Title: The Best Hotels Closest to Shelter Island Whale's Tail in Shelter Island - 2026 Updated Prices | Expedia.co.uk

[Shelter Island Travel Guide](https://expedia.co.uk/Shelter-Island.dx157359)[Holiday Rentals in Shelter Island](https://expedia.co.uk/Shelter-Island-Holiday-Rentals.d157359.Travel-Guide-HolidayRentals)[Flights to Shelter Island](https://expedia.co.uk/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)[Shelter Island Whale's Tail Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Shelter-Island-Whales-Tail.d553248621554204762.Car-Hire-Guide)[Shelter Island Whale's Tail Holidays](https://expedia.co.uk/Shelter-Island-Whales-Tail-Shelter-Island.d553248621554204762.Attraction)

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## Check prices for these dates

Tonight

[11 Feb - 12 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248621554204762&startDate=2026-02-11&endDate=2026-02-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[12 Feb - 13 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248621554204762&startDate=2026-02-12&endDate=2026-02-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248621554204762&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248621554204762&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Property class

## Our top choices for Shelter Island Whale's Tail hotels

![Restaurant](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/ae8f0ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Bay View | Room amenity](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/e54c439c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/07ec8098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/77fe5437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### House on Chase Creek

[](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-House-On-Chase-Creek.h12610909.Hotel-Information)

1.2 mi from Shelter Island Whale's Tail

9.4/10

Exceptional

(81 reviews)

" 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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maureen

£87

includes taxes & fees

18 Feb - 19 Feb

[](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-House-On-Chase-Creek.h12610909.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/5a27472c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace King | Premium bedding, down duvets, individually decorated](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/efe41897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/7f5c2322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace King | Living area | Flat-screen TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/582203a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Shoals Suites and Slips

[](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)

3.7 mi from Shelter Island Whale's Tail

9.4/10

Exceptional

(239 reviews)

"Great stay, will definitely go again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ANTONIO J

£130

includes taxes & fees

18 Feb - 19 Feb

[](https://www.expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)

![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/2c9cc7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/717b3774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Harbor View Terrace Suite | View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/1345db22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Harbor Front Inn

[](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)

2.3 mi from Shelter Island Whale's Tail

8.8/10

Excellent

(566 reviews)

"Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pamela

£125

includes taxes & fees

18 Feb - 19 Feb

[](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)

![Sun deck](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/dc6eb455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast served](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/29d9fdab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/3451f87b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/22af8e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Menhaden

[](https://www.expedia.co.uk/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information)

2.4 mi from Shelter Island Whale's Tail

9.6/10

Exceptional

(176 reviews)

"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cory

£215

includes taxes & fees

17 Feb - 18 Feb

[](https://www.expedia.co.uk/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/942c49f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private Suite, 1 King Bed, Non Smoking (Private Suite - Adults Only) | Premium bedding, minibar, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/d6ac52f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden Suite, Wheelchair Accessible, Ground Floor, 2 Queen Beds, Non-Smoking | Premium bedding, minibar, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/8dd4e80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Zey Hotel

[](https://www.expedia.co.uk/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)

2.4 mi from Shelter Island Whale's Tail

9.2/10

Wonderful

(296 reviews)

"Quiet yet situated right in the heart of Greenport."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrew

£271

includes taxes & fees

13 Feb - 14 Feb

[](https://www.expedia.co.uk/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/81e91eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/65a6ec82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/d9d8edde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/6603a689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### American Beech Hotel

[](https://www.expedia.co.uk/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information)

2.4 mi from Shelter Island Whale's Tail

8.8/10

Excellent

(196 reviews)

"Very nice and very clean."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel

£159

includes taxes & fees

22 Feb - 23 Feb

[](https://www.expedia.co.uk/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information)

![Resort view](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/7aeccb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed | Frette Italian sheets, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/ac1b5094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/55b708b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/8a4a605e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sound View Greenport

[](https://www.expedia.co.uk/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)

3.6 mi from Shelter Island Whale's Tail

8.4/10

Very good

(610 reviews)

"Nice place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mateusz

£149

includes taxes & fees

12 Mar - 13 Mar

[](https://www.expedia.co.uk/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)

![Building design](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast ](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/5688a130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/f95ca887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/6037fc82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sag Harbor Inn

[](https://www.expedia.co.uk/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)

