A pebbled beach with a sunset and a distant bridge.

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

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 P19,608
P22,402 total
includes taxes & fees
Oct 1 - Oct 2
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, (290 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is P13,606
P18,048 total
includes taxes & fees
Oct 1 - Oct 2
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, (284 reviews)
"Had a great stay. Everything was fantastic."
United States
Deborah
The price is P14,630
P16,240 total
includes taxes & fees
Oct 1 - Oct 2
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, (197 reviews)
"Wonderful place great location I definitely recommend!"
United States
Yuliya V
The price is P15,245
P17,418 total
includes taxes & fees
Oct 1 - Oct 2
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 P42,825
P48,928 total
includes taxes & fees
Oct 7 - Oct 8
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, (203 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 P18,538
P20,577 total
includes taxes & fees
Oct 1 - Oct 2
Westbrook Inn B&B
A house with a sloped roof, large windows, and a pathway leading to the entrance.

7. Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (89 reviews)
"Proximity to East Hampton stores - so close you can walk to most things, biggest asset of this property. Room was nice, bedding excellent."
United States
Rhett
The price is P20,327
P29,378 total
includes taxes & fees
Oct 12 - Oct 13
Mill House Inn
A dining area with a wooden table, chairs, and a view of greenery through large windows.

8. Carole's Place B & B

Carole's Place B & B
3.0 star property
East Quogue
9.8 out of 10, Exceptional, (87 reviews)
"I really enjoyed our stay here!"
United States
carolyn
The price is P10,632
P12,148 total
includes taxes & fees
Oct 23 - Oct 24
Carole's Place B & B
A beach chair with a striped cushion and a bag with a floral design.

9. The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.8 out of 10, Exceptional, (83 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 P28,089
P35,781 total
includes taxes & fees
Oct 6 - Oct 7
The Hedges Inn
A beach with a lifeguard tower, sandy dunes, and the ocean.

10. The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (131 reviews)
"Good location"
Canada
Josie
The price is P27,851
P32,445 total
includes taxes & fees
Oct 19 - Oct 20
The Huntting Inn
A patio area with outdoor seating, a gazebo, and flags.

11. Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,000 reviews)
"Beautiful property overlooking the water with delicious breakfast every morning. Loved our stay there!"
United States
Margarita
The price is P14,948
P17,190 total
includes taxes & fees
Oct 6 - Oct 7
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.

12. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (109 reviews)
"Charming Inn with great staff and an amazing breakfast."
United States
Sherry
The price is P15,827
P17,568 total
includes taxes & fees
Oct 19 - Oct 20
The Homestead
Interior

13. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (251 reviews)
"The owner Michael and staff were awesome. Michael makes delicious breakfast. We will definitely stay again. Andersens"
United States
Vicki
The price is P22,141
P24,576 total
includes taxes & fees
Oct 1 - Oct 2
The Scranton Seahorse Inn
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 Yacht Club

Montauk Yacht Club

10/10 Excellent
"it was a good experience."
Jinwoo 1-night trip
Posted 9 hours ago
Montauk Yacht Club

Find out more about Shelter Island Heights

Shelter Island Heights B&B information

Number of reviews
873
Accommodation
33 B&B
Lowest Price
P12,148
Highest Price
P48,928

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. Situated 13.7 mi (22 km) from the heart of Shelter Island Heights. Enjoy the bars and unique décor. 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.
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.

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