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Check prices for these dates

Tonight
6 Sept - 7 Sept
Tomorrow
7 Sept - 8 Sept
Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept

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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 large, white building with multiple windows and a prominent tree in the foreground.
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.
A staircase with wooden balusters and a white wall.

1. The Chequit

The Chequit
2.1 km from Shelter Island Whale's Tail
United States
Kristin
₹18,191
₹20,783 total
includes taxes & fees
4 Oct - 5 Oct
The Chequit

2. Shelter Island House

Shelter Island House
2.4 km from Shelter Island Whale's Tail
United States
Dorothy
₹19,017
₹21,726 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 backyard with a large chessboard, outdoor furniture, and a house.
A large, light blue two-story house with a steep roof, surrounded by greenery and a gravel driveway.
A living room with a beige sofa, a coffee table, and a dining table set with plates and glasses.

3. West Neck Guesthouse

West Neck Guesthouse
2 km from Shelter Island Whale's Tail
United States
Allie
₹29,624
₹33,846 total
includes taxes & fees
7 Sept - 8 Sept
West Neck Guesthouse
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.
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.

4. The Shoals Suites and Slips

The Shoals Suites and Slips
6 km from Shelter Island Whale's Tail
United States
Melissa
₹19,071
₹24,152 total
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips
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.

5. The Menhaden

The Menhaden
3.8 km from Shelter Island Whale's Tail
United States
Lisa
₹37,337
₹46,437 total
includes taxes & fees
13 Sept - 14 Sept
The Menhaden
An outdoor dining area with trees and tables under string lights.
A living room with a fireplace, a television mounted above it, and a dining area in the background.
A restaurant with wooden beams, tables with white tablecloths, and a bar area.
A garden pathway leading to a white picket fence and a building with an American flag.

6. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
17.7 km from Shelter Island Whale's Tail
United States
Lisa
₹46,184
₹63,137 total
includes taxes & fees
21 Sept - 22 Sept
The 1770 House Restaurant & Inn
A beach with waves gently lapping onto the shore.
A patio with four wicker chairs arranged around a round table with a fire pit in the center, set in a grassy outdoor area with trees and a fence in the background.
A modern bedroom with a bed, a desk with a chair, a television, and a large mirror.
A two-story house with a front porch, a white picket fence, and a sign that reads "The Roundtree."

7. The Roundtree, Amagansett

The Roundtree, Amagansett
19.5 km from Shelter Island Whale's Tail
United States
Ryan
₹65,606
₹78,702 total
includes taxes & fees
1 Oct - 2 Oct
The Roundtree, Amagansett
A waterfront property with a large house, multiple boats docked, and lush greenery.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
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.

8. Sag Harbor Inn

Sag Harbor Inn
8.8 km from Shelter Island Whale's Tail
United States
Loretta
₹30,616
₹34,979 total
includes taxes & fees
4 Oct - 5 Oct
Sag Harbor Inn
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.
A residential area with houses, a wooden deck, and a garden with pink flowers.
A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.
A sliding glass door leading to an outdoor deck with a view of a swimming pool and greenery.

9. East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
14.7 km from Shelter Island Whale's Tail
United States
IVAN
₹64,703
₹73,923 total
includes taxes & fees
28 Sept - 29 Sept
East Hampton Art House Bed & Breakfast
A two-story house with a balcony, outdoor seating area, and a variety of plants.
A bathroom with a bathtub, green tiled walls, and windows with white blinds.
A restaurant with a signboard listing its hours of operation.
A bar area with stools, a shelf with glasses, and decorative plants.

10. Zey Hotel

Zey Hotel
3.9 km from Shelter Island Whale's Tail
United States
Renee
₹15,946
₹18,218 total
includes taxes & fees
15 Sept - 16 Sept
Zey Hotel
A beach chair with a striped cushion and a bag with a floral design.
A room with a bookshelf, a chair, a lamp, and a wall mural depicting a beach scene.
A dining area with a table set for two, wicker chairs, a painting of sailboats, and a wooden ceiling with a grid pattern.
A person riding a bicycle with a basket on a road.

11. The Hedges Inn

The Hedges Inn
18 km from Shelter Island Whale's Tail
United States
Lauren
₹50,942
₹63,777 total
includes taxes & fees
8 Sept - 9 Sept
The Hedges Inn
A poolside area with lounge chairs and yellow umbrellas.
A cozy interior with a bar area, seating, and a fireplace.
A cozy living room with a wooden floor, a round dining table, a sofa, and a bookshelf.
A cozy interior with a wooden bench, a sofa, and a bar area.

12. Oyster Estate

Oyster Estate
3.9 km from Shelter Island Whale's Tail
United States
Jenny
₹29,906
₹37,680 total
includes taxes & fees
5 Oct - 6 Oct
Oyster Estate
A dining area with a fireplace, bookshelves, and a view of the bar area.
A room with two armchairs, a small table with a vase of flowers, and a patterned rug.
A two-story building with a brick pathway leading to the entrance.
An outdoor wedding setup with white chairs, a table with floral arrangements, and a white canopy.

