Search B&B in Shelter Island

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Compare B&B in Shelter Island with updated reviews, rates, and availability.

Other property types in Shelter Island

Montauk Manor
Exterior
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1023)
"Best affordable hotel in Montauk"
The price is AED 1,098
AED 1,325 total
includes taxes & fees
4 Jun - 5 Jun
Montauk Manor
Windward Shores Ocean Resort
Property grounds
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (237)
"Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!"
The price is AED 887
AED 1,092 total
includes taxes & fees
9 Jun - 10 Jun
Windward Shores Ocean Resort
The Surf Club
Exterior
The Surf Club
3.5 star property
8.4 out of 10, Very Good, (220)
"Very nice location and nice condo"
The price is AED 864
AED 1,185 total
includes taxes & fees
17 Jun - 18 Jun
The Surf Club
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.

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 Crescent 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.
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 Crescent Beach if you’re hoping to see some of the area’s natural features. You might put Shell Beach and Gardiner’s Bay Country Club 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.

Recent reviews of Shelter Island hotels
Expedia verified reviews

The Harbor Front Inn

The Harbor Front Inn

5/5 Excellent
Great getaway
"Hotel was cozy, great location on the main street of all entertainment. View was amazing. Will definitely stay again!"
A verified traveler stayed at The Harbor Front Inn
Posted 1 day ago
The Harbor Front Inn