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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured B&B in Shelter Island Heights

The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (169)
"Great stay!"
The price is S$527
includes taxes & fees
2 Sept - 3 Sept
The Sagaponack
Harpoon House
Porch

Harpoon House

3.0 star property
8.4 out of 10, Very good, (127)
"Great location"
Harpoon House
The Huntting Inn
Garden

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (98)
"Great property."
The price is S$858
includes taxes & fees
4 Sept - 5 Sept
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, (1003)
"Really cute bed and breakfast! Great location on the marina. The food was good and the people were very friendly. "
The price is S$381
includes taxes & fees
3 Sept - 4 Sept
Inn at Harbor Hill Marina
The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (237)
"Everything was fantastic, will stay again!"
The Captain Stannard
The Hedges Inn
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 S$1,114
includes taxes & fees
17 Aug - 18 Aug
The Hedges Inn
Carole's Place B & B
Property grounds

Carole's Place B & B

3.0 star property
9.8 out of 10, Exceptional, (49)
"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
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 S$1,003
includes taxes & fees
2 Sept - 3 Sept
East Hampton Art House Bed & Breakfast
West Neck Guesthouse
Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

3.5 star property
8.2 out of 10, Very good, (34)
"Great property! Close to beach and super clean. "
The price is S$459
includes taxes & fees
21 Aug - 22 Aug
West Neck Guesthouse
The Homestead
1 bedroom, Egyptian cotton sheets, premium bedding, down duvets

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (83)
"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 S$480
includes taxes & fees
28 Aug - 29 Aug
The Homestead
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
James Pharmacy Bed & Breakfast
1 bedroom, individually decorated, individually furnished

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Great and historic. "
The price is S$584
includes taxes & fees
24 Aug - 25 Aug
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 S$957
includes taxes & fees
1 Sept - 2 Sept
Mill House Inn
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (157)
"Charming, beautiful inn; excellent food and service."
The price is S$292
includes taxes & fees
2 Sept - 3 Sept
Westbrook Inn 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
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
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
Stirling House Bed & Breakfast
Beach/ocean view

Stirling House Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (23)
"Very comfortable king size bed. Excellent gourmet breakfast, discreet host. Older house, but all the comforts. Absolutely every need provided for. "
Stirling House Bed & Breakfast
The Farmhouse Bed and Breakfast
Living area

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (13)
"very comfortable stay. "
The Farmhouse Bed and Breakfast
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

The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Had a good stay "
Matthew 1-night trip
Posted 16 hours ago
The Atlantic Hotel

Frequently asked questions

Searching for B&Bs in Shelter Island Heights?
If you want to find somewhere to stay with a small number of rooms and an intimate 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 a good option for your stay?
With attentive service, opportunities to socialise with other guests and of course a scrumptious breakfast, B&Bs provide a 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 city centre. The Captain Stannard: 11 rooms. 14.7 mi (23.6 km) from the city centre. Enjoy the private garden and unique decor. Harpoon House: 9 rooms. Located 13.7 mi (22 km) from the core of Shelter Island Heights. Enjoy the bars and unique decor.
When is the best time to book my B&B in Shelter Island Heights?
When you're dreaming of a trip to 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 temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island Heights is 1452 mm.
What is there to do in Shelter Island Heights?
Travellers 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 should 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?
You can plan your excursions in and around Shelter Island Heights ahead of time with these transportation options. Fly into East Hampton, NY (HTO), which is located 10.2 mi (16.4 km) away from the heart of the city. Otherwise, you can search for flights to 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.