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Check prices for these dates

Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19
In one month
Jul 31 - Aug 2
In two months
Aug 28 - Aug 30

Our top choices for Shelter Island bed & breakfast

IPod dock, MP3 dock

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (268 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is ￥35,316
￥39,201 total
includes taxes & fees
Jul 7 - Jul 8
The Captain Stannard
Interior

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (243 reviews)
"We had a wonderful stay. Perfect location, great staff, and check-in process, and our room was delightful."
United States
Brian
The price is ￥52,631
￥58,421 total
includes taxes & fees
Jul 7 - Jul 8
The Scranton Seahorse Inn
Fireplace

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (196 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is ￥47,394
￥52,608 total
includes taxes & fees
Jul 13 - Jul 14
Westbrook Inn B&B
Property grounds

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,001 reviews)
"Lovely place to stay, excellent breakfast."
United States
Mary Jo
The price is ￥46,627
￥53,621 total
includes taxes & fees
Jul 6 - Jul 7
Inn at Harbor Hill Marina
Beach nearby

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (113 reviews)
"Amazing location, right on Main Street in East Hampton, great staff, rooms and breakfast"
United States
EDUARD
The price is ￥101,139
￥117,167 total
includes taxes & fees
Aug 2 - Aug 3
The Huntting Inn
Traditional Cottage, 2 Bedrooms, Lake View (Pet not allowed) | Desk, laptop workspace, iron/ironing board, free WiFi

Head of Pond House

Head of Pond House
3.0 star property
Water Mill
10.0 out of 10, Exceptional, (8 reviews)
"Very special property. One of my favorites. Beautiful, exceptionally clean and in a gorgeous location. Host was exceptional and communication excellent."
United States
Linda
Head of Pond House
Interior detail

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (167 reviews)
"Hotel staff were more than a accommodating, the rooms were unique ,warm and welcoming, Voss waters and expresso in the room . Bedding was marvelous and the bright walk-in glass showers were clean and spacious. The hotel is Steps away from delicious food options while youe neighborhood Starbucks and CVS around the corner. Definitely would stay again ! Amazing place. Full of charm you would expect from a 400 year old property."
United States
VINCENT M
The price is ￥69,481
￥79,382 total
includes taxes & fees
Jul 29 - Jul 30
Harpoon House
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very Good, (41 reviews)
"Great property! Close to beach and super clean. "
United States
Leslie
The price is ￥50,580
￥57,789 total
includes taxes & fees
Jul 16 - Jul 17
West Neck Guesthouse
Property entrance

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (274 reviews)
"Staff - room - coffee was excellent! Would highly recommend!"
United States
Michael
The price is ￥80,509
￥100,049 total
includes taxes & fees
Jul 20 - Jul 21
The Sagaponack
Front of property - evening/night

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (87 reviews)
"Proximity to East Hampton stores - so close you can walk to most things, biggest asset of this property. Room was nice, bedding excellent."
United States
Rhett
The price is ￥160,533
￥232,165 total
includes taxes & fees
Jul 19 - Jul 20
Mill House Inn
Beach nearby, sun loungers, beach umbrellas, beach towels

The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (73 reviews)
"Excellent place"
United States
Miguel
The price is ￥145,061
￥175,251 total
includes taxes & fees
Aug 2 - Aug 3
The Hedges Inn
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 Hotel Reviews

Offshore Montauk

Offshore Montauk

10/10 Excellent
"-"
Juan 1-night trip
Posted 3 hours ago
Offshore Montauk

Find out more about Shelter Island

Shelter Island B&B information

Number of reviews
2,133
Accommodation
47 B&B
Lowest Price
￥39,201
Highest Price
￥232,165

Frequently asked questions

Searching for B&Bs in Shelter Island?
If you want to find a place to stay with a small number of rooms and an intimate environment, a bed and breakfast might be a great fit for your trip to Shelter Island. During your time in Shelter Island, you might want to spend some time strolling along the water at Sunset Beach and Wades Beach.
How do you know if a B&B is a good option for your stay?
B&Bs all have a unique charm. Whether it's a cozy reading space or a sunlit breakfast nook, the quaint details are what make bed and breakfasts a fun place to get away.
What are the top B&Bs in Shelter Island?
Here are some B&Bs in the area: The Sagaponack: 9.4 mi (15.2 km) from the heart of Shelter Island.Harpoon House: 9 rooms. 12.7 mi (20.5 km) from the downtown core. Enjoy the bars and unique décor. The Huntting Inn: 19 rooms. 10.8 mi (17.4 km) from the heart of downtown. Enjoy the fireplace in the lobby and bar/lounge. Mill House Inn: 10 rooms. Located 10.7 mi (17.2 km) from the core of Shelter Island. Enjoy the free cooked breakfast and designer toiletries.
When should I book my B&B in Shelter Island?
When you're dreaming of a escape to Shelter Island, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches.
What is there to do in Shelter Island?
Spend some time exploring Sunset Beach and Wades Beach if you're hoping to see some of the area's natural features. You might put Shelter Island Historical Society and Mashomack Preserve on your list if you want to see more of the area.
How can I get to and around Shelter Island?
Planning your excursions in and around Shelter Island is easier with these transportation options. Fly into East Hampton, NY (HTO), which is located 8.8 mi (14.2 km) away from the city center. Otherwise, look for flights into Fishers Island, NY (FID-Elizabeth Field), which is 20.6 mi (33.1 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.