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11 Sept - 13 Sept Our top choices for Shelter Island Whale's Tail hotels




1. The Chequit
The Chequit1.3 mi from Shelter Island Whale's Tail
Kathleen
£161
includes taxes & fees
4 Oct - 5 Oct




2. House on Chase Creek
House on Chase Creek1.2 mi from Shelter Island Whale's Tail
Calvin
£208
includes taxes & fees
9 Sept - 10 Sept




3. Shelter Island House
Shelter Island House1.5 mi from Shelter Island Whale's Tail
Dorothy
£171
includes taxes & fees
4 Oct - 5 Oct




4. West Neck Guesthouse
West Neck Guesthouse1.2 mi from Shelter Island Whale's Tail
Allie
£265
includes taxes & fees
7 Sept - 8 Sept




5. The Menhaden
The Menhaden2.4 mi from Shelter Island Whale's Tail
Lisa
£401
includes taxes & fees
7 Sept - 8 Sept




6. Zey Hotel
Zey Hotel2.4 mi from Shelter Island Whale's Tail
shaun
£143
includes taxes & fees
7 Sept - 8 Sept




7. Sag Harbor Inn
Sag Harbor Inn5.5 mi from Shelter Island Whale's Tail
Loretta
£275
includes taxes & fees
4 Oct - 5 Oct




8. North Fork Resort
North Fork Resort3.2 mi from Shelter Island Whale's Tail
Lisa
£257
includes taxes & fees
7 Sept - 8 Sept




9. The 1770 House Restaurant & Inn
The 1770 House Restaurant & Inn11 mi from Shelter Island Whale's Tail
Lisa
£496
includes taxes & fees
21 Sept - 22 Sept




10. East Hampton Art House Bed & Breakfast
East Hampton Art House Bed & Breakfast9.1 mi from Shelter Island Whale's Tail
IVAN
£579
includes taxes & fees
1 Oct - 2 Oct




11. The Pridwin Hotel
The Pridwin Hotel2.3 mi from Shelter Island Whale's Tail
Anna
£496
includes taxes & fees
7 Sept - 8 Sept




12. The Hedges Inn
The Hedges Inn11.2 mi from Shelter Island Whale's Tail
Lauren
£499
includes taxes & fees
9 Sept - 10 Sept




13. Bridgehampton Inn
Bridgehampton Inn9.9 mi from Shelter Island Whale's Tail
Leslie
£253
includes taxes & fees
1 Oct - 2 Oct




14. Oyster Estate
Oyster Estate2.4 mi from Shelter Island Whale's Tail
Jenny
£334
includes taxes & fees
7 Sept - 8 Sept




15. Journey East Hampton
Journey East Hampton11.7 mi from Shelter Island Whale's Tail
NAKUL
£289
includes taxes & fees
4 Oct - 5 Oct




16. American Beech Hotel
American Beech Hotel2.4 mi from Shelter Island Whale's Tail
Mary
£292
includes taxes & fees
7 Sept - 8 Sept




17. A Room At The Beach
A Room At The Beach9.6 mi from Shelter Island Whale's Tail
Barbara
£279
includes taxes & fees
4 Oct - 5 Oct




18. East Hampton House Resort
East Hampton House Resort11.3 mi from Shelter Island Whale's Tail
Suzette
£230
includes taxes & fees
28 Sept - 29 Sept




19. Cliffside Resort Condominiums
Cliffside Resort Condominiums3.4 mi from Shelter Island Whale's Tail
Christine
£313
includes taxes & fees
27 Sept - 28 Sept




20. Faraway Sag Harbor
Faraway Sag Harbor5.5 mi from Shelter Island Whale's Tail
Joseph
£506
includes taxes & fees
7 Sept - 8 Sept
Compare popular hotels close to Shelter Island Whale's Tail
Property | Property class | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included |
|---|---|---|---|---|---|---|---|
![]() The Chequit | 9.2 Wonderful 54 reviews | View | |||||
![]() House on Chase Creek | 9.4 Exceptional 86 reviews | View | |||||
![]() Shelter Island House | 8.4 Very good 65 reviews | View | |||||
![]() West Neck Guesthouse | 8.2 Very good 46 reviews | View | |||||
![]() The Menhaden | 9.6 Exceptional 190 reviews | View |
Top Shelter Island Whale's Tail Hotel Reviews
Silver Sands Motel & Beach Bungalows
10/10 Excellent
"I love this place"
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)"
The Harbor Front Inn
8/10 Good
"This is the right place if you have young children and dogs. The lobby is stylish but the rooms are just okay.(No real decor,a fridge sitting on an awkward table that would be better off in the closet) Of course, our room was on the parking lot, no view. The breakfast was limited. But the staff was lovely.A family place, not a date place."
Zey Hotel
10/10 Excellent
"Great location, and James is there for your every need! Not posh, but great value and a friendly staff make for a great experience in Greenport!"
Bright and Spacious Summer Home Steps from the Beach
10/10 Excellent
"BEAUTIFUL HOME! perfect for a friends getaway with my dog. Kate's home is spacious and has beautiful views of the water and trees from the front deck, living room, kitchen and some of the bedrooms. The kitchen has high-end appliances with everything you'd need for cooking . Kate also has plenty of beach towels, chairs and umbrellas . The shower was amazing and the beds very comfortable . We particularly enjoyed morning walks on the beach directly across from her home and my friends enjoyed bike rides on the bikes that are at the home. Kate was extremely pleasant, responsive and a pleasure to communicate with. We were so sad to leave her home and can't wait to return next year."
Shelter Island House
10/10 Excellent
"I’m"
Waterfront House With Dock And Private Beach
10/10 Excellent
"Beautiful waterfront view and aShort walk to the beach- perfect Shelter Island getaway!"
Huge Island Getaway Pool Hot Tub Walk To Beach
8/10 Good
"Great island with plenty of good restaurants.The host was extremely friendly and had great and prompt communication.Lovely house based upon the photos. The house was beautiful at one time. It’s tired and in need of some TLC. There were physical signs of water damage that was patched and left as is. Sliding doors do not lock but are held closed with sticks of wood. The main master bath tub was not working and there is mold in shower. Washing machine leaks. The gas stove did not fully work properly. Half of the bbq burners did not work. On the good note there was plenty of room to roam inside and outside. Several dining areas in house. Great house to enjoy. The pool was also lovely and comfortable. All in all it’s a nice rental, but overpriced for its current condition… I do hope the house is repaired and updated as it can be a fun place to stay."
Work and Play Special! Extended Stay Discount
10/10 Excellent
"Ingrid and Bobby’s home is like a little magical oasis. You’re surrounded by natural beauty with deer wondering about and a pond filled with little turtles. The beds are so comfortable! Better than a hotel! The home looks small on the outside but there’s more than enough room on the inside with lots of different areas to hang inside and out. We stayed there with our three children and they spent hours and hours in the salt water pool. They have speakers all around that you can connect to. Ingrid responded to every message immediately and check in was seamless. Highly recommend! We hope to come back next year"
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.
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.
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.
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.
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.
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?
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.
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.




