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Shelter Island Hotels from S$129

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20 Jun - 21 Jun
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21 Jun - 22 Jun
This weekend
20 Jun - 22 Jun
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27 Jun - 29 Jun

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Top 10 trending Shelter Island hotels

The Shoals Suites and Slips
1 bedroom, premium bedding, down duvets, individually decorated

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (171)
"Great stay! Room was very spacious and clean! Loved the outdoor space with the picnic tables and food truck. Such a great weekend, staff was very kind. "
The price is S$460
includes taxes & fees
22 Jun - 23 Jun
The Shoals Suites and Slips
Montauk Blue Hotel
1 bedroom, hypo-allergenic bedding, laptop workspace, blackout curtains

Montauk Blue Hotel

2.0 star property
9.2 out of 10, Wonderful, (77)
"Great stay! "
The price is S$503
includes taxes & fees
24 Jun - 25 Jun
Montauk Blue Hotel
Sag Harbor Inn
Outdoor pool

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (526)
"Lovely place and nice views"
The price is S$617
includes taxes & fees
22 Jun - 23 Jun
Sag Harbor Inn
The Bentley Hotel Southampton
Terrace/patio

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (277)
"Great stay / we will stay there again! "
The price is S$419
includes taxes & fees
15 Jul - 16 Jul
The Bentley Hotel Southampton
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (221)
"After some lengthy travel to get to LI this was an excellent choice to start our vacation. Great accommodations, comfortable and great location. "
The price is S$443
includes taxes & fees
22 Jun - 23 Jun
Cliffside Resort Condominiums
Baywatch Hotel & Marina
Outdoor pool

Baywatch Hotel & Marina

2.5 star property
8.4 out of 10, Very good, (175)
"Great location and super welcoming staff!"
The price is S$453
includes taxes & fees
22 Jun - 23 Jun
Baywatch Hotel & Marina
The Harbor Front Inn
View from room

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (474)
"Location is great and very convenient to the ferry to shelter island. Staff are all nice and friendly. "
The price is S$417
includes taxes & fees
22 Jun - 23 Jun
The Harbor Front Inn
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (59)
"WELL APPOINTED"
The Pridwin Hotel
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (97)
"The rooms were remodeled and well decorated. The restaurant was amazing."
Silver Sands Motel & Beach Bungalows
Hyatt Place Long Island East End
Indoor pool, outdoor pool

Hyatt Place Long Island East End

3.0 star property
9.2 out of 10, Wonderful, (1002)
"great location for walkable dining options and a short drive to the many wineries, we would stay again."
The price is S$351
includes taxes & fees
26 Jun - 27 Jun
Hyatt Place Long Island East End
Hamlet Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

2.0 star property
8.6 out of 10, Excellent, (404)
"Have stayed a couple times..great place and great staff"
The price is S$373
includes taxes & fees
22 Jun - 23 Jun
Hamlet Inn
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (497)
"Peaceful, quiet, well appointed room. Attentive staff. Delicious breakfast!"
The price is S$413
includes taxes & fees
23 Jun - 24 Jun
Copper Beech Inn
Ocean Vista Resort
View from property

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (177)
"Quiet beach front place perfect for relaxation "
Ocean Vista Resort
Ocean Resort Inn
On the beach, sun-loungers, beach umbrellas, beach towels

Ocean Resort Inn

2.0 star property
9.6 out of 10, Exceptional, (406)
"Lovely room, close to ocean, very clean, well kept and wonderful staff."
The price is S$313
includes taxes & fees
26 Jun - 27 Jun
Ocean Resort Inn
Shorewood Inn
Terrace/patio

Shorewood Inn

2.5 star property
8.6 out of 10, Excellent, (642)
"Good deal for a place to sleep...clean and cheaper than most in the area. "
Shorewood Inn
Harborside Motel
Aerial view

Harborside Motel

2.5 star property
8.6 out of 10, Excellent, (107)
"Perfect for what I needed, really close to charter boat I was taking the next day, worth the money "
The price is S$338
includes taxes & fees
9 Jul - 10 Jul
Harborside Motel
The Montauk Beach House
Exterior

The Montauk Beach House

3.5 star property
8.8 out of 10, Excellent, (124)
"Great location "
The price is S$674
includes taxes & fees
25 Jun - 26 Jun
The Montauk Beach House
Hartmans' Briney Breezes Beach Resort
Beach nearby, white sand, beach towels

Hartmans' Briney Breezes Beach Resort

2.5 star property
9.6 out of 10, Exceptional, (122)
"Serene environment. Very clean . Owner was very friendly and answered all our questions. Will definitely visit again ☺️ "
Hartmans' Briney Breezes Beach Resort
Southampton Long Island Hotel
Desk, free WiFi, bed sheets

Southampton Long Island Hotel

2.5 star property
8.6 out of 10, Excellent, (194)
"The staff was super kind . Had great nights sleep. Very close to everything including beach. "
The price is S$345
includes taxes & fees
23 Jun - 24 Jun
Southampton Long Island Hotel
Hampton's Vacation Inn
Private kitchen

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (282)
"Great for the money! We met some great families there as it is very family friendly."
The price is S$390
includes taxes & fees
22 Jun - 23 Jun
Hampton's Vacation Inn
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 map

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 map

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 map

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.

Hay Beach map

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.

Shorewood map

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 Shell Beach and Mashomack Preserve.

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
Photo by tom owens
Open Photo by tom owens

More cheap stays in Shelter Island

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 S$129 per night from 29 Jun to 30 Jun
S$129
29 Jun - 30 Jun
includes taxes & fees
7.6/10 Good! (977 reviews)

Hotels near Shelter Island Attractions

Hotels near Shelter Island Attractions

Shelter Island Whale's Tail

You can take time to visit Shelter Island Whale's Tail during your travels to Shelter Island. Wander the beaches and waterfront in the area.

See properties in Shelter Island Whale's Tail
Shelter Island Whale's Tail

Recent Reviews in Shelter Island

Recent Reviews in Shelter Island

Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

5/5 Excellent
"Across the street from the beach"
A verified traveller from Bronx stayed at Beachcomber Resort at Montauk
Posted 2 days ago
Beachcomber Resort at Montauk

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Where is the best place to stay in Shelter Island?

Located 21.1 mi (34 km) from the heart of Shelter Island, Montauk Yacht Club 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?

Montauk Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor swimming pools, a children's pool and a private beach. Montauk Blue Hotel and Gurney's Montauk Resort & Seawater Spa are a couple of other choices that offer an on-site pool. View all hotels with pools in Shelter Island.

What is the best spa hotel in Shelter Island?

Waterfront House With Dock And Private Beach

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 Mashomack Preserve. A couple of additional sights to add to your itinerary are Shelter Island Whale's Tail and Shell Beach. 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.