Hotels closest to Shelter Island Whale's Tail in Shelter Island

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Our top choices for Shelter Island Whale's Tail hotels

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 hallway with a fireplace, a large window, and a built-in shelving unit.

1. Sag Harbor Inn

8.8 km from Shelter Island Whale's Tail

Terri

€222

includes taxes & fees

1 Nov - 2 Nov

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.

2. A Room At The Beach

15.5 km from Shelter Island Whale's Tail

"I absolutely loved my stay at **A Room at the Beach** in Bridgehampton. Every detail of the property feels thoughtfully designed, creating an atmosphere that is both elegant and incredibly relaxing. The rooms are stylish, comfortable, and well appointed. They strike the perfect balance between luxury and warmth. What really sets this property apart, though, are the charming grounds. They've created gathering spaces that invite you to pause, read, enjoy a morning coffee, and take in the...

Barbara

€301

includes taxes & fees

5 Oct - 6 Oct

A pool area with umbrellas, potted plants, and a pathway leading to a building.

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.

A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.

3. Faraway Sag Harbor

8.9 km from Shelter Island Whale's Tail

Miguel

€457

includes taxes & fees

2 Nov - 3 Nov

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 large, modern house with a swimming pool, surrounded by lush greenery and trees.

A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.

4. East Hampton Art House Bed & Breakfast

14.7 km from Shelter Island Whale's Tail

IVAN

€459

includes taxes & fees

2 Nov - 3 Nov

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 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.

5. Journey East Hampton

18.8 km from Shelter Island Whale's Tail

NAKUL

€261

includes taxes & fees

18 Oct - 19 Oct

A beach with a lifeguard tower, sandy dunes, and the ocean.

A bar area with wooden bar stools, a television screen, and shelves of bottles and glasses.

A large white building with green shutters, surrounded by lush greenery and hydrangea flowers.

A large, white building with a green awning, surrounded by well-maintained lawns and colorful flower beds.

6. The Huntting Inn

17.7 km from Shelter Island Whale's Tail

Josie

€373

includes taxes & fees

2 Nov - 3 Nov

A beach with waves gently lapping onto the shore.

A two-story house with a front porch, a white picket fence, and a sign that reads "The Roundtree."

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.

7. The Roundtree, Amagansett

19.5 km from Shelter Island Whale's Tail

Ryan

€634

includes taxes & fees

1 Nov - 2 Nov

8. Cliffside Resort Condominiums

5.5 km from Shelter Island Whale's Tail

Christine

€270

includes taxes & fees

1 Nov - 2 Nov

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 spacious room with large windows, a wooden bench, yoga mats, and a door leading to a balcony with a view of the sea.

A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.

9. Sound View Greenport

5.9 km from Shelter Island Whale's Tail

Irene

€220

includes taxes & fees

2 Nov - 3 Nov

A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

A reception desk with a sign that reads 'The Harbor Front Inn.' There are potted plants and a lamp on the desk.

A swimming pool with a wooden deck, lounge chairs, and a fence.

A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

10. The Harbor Front Inn

3.8 km from Shelter Island Whale's Tail

Jordan

€189

includes taxes & fees

1 Nov - 2 Nov

A beach chair with a striped cushion and a bag with a floral design.

A person riding a bicycle with a basket on a road.

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.

11. The Hedges Inn

18 km from Shelter Island Whale's Tail

Lauren

€508

includes taxes & fees

4 Oct - 5 Oct

A spacious bedroom with a large bed, a sitting area with a sofa, a chair, and a small ottoman. There are two windows with curtains, a fireplace, and a flat-screen TV mounted on the wall.

A living room with a sofa, a small table, a vintage refrigerator, and a large window with curtains.

A room with a wicker sofa, a large potted plant, and a window with blinds.

A kitchen with a central island, two wicker chairs, and a bar area with glasses.

12. The Maidstone

17.8 km from Shelter Island Whale's Tail

Steven

€271

includes taxes & fees

26 Oct - 27 Oct

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Compare popular hotels close to Shelter Island Whale's Tail

Property	Property class	Guest rating
Sag Harbor Inn	9.4 Exceptional 671 reviews	View
A Room At The Beach	9.2 Wonderful 102 reviews	View
Faraway Sag Harbor	9.0 Wonderful 310 reviews	View
East Hampton Art House Bed & Breakfast	9.6 Exceptional 65 reviews	View
Journey East Hampton	9.2 Wonderful 206 reviews	View

Top Shelter Island Whale's Tail Hotel Reviews

Zey Hotel

10/10 Excellent

"Our stay was impressive. We hadn't expected how comfortable and roomy the suite was. The whirlpool bath was like a small swimming pool and the room was large enough to have a party."

Silver Sands Motel & Beach Bungalows

10/10 Excellent

"Property was well maintained and the rooms were so thought out from there coffee pot to the slippers and bathrobes!!! Staff was very courteous. Nookies was a great place to have breakfast and there freshly made donuts are so tasty and delicious. I highly recommend staying there for a the beautiful views and the quiet rooms. Well go again"

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!!"

The Harbor Front Inn

10/10 Excellent

"The hotel was just what we expected, cozy and comfortable and nestled right into central Greenport. Close to everything, dinner spots just steps away. Will definitely return."

Cozy Shelter Island Cottage, walk to beaches and Mashomack Preserve

10/10 Excellent

"Went to Shelter Island for a family wedding. Of course that was the weekend of a Nor'easter. Had a great time despite the weather. The house worked out perfectly. Very clean and comfortable. Had everything you need. Easy communication with owner. Would rent it again and enjoy the offerings of the Island when better weather."

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."

Oyster Estate

10/10 Excellent

"Newly renovated. Place looks great."

Work and Play Special! Extended Stay Discount

10/10 Excellent

"Everything was as advertised."

Resort Style Home- Family Friendly

10/10 Excellent

"Great location and host was very easy to communicate with!"

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.

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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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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.

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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.

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.

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Shelter Island Hotel Guide - Shelter Island Whale's Tail hotels in Shelter Island, United States of America.

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Shelter Island Whale's Tail hotels

1. Sag Harbor Inn

2. A Room At The Beach

3. Faraway Sag Harbor

4. East Hampton Art House Bed & Breakfast

5. Journey East Hampton

6. The Huntting Inn

7. The Roundtree, Amagansett

8. Cliffside Resort Condominiums

9. Sound View Greenport

10. The Harbor Front Inn

11. The Hedges Inn

12. The Maidstone

Compare popular hotels close to Shelter Island Whale's Tail

Top Shelter Island Whale's Tail Hotel Reviews

Zey Hotel

Silver Sands Motel & Beach Bungalows

House on Chase Creek

The Harbor Front Inn

Cozy Shelter Island Cottage, walk to beaches and Mashomack Preserve

The Chequit

Oyster Estate

Work and Play Special! Extended Stay Discount

Resort Style Home- Family Friendly

Other attractions near Shelter Island Whale's Tail

Wades Beach

Sylvester Manor

Shelter Island Historical Society

Havens House

Gardiner's Bay Country Club

Menhadden Lane Beach

Mashomack Preserve

Shelter Island Country Club

Frequently asked questions

Explore a world of travel with Expedia