A pebbled beach with a sunset and a distant bridge.

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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Shelter Island Heights bed & breakfast

A two-story house with a porch, multiple windows, and a well-maintained lawn.

1. Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.8 out of 10, Exceptional, (1,001 reviews)
"Breakfast off a menu and cooked to order was a lovely surprise!"
United States
Lillian
The price is AU$270
includes taxes & fees
1 Dec - 2 Dec
Inn at Harbor Hill Marina
A living room with a stone fireplace, grey sofas, and a coffee table.

2. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (286 reviews)
"An excellent choice for our brief stay in Old Saybrook. Clean, comfortable and very well maintained."
United States
Siegfried
The price is AU$248
includes taxes & fees
16 Dec - 17 Dec
The Captain Stannard
A porch with a turquoise bicycle, patterned chairs, and a glass table.

3. Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (210 reviews)
"Wonderful place great location I definitely recommend!"
United States
Yuliya V
The price is AU$269
includes taxes & fees
16 Nov - 17 Nov
Harpoon House
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

4. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (300 reviews)
"We loved the 1 bedroom bungalow! One could sleep while the other read or watched TV. The bed was very comfortable. The kitchenette was very convenient. While there was a little road noise, the thoughtfully provided sound machine canceled that out. The best part for us was the location; right in the middle of the Hamptons, Montauck and Sag Harbor. Would definitely stay here again!"
United States
PAUL
The price is AU$406
includes taxes & fees
16 Nov - 17 Nov
The Sagaponack
A bedroom with a bed, a chair, a large window, and a wall-mounted artwork.

5. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.4 out of 10, Exceptional, (253 reviews)
"A lovely stay at a classic New England B & B. Perfect location for a visit to Madison."
United States
Tracy
The price is AU$385
includes taxes & fees
16 Nov - 17 Nov
The Scranton Seahorse Inn
A beach with a lifeguard tower, sandy dunes, and the ocean.

6. The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (134 reviews)
"Good location"
Canada
Josie
The price is AU$583
includes taxes & fees
16 Nov - 17 Nov
The Huntting Inn
A patio with Adirondack chairs, a fire pit, and a view of a lake.

7. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (206 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 AU$340
includes taxes & fees
18 Nov - 19 Nov
Westbrook Inn B&B
A large estate with a swimming pool, multiple buildings, and a well-maintained garden.

8. 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 AU$763
includes taