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Check prices for these dates

Next weekend
22 May - 24 May
In two weeks
29 May - 31 May
In one month
12 Jun - 14 Jun
In two months
10 Jul - 12 Jul

Our top choices for Shelter Island Heights bed & breakfast

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 £185
includes taxes & fees
31 May - 1 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 £244
includes taxes & fees
26 May - 27 May
The Scranton Seahorse Inn
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 £178
includes taxes & fees
9 Jun - 10 Jun
Westbrook Inn B&B
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 £178
includes taxes & fees
26 May - 27 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 £189
includes taxes & fees
15 Jun - 16 Jun
The Captain Stannard
Interior detail

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (150 reviews)
"Room was clean. Bathroom was refinished. "
United States
robert
The price is £244
includes taxes & fees
20 May - 21 May
Harpoon House
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 £581
includes taxes & fees
29 May - 30 May
Mill House Inn
Property entrance

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (256 reviews)
"Room was very clean and staff very friendly!"
United States
Dawn
The price is £281
includes taxes & fees
8 Jun - 9 Jun
The Sagaponack
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 £322
includes taxes & fees
17 May - 18 May
Vine & Sand
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 £500
includes taxes & fees
28 May - 29 May
The Huntting 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 £425
includes taxes & fees
29 May - 30 May
Stirling House Bed & Breakfast
Interior

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Southold
The price is £363
includes taxes & fees
17 May - 18 May
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Room, 1 King Bed, Patio, Ground Floor (2) | Terrace/patio

The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (92 reviews)
"Beautiful property- wonderful staff- clean, comfortable and relaxed feeling with a lovely breakfast 😄"
United States
Anthony
The price is £368
includes taxes & fees
17 May - 18 May
The Homestead
Interior

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Southold
10.0 out of 10, Exceptional, (1 review)
"Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great...
United States
Jessica P.
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Interior

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Southold
10.0 out of 10, Exceptional, (1 review)
"Great experience. Wonderful hosts. "
United States
Mark L.
The price is £363
includes taxes & fees
18 May - 19 May
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
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 £650
includes taxes & fees
14 Jun - 15 Jun
The Hedges Inn
1 bedroom, iron/ironing board, WiFi, bed sheets

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Southold
The price is £383
includes taxes & fees
17 May - 18 May
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
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

Sag Harbor Inn

Sag Harbor Inn

10/10 Excellent
"I’ve stayed there probably 10 times. They never remember me. Never an upgrade or a perk. I continue to go back because it’s just a solid choice. Clean hotel, nice staff, predictable and quiet. If your a single traveler, retired couple, business traveler that just needs a place to sleep than this is for you. You will never stay in a cleaner hotel. Period."
Lisa 4-night trip
Posted 4 hours ago
Sag Harbor Inn

Find out more about Shelter Island Heights

Shelter Island Heights B&B information

Number of reviews
2,359
Accommodation
48 B&B
Lowest Price
£178
Highest Price
£650

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. Situated 13.7 mi (22 km) from the heart of Shelter Island Heights. Enjoy the bars and unique decor. The Huntting Inn: 19 rooms. Located 12.2 mi (19.7 km) from the core of Shelter Island Heights. Enjoy the fireplace in reception and bar/lounge.
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.