Hotels near Shelter Island Whale's Tail

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Top Shelter Island Whale's Tail hotels

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

4 out of 5
1400 Silvermere Rd, Greenport, NY
Guests of Silver Sands Motel & Beach Bungalows enjoy features like a private beach, free WiFi in public areas, and meeting rooms. You can take advantage of free ...
9.6/10 Exceptional! (89 reviews)
"I found the Silver Sands facility an attractive place. The bungalow where we stayed was very well decorated. Room service was A+. The weather was not the best one but we managed to enjoy ourselves. My only suggestion is to make pathways in concrete so that it is easier to move the luggage from the ..."

Reviewed on May 25, 2025

Silver Sands Motel & Beach Bungalows
The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road, Shelter Island Heights, NY
$384 nightly
The price is $439 total per night from Jun 2 to Jun 3
$439 total
Jun 2 - Jun 3
Total includes taxes and fees
A local mainstay since 1927, The Pridwin Hotel offers a private beach, a full-service spa, and a gym. There's free parking and a free ferry terminal shuttle. ...
9.4/10 Exceptional! (58 reviews)
"WELL APPOINTED"

Reviewed on May 18, 2025

The Pridwin Hotel
Greenporter Hotel

Greenporter Hotel

2 out of 5
326 Front St, Greenport, NY
$188 nightly
The price is $215 total per night from Jun 3 to Jun 4
$215 total
Jun 3 - Jun 4
Total includes taxes and fees
At Greenporter Hotel, guests have access to a 24-hour gym, free WiFi in public areas, and a hot tub. You can put free parking to good use if you drive. Additional ...
9.2/10 Wonderful! (103 reviews)
"Nice hotel, perfect location"

Reviewed on May 28, 2025

Greenporter Hotel
House on Chase Creek

House on Chase Creek

2.5 out of 5
3 Locust Avenue, Shelter Island Heights, NY
$276 nightly
The price is $315 total per night from Jun 2 to Jun 3
$315 total
Jun 2 - Jun 3
Total includes taxes and fees
Guests staying at House on Chase Creek enjoy free WiFi in public areas, a terrace, and a garden. Free parking is available if you drive. The 24-hour front desk ...
9.2/10 Wonderful! (69 reviews)
"Beautiful setting and big rooms close to ferry and town center."

Reviewed on Mar 9, 2025

House on Chase Creek
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St, Greenport, NY
$238 nightly
The price is $272 total per night from Jun 1 to Jun 2
$272 total
Jun 1 - Jun 2
Total includes taxes and fees
At The Harbor Front Inn, guests have access to a 24-hour gym, WiFi in public areas, and a seasonal outdoor pool. Self parking is offered for USD 29 per day. ...
8.6/10 Excellent! (462 reviews)
Nice but they should up their game
"The hotel is nice and location is great for being right in town. The rooms are not that updated but they are totally fine, comfy, and nice sizes. Bathrooms are nice too. Hallway is a little depressing looking but I think they are mid-construction on it. One thing that was disappointing was the breakfast. ..."

Reviewed on May 26, 2025

The Harbor Front Inn
The Chequit

The Chequit

3 out of 5
23 Grand Ave, Shelter Island Heights, NY
$489 nightly
The price is $558 total per night from Jun 2 to Jun 3
$558 total
Jun 2 - Jun 3
Total includes taxes and fees
Guests of The Chequit enjoy features like free WiFi in public areas. Free parking is included with your stay. Staff members can help with accommodation requests, ...
"Excellent"

Reviewed on Nov 10, 2024

The Chequit
West Neck Guesthouse

West Neck Guesthouse

3.5 out of 5
31 W Neck Rd, Shelter Island Heights, NY
$219 nightly
The price is $250 total per night from Jun 1 to Jun 2
$250 total
Jun 1 - Jun 2
Total includes taxes and fees
West Neck Guesthouse features free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. You can take advantage of free parking if you ...
"Very convenient location next to Cresent Beach and Leon 1909 restaurant which is fantastic!"

Reviewed on Aug 28, 2024

West Neck Guesthouse
Spacious Shelter Island Home Nestled in Nature, Close to Beaches and Town

Spacious Shelter Island Home Nestled in Nature, Close to Beaches and Town

Shelter Island
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Spacious Shelter Island Home Nestled in Nature, Close to Beaches and Town
Work and Play Special!  Extended Stay Discount

Work and Play Special! Extended Stay Discount

Shelter Island
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and laundry facilities. Additional amenities include barbecue grills and a ...
The 2 forks wine/bike trip
"we were pleased to find a beautiful, quiet place to stay and so close to the Vine Street Cafe we could walk"

Reviewed on May 19, 2025

Work and Play Special! Extended Stay Discount
Waterfront House With Dock And Private Beach

Waterfront House With Dock And Private Beach

Shelter Island
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
A wonderful stay
"We had a wonderful stay in Shleter island and are definitely planning to be back. The house is beautiful, very well equipped, comfortable and welcoming. The hosts were helpful and the location is amazing."

Reviewed on Sep 27, 2021

Waterfront House With Dock And Private Beach
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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