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Check prices for these dates

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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Our top choices for Shelter Island Whale's Tail hotels

A serene landscape with a calm body of water reflecting trees with autumn foliage.
A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.
A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.
A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.

1. House on Chase Creek

House on Chase Creek
1.9 km from Shelter Island Whale's Tail
United States
Tracey
Rp3.308.994
Rp3.780.480 total
includes taxes & fees
2 Nov - 3 Nov
House on Chase Creek
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 modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.

2. The Chequit

The Chequit
2.1 km from Shelter Island Whale's Tail
United States
Patrick
Rp3.206.427
Rp3.663.344 total
includes taxes & fees
1 Nov - 2 Nov
The Chequit
Front of property – evening/night
Property amenity
Property amenity
Terrace/patio

3. Shelter Island House

Shelter Island House
2.4 km from Shelter Island Whale's Tail
United States
Dorothy
Rp3.602.375
Rp4.115.568 total
includes taxes & fees
18 Oct - 19 Oct
Shelter Island House
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 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.
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
Rp5.012.840
Rp5.727.170 total
includes taxes & fees
1 Nov - 2 Nov
Silver Sands Motel & Beach Bungalows
An outdoor dining area with trees and tables under string lights.
A white house with a sign reading "The 1770 House Restaurant & Inn."
A garden pathway leading to a white picket fence and a building with an American flag.
A restaurant with wooden beams, tables with white tablecloths, and a bar area.

5. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
17.7 km from Shelter Island Whale's Tail
United States
Lisa
Rp8.028.150
Rp10.975.027 total
includes taxes & fees
26 Oct - 27 Oct
The 1770 House Restaurant & Inn
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 bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.
A modern living room with a grey sofa, black and white patterned rug, and a coffee table.

6. The Menhaden

The Menhaden
3.8 km from Shelter Island Whale's Tail
United States
Daniel
Rp6.185.666
Rp7.783.329 total
includes taxes & fees
15 Nov - 16 Nov
The Menhaden
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 spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A hotel lobby with a sofa, chairs, tables, and a large window.

7. Sag Harbor Inn

Sag Harbor Inn
8.8 km from Shelter Island Whale's Tail
United States
Terri
Rp3.920.100
Rp4.478.715 total
includes taxes & fees
9 Nov - 10 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.

8. North Fork Resort

North Fork Resort
5.1 km from Shelter Island Whale's Tail
United States
Harold
Rp4.881.330
Rp5.576.920 total
includes taxes & fees
25 Oct - 26 Oct
North Fork Resort
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 house with a gravel driveway, a child holding an adult's hand, and a lamp post.
A two-story house with a front porch, a white picket fence, and a sign that reads "The Roundtree."

9. The Roundtree, Amagansett

The Roundtree, Amagansett
19.5 km from Shelter Island Whale's Tail
United States
Dwight
Rp10.639.317
Rp12.763.124 total
includes taxes & fees
1 Nov - 2 Nov
The Roundtree, Amagansett
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 modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.
A storefront with a sign reading "THE SHOALS".

10. The Shoals Suites and Slips

The Shoals Suites and Slips
6 km from Shelter Island Whale's Tail
United States
Masayo
Rp3.320.827
Rp4.241.620 total
includes taxes & fees
1 Nov - 2 Nov
The Shoals Suites and Slips
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 person riding a bicycle with a basket on a road.
A dining area with a table set for two, wicker chairs, a painting of sailboats, and a wooden ceiling with a grid pattern.

11. The Hedges Inn

The Hedges Inn
18 km from Shelter Island Whale's Tail
United States
Lauren
Rp6.427.890
Rp8.399.933 total
includes taxes & fees
18 Oct - 19 Oct
The Hedges Inn
A two-story house with a balcony, outdoor seating area, and a variety of plants.
A bar area with stools, a shelf with glasses, and decorative plants.
A bathroom with a bathtub, green tiled walls, and windows with white blinds.
A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.

12. Zey Hotel

Zey Hotel
3.9 km from Shelter Island Whale's Tail
United States
Renee
Rp3.262.275
Rp3.727.150 total
includes taxes & fees
20 Oct - 21 Oct
Zey Hotel
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.
A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.
A large, modern house with a swimming pool, surrounded by lush greenery and trees.
A sliding glass door leading to an outdoor area with a pool and a wooden deck.

