20 Best B&B in Shelter Island, NY - Bed and Breakfast from ￥32,491

Q: 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. Mill House Inn : 10 rooms. 10.7 mi (17.2 km) from the heart of downtown. Enjoy the free cooked breakfast and designer toiletries.

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Our top choices for Shelter Island bed & breakfast

Inn at Harbor Hill Marina

Niantic

Shelby

￥32,491 total

includes taxes & fees

Mar 22 - Mar 23

Harpoon House

Southampton

Keith

Westbrook Inn B&B

Westbrook Center

Beth

￥32,820 total

includes taxes & fees

Mar 30 - Mar 31

The Sagaponack

Wainscott

Gina

￥35,397 total

includes taxes & fees

Mar 30 - Mar 31

The Captain Stannard

Westbrook Center

John

Graybarn Cottage | Frette Italian sheets, premium bedding, down comforters, pillowtop beds

Mill House Inn

Pantigo Road Historic District

Eliane

￥49,592 total

includes taxes & fees

Mar 24 - Mar 25

Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board

James Pharmacy Bed & Breakfast

Old Saybrook Center

Isolde

￥52,924 total

includes taxes & fees

Apr 5 - Apr 6

Vine & Sand

Southold

Judy

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Top Shelter Island Hotel Reviews

Water's Edge Resort & Spa

8/10 Good

"Easy"

Gurney's Montauk Resort & Seawater Spa

4/10 Poor

"My second stay but big disappointment the pool and hot tub wasn’t available for hotel guests this is the second time for me last year same thing happened they closed the spa area there was only pool opened, our room didn’t have any coffee cups no wine glass no any other glass wear, the bathroom need some attention leaking sink and we found many ants in the room "

Saybrook Point Resort & Marina

10/10 Excellent

"Our group of 6 girlfriends had an amazing stay at Saybrook Point Resort & Marina. From the moment we arrived, we knew the weekend was going to be very special. The staff was always warm & welcoming. Shoutout to Scott at reception for ensuring a perfect stay! Dinner at Fresh Salt was delicious & the atmosphere was lively. Shuttle into town was a great option. Can’t wait to book another visit!"

Find out more about Shelter Island

Shelter Island B&B information

Number of reviews	2,023
Accommodation	38 B&B
Lowest Price	￥32,491
Highest Price	￥128,848

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.

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. Mill House Inn: 10 rooms. 10.7 mi (17.2 km) from the heart of downtown. 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 Mashomack Preserve if you're hoping to see some of the area's natural features. You might put Shelter Island Whale's Tail and Crescent Beach 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.

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