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5 Sep - 7 Sep
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26 Sep - 28 Sep
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B&B in Shelter Island Heights

Our top choices for Shelter Island Heights bed & breakfast

The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (171)
"Great stay!"
The price is SAR 1,076
SAR 1,380 total
includes taxes & fees
24 Sep - 25 Sep
The Sagaponack
Harpoon House
Porch

Harpoon House

3.0 star property
8.4 out of 10, Very Good, (132)
"Pop Up Rocco was excellent—bed was crisp & comfortable "
Harpoon House
The Huntting Inn
Garden

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (99)
"Great property."
The price is SAR 2,169
SAR 2,516 total
includes taxes & fees
11 Sep - 12 Sep
The Huntting Inn
The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (244)
"Everything was fantastic, will stay again!"
The Captain Stannard
Inn at Harbor Hill Marina
Property grounds

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1003)
"Love this place!!! Beautiful view ! "
The price is SAR 972
SAR 1,118 total
includes taxes & fees
10 Sep - 11 Sep
Inn at Harbor Hill Marina
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, (71)
"Great staff "
The price is SAR 1,685
SAR 2,109 total
includes taxes & fees
11 Sep - 12 Sep
The Hedges Inn
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (160)
"Charming, beautiful inn; excellent food and service."
The price is SAR 816
SAR 906 total
includes taxes & fees
28 Sep - 29 Sep
Westbrook Inn 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, (63)
"Very profesional, very good experiencia , the host the best , the property beatiful 100 porcent recomended"
The price is SAR 2,379
SAR 2,718 total
includes taxes & fees
29 Sep - 30 Sep
East Hampton Art House Bed & Breakfast
Carole's Place B & B
Property grounds

Carole's Place B & B

3.0 star property
9.8 out of 10, Exceptional, (52)
"That is our second time there and we had a blast again , Carole’s is so kind , and always make sure we are okay with what she will offer for breakfast, great location , so clean and the property has a good care , definitely coming back again ! "
Carole's Place B & B
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 SAR 1,670
SAR 2,098 total
includes taxes & fees
29 Sep - 30 Sep
Mill House Inn
James Pharmacy Bed & Breakfast
Miss Anna James Room | 1 bedroom, individually decorated, individually furnished

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Beautiful property in a great location, convenient to everything.Our room was clean and comfortable."
The price is SAR 1,326
SAR 1,697 total
includes taxes & fees
8 Sep - 9 Sep
James Pharmacy Bed & Breakfast
West Neck Guesthouse
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

3.5 star property
8.2 out of 10, Very Good, (36)
"Great property! Close to beach and super clean. "
The price is SAR 1,176
SAR 1,344 total
includes taxes & fees
1 Sep - 2 Sep
West Neck Guesthouse
Vine & Sand
Interior entrance

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (9)
"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
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, (85)
"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 Homestead
434 on Main
Reception hall

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (36)
"Great hosts"
434 on Main
Harbor Knoll Bed & Breakfast
Living area

Harbor Knoll Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (10)
"Beautiful bed and breakfast with gorgeous views. Close to shops and restaurants but far enough to be private and quiet. Will definitely be coming back"
Harbor Knoll 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
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 !"
Stirling House Bed & Breakfast
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
Head of Pond House
Exterior

Head of Pond House

3.0 star property
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

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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. Harpoon House: 9 rooms. 13.7 mi (22 km) from the heart of downtown. Enjoy the bars and unique décor. The Captain Stannard: 11 rooms. Located 14.7 mi (23.6 km) from the core of Shelter Island Heights. Enjoy the private yard and unique décor.
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.