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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Browse Select Shelter Island Heights B&B

The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (162)
"The location was great, the room was clean, and the staff were very friendly and accommodating."
The price is ₹46,829
₹57,931 total
includes taxes & fees
27 Jul - 28 Jul
The Sagaponack
Harpoon House
Porch

Harpoon House

3.0 star property
8.2 out of 10, Very good, (122)
"Great location"
The price is ₹37,289
₹42,602 total
includes taxes & fees
27 Jul - 28 Jul
Harpoon House
Inn at Harbor Hill Marina
Property grounds

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1001)
"Really cute bed and breakfast! Great location on the marina. The food was good and the people were very friendly. "
The price is ₹23,177
₹26,653 total
includes taxes & fees
28 Jul - 29 Jul
Inn at Harbor Hill Marina
The Huntting Inn
Garden

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (94)
"Staff and management was very welcoming!"
The price is ₹49,800
₹57,758 total
includes taxes & fees
3 Aug - 4 Aug
The Huntting Inn
The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (233)
"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, (69)
"Great staff "
The price is ₹68,841
₹82,874 total
includes taxes & fees
27 Jul - 28 Jul
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, (42)
"It was a pleasure to stay at Carole's lovely B&B. From the time I met Carole at check in up until until I checked out, my 3 night stay was superb. During my stay I had the pleasure of meeting the other guests. I especially enjoyed my chats with Karen and Jerry (friends of Corole) there company help make my stay all the more enjoyable. "
Carole's Place B & B
The Homestead
Room, 1 King Bed, Patio, Ground Floor (7) | 1 bedroom, Egyptian cotton sheets, premium bedding, down duvets

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (80)
"Beautiful and comfortable b+b. Well thought out amenities such as comfortable bed, fluffy towels, great breakfast options and snacks. The innkeepers friendly and made sure we were well taken care of during our stay "
The Homestead
Mill House Inn
Front of property – evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (69)
"Great experience at a wonderful property!"
The price is ₹85,728
₹107,738 total
includes taxes & fees
21 Jul - 22 Jul
Mill House Inn
Vine & Sand
Interior entrance

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (7)
"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
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (62)
"The hosts were really nice and the breakfast is excellent!"
The price is ₹78,939
₹90,188 total
includes taxes & fees
14 Aug - 15 Aug
East Hampton Art House 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
8.0 out of 10, Very good, (32)
"Very convenient location next to Cresent Beach and Leon 1909 restaurant which is fantastic! "
The price is ₹27,011
₹30,860 total
includes taxes & fees
31 Jul - 1 Aug
West Neck Guesthouse
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
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)
"Great and historic. "
The price is ₹35,157
₹49,363 total
includes taxes & fees
21 Jul - 22 Jul
James Pharmacy Bed & Breakfast
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (152)
"Beautiful bed and breakfast with plush robes and slippers, super clean, would stay again!"
The price is ₹24,672
₹27,385 total
includes taxes & fees
21 Jul - 22 Jul
Westbrook Inn B&B
The Farmhouse Bed and Breakfast
Living area

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (12)
"It was centrally located for a wedding we attended at the Peconic Bay Yacht Club in Southold. The Farm House was near the Catholic church, and the welcome party at a nearby golf club. "
The Farmhouse Bed and Breakfast
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
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
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 Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"We could not recommend this property more! The rooms are fabulous and the grounds are beautiful. We had a room on the ground and our dog loved the easy access outside. The rooms are decorated beautifully as well - very chic and spacious! Cant wait to come back here in the Fall."
Samantha 1-night trip
Posted 2 days ago
The Bentley Hotel Southampton

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. Harpoon House: 9 rooms. 13.7 mi (22 km) from the city centre. Enjoy the bars and unique decor. The Captain Stannard: 11 rooms. Located 14.7 mi (23.6 km) from the core of Shelter Island Heights. Enjoy the private garden 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.