5.5 mi from Shelter Island Whale's Tail

9.4/10

Exceptional

(582 reviews)

"Lovely hotel, very clean and friendly! Definitely going back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hollie

£171

includes taxes & fees

18 Feb - 19 Feb

[](https://www.expedia.co.uk/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/242d28e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/bb62973a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/70895a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/59bbc572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vine & Sand

[](https://www.expedia.co.uk/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information)

6 mi from Shelter Island Whale's Tail

9.6/10

Exceptional

(15 reviews)

"Wonderful stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Judy

[](https://www.expedia.co.uk/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information)

![2 restaurants, American cuisine](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/d3bf1318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/67db121e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/d269b9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/44f578e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The 1770 House Restaurant & Inn

[](https://www.expedia.co.uk/East-Hampton-Hotels-The-1770-House-Restaurant-Inn.h1085655.Hotel-Information)

11 mi from Shelter Island Whale's Tail

9.8/10

Exceptional

(162 reviews)

"The staff was incredibly genuine and the property felt intimate and comfortable."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aniya

£261

includes taxes & fees

12 Feb - 13 Feb

[](https://www.expedia.co.uk/East-Hampton-Hotels-The-1770-House-Restaurant-Inn.h1085655.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/ce84672e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/18d5c2a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/2f7aacee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Sagaponack

[](https://www.expedia.co.uk/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information)

9.8 mi from Shelter Island Whale's Tail

8.8/10

Excellent

(224 reviews)

"The property and room was clean, easily accessible, and staff were very friendly. We would stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daren

£150

includes taxes & fees

12 Mar - 13 Mar

[](https://www.expedia.co.uk/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9380000/9371700/9371613/6e92e51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed (Pets Allowed) | Premium bedding, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9380000/9371700/9371613/bf1f18fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/10000000/9380000/9371700/9371613/80b4c3a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/10000000/9380000/9371700/9371613/519e07a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bridgehampton Inn

[](https://www.expedia.co.uk/Bridgehampton-Hotels-Bridgehampton-Inn.h9371613.Hotel-Information)

9.9 mi from Shelter Island Whale's Tail

9.4/10

Exceptional

(221 reviews)

"Everything was excellent. Rooms were upgraded and were lovely, everything sparkling clean, staff most helpful. The breakfast was great. Would recommend and would stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patricia

£226

includes taxes & fees

12 Feb - 13 Feb

[](https://www.expedia.co.uk/Bridgehampton-Hotels-Bridgehampton-Inn.h9371613.Hotel-Information)

![Graybarn Cottage | Frette Italian sheets, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/dde88cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Graybarn Cottage | Frette Italian sheets, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/d1fe07eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Graybarn Cottage | Room amenity](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/1d639007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property – evening/night](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/e0e0def6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mill House Inn

[](https://www.expedia.co.uk/East-Hampton-Hotels-Mill-House-Inn.h2861838.Hotel-Information)

10.8 mi from Shelter Island Whale's Tail

9.0/10

Wonderful

(78 reviews)

"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sharon

£230

includes taxes & fees

18 Feb - 19 Feb

[](https://www.expedia.co.uk/East-Hampton-Hotels-Mill-House-Inn.h2861838.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/52063f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed with Sofa bed | Premium bedding, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/7418aad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/338f251a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/93f768d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Journey East Hampton

[](https://www.expedia.co.uk/East-Hampton-Hotels-Journey-East-Hampton.h23252049.Hotel-Information)

11.7 mi from Shelter Island Whale's Tail

9.2/10

Wonderful

(163 reviews)

"Amazing stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Liana

£161

includes taxes & fees

12 Feb - 13 Feb

[](https://www.expedia.co.uk/East-Hampton-Hotels-Journey-East-Hampton.h23252049.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/e5f6999f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/98e9a1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free continental breakfast on weekends ](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/062f5fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/2a96c58c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Huntting Inn

[](https://www.expedia.co.uk/East-Hampton-Hotels-The-Huntting-Inn.h35373712.Hotel-Information)

11 mi from Shelter Island Whale's Tail

9.0/10

Wonderful

(105 reviews)

"Inn has been newly renovated. Room was spotless. Staff were wonderful. Had an excellent stay. Highly recommend! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Valerie

£307

includes taxes & fees

25 Feb - 26 Feb

[](https://www.expedia.co.uk/East-Hampton-Hotels-The-Huntting-Inn.h35373712.Hotel-Information)

