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Check prices for these dates

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

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Our top choices for Shelter Island Whale's Tail hotels

An outdoor patio area with string lights, tables, chairs, and a fire pit.
A staircase with wooden balusters and a white wall.
A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

1. The Chequit

The Chequit
2.1 km from Shelter Island Whale's Tail
United States
Patrick
฿6,005
฿6,861 total
includes taxes & fees
1 Nov - 2 Nov
The Chequit
Front of property – evening/night
Property amenity
Terrace/patio
Property amenity

2. Shelter Island House

Shelter Island House
2.4 km from Shelter Island Whale's Tail
United States
Dorothy
฿6,748
฿7,709 total
includes taxes & fees
12 Oct - 13 Oct
Shelter Island House
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 bathroom with a bathtub, green tiled walls, and windows with white blinds.
A bar area with stools, a shelf with glasses, and decorative plants.

3. Zey Hotel

Zey Hotel
3.9 km from Shelter Island Whale's Tail
United States
Renee
฿6,111
฿6,982 total
includes taxes & fees
12 Oct - 13 Oct
Zey Hotel
A lakeside patio with outdoor seating and a view of the water.
A beach with sun loungers and umbrellas, a sandy path, and a view of the water.
A grassy area with trees and a view of a body of water.
Outdoor spa tub

4. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.2 km from Shelter Island Whale's Tail
United States
Keith
฿9,388
฿10,726 total
includes taxes & fees
1 Nov - 2 Nov
Silver Sands Motel & Beach Bungalows
A waterfront property with a large house, multiple boats docked, and lush greenery.
A hotel lobby with a sofa, chairs, tables, and a large window.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

5. Sag Harbor Inn

Sag Harbor Inn
8.8 km from Shelter Island Whale's Tail
United States
Terri
฿7,343
฿8,389 total
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn
A modern house with a deck, outdoor seating, and a fire pit.
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.
A tented accommodation with a bed, television, and a small table with a chair.
A modern living room with a sofa, a dining table, and a kitchen area in the background.

6. North Fork Resort

North Fork Resort
5.1 km from Shelter Island Whale's Tail
United States
Harold
฿8,932
฿10,205 total
includes taxes & fees
12 Oct - 13 Oct
North Fork Resort
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.
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.

7. The Shoals Suites and Slips

The Shoals Suites and Slips
6 km from Shelter Island Whale's Tail
United States
Melissa
฿8,121
฿10,116 total
includes taxes & fees
1 Nov - 2 Nov
The Shoals Suites and Slips
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.
A bar area with wooden bar stools and a bookshelf.
A person standing in front of a building with a sign that reads 'The Harbor Front Inn.'

8. The Harbor Front Inn

The Harbor Front Inn
3.8 km from Shelter Island Whale's Tail
United States
Antrii
฿6,002
฿7,815 total
includes taxes & fees
2 Nov - 3 Nov
The Harbor Front Inn
A spacious room with wicker furniture, large windows, and a view of the sea.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.
A spacious room with large windows, a wooden bench, yoga mats, and a door leading to a balcony with a view of the sea.

9. Sound View Greenport

Sound View Greenport
5.9 km from Shelter Island Whale's Tail
United States
Irene
฿6,429
฿8,302 total
includes taxes & fees
2 Nov - 3 Nov
Sound View Greenport
A deck with outdoor furniture, a fire pit, and a view of the water.
A modern living room with a grey sofa, black and white patterned rug, and a coffee table.
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

10. The Menhaden

The Menhaden
3.8 km from Shelter Island Whale's Tail
United States
Lisa
฿11,585
฿14,577 total
includes taxes & fees
10 Nov - 11 Nov
The Menhaden
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A modern living room with a sectional sofa, a wooden coffee table, and a large window providing a view of trees.
A wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.
A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.

11. Oyster Estate

Oyster Estate
3.9 km from Shelter Island Whale's Tail
United States
Allison
฿7,553
฿9,516 total
includes taxes & fees
8 Nov - 9 Nov
Oyster Estate
Living area
Room
Room
Reception

12. East Hampton House Resort

East Hampton House Resort
18.3 km from Shelter Island Whale's Tail
United States
Tina
฿5,321
฿6,991 total
includes taxes & fees
10 Nov - 11 Nov
East Hampton House Resort
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
A bathtub surrounded by candles and flower petals.
Beach

13. A Room At The Beach

A Room At The Beach
15.5 km from Shelter Island Whale's Tail
United States
Jon
฿9,928
฿11,343 total
includes taxes & fees
12 Oct - 13 Oct
A Room At The Beach
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A spacious living room with a fireplace, comfortable seating, and large windows.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.
A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

14. Faraway Sag Harbor

Faraway Sag Harbor
8.9 km from Shelter Island Whale's Tail
United States
Miguel
฿12,674
฿15,929 total
includes taxes & fees
8 Nov - 9 Nov
Faraway Sag Harbor
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.
A wooden building with a white window and a balcony.
A wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.
A beach with pebbles and sand, a sunset, and a calm sea.

15. The Sagaponack

The Sagaponack
15.8 km from Shelter Island Whale's Tail
United States
Jane
฿6,730
฿9,030 total
includes taxes & fees
9 Nov - 10 Nov
The Sagaponack
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 reception desk with a white backdrop, surrounded by various plants and a modern pendant light.
A modern lounge area with a curved sofa, round coffee tables, and a large potted plant.

16. American Beech Hotel

American Beech Hotel
3.8 km from Shelter Island Whale's Tail
United States
Mary
฿8,409
฿10,949 total
includes taxes & fees
12 Oct - 13 Oct
American Beech Hotel
A beach chair with a striped cushion and a bag with a floral design.
A dining area with a table set for two, wicker chairs, a painting of sailboats, and a wooden ceiling with a grid pattern.
A room with a bookshelf, a chair, a lamp, and a wall mural depicting a beach scene.
A two-story white house with a brick pathway leading to the front door, surrounded by a white picket fence and a flag.

