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Check prices for these dates

Next weekend
29 May - 31 May
In two weeks
5 Jun - 7 Jun
In one month
19 Jun - 21 Jun
In two months
17 Jul - 19 Jul

Our top choices for Shelter Island bed & breakfast

Property grounds

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,000 reviews)
"Lovely place to stay, excellent breakfast."
United States
Mary Jo
The price is ₹20,175
₹23,201 total
includes taxes & fees
27 May - 28 May
Inn at Harbor Hill Marina
IPod dock, MP3 dock

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.6 out of 10, Exceptional, (263 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is ₹22,016
₹24,438 total
includes taxes & fees
1 Jun - 2 Jun
The Captain Stannard
Interior detail

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (151 reviews)
"Parking was easy and secure. Check in was simple. Room was clean. Location to town center was great. Disappointed that restaurant wasn’t open for breakfast and in-room coffee machine unsatisfactory. Overall I was satisfied. "
United States
Kathie
The price is ₹25,175
₹28,763 total
includes taxes & fees
28 May - 29 May
Harpoon House
Fireplace

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (191 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is ₹28,356
₹31,475 total
includes taxes & fees
24 May - 25 May
Westbrook Inn B&B
Property entrance

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (257 reviews)
"Room was very clean and staff very friendly!"
United States
Dawn
The price is ₹27,015
₹34,254 total
includes taxes & fees
27 May - 28 May
The Sagaponack
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
8.0 out of 10, Very good, (37 reviews)
"Great property! Close to beach and super clean. "
United States
Leslie
The price is ₹21,196
₹24,217 total
includes taxes & fees
7 Jun - 8 Jun
West Neck Guesthouse
Interior

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (242 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 ₹32,590
₹36,175 total
includes taxes & fees
25 May - 26 May
The Scranton Seahorse Inn
Interior

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful stay"
United States
Judy
The price is ₹40,173
₹45,898 total
includes taxes & fees
28 May - 29 May
Vine & Sand
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, (84 reviews)
"The breakfast is amazing, beds super comfortable and grounds stunning. Location was perfect and staff wonderful. Also the tub in our room was incredible. Only suggestion would be for coffee in the room in the morning. Otherwise it was a literal perfect stay "
United States
Jessica
The price is ₹60,518
₹76,055 total
includes taxes & fees
29 May - 30 May
Mill House Inn
Outdoor dining

Stirling House Bed & Breakfast

Stirling House Bed & Breakfast
3.0 star property
Greenport
9.8 out of 10, Exceptional, (24 reviews)
"This was a great place to stay with old word charm. If you are looking for a quiet getaway with a beautiful view of the ocean this is it. The breakfast that we had were much better that what you could get in town. My wife and I can't wait to go back."
United States
steve
The price is ₹48,544
₹55,462 total
includes taxes & fees
29 May - 30 May
Stirling House Bed & Breakfast
Beach nearby

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (105 reviews)
"Rooms are wonderful, quiet and the location cannot be beat. "
United States
Sophie
The price is ₹58,334
₹67,615 total
includes taxes & fees
7 Jun - 8 Jun
The Huntting 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 ₹69,416
₹84,037 total
includes taxes & fees
11 Jun - 12 Jun
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

Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Right off the beach; beautiful views Sound of ocean so peaceful Friendly helpful staff Steps from town We will be returning next year"
Elizabeth 3-night trip
Posted 8 hours ago
Montauk Blue Hotel

Find out more about Shelter Island

Shelter Island B&B information

Number of reviews
2,359
Accommodation
30 B&B
Lowest Price
₹23,201
Highest Price
₹84,037

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. 12.7 mi (20.5 km) from the city centre. Enjoy the bars and unique decor. The Huntting Inn: 19 rooms. 10.8 mi (17.4 km) from the city centre. Enjoy the fireplace in reception 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 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 Crescent Beach if you're hoping to see some of the area's natural features. You should put Gardiner's Bay Country Club and Mashomack Preserve 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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