![Beach nearby, white sand, sun-loungers, beach umbrellas](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/028711b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Frette Italian sheets, premium bedding, down duvets, memory-foam beds](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/06408853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Frette Italian sheets, premium bedding, down duvets, memory-foam beds](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/a3bdf0f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/56f0c16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Roundtree, Amagansett

[](https://www.expedia.co.uk/Amagansett-Hotels-The-Roundtree.h10547745.Hotel-Information)

12.1 mi from Shelter Island Whale's Tail

10/10

Exceptional

(93 reviews)

"Very nice property, very nice food, and very nice service. Although the room was very nice and clean there was some maintenance needed in the bathroom area"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Francisco

£521

includes taxes & fees

23 Feb - 24 Feb

[](https://www.expedia.co.uk/Amagansett-Hotels-The-Roundtree.h10547745.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/d7688cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/968c61db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/32e03a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Queen | Frette Italian sheets, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/6ddcc118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Maidstone

[](https://www.expedia.co.uk/East-Hampton-Hotels-The-Maidstone.h9652095.Hotel-Information)

11.1 mi from Shelter Island Whale's Tail

8.0/10

Very good

(150 reviews)

"We had a wonderful stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sabrina

£149

includes taxes & fees

19 Feb - 20 Feb

[](https://www.expedia.co.uk/East-Hampton-Hotels-The-Maidstone.h9652095.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/b309a772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio, 1 King Bed | Hypo-allergenic bedding, memory-foam beds, individually decorated](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/278d5c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Studio Suite, 2 Queen Beds | Hypo-allergenic bedding, memory-foam beds, individually decorated](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/e9280c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/a2d322f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wainscott Woods Retreat

[](https://www.expedia.co.uk/Wainscott-Hotels-Wainscott-Woods-Retreat.h118532380.Hotel-Information)

9.8 mi from Shelter Island Whale's Tail

7.0/10

Good

(9 reviews)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ivan

£239

includes taxes & fees

12 Feb - 13 Feb

[](https://www.expedia.co.uk/Wainscott-Hotels-Wainscott-Woods-Retreat.h118532380.Hotel-Information)

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.

[View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-02-25&endDate=2026-02-26&regionId=553248621554204762&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Compare popular hotels close to Shelter Island Whale's Tail

| Property                                                                                                                                                               | Property class    | Guest rating              | Breakfast included | Pool | Spa | Pet-friendly | WiFi included |  |
| ---------------------------------------------------------------------------------------------------------------------------------------------------------------------- | ----------------- | ------------------------- | ------------------ | ---- | --- | ------------ | ------------- |  |
| ![Restaurant](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/ae8f0ca6.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)House on Chase Creek      | 2.5 star property | 9.4Exceptional81 reviews  | View               |      |     |              |               |  |
| ![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/5a27472c.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)The Shoals Suites and Slips | 3.5 star property | 9.4Exceptional239 reviews | View               |      |     |              |               |  |
| ![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/2c9cc7e9.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)The Harbor Front Inn    | 3.5 star property | 8.8Excellent566 reviews   | View               |      |     |              |               |  |
| ![Sun deck](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/dc6eb455.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)The Menhaden                | 3.5 star property | 9.6Exceptional176 reviews | View               |      |     |              |               |  |
| ![Exterior](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Zey Hotel                   | 3.5 star property | 9.2Wonderful296 reviews   | View               |      |     |              |               |  |

## Top Shelter Island Whale's Tail Hotel Reviews

![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg)

### The Harbor Front Inn

10/10 Excellent

"Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return! "

[](https://expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)

![The SandPiper ](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698318/9eada5e0_y.jpg)

### The SandPiper 

10/10 Excellent

"The host was very understanding about some last minute events that affected our trip"

[](https://expedia.co.uk/Greenport-Hotels-The-SandPiper.h89698318.Hotel-Information)

![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg)

### Sound View Greenport

10/10 Excellent

"Amazing room and view from the room was perfect! "

[](https://expedia.co.uk/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)

![The Menhaden](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/bc0d37bf_y.jpg)

### The Menhaden

10/10 Excellent

"Loved our stay at the Menhaden! Everything was great especially the staff who went beyond our expectations...from offering us champagne and my husband a great mocktail to cleaning the snow off our car! The place is so pretty and the bar has all fun games & all albums you can play. The king room was large, no bath though :( and it was a bit cold in there, they did try and fix it though. Breakfast and goodies available all day on our floor with sodas, water, coffee and cappuccinos :). "

[](https://expedia.co.uk/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information)

![Zey Hotel](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978_y.jpg)

### Zey Hotel

10/10 Excellent

"Quiet yet situated right in the heart of Greenport."