13. East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
14.7 km from Shelter Island Whale's Tail
United States
IVAN
Rp8.096.170
Rp9.250.004 total
includes taxes & fees
2 Nov - 3 Nov
East Hampton Art House Bed & Breakfast
A dining area with a fireplace, bookshelves, and a view of the bar area.
A two-story building with a brick pathway leading to the entrance.
A bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.
A room with two armchairs, a small table with a vase of flowers, and a patterned rug.

14. Bridgehampton Inn

Bridgehampton Inn
15.9 km from Shelter Island Whale's Tail
United States
Leslie
Rp5.352.100
Rp6.114.819 total
includes taxes & fees
27 Oct - 28 Oct
Bridgehampton Inn
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.
A dining area with a round table, chairs, a vase, and a painting on the wall.
A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.

15. Oyster Estate

Oyster Estate
3.9 km from Shelter Island Whale's Tail
United States
Allison
Rp4.027.500
Rp5.074.516 total
includes taxes & fees
25 Oct - 26 Oct
Oyster Estate
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.

16. Journey East Hampton

Journey East Hampton
18.8 km from Shelter Island Whale's Tail
United States
Erika
Rp4.430.993
Rp5.568.707 total
includes taxes & fees
3 Nov - 4 Nov
Journey East Hampton
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
Beach

17. A Room At The Beach

A Room At The Beach
15.5 km from Shelter Island Whale's Tail
United States
Samantha
Rp5.300.190
Rp6.055.391 total
includes taxes & fees
25 Oct - 26 Oct
A Room At The Beach
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A child playing with a colorful kite in a grassy field.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A swimming pool with a wooden deck, lounge chairs, and a fence.

18. The Harbor Front Inn

The Harbor Front Inn
3.8 km from Shelter Island Whale's Tail
United States
Antrii
Rp3.204.100
Rp4.171.909 total
includes taxes & fees
9 Nov - 10 Nov
The Harbor Front Inn
Living area
Room
Reception
Room

19. East Hampton House Resort

East Hampton House Resort
18.3 km from Shelter Island Whale's Tail
United States
Tina
Rp2.841.027
Rp3.732.776 total
includes taxes & fees
10 Nov - 11 Nov
East Hampton House Resort
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 hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.

20. Faraway Sag Harbor

Faraway Sag Harbor
8.9 km from Shelter Island Whale's Tail
United States
Thomas
Rp6.767.334
Rp8.504.910 total
includes taxes & fees
8 Nov - 9 Nov
Faraway Sag Harbor
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
A serene landscape with a calm body of water reflecting trees with autumn foliage.
House on Chase Creek
9.4
Exceptional
87 reviews
View
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 lakeside patio with outdoor seating and a view of the water.
Silver Sands Motel & Beach Bungalows
10.0
Exceptional
177 reviews
View
An outdoor dining area with trees and tables under string lights.
The 1770 House Restaurant & Inn
9.8
Exceptional
172 reviews
View

Top Shelter Island Whale's Tail Hotel Reviews

Zey Hotel

Zey Hotel

10/10 Excellent
"The staff particularly James were over the top accommodating!!"
William 2-night trip
Posted 10 hours ago
Zey Hotel
Sound View Greenport

Sound View Greenport

10/10 Excellent
"The breakfast could have had a better choice."
Allen 1-night trip
Posted 2 days ago
Sound View Greenport
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

10/10 Excellent
"Came here for a sisters trip. We had the best time! The hotel staff was so friendly and genuinely helpful. The onsite restaurant, The Boathouse, was a delicious stop for our first night. The grounds are so pretty. They really did an amazing job renovating the property. The room temperature wasn’t the best as there didn’t seem to have working AC. As much as we loved everything, next time I would request a room other than #12 because it’s sandwiched in between Nookies restaurant and a busy corridor. Small inconvenience for an otherwise perfect weekend."
Jolene 2-night trip
Posted 3 days ago
Silver Sands Motel & Beach Bungalows
The Menhaden

The Menhaden

10/10 Excellent
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
Daniel 3-night trip
Posted 4 days ago
The Menhaden
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 2 weeks 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.
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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 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.