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Oct 10 - Oct 12
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Oct 17 - Oct 19
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Oct 31 - Nov 2
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Nov 28 - Nov 30

B&B in Shelter Island Heights

The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (181)
"Great stay!"
The price is ￥21,105
￥35,322 total
includes taxes & fees
Oct 14 - Oct 15
The Sagaponack
The Huntting Inn
Garden

The Huntting Inn

3.5 star property
9.0 out of 10, Wonderful, (103)
"What a wonderful place to stay! The room was beautiful. The bed was comfortable and the staff were welcoming and helpful. We loved how close it was to town. We also enjoyed the breakfast every morning. The Palm restaurant downstairs was nice to have on property and the food was great. We will definitely stay again!"
The price is ￥71,793
￥83,518 total
includes taxes & fees
Oct 12 - Oct 13
The Huntting Inn
Inn at Harbor Hill Marina
Property grounds

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1001)
"Clean, cute property with super friendly staff. Breakfast was an added bonus."
The price is ￥34,233
￥39,368 total
includes taxes & fees
Oct 1 - Oct 2
Inn at Harbor Hill Marina
Harpoon House
Porch

Harpoon House

3.0 star property
8.4 out of 10, Very Good, (141)
"Cute spot"
Harpoon House
The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (247)
"Everything was fantastic, will stay again!"
The Captain Stannard
The Hedges Inn
Room One: Large Queen Guestroom | Egyptian cotton sheets, premium bedding, in-room safe

The Hedges Inn

3.5 star property
9.6 out of 10, Exceptional, (72)
"Great staff "
The Hedges Inn
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
9.8 out of 10, Exceptional, (170)
"Beautiful place and wonderful staff"
The price is ￥31,189
￥34,620 total
includes taxes & fees
Oct 14 - Oct 15
Westbrook Inn B&B
The Homestead
Room, 1 King Bed, Patio, Ground Floor (7) | Egyptian cotton sheets, premium bedding, down comforters

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (87)
"This is our 2nd year staying at the Homestead B & B. We absolutely love it here! Great food, amenities galore, and just an awesome getaway!"
The price is ￥44,566
￥49,468 total
includes taxes & fees
Oct 26 - Oct 27
The Homestead
James Pharmacy Bed & Breakfast
Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (18)
"My husband and I stayed here for a quick weekend getaway and loved our experience! The location was perfect - located near restaurants, shops, and the beach - and the room was clean and charming. We will definitely be back!"
The price is ￥40,640
￥45,111 total
includes taxes & fees
Oct 1 - Oct 2
James Pharmacy Bed & Breakfast
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (70)
"Great experience at a wonderful property!"
The price is ￥41,110
￥51,664 total
includes taxes & fees
Oct 27 - Oct 28
Mill House Inn
Carole's Place B & B
Property grounds

Carole's Place B & B

3.0 star property
9.8 out of 10, Exceptional, (56)
"Very clean and quiet, super comfortable bed, good central location to get around on Long Island, and an great host."
The price is ￥22,424
￥25,619 total
includes taxes & fees
Oct 1 - Oct 2
Carole's Place B & B
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (64)
"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. "
The price is ￥56,776
￥64,866 total
includes taxes & fees
Oct 27 - Oct 28
East Hampton Art House Bed & Breakfast
Vine & Sand
Interior entrance

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (11)
"We enjoyed an amazing wine weekend at Vine and Sand. Beautiful home and relaxing, enjoyable stay. Great location for visiting vineyards as well as the villages of Southold and Greenport. "
Vine & Sand
West Neck Guesthouse
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very Good, (37)
"Great property! Close to beach and super clean. "
The price is ￥46,865
￥53,544 total
includes taxes & fees
Oct 2 - Oct 3
West Neck Guesthouse
Stirling House Bed & Breakfast
Beach/ocean view

Stirling House Bed & Breakfast

3.0 star property
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 !"
The price is ￥71,827
￥82,063 total
includes taxes & fees
Oct 25 - Oct 26
Stirling House Bed & Breakfast
Arbor View House B&B
Exterior

Arbor View House B&B

3.5 star property
9.2 out of 10, Wonderful, (15)
"Two mid age couples just had a good and relaxing time with great hospitality. "
Arbor View House B&B
434 on Main
Reception hall

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (36)
"Great hosts"
434 on Main
The 1708 House
Exterior

The 1708 House

3.0 star property
10.0 out of 10, Exceptional, (2)
"We absolutely loved our stay here. The house is stunning, the service is fabulous. The best bed ever to sleep in! Great location and a fabulous breakfast. Thank you. "
The 1708 House
Harbor Knoll Bed & Breakfast
Living area

Harbor Knoll Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (11)
"It was very pleasant. We would stay again someday. Very convenient to restaurants in town and ferry. "
Harbor Knoll Bed & Breakfast
Head of Pond House
Exterior

Head of Pond House

3.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful place with a very kind host. Highly recommend this place!"
Head of Pond House
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 Heights Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Beautiful grounds and quiet private beach"
Jaime 2-night trip
Posted 3 days ago
Water's Edge Resort & Spa

Find out more about Shelter Island Heights

Find out more about Shelter Island Heights

Shelter Island Heights B&B information

Number of reviews
1,787
Accommodation
39 B&B
Lowest Price
￥25,619
Highest Price
￥83,518

Frequently asked questions

Searching for B&Bs in Shelter Island Heights?
If you want to find a place to stay with fewer rooms than the traditional hotel and a cozy environment, a B&B might be a great fit for your trip to Shelter Island Heights. During your time in Shelter Island Heights, 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 the right choice for your stay?
With attentive service, opportunities to meet guests from other places, and tasty breakfasts, B&Bs offer a truly one-of-a-kind setting.
What are the top B&Bs in Shelter Island Heights?
Here are some well-liked B&Bs in the area: West Neck Guesthouse: 6 rooms. 0.6 mi (1 km) from the heart of Shelter Island Heights.The Sagaponack: 10.8 mi (17.4 km) from the downtown core. East Hampton Art House Bed & Breakfast: 2 rooms. 10.4 mi (16.8 km) from the heart of downtown. Enjoy the free full breakfast and fitness center. James Pharmacy Bed & Breakfast: 3 rooms. Located 14 mi (22.5 km) from the core of Shelter Island Heights. Enjoy the local cuisine breakfast and designer toiletries.
What's the best time of year to book my B&B in Shelter Island Heights?
When you're dreaming of a stay in Shelter Island Heights, 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 Heights is 57 inches.
What is there to do in Shelter Island Heights?
Travelers looking to spend some time in nature enjoy Shelter Island Heights for its island views and beaches. 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 Shelter Island Country Club and Sylvester Manor on your list if you want to see more of the area.
How can I get to and around Shelter Island Heights?
Planning your excursions in and around Shelter Island Heights is easier with these transportation options. Fly into East Hampton, NY (HTO), which is located 10.2 mi (16.4 km) away from the city center. You can also search for flights into Fishers Island, NY (FID-Elizabeth Field), which is 20.6 mi (33.2 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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