Photo by Brian V. Rowe

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Top hotels and accommodation in Shelter Island Heights

View from property
House on Chase Creek

House on Chase Creek

2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
"Beautiful setting and big rooms close to ferry and town center."
United States
Diane
The price is AU$320
includes taxes & fees
15 Dec - 16 Dec
House on Chase Creek
Exterior
The Rams Head Inn

The Rams Head Inn

4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
United States
Lana
The Rams Head Inn
Front of property – evening/night
Montauk Manor

Montauk Manor

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1265)
"They enjoyed the pool, the beautiful sunsets, and exploring the grounds."
United States
JOSEPH
Travelling with family
The price is AU$269
includes taxes & fees
9 Dec - 10 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, (695)
"The spa was great and relaxing."
United States
Carol
Travelling with family
The price is AU$743
includes taxes & fees
5 Jan - 6 Jan 2026
Gurney's Montauk Resort & Seawater Spa
Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1001)
"I did quite a bit of research to select the perfect room"
United States
Alyssa
Travelling with friends
The price is AU$538
includes taxes & fees
7 Dec - 8 Dec
Saybrook Point Resort & Marina
Exterior
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1009)
"I loved falling asleep while listening to the waves hitting the shoreline at night, & the bed was extremely comfortable!"
United States
Lisa Marie
Travelling for leisure
The price is AU$302
includes taxes & fees
7 Dec - 8 Dec
Water's Edge Resort & Spa
Indoor pool, a heated pool
Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

2.5 star property
Niantic
8.4 out of 10, Very good, (1018)
"Rooms look clean and nice"
United States
David
The price is AU$132
includes taxes & fees
21 Dec - 22 Dec
Sleep Inn & Suites Niantic North
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, (1000)
"The rooms are very clean, and quiet."
United States
David
Travelling for leisure and business
Pier Blue Inn Old Saybrook - Essex
Deluxe Double Room, 1 King Bed, City View
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

2.0 star property
Hampton Bays
7.2 out of 10, Good, (69)
"The location is excellent, with easy access to Southampton, Bridgehampton, and East Hampton, plus a nearby train station."
United States
Monique
Travelling for leisure and business
Hampton Bays Hotel on Main
Lobby
Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area

2.5 star property
Niantic
9.0 out of 10, Wonderful, (445)
"The rooms are spacious and clean, good for a quick night stay."
United States
Shanna
Travelling for leisure
The price is AU$161
includes taxes & fees
9 Dec - 10 Dec
Best Western Niantic - New London/Mystic Area
Ocean View 2 Queens
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
9.2 out of 10, Wonderful, (74)
"Brand new, clean and friendly hotel."
United States
John
Travelling for leisure
The price is AU$227
includes taxes & fees
17 Dec - 18 Dec
Offshore Montauk
Exterior
Madison Beach Hotel

Madison Beach Hotel

4.0 star property
Madison Center
9.4 out of 10, Exceptional, (339)
"We had the most amazing room for our anniversary!"
United States
Emilie
Travelling with partner
The price is AU$427
includes taxes & fees
15 Dec - 16 Dec
Madison Beach 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, (540)
"Greenport is a great town,- great dining and shopping."
United States
Donna
The price is AU$267
includes taxes & fees
22 Dec - 23 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, (1001)
"Large room and very comfy bed."
United States
Patricia
Travelling with family
The price is AU$176
includes taxes & fees
11 Dec - 12 Dec
Quality Inn Old Saybrook - Westbrook
Exterior
Zey Hotel

Zey Hotel

3.5 star property
Greenport
9.2 out of 10, Wonderful, (290)
"Spacious rooms and friendly staff"
United States
Katlin
Travelling for leisure
Zey Hotel
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
Southampton
7.2 out of 10, Good, (973)
"The room was clean and very spacious."
United States
Desiree
Travelling solo
The Atlantic Hotel
Property grounds
The Hampton Maid

The Hampton Maid

2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (688)
"the room is roomy and always clean"
United States
Adrienne
Travelling for leisure
The price is AU$490
includes taxes & fees
6 Dec - 7 Dec
The Hampton Maid
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, (439)
"The location was very convenient."
United States
Chanynn
Travelling for leisure and business
The price is AU$201
includes taxes & fees
9 Dec - 10 Dec
Hamlet Inn
View from room
Hero Beach Club

Hero Beach Club

4.0 star property
Montauk
9.0 out of 10, Wonderful, (201)
"Really nice room (and it smells good, too!)"
United States
tom
Travelling for leisure
The price is AU$401
includes taxes & fees
18 Dec - 19 Dec
Hero Beach Club
Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport

Sound View Greenport

4.0 star property
Greenport
8.6 out of 10, Excellent, (596)
"Room is big and nice."
United States
Yiwen
Travelling with partner
The price is AU$351
includes taxes & fees
7 Dec - 8 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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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

Crescent Beach

4.6/5 (7 reviews)
Why not spend a care-free afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
See properties

Sylvester Manor

You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets.
See properties

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.

See all hotels in Shelter Island Heights
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

The Sagaponack

The Sagaponack

10/10 Excellent
"Clean & amenities, staff friendly Thank you "
Archil 1-night trip
Posted 2 days ago
The Sagaponack

More cheap accommodation in Shelter Island Heights

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! (1,004 reviews)

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
House on Chase Creek is ranked highly by Expedia customers. This guest house offers free parking and free WiFi. Shelter Island House is another top choice for your trip based on reviews. See all available top hotels, or 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 East End Seaport Maritime Museum 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 Chequit is a top hotel for people travelling with their pets, and offers a restaurant and a coffee shop/cafe for its human guests. Other good choices to stay with your pet include The Rams Head Inn 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?
Shelter Island House is a top hotel that has an adjacent golf course and features free breakfast. Other good options to stay near a golf course include House on Chase Creek 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. A couple of other options that feature an on-site pool include Caroline Cottage | The Pridwin Hotel and Cottages and Red Oak Cottage | The Pridwin Hotel and Cottages. 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 54 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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