13. Bridgehampton Inn

Bridgehampton Inn
15.9 km from Shelter Island Whale's Tail
United States
Leslie
₹28,254
₹32,280 total
includes taxes & fees
1 Oct - 2 Oct
Bridgehampton Inn
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.
A pool area with lounge chairs and an umbrella, surrounded by lush greenery.
A living room with a fireplace, two sofas, a coffee table, and a chair.

14. Journey East Hampton

Journey East Hampton
18.8 km from Shelter Island Whale's Tail
United States
NAKUL
₹29,317
₹36,844 total
includes taxes & fees
5 Oct - 6 Oct
Journey East Hampton
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.

15. A Room At The Beach

A Room At The Beach
15.5 km from Shelter Island Whale's Tail
United States
Barbara
₹31,089
₹35,519 total
includes taxes & fees
4 Oct - 5 Oct
A Room At The Beach

16. Cliffside Resort Condominiums

Cliffside Resort Condominiums
5.5 km from Shelter Island Whale's Tail
United States
Christine
₹27,580
₹39,935 total
includes taxes & fees
27 Sept - 28 Sept
Cliffside Resort Condominiums
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.
A reception desk with a white backdrop, surrounded by various plants and a modern pendant light.

17. American Beech Hotel

American Beech Hotel
3.8 km from Shelter Island Whale's Tail
United States
Mary
₹29,369
₹37,334 total
includes taxes & fees
7 Sept - 8 Sept
American Beech Hotel
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A residential area with a large building, a swimming pool, and a dock extending into a body of water.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

18. The Harbor Front Inn

The Harbor Front Inn
3.8 km from Shelter Island Whale's Tail
United States
Michael
₹22,858
₹28,814 total
includes taxes & fees
4 Oct - 5 Oct
The Harbor Front Inn
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 cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.
A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

19. Faraway Sag Harbor

Faraway Sag Harbor
8.9 km from Shelter Island Whale's Tail
United States
Joseph
₹49,752
₹62,525 total
includes taxes & fees
5 Oct - 6 Oct
Faraway Sag Harbor

20. East Hampton House Resort

East Hampton House Resort
18.3 km from Shelter Island Whale's Tail
Canada
Suzette
₹23,388
₹29,290 total
includes taxes & fees
28 Sept - 29 Sept
East Hampton House Resort
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
55 reviews
View
Shelter Island House
8.4
Very good
66 reviews
View
A bedroom with a bed, bedside tables, a lamp, a window, and a door.
West Neck Guesthouse
8.2
Very good
46 reviews
View
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
The Shoals Suites and Slips
9.4
Exceptional
334 reviews
View
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.
The Menhaden
9.6
Exceptional
191 reviews
View

Top Shelter Island Whale's Tail Hotel Reviews

Zey Hotel

Zey Hotel

10/10 Excellent
"The manager, James was so helpful during our stay. We loved that there was parking and a lovely home base during our getaway in Greenport. We loved the Zen feel, garden and lounge where we could read and relax during our stay. Our room was cozy and cool!"
Victoria 2-night trip
Posted 16 hours ago
Zey Hotel
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

10/10 Excellent
"amazing. and David was so helpful from before we arrived until we drove away. Perfection."
Leslie 3-night trip
Posted 2 days ago
Silver Sands Motel & Beach Bungalows
North Fork Resort

North Fork Resort

8/10 Good
"My sisters and I booked a 2 bedroom cottage for a long weekend around Greenport. The listing said it was a 2 bedroom with queen beds but when I arrived I realized one room was only a full so one of us had to sleep on the pull out couch for us all to be comfortable. You also definitely need a car. It’s a 45 min walk from the train station so if you’re coming from the city it’s not a convenient location and it’s off a busy road. The cottage did have lots of kitchen amenities and a grill which is great if you’re looking for some easy meals. The shower’s water pressure was great and the air conditioning was effective. Unfortunately you can’t open any windows because there are no screens in the windows and the area is buggy. Overall, the place was nice but the rooms are smaller than I expected and you’re far from everything (even the main reception and pool)"
Katherine 2-night trip
Posted 4 days ago
North Fork Resort
Stirling House Bed & Breakfast

Stirling House Bed & Breakfast

10/10 Excellent
"Clean room, breakfasts were delightful and great location."
James 4-night trip
Posted 11 days ago
Stirling House Bed & Breakfast
Oyster Estate

Oyster Estate

10/10 Excellent
"Staff looked tired,"
Eduardo 2-night trip
Posted 9 months ago
Oyster Estate

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.
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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.
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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?
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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 20 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 Sound View Greenport and West Neck Guesthouse.
How many hotels are there near Shelter Island Whale's Tail?
Expedia has 20 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 Crescent Beach.