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Our top choices for Shelter Island bed & breakfast

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1003)
"Everything was perfect, from the room to the staff. "
United States
Kathleen
The price is ₹14,341
₹16,492 total
includes taxes & fees
6 Jan - 7 Jan
Inn at Harbor Hill Marina

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (220)
"The property and room was clean, easily accessible, and staff were very friendly. We would stay here again!"
United States
Daren
The price is ₹13,444
₹18,967 total
includes taxes & fees
16 Jan - 17 Jan
The Sagaponack

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (178)
"Our stay was amazing! All the staff were so accommodating and kind. The inn has a rustic charm and was so festive for the holidays! Rooms are a good size, clean, and have everything you need. The breakfast was delicious and they even had free tea/coffee/cookies for all guests to enjoy :) "
United States
Chewon
The price is ₹16,897
₹18,755 total
includes taxes & fees
5 Feb - 6 Feb
Westbrook Inn B&B

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (76)
"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "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
Sharon
The price is ₹22,549
₹28,338 total
includes taxes & fees
12 Jan - 13 Jan
Mill House Inn

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (259)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
The Captain Stannard

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand

Stirling House Bed & Breakfast

Stirling House Bed & Breakfast
3.0 star property
Greenport
9.8 out of 10, Exceptional, (24)
"Our stay was only 2 nights but felt like 5. Well rested 3 days. Would return in a Heart Beat. Clay was awesome and the breakfasts were over the top !"
United States
Adam
The price is ₹30,205
₹34,510 total
includes taxes & fees
23 Jan - 24 Jan
Stirling House Bed & Breakfast

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (148)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
Harpoon House

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (104)
"Staff and management was very welcoming!"
United States
Sanailer
The price is ₹36,529
₹42,637 total
includes taxes & fees
6 Jan - 7 Jan
The Huntting 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

Find out more about Shelter Island

Shelter Island B&B information

Number of reviews
1,479
Accommodation
30 B&B
Lowest Price
₹16,492
Highest Price
₹42,637

Frequently asked questions

Searching for B&Bs in Shelter Island?
If you want to find some accommodation with fewer rooms than a hotel and a cosy environment, a bed and breakfast may be the perfect thing for your getaway 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 garden for guests to admire or a beautiful breakfast room, the tiny details are what make bed and breakfasts a home away from home.
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. Situated 12.7 mi (20.5 km) from the heart of Shelter Island. Enjoy the bars and unique decor. James Pharmacy Bed & Breakfast: 3 rooms. 15.2 mi (24.4 km) from the city centre. Enjoy the local cuisine breakfast and designer toiletries. 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 is the best time to book my B&B in Shelter Island?
When you're dreaming of a getaway 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 temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island is 1452 mm.
What is there to do in Shelter Island?
Spend some time exploring Sunset Beach and Mashomack Preserve if you're hoping to see some of the area's natural features. You should put Crescent 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?
You can plan your excursions in and around Shelter Island ahead of time with these transportation options. Fly into East Hampton, NY (HTO), which is located 8.8 mi (14.2 km) away from the heart of the city. You can also search 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, consider renting a car to explore more sights.

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