A pebbled beach with a sunset and a distant bridge.

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Check prices for these dates

Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept
In one month
9 Oct - 11 Oct
In two months
6 Nov - 8 Nov

Our top choices for Shelter Island Heights bed & breakfast

A bedroom with a bed, bedside tables, a lamp, a window, and a door.

1. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very good, (46 reviews)
"It was great! The location was perfect, plenty of amenities close by as well. Easy ferry access depending on time of day. Room was very clean. Will be staying again!"
United States
Allie
The price is Rp5.527.632
Rp6.315.430 total
includes taxes & fees
14 Sept - 15 Sept
West Neck Guesthouse
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

2. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (285 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is Rp4.816.576
Rp6.378.489 total
includes taxes & fees
11 Oct - 12 Oct
The Sagaponack
A living room with a stone fireplace, grey sofas, and a coffee table.

3. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (282 reviews)
"Had a great stay. Everything was fantastic."
United States
Deborah
The price is Rp4.096.156
Rp4.546.733 total
includes taxes & fees
29 Sept - 30 Sept
The Captain Stannard
A staircase with a white railing, a white chandelier, and framed artwork on the walls.

4. Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (190 reviews)
"Staff was very courteous and the location was perfect. We would book this venue again for our next trip to the hamptons."
United States
Kim
The price is Rp4.268.306
Rp4.876.540 total
includes taxes & fees
1 Oct - 2 Oct
Harpoon House
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.

5. East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
4.0 star property
Clearwater Beach
9.6 out of 10, Exceptional, (65 reviews)
"The hosts were really nice and the breakfast is excellent!"
United States
IVAN
The price is Rp11.990.132
Rp13.698.855 total
includes taxes & fees
5 Oct - 6 Oct
East Hampton Art House Bed & Breakfast
A round outdoor fire pit with flames, surrounded by wicker furniture and a white cushion.

6. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (202 reviews)
"This place is always the best love the rooms. The staff is excellent place is so clean always feel so comfortable here."
United States
Diane
The price is Rp5.190.260
Rp5.761.188 total
includes taxes & fees
7 Oct - 8 Oct
Westbrook Inn B&B
A beach with a lifeguard tower, sandy dunes, and the ocean.

7. The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (128 reviews)
"Good location"
Canada
Josie
The price is Rp7.797.823
Rp9.084.006 total
includes taxes & fees
4 Oct - 5 Oct
The Huntting Inn
A patio area with outdoor seating, a gazebo, and flags.

8. Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,000 reviews)
"Everything was great especially location and view was magnificent"
United States
Lisa
The price is Rp4.185.129
Rp4.812.898 total
includes taxes & fees
4 Oct - 5 Oct
Inn at Harbor Hill Marina
A red door with a 'Gone to the Beach' sign, a wicker chair, a table with a plate of food and drinks, and a potted plant.

9. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (104 reviews)
"Charming Inn with great staff and an amazing breakfast."
United States
Sherry
The price is Rp4.397.012
Rp4.880.666 total
includes taxes & fees
14 Sept - 15 Sept
The Homestead

10. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (248 reviews)
"The owner Michael and staff were awesome. Michael makes delicious breakfast. We will definitely stay again. Andersens"
United States
Vicki
The price is Rp6.566.625
Rp7.288.954 total
includes taxes & fees
24 Sept - 25 Sept
The Scranton Seahorse Inn
A beach chair with a striped cushion and a bag with a floral design.

11. The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (79 reviews)
"The staff was warm, welcoming, knowledgeable & helpful! The food was superb! The room was impeccable from cleanliness to the amenities provided! We absolutely loved our stay and cannot wait to return. "
United States
Lauren
The price is Rp8.391.271
Rp10.620.422 total
includes taxes & fees
15 Sept - 16 Sept
The Hedges Inn
A house with a sloped roof, large windows, and a pathway leading to the entrance.

12. Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (89 reviews)
"Couldn't have been nicer. Dawn and Tiffany were grcious and accomodating."
Canada
Ronald
The price is Rp15.322.125
Rp22.144.586 total
includes taxes & fees
15 Sept - 16 Sept
Mill House Inn
A two-story house with a steeply pitched roof, green shutters, and a brick entrance.

13. Head of Pond House

Head of Pond House
3.0 star property
Water Mill
10.0 out of 10, Exceptional, (13 reviews)
"What a wonderful little gem in the heart of Watermill. This was our favorite Hamptons B&B stay and we can’t wait to comeback!"
United States
Liz
The price is Rp19.994.688
Rp22.843.930 total
includes taxes & fees
13 Sept - 14 Sept
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

Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Front desk staff was extremely knowledgeable, friendly and accommodating. The beach crew was excellent too. They set up and brought back all the necessities so all you had to do was relax."
Geraldine 1-night trip
Posted 11 hours ago
Montauk Blue Hotel

Find out more about Shelter Island Heights

Shelter Island Heights B&B information

Number of reviews
739
Accommodation
33 B&B
Lowest Price
Rp4.546.733
Highest Price
Rp22.843.930

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 Hedges Inn: 12 rooms. Located 12.4 mi (19.9 km) from the core of Shelter Island Heights. Enjoy the free cooked breakfast and designer toiletries.
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.