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Our top choices for Shelter Island Heights hotels

The Rams Head Inn

The Rams Head Inn
4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18 reviews)
"Beautiful views and lovely service "
United States
Lana
The price is AU$675
includes taxes & fees
13 Feb - 14 Feb
The Rams Head Inn

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79 reviews)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is AU$178
includes taxes & fees
20 Jan - 21 Jan
House on Chase Creek

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is AU$488
includes taxes & fees
1 Feb - 2 Feb
Wainscott Woods Retreat

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (298 reviews)
"Very clean room, nice staff. Will definitely come back . "
United States
Kosuke
The price is AU$318
includes taxes & fees
20 Jan - 21 Jan
Daunt's Albatross Motel

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (148 reviews)
"Great spot!"
United States
Keith
The price is AU$568
includes taxes & fees
25 Jan - 26 Jan
Harpoon House

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31 reviews)
"Great staff"
United States
Douglas
The price is AU$216
includes taxes & fees
20 Jan - 21 Jan
Sea Haven Resort Motel

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
Riverhead
9.4 out of 10, Exceptional, (312 reviews)
"Relaxing stay"
United States
Kristin
The price is AU$273
includes taxes & fees
20 Jan - 21 Jan
Aqua by American Beech - Adults Only

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (94 reviews)
"Hotel was beautiful !!"
United States
Erica
The price is AU$284
includes taxes & fees
1 Feb - 2 Feb
Offshore Montauk

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (882 reviews)
"Really clean and nice location"
United States
Tiara
The price is AU$229
includes taxes & fees
20 Jan - 21 Jan
Kenny's Tipperary Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (448 reviews)
"Room was in good condition however I found the shower to be extremely small despite having great water pressure and extremely nice temperature."
United States
gail
The price is AU$167
includes taxes & fees
20 Jan - 21 Jan
Hamlet Inn

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206 reviews)
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is AU$187
includes taxes & fees
20 Jan - 21 Jan
Southampton Long Island Hotel

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (228 reviews)
"Would stay again. "
United States
pamela
The price is AU$112
includes taxes & fees
20 Jan - 21 Jan
Lamplighter Motel - Clinton, Connecticut

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (717 reviews)
"ROOM WAS CLEAN, WARM, GOOD PARKING"
United States
JOSEPH
The price is AU$157
includes taxes & fees
20 Jan - 21 Jan
Shorewood Inn

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead
2.0 star property
Riverhead
6.6 out of 10, (794 reviews)
"Easy check in/out. Room was clean. Nice quiet stay. "
United States
Joseph
The price is AU$160
includes taxes & fees
21 Jan - 22 Jan
Budget Host East End Hotel in Riverhead

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (554 reviews)
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is AU$366
includes taxes & fees
20 Jan - 21 Jan
Southampton Inn

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (301 reviews)
"The room was comfortable and clean. A good value for the money."
United States
Michael
The price is AU$131
includes taxes & fees
20 Jan - 21 Jan
Clinton Motel

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.4 out of 10, Very good, (719 reviews)
"Very nice place and atmosphere will definitely be there again "
United States
NASHAT
The price is AU$539
includes taxes & fees
11 Feb - 12 Feb
Gurney's Montauk Resort & Seawater Spa

Stirling House Bed & Breakfast

Stirling House Bed & Breakfast
3.0 star property
Greenport
9.8 out of 10, Exceptional, (24 reviews)
"Our stay was only 2 nights but felt like 5. Well rested 3 days. Would return in a Heart Beat. Clay was awesome and the breakfasts were over the top !"
United States
Adam
The price is AU$573
includes taxes & fees
23 Jan - 24 Jan
Stirling House Bed & Breakfast

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (14 reviews)
"Wonderful stay"
United States
Judy
The price is AU$589
includes taxes & fees
20 Jan - 21 Jan
Vine & Sand

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195 reviews)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is AU$345
includes taxes & fees
20 Jan - 21 Jan
American Beech Hotel
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Our guide on where to stay in Shelter Island Heights

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

The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.

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 Heights attractions

Learn more about Shelter Island Heights

Victorian homes line the streets of this charming hamlet where you can rent bikes to explore the island's quiet beaches. Reserve a table at one of the waterfront restaurants for sunset views or take the short ferry to Greenport for more dining options.

View of Dering Harbor
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Shelter Island Heights Hotel Reviews

Recent Reviews in Shelter Island Heights

More cheap accommodation in Shelter Island Heights

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
Located 19.6 mi (31.5 km) from the heart of Shelter Island Heights, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay, based on our traveller data. Two other choices for your stay in the area are Water's Edge Resort & Spa and Montauk Blue Hotel. See all available top hotels, or vacation rentals in Shelter Island Heights.
What are some of the best holiday rentals that Shelter Island Heights has to offer?
Summer 2026 Now Available! Grab an amazing property in the heart of the Hamptons: This holiday home rental outside of Shelter Island Heights is located near the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday. See all vacation rentals in Shelter Island Heights.
If I need to cancel my hotel reservation in Shelter Island Heights, will I receive a refund?
Yes, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island Heights.
What's the best family accommodation in Shelter Island Heights?
The Pridwin Hotel is a hotel with a private beach and a restaurant, and it's a top choice on Expedia for families. Shelter Island House is another good choice for your child-friendly holiday. Also, attractions in the area such as Railroad Museum of Long Island and Shelter Island Whale's Tail are fun for children of all ages. Find more child-friendly accommodations in Shelter Island Heights.
What's the best dog-friendly accommodation option in Shelter Island Heights?
The Rams Head Inn is a top dog-friendly inn, and offers 2 restaurants along with free WiFi for its human guests. Other good choices to stay with your pet include The Chequit and SEVEN - Shelter Island Guest House. See more pet-friendly hotel accommodations in Shelter Island Heights.
What's the best place to stay to stay near the beach in Shelter Island Heights?
The Pridwin Hotel is a top beachfront hotel offering a seasonal outdoor pool and free breakfast, located within a short 1-minute walk of Crescent Beach . See more stays near the beach in Shelter Island Heights.
What's the best accommodation for a golf trip to Shelter Island Heights?
House on Chase Creek is a top guest house that has an adjacent golf course and features free WiFi. Other good options to stay near a golf course include Shelter Island House and SEVEN - Shelter Island Guest House. You can tee off at Shelter Island Country Club during your trip. See more golf hotels in Shelter Island Heights.
What are some accommodation options with pools in Shelter Island Heights?
The Pridwin Hotel is a top hotel with a seasonal outdoor pool, a private beach and a full-service spa. View all hotels with pools in Shelter Island Heights.
What is the best spa hotel in Shelter Island Heights?
The Pridwin Hotel is a top spa hotel featuring a private beach, a fitness centre, a bar and a restaurant. Spend an afternoon at Pridwin Spa where you'll find facials, body scrubs, and Swedish massages and more. See all spa hotels in Shelter Island Heights.
How is it to stay in Shelter Island Heights?
Visitors to Shelter Island Heights will definitely enjoy the beaches. Tourists can also enjoy the city's golf courses, entertainment choices and theatres. In Shelter Island Heights, there are 46 hotels and other accommodation options to choose from. Find out more about Shelter Island Heights.
What should I do while I'm visiting Shelter Island Heights?
Natural beauty is on display at Sunset Beach, Crescent Beach and Menhadden Lane Beach. A couple of additional sights to add to your itinerary are Shelter Island Country Club and Sylvester Manor. Take a look at what more there is to see and do in Expedia's Shelter Island Heights guide.
What's the weather like in Shelter Island Heights?
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 Heights is 1452 mm.

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