A pebbled beach with a sunset and a distant bridge.

Find hotels in Shelter Island Heights, NY from 2.329.868 ₫

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Check prices for these dates

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27 Sep - 28 Sep
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28 Sep - 29 Sep
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2 Oct - 4 Oct
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9 Oct - 11 Oct

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Our top choices for Shelter Island Heights hotels

An outdoor patio area with string lights, tables, chairs, and a fire pit.
A large, white building with multiple windows and a prominent tree in the foreground.
A staircase with wooden balusters and a white wall.
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

1. The Chequit

The Chequit
The Heights
United States
Kristin
5.376.618 ₫
6.142.786 ₫ total
includes taxes & fees
4 Oct - 5 Oct
The Chequit
A serene landscape with a calm body of water reflecting trees with autumn foliage.
A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.
A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.
A sign for 'House on Chase Creek' with a duck illustration.

2. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
5.591.683 ₫
6.388.565 ₫ total
includes taxes & fees
5 Oct - 6 Oct
House on Chase Creek

3. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
5.227.268 ₫
5.971.943 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Shelter Island House
A bedroom with a bed, bedside tables, a lamp, a window, and a door.
A beach with a wooden walkway along the shore, calm water, and a sunset sky.
A backyard with a large chessboard, outdoor furniture, and a house.
A living room with a beige sofa, a coffee table, and a dining table set with plates and glasses.

4. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
8.142.849 ₫
9.303.367 ₫ total
includes taxes & fees
1 Oct - 2 Oct
West Neck Guesthouse
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A room with a bed, a wooden bench, a blue bag, a straw hat, and a towel on the wall.
A bathroom with a bathtub, a sink, and a shower area.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.

5. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Jordan
5.820.773 ₫
7.392.051 ₫ total
includes taxes & fees
25 Oct - 26 Oct
The Harbor Front Inn
A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.
A room with a bed, two wicker chairs with checkered cushions, a small round table with a vase of flowers, and a view of a lake through a window with a bamboo blind.
A beach with sun loungers and umbrellas, a sandy path, and a view of the water.

6. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sarah
8.441.550 ₫
9.644.666 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Silver Sands Motel & Beach Bungalows
A two-story house with a balcony, outdoor seating area, and a variety of plants.
A restaurant with a signboard listing its hours of operation.
A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.
A bathroom with a bathtub, green tiled walls, and windows with white blinds.

7. Zey Hotel

Zey Hotel
Greenport
United States
Renee
4.383.112 ₫
5.007.705 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Zey Hotel
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.
A modern reception area with a staircase, a framed artwork, and a reception desk with "THE MENHADEN" signage.
A modern living room with a grey sofa, black and white patterned rug, and a coffee table.
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

8. The Menhaden

The Menhaden
Greenport
United States
Lisa
8.662.848 ₫
10.936.092 ₫ total
includes taxes & fees
29 Sept - 30 Sept
The Menhaden
A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.
A cozy bedroom with a wooden headboard, a bedside table with a lamp, a vase with flowers, and a bed with a floral bedspread.
A wooden reception desk with a notepad, a vase with dried flowers, and various decorative items on shelves above.
A poolside area with lounge chairs and yellow umbrellas.

9. Oyster Estate

Oyster Estate
Greenport
United States
Elizabeth
8.207.783 ₫
10.341.288 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Oyster Estate
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.
A building with a red facade, a green tree in front, and a sign reading "OPENSPACE".
A modern lounge area with a curved sofa, round coffee tables, and a large potted plant.
An outdoor dining area with tables and chairs, string lights, and hanging lanterns.

10. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
5.948.046 ₫
7.834.797 ₫ total
includes taxes & fees
1 Oct - 2 Oct
American Beech Hotel
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
A storefront with a sign reading "THE SHOALS".
A modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.
A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.

11. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
5.242.202 ₫
6.638.567 ₫ total
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips
A spacious lobby with two sofas, a coffee table, and a flat-screen TV mounted on the wall.
A dining area with tables and chairs, a clock on the wall, and a counter with food items.
A hotel lobby with a reception desk, two sofas, a coffee table, and a carpeted floor.
A hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.

12. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Renee
2.781.815 ₫
3.199.087 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Quality Inn Old Saybrook - Westbrook
A waterfront property with a large house, multiple boats docked, and lush greenery.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A hotel lobby with a sofa, chairs, tables, and a large window.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

13. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
8.415.576 ₫
9.614.796 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Sag Harbor Inn

14. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
6.127.526 ₫
9.882.328 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Cliffside Resort Condominiums
A sign for Pier Blue Guesthouse with a logo and name.
A train traveling along a river with autumn foliage in the background.
A guesthouse named Pier Blue with a sign, a parking lot, and a building with a red awning.
A hotel room with two beds, a wooden bench, a desk, a mirror, and a patterned carpet.

15. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Laura
2.031.167 ₫
2.335.842 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Pier Blue Inn Old Saybrook - Essex
A parking lot with a building in the background.
A motel with a large parking lot and multiple rooms.
A rectangular swimming pool with a fenced area, surrounded by trees and a concrete deck with white metal loungers.
A hotel room with a large bed, two bedside tables, a desk with chairs, a TV, and a small table with flowers.