[](https://expedia.co.uk/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)

![Greenporter Hotel](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg)

### Greenporter Hotel

10/10 Excellent

"Staff looked tired,"

[](https://expedia.co.uk/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information)

![Aqua Vista ](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698360/91dd1778_y.jpg)

### Aqua Vista 

10/10 Excellent

"This place was a dream. Super comfortable. The host has thought of everything, including a sweet holiday welcome gift. Everything is in walking distance- I didn't use my car for 2 days. It was wonderful to walk along the water into town. What a great retreat! "

[](https://expedia.co.uk/Greenport-Hotels-Aqua-Vista.h89698360.Hotel-Information)

![Silver Sands Motel & Beach Bungalows](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00_y.jpg)

### Silver Sands Motel & Beach Bungalows

10/10 Excellent

"Everything was excellent, best hotel on the north fork. "

[](https://expedia.co.uk/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information)

![Work and Play Special!  Extended Stay Discount ](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/7033cd48_y.jpg)

### Work and Play Special! Extended Stay Discount 

10/10 Excellent

"This place is a perfect oasis in an already special environment. The host was wonderful and thoughtful. The cottage was magical and had everything to offer that one could want. "

[](https://expedia.co.uk/Shelter-Island-Hotels-Work-And-Play-Special-Extended-Stay-Discount.h39934446.Hotel-Information)

## 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](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621554204759)

### 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](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6282169)

### Shelter Island Historical Society

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. 

[See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635961235094)

### 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. 

[See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6232745)

### 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. 

[See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6282173)

### Menhadden Lane Beach

Why not spend a care-free afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights? 

[See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621554204760)

### 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](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6224462)

### Shelter Island Country Club

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](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6282167)

## Frequently asked questions

### What are the top-rated hotels near Shelter Island Whale's Tail?

> [Greenport renovated farmhouse](https://expedia.co.uk/Greenport-hotels-Greenport-renovated-farmhouse.h36881122.Hotel-information)
> 
>   
> Greenport renovated farmhouse is a charming retreat located just 6.6 km from Shelter Island Whale's Tail, with a perfect review rating of 10\. This historic hotel features a spacious kitchen with modern amenities like a dishwasher and refrigerator, ideal for preparing meals. Guests can enjoy the lovely patio, perfect for relaxation, and take advantage of nearby activities such as kayaking and windsurfing. With its romantic ambiance and nearby local wineries, it promises a delightful experience for travellers.
> 
>   
> [American Beech - Luxury 2 Bedroom Apartment 10](https://www.expedia.co.uk/Greenport-Hotels-American-Beech-Luxury-2-Bedroom-Apartment-10.h71943259.Hotel-Information)
> 
>   
> Located only 5.6 km from Shelter Island Whale's Tail, American Beech - Luxury 2 Bedroom Apartment 10 offers a luxurious stay with an impressive review rating of 10\. This two-bedroom apartment features inviting amenities such as a cozy fireplace and a charming patio for unwinding after a day of exploring. Guests can indulge in a complimentary breakfast, making it a perfect start to your day. The romantic setting is ideal for couples looking for a memorable getaway.
> 
>   
> [Fordham House](https://www.expedia.co.uk/Greenport-Hotels-Fordham-House.h12311929.Hotel-Information)
> 
>   
> Fordham House, rated 10 by travellers, is a delightful 3-star hotel situated just 6.3 km from Shelter Island Whale's Tail. Guests can enjoy a complimentary full breakfast on weekends, along with premium bedding for a restful night. The house is conveniently located near the beach, providing easy access for sun-seekers. With free self-parking and designer toiletries, it ensures a comfortable and convenient stay for all travellers.

