km) from the heart of Shelter Island, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Pier Blue Inn Old Saybrook - Essex and Montauk Blue Hotel. See all available top hotels, or vacation rentals in Shelter Island.
If I need to cancel my hotel reservation in Shelter Island, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.
What's the best dog-friendly accommodation option in Shelter Island?
Sunset Beach Hotel is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Shelter Island.
What's the best hotel to stay near the beach in Shelter Island?
Sunset Beach Hotel is a top beachfront hotel with free WiFi and free parking, and it's located on Sunset Beach . See more stays near the beach in Shelter Island.
What are some accommodation options with pools in Shelter Island?
Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Montauk Blue Hotel and Quality Inn Old Saybrook - Westbrook are a couple of other choices that offer an on-site pool. View all hotels with pools in Shelter Island.
What's it like to stay in Shelter Island?
Visitors can enjoy all that Shelter Island has to offer, including the parks, beaches and museums. This city also attracts tourists with its scenic landscape. In Shelter Island, there are 95 hotels and other accommodation options to choose from. Find out more about Shelter Island.
What should I see while I'm in Shelter Island?
Natural beauty is on display at Sunset Beach, Crescent Beach and Wades Beach. A couple of additional sights to add to your itinerary are Gardiner's Bay Country Club and Shelter Island Historical Society. Take a look at what more there is to see and do in Expedia's Shelter Island guide.
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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