16. Clinton Motel

Clinton Motel
Clinton
United States
Selena
2.025.972 ₫
2.329.868 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Clinton Motel
A spacious room with wicker furniture, large windows, and a view of the sea.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A spacious room with large windows, a wooden bench, yoga mats, and a door leading to a balcony with a view of the sea.

17. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
6.499.993 ₫
8.168.060 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Sound View Greenport
A two-story motel with a symmetrical facade, multiple windows, and a parking lot in front.
A hotel room with a bed, a small table, a chair, a painting on the wall, and a window with a curtain.
A sign for Lamplighter Motel with a 'VACANCY' sign next to it.

18. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
Clinton
United States
Steven
1.792.206 ₫
2.061.037 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Lamplighter Motel - Clinton, Connecticut
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.
A spacious lobby with a fireplace, a round table with a vase of flowers, and a reception desk.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.

19. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
United States
DONNA
4.655.839 ₫
5.802.266 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Water's Edge Resort & Spa
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.
A wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.
A room with a large bay window, a chandelier, and wall sconces.
A wooden building with a white window and a balcony.

20. The Sagaponack

The Sagaponack
Wainscott
United States
Jane
5.647.141 ₫
7.490.494 ₫ total
includes taxes & fees
28 Sept - 29 Sept
The Sagaponack
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Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas for the activities you enjoy most.
A calm lake reflecting trees and a clear sky.
Photo by Erisa Dilo

The Heights

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

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

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

9.4/10 (13 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

Menhadden Lane Beach

8.8/10 (3 reviews)
Why not spend a care-free afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?
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Shelter Island Country Club

10.0/10 (3 reviews)
Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.
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Sylvester Manor

8.8/10 (3 reviews)
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.
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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
A pebbled beach with a sunset and a distant bridge.

Top Shelter Island Heights Hotel Reviews

Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Bathroom in my unit was kind of outdated but still adequate Seen another unit and it was updated beautifully"
John 2-night trip
Posted 1 hour ago
Ocean Surf Resort
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Great resort for a good price. On the beach."
Thomas 2-night trip
Posted 1 hour ago
Ocean Vista Resort
The Chequit

The Chequit

8/10 Good
"The only real problem was the constant loud noise of air rushing outside the room from an air shaft along side the chimney. The staff was not able to quiet it. Most of the noise came in via the window a/c unit so removing it and closing the window would have helped. There refrigerator was warm when we arrived but, the evening clerk promptly got it running for us."
Peter 1-night trip
Posted 5 hours ago
The Chequit
Zey Hotel

Zey Hotel

8/10 Good
"We got off the Orient Point ferry late in evening and were welcomed so warmly by the host! Its like stepping back to a lovely time with the cozy living room on 2 floors and elegant furnishings. The complimentary coffee and lemon water. We loved the cozy feel of the living room that we just picked up muffins from a bakery and ate them with the coffee there. The ONLY reason we gave 4 stars, not 5 is the room had no sound barrier abd we heard next door t.v. on til almost midnight. We loved our stay other than that.0"
alison g 1-night trip
Posted 1 day ago
Zey Hotel
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

8/10 Good
"We stayed in the ocean front room. The room and view were beautiful. We had dinner at GIGIs. The food was good. The menu selection Was limited for us because we do not eat fish. The negative with Gurneys is the rooms are not connected to the main building. They do provide a car service to pick you up. I feel this limits you. We would have gone down for a drink but it seemed too involved to get there. This resort is not for seniors ."
salvatore 2-night trip
Posted 2 days ago
Gurney's Montauk Resort & Seawater Spa
Montauk Manor

Montauk Manor

10/10 Excellent
"The grounds are absolutely beautiful and well manicured. The shuttle service that the hotel offers is a wonderful and extremely helpful option! The staff was very kind and lovely especially Fiorella, Patrick, and Esteven!"
Stephanie 2-night trip
Posted 4 days ago
Montauk Manor
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"I really love this hotel! The rooms are beautiful, the service is excellent, and I’ve had a great experience every time I’ve stayed there. I’ve been a few times already and will definitely be coming back next year!"
Veronika 2-night trip
Posted 5 days ago
Montauk Yacht Club

More cheap stays in Shelter Island Heights

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
2.031.167 ₫
2.335.842 ₫ total
28 Sept - 29 Sept
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

5 King Arthur Dr Niantic CT
2.233.232 ₫
2.568.216 ₫ total
18 Oct - 19 Oct
includes taxes & fees
8.4/10 Very good! (1,007 reviews)
Sleep Inn & Suites Niantic North
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
2.311.686 ₫
2.641.101 ₫ total
29 Sept - 30 Sept
includes taxes & fees
6.8/10 (893 reviews)
Budget Host East End
Aderi Hotel Niantic

Aderi Hotel Niantic

239 Flanders Road Niantic CT
2.357.920 ₫
2.711.608 ₫ total
28 Sept - 29 Sept
includes taxes & fees
6.4/10 (739 reviews)
Aderi Hotel Niantic
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
2.318.179 ₫
3.297.870 ₫ total
28 Oct - 29 Oct
includes taxes & fees
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
3.247.066 ₫
4.359.123 ₫ total
5 Oct - 6 Oct
includes taxes & fees
The Bentley Hotel Southampton

Hotels in Shelter Island Heights with star rating

Frequently asked questions

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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