### How much is a hotel near Shelter Island Whale's Tail?

### What are the most popular family-friendly hotels near Shelter Island Whale's Tail?

> [Greenport renovated farmhouse](https://expedia.co.uk/Greenport-hotels-Greenport-renovated-farmhouse.h36881122.Hotel-information)
> 
>   
> Just 6.6 km from Shelter Island Whale's Tail, this charming farmhouse is rated an impressive 10 by travellers. It features a fully-equipped kitchen, perfect for family meals, and a spacious garden for children to play. With amenities like a TravelCrib, stair gate, and games for kids, families will feel right at home. This hotel also offers a patio for outdoor gatherings and is close to paddleboating and nearby beaches.
> 
>   
> [The Pridwin Hotel](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information)
> 
>   
> Located only 4.0 km from Shelter Island Whale's Tail, The Pridwin Hotel holds a great traveler rating score of 9.4 and is a delightful 4-star option. This hotel is ideal for families, offering a pool with a safety gate and a daily kids' menu at the restaurant. Guests can enjoy complimentary breakfast and access to a game room, ensuring fun-filled days. The hotel also features a stunning beach area and on-site spa services for a relaxing family getaway.
> 
>   
> [Shelter Island House](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-Shelter-Island-House.h14997595.Hotel-Information)
> 
>   
> Shelter Island House is just 2.7 km from Shelter Island Whale's Tail and boasts a solid 8.4 travellers' rating. This 3.5-star hotel is family-friendly with amenities including a free crib, a kitchen for family cooking, and a lovely garden for outdoor activities. Guests appreciate the complimentary breakfast and the nearby local beaches, making it a convenient choice for families looking to explore and relax.

### Which hotels near Shelter Island Whale's Tail offer the best views?

> [The Pridwin Hotel](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information)
> 
>   
> The Pridwin Hotel, rated 9.4 by travellers, is a charming 4-star retreat located just 4.0 km from Shelter Island Whale's Tail. Guests can indulge in wellness treatments at the onsite spa, enjoy delicious meals with ocean views at the restaurant, and relax by the pool. The hotel features ocean views from many rooms, enhancing the coastal experience. Free breakfast and beach access add to the allure of this lovely hotel.
> 
>   
> [The Harbor Front Inn](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)
> 
>   
> With a review rating of 8.8, The Harbor Front Inn is a cozy 3.5-star hotel situated 5.1 km from Shelter Island Whale's Tail. This inn offers travellers a charming terrace and cozy rooms with ocean views. Amenities include a refreshing pool, complimentary daily breakfast, and beach towels for your seaside adventures. The inviting atmosphere and convenient location make it a perfect choice for travellers seeking beautiful vistas.
> 
>   
> [Silver Sands Motel & Beach Bungalows](https://www.expedia.co.uk/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information)
> 
>   
> Silver Sands Motel & Beach Bungalows boasts an impressive review rating of 9.8 and is a delightful 4-star option located 6.8 km from Shelter Island Whale's Tail. Guests can savor meals at the beachfront restaurant while enjoying breathtaking sea views. The hotel offers beach access, a garden, and various relaxation options including massage services. With its unique bungalows and nearby the beach, it provides a memorable getaway for all travellers.

### What are the best affordable hotels near Shelter Island Whale's Tail?

> [Greenport renovated farmhouse](https://expedia.co.uk/Greenport-hotels-Greenport-renovated-farmhouse.h36881122.Hotel-information)
> 
>   
> Greenport renovated farmhouse is a charming retreat located just 6.6 km from Shelter Island Whale's Tail, with a perfect review rating of 10\. This family-friendly hotel features a full kitchen equipped with modern appliances, perfect for preparing meals, and a lovely patio for relaxation. Guests can enjoy nearby paddleboating, kayaking, and even a marina, making it a great choice for outdoor enthusiasts.
> 
>   
> [American Beech - Luxury 2 Bedroom Apartment 10](https://www.expedia.co.uk/Greenport-Hotels-American-Beech-Luxury-2-Bedroom-Apartment-10.h71943259.Hotel-Information)
> 
>   
> American Beech - Luxury 2 Bedroom Apartment 10 is conveniently located 5.6 km from Shelter Island Whale's Tail, with an outstanding travellers' rating of 10\. This luxurious apartment offers a free breakfast to start the day, along with a cozy fireplace and a spacious patio for family gatherings. It's an ideal romantic getaway, ensuring travellers enjoy both comfort and convenience.
> 
>   
> [Fordham House](https://www.expedia.co.uk/Greenport-Hotels-Fordham-House.h12311929.Hotel-Information)
> 
>   
> Fordham House, a delightful 3-star hotel situated 6.3 km from Shelter Island Whale's Tail, has received an impressive review rating of 10 from travellers. Guests will appreciate the complimentary weekend breakfast and free WiFi access, along with self-parking options. The hotel features premium bedding for a restful night, and the nearby beach adds an extra layer of charm for those looking to unwind by the water.

