Hotels near Shelter Island Whale's Tail

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31 Dec - 1 Jan
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1 Jan - 2 Jan
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2 Jan - 4 Jan
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9 Jan - 11 Jan

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Our top choices for Shelter Island Whale's Tail hotels

View from property
House on Chase Creek

House on Chase Creek

House on Chase Creek
2.5 star property
1.9 km from Shelter Island Whale's Tail
9.4 out of 10, Exceptional, (79)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is RM422
RM482 total
includes taxes & fees
6 Jan - 7 Jan 2026
House on Chase Creek
Exterior
The Rams Head Inn

The Rams Head Inn

The Rams Head Inn
4.0 star property
3.2 km from Shelter Island Whale's Tail
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
United States
Lana
The Rams Head Inn
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, (555)
"Room and staff were amazing. "
United States
Manuel
The price is RM566
RM748 total
includes taxes & fees
14 Jan - 15 Jan 2026
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, (172)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is RM1,089
RM1,406 total
includes taxes & fees
14 Jan - 15 Jan 2026
The Menhaden
Premium bedding, down duvets, 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, (232)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is RM751
RM858 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Shoals Suites and Slips
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, (292)
"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
Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
5.9 km from Shelter Island Whale's Tail
8.4 out of 10, Very good, (601)
"Great view but a gas station has a better breakfast. "
United States
Michael
The price is RM644
RM838 total
includes taxes & fees
1 Jan - 2 Jan 2026
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 RM1,008
RM1,314 total
includes taxes & fees
2 Jan - 3 Jan 2026
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
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, (218)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is RM652
RM907 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Sagaponack
Outdoor wedding area
Bridgehampton Inn

Bridgehampton Inn

Bridgehampton Inn
3.5 star property
15.9 km from Shelter Island Whale's Tail
9.4 out of 10, Exceptional, (218)
"Great place!!!"
United States
Leslie
The price is RM1,210
RM1,383 total
includes taxes & fees
1 Jan - 2 Jan 2026
Bridgehampton Inn
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 RM1,015
RM1,388 total
includes taxes & fees
5 Jan - 6 Jan 2026
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 RM2,406
RM2,887 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Roundtree, Amagansett
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 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 RM1,548
RM1,810 total
includes taxes & fees
14 Jan - 15 Jan 2026
The Huntting Inn
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 RM1,135
RM1,297 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Maidstone
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 RM3,855
RM4,404 total
includes taxes & fees
3 Jan - 4 Jan 2026
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
"Great check in experience. Very nice room"
Christopher 2-night trip
Posted 4 days ago
The Harbor Front Inn

Hotels near other Shelter Island Whale's Tail attractions

Wades Beach

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

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 travellers like for its island views and beaches. If you're looking for a convenient place to stay, take a look at the 22 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 Harbor Front Inn is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and a 24-hour fitness centre. It's located 2.3 mi (3.8 km) from Shelter Island Whale's Tail. Other good options within 5 miles include House on Chase Creek and The Chequit.
How many hotels are there near Shelter Island Whale's Tail?
Expedia has 22 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 Railroad Museum of Long Island, Havens House or East End Seaport Maritime Museum. 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.