17. The Hedges Inn

The Hedges Inn
18 km from Shelter Island Whale's Tail
United States
Lauren
฿12,041
฿15,735 total
includes taxes & fees
18 Oct - 19 Oct
The Hedges Inn
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
A modern kitchen with a central island, pendant lights, and a view of the outdoors.
A living room with a fireplace, two sofas, a coffee table, and a chair.
A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.

18. Journey East Hampton

Journey East Hampton
18.8 km from Shelter Island Whale's Tail
United States
Erika
฿8,299
฿10,429 total
includes taxes & fees
18 Oct - 19 Oct
Journey East Hampton
Terrace/patio
Living area
Beach
Room

19. Cliffside Resort Condominiums

Cliffside Resort Condominiums
5.5 km from Shelter Island Whale's Tail
United States
Christine
฿5,667
฿10,195 total
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums
An outdoor dining area with trees and tables under string lights.
A restaurant with wooden beams, tables with white tablecloths, and a bar area.
A living room with a fireplace, a television mounted above it, and a dining area in the background.
A white house with a sign reading "The 1770 House Restaurant & Inn."

20. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
17.7 km from Shelter Island Whale's Tail
United States
Lisa
฿13,496
฿18,450 total
includes taxes & fees
1 Nov - 2 Nov
The 1770 House Restaurant & Inn
View all properties

Compare popular hotels close to Shelter Island Whale's Tail

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
An outdoor patio area with string lights, tables, chairs, and a fire pit.
The Chequit
9.2
Wonderful
68 reviews
View
Front of property – evening/night
Shelter Island House
8.4
Very good
66 reviews
View
A two-story house with a balcony, outdoor seating area, and a variety of plants.
Zey Hotel
9.2
Wonderful
425 reviews
View
A lakeside patio with outdoor seating and a view of the water.
Silver Sands Motel & Beach Bungalows
10.0
Exceptional
174 reviews
View
A waterfront property with a large house, multiple boats docked, and lush greenery.
Sag Harbor Inn
9.4
Exceptional
678 reviews
View

Top Shelter Island Whale's Tail Hotel Reviews

North Fork Resort

North Fork Resort

10/10 Excellent
"Lovely upscale campsite with cabins and tiny homes. We stayed in both a cabin and a tiny home and it was comfortable, elegant and the perfect size for our family. Lots to do onsite from checkers, chess in the yard, a pool, arcade and outdoor theater. Check in and out was super easy. Cannot recommend enough!"
Anonymous traveller 3-night trip
Posted 8 hours ago
North Fork Resort
Sound View Greenport

Sound View Greenport

8/10 Good
"There is no room to put anything in the bathroom. If u want lunch you have to leave the property. No food is available until 5. After a 3 and a half hour trip The last thing I wanted to do was get into the car again"
Angela 1-night trip
Posted 17 hours ago
Sound View Greenport
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

10/10 Excellent
"Unique and beautiful property"
Ronald 1-night trip
Posted 6 days ago
Silver Sands Motel & Beach Bungalows
House on Chase Creek

House on Chase Creek

10/10 Excellent
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
Tracey 1-night trip
Posted 12 days ago
House on Chase Creek
American Beech Hotel

American Beech Hotel

10/10 Excellent
"Fun picnic breakfast left at the door at 9am"
Peter 1-night trip
Posted 1 month ago
American Beech Hotel
Stirling House Bed & Breakfast

Stirling House Bed & Breakfast

10/10 Excellent
"Clean room, breakfasts were delightful and great location."
James 4-night trip
Posted 2 months ago
Stirling House Bed & Breakfast

Other attractions near Shelter Island Whale's Tail

Wades Beach

10.0/10 (1 review)
Why not spend a care-free afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.
See properties

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.
See properties

Shelter Island Historical Society

8.0/10 (1 review)
You can spend time browsing the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.
See properties

Havens House

You can spend an afternoon studying the exhibits at Havens House during your travels in Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.
See properties

Gardiner's Bay Country Club

Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.
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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?
See properties

Mashomack Preserve

Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.
See properties

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.
See properties

Frequently asked questions

What's the area like around Shelter Island Whale's Tail?
Shelter Island Whale's Tail is located in an area of Shelter Island that travellers like for its island views and beaches. If you're looking for a convenient place to stay, take a look at the 21 hotels and other accommodation options you'll find within a mile.
What's the best hotel to stay near Shelter Island Whale's Tail?
The Chequit is one of the top choices for your stay based on our traveller data, and this hotel offers a restaurant and free parking. It's located 1.3 mi (2.1 km) from Shelter Island Whale's Tail. Other good options within 5 miles include Zey Hotel and Sound View Greenport.
How many hotels are there near Shelter Island Whale's Tail?
Expedia has 21 hotels and other accommodation options within a mile from Shelter Island Whale's Tail.
If I need to cancel the hotel reservation for my stay near Shelter Island Whale's Tail, will I receive a refund?
Yes! Most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within a 24-hour period of your booking. Add dates, click "Search", then you can use the "fully refundable" filter to view the top deals on offer near Shelter Island Whale's Tail.
What can I see and do near Shelter Island Whale's Tail?
You might want to spend some time browsing the exhibits at East End Seaport Maritime Museum, Railroad Museum of Long Island or Havens House. Sights like Greenport Carousel and Sylvester Manor highlight some of the local culture. Dip your toes in the water at Sunset Beach, 67 Steps Beach and Wades Beach.