### What are the best boutique hotels near Shelter Island Whale's Tail?

> [Zey Hotel](https://www.expedia.co.uk/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)
> 
>   
> Zey Hotel is a delightful 3.5-star boutique hotel located just 5.6 km from Shelter Island Whale's Tail, with an impressive review rating of 9.2\. This adults-only retreat features a serene terrace, perfect for unwinding, along with complimentary breakfast offerings to start the day right. Guests will appreciate the nearby beach access, and the convenience of free onsite parking and bicycles for exploring the area. Enjoy the comfort of premium bedding and a minibar in each room, ensuring a cozy stay at this stylish hotel.

### Are there any hotels with pools close to Shelter Island Whale's Tail?

> [The Pridwin Hotel](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information)
> 
>   
> The Pridwin Hotel, located only 4.0 km from Shelter Island Whale's Tail, is a charming 4-star hotel with an impressive review rating of 9.4\. Guests can unwind at the beautiful poolside bar while enjoying the scenic views. The hotel offers complimentary breakfast daily, a serene spa with hydrotherapy treatments, and beach access, making it a perfect spot for families looking for a relaxing retreat.
> 
>   
> [The Harbor Front Inn](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)
> 
>   
> The Harbor Front Inn is a cozy 3.5-star hotel just 5.1 km from Shelter Island Whale's Tail, highly rated with a review score of 8.8\. This hotel features a lovely pool with sun loungers, perfect for a leisurely afternoon. Guests can enjoy free breakfast, designer toiletries, and access to a nearby beach. The hotel's family-friendly amenities, including free cribs and connecting rooms, make it a fantastic choice for travellers with children.
> 
>   
> [Greenporter Hotel](https://www.expedia.co.uk/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information)
> 
>   
> Greenporter Hotel is situated just 5.1 km from Shelter Island Whale's Tail and boasts a stellar review rating of 9.2\. Guests can enjoy a shared pool complete with sun loungers and umbrellas, perfect for soaking up the sun. The hotel also features accessibility options for the pool, Egyptian cotton sheets for a comfortable sleep, and a fitness centre. With nearby winery tours and an inviting garden, this hotel offers a delightful blend of relaxation and adventure.

### What are the best pet-friendly hotels near Shelter Island Whale's Tail?

> [The Harbor Front Inn](https://www.expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)
> 
>   
> The Harbor Front Inn is a charming 3.5-star hotel located just 5.1 km from Shelter Island Whale's Tail, with a great traveler rating score of 8.8\. This hotel is ideal for pet owners, allowing dogs and providing convenient amenities such as pet-friendly rooms and beach towels. Guests can enjoy a refreshing dip in the pool or relax on the terrace. Additional features include free breakfast, air conditioning, and designer toiletries, ensuring a delightful stay.
> 
>   
> [American Beech Hotel](https://www.expedia.co.uk/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information)
> 
>   
> American Beech Hotel, a stylish 3.5-star hotel situated 5.6 km from Shelter Island Whale's Tail, boasts an impressive travellers' rating of 8.8\. This hotel is perfect for travellers with pets, offering amenities like food and water bowls for your furry companions. Guests can indulge in a free daily breakfast, explore the nearby beach, or take advantage of complimentary bicycles for local adventures. With comfortable rooms featuring premium bedding and air conditioning, this hotel promises a cozy retreat.
> 
>   
> [The Rams Head Inn](https://www.expedia.co.uk/Shelter-Island-Heights-Hotels-The-Rams-Head-Inn.h89981758.Hotel-Information)
> 
>   
> The Rams Head Inn is a delightful 4-star hotel located merely 5.0 km from Shelter Island Whale's Tail, rated 7.6 by travellers. This hotel offers a warm welcome to pets, featuring pet-friendly accommodations and a private beach access. Guests can enjoy complimentary breakfast, yoga classes, and romantic dining options. With amenities like premium bedding and a garden, this inn combines relaxation and charm, making it an excellent choice for pet-friendly travel.

### Can I book a fully refundable hotel close to Shelter Island Whale's Tail?

### Can I find Expedia discounts for hotels near Shelter Island Whale's Tail?

> *\*\*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands*