Hotels near Shelter Island Whale's Tail

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Dec 21 - Dec 22
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Dec 22 - Dec 23
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Dec 26 - Dec 28
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Jan 2 - Jan 4

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Our top choices for Shelter Island Whale's Tail hotels

Beach bar
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
4.2 km from Shelter Island Whale's Tail
9.8 out of 10, Exceptional, (142)
"Great get away "
United States
Charles
Silver Sands Motel & Beach Bungalows
View from room
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
3.8 km from Shelter Island Whale's Tail
8.8 out of 10, Excellent, (548)
"Awesome stay!!! Great Location "
United States
Bryan
The price is P7,875
P11,871 total
includes taxes & fees
Dec 22 - Dec 23
The Harbor Front Inn
Property entrance
The Menhaden

The Menhaden

The Menhaden
3.5 star property
3.8 km from Shelter Island Whale's Tail
9.6 out of 10, Exceptional, (171)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is P14,425
P18,830 total
includes taxes & fees
Dec 24 - Dec 25
The Menhaden
Exterior
Zey Hotel

Zey Hotel

Zey Hotel
3.5 star property
3.9 km from Shelter Island Whale's Tail
9.2 out of 10, Wonderful, (290)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
Premium bedding, down comforters, individually decorated
The Shoals Suites and Slips

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
6 km from Shelter Island Whale's Tail
9.4 out of 10, Exceptional, (230)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is P10,892
P12,444 total
includes taxes & fees
Dec 22 - Dec 23
The Shoals Suites and Slips
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
5.9 km from Shelter Island Whale's Tail
8.6 out of 10, Excellent, (599)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is P9,349
P13,555 total
includes taxes & fees
Dec 22 - Dec 23
Sound View Greenport
Exterior
American Beech Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
3.8 km from Shelter Island Whale's Tail
8.8 out of 10, Excellent, (195)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is P10,511
P14,358 total
includes taxes & fees
Dec 22 - Dec 23
American Beech Hotel
Interior entrance
Vine & Sand

Vine & Sand

Vine & Sand
3.0 star property
9.7 km from Shelter Island Whale's Tail
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
Aerial view
East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
4.0 star property
14.7 km from Shelter Island Whale's Tail
9.6 out of 10, Exceptional, (65)
"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. "
United States
Dan
The price is P23,083
P26,372 total
includes taxes & fees
Dec 22 - Dec 23
East Hampton Art House Bed & Breakfast
Exterior
The Sagaponack

The Sagaponack

The Sagaponack
3.0 star property
15.8 km from Shelter Island Whale's Tail
8.8 out of 10, Excellent, (215)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is P8,932
P12,553 total
includes taxes & fees
Dec 22 - Dec 23
The Sagaponack
Garden
The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
17.7 km from Shelter Island Whale's Tail
9.8 out of 10, Exceptional, (161)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is P16,222
P22,176 total
includes taxes & fees
Dec 22 - Dec 23
The 1770 House Restaurant & Inn
Beach nearby, white sand, sun loungers, beach umbrellas
The Roundtree, Amagansett

The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
19.5 km from Shelter Island Whale's Tail
10.0 out of 10, Exceptional, (91)
"Located right in the center of town, the grounds on this property are wonderful with clean and comfortable suites. The staff are engaging and sweet. And the late night cookies are a sweet touch."
United States
adam
The price is P34,903
P41,870 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Roundtree, Amagansett
Garden
The Huntting Inn

The Huntting Inn

The Huntting Inn
3.5 star property
17.7 km from Shelter Island Whale's Tail
9.0 out of 10, Wonderful, (104)
"Staff and management was very welcoming!"
United States
Sanailer
The price is P22,461
P26,249 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Huntting Inn
Exterior
Journey East Hampton

Journey East Hampton

Journey East Hampton
4.0 star property
18.8 km from Shelter Island Whale's Tail
9.0 out of 10, Wonderful, (160)
"We were able to access many beaches with the beach pass that came with the stay. That was the main reason we wanted to stay there. The rooms were very nice, spacious and comfortable. "
United States
Sarah
Journey East Hampton
Garden
The Maidstone

The Maidstone

The Maidstone
4.0 star property
17.8 km from Shelter Island Whale's Tail
8.0 out of 10, Very Good, (150)
"We had a wonderful stay "
United States
Sabrina
The price is P14,725
P16,823 total
includes taxes & fees
Dec 22 - Dec 23
The Maidstone
Seasonal outdoor pool
Head of Pond House

Head of Pond House

Head of Pond House
3.0 star property
18 km from Shelter Island Whale's Tail
10.0 out of 10, Exceptional, (3)
"Beautiful place with a very kind host. Highly recommend this place!"
United States
Michèle
The price is P29,067
P33,210 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Head of Pond House
Exterior
Wainscott Woods Retreat

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
15.8 km from Shelter Island Whale's Tail
7.0 out of 10, Good, (9)
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is P20,859
P23,832 total
includes taxes & fees
Dec 22 - Dec 23
Wainscott Woods Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Shelter Island Whale's Tail Hotel Reviews

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Yes"
Ray 1-night trip
Posted 13 days ago
The Harbor Front Inn

Hotels near other Shelter Island Whale's Tail attractions

Wades Beach

Why not spend a carefree afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.
See properties

Sylvester Manor

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

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 travelers like for its island views and beaches. If you're looking for a convenient place to stay, check out the 22 hotels and other accommodations you'll find within a mile.
Where is the best place to stay near Shelter Island Whale's Tail?
The Harbor Front Inn is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a 24-hour fitness center. It's located 2.3 mi (3.8 km) from Shelter Island Whale's Tail. Other good options within 5 miles include Sound View Greenport and The Chequit.
How many hotels are there near Shelter Island Whale's Tail?
Expedia has 22 hotels and other accommodations 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, you'll find most hotel bookings are fully refundable if cancelled 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, it may still be possible to cancel it and get a refund within 24 hours of your booking. Add your dates and click on "Search", then you can use the "fully refundable" filter to get the best deals available 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 Railroad Museum of Long Island, East End Seaport Maritime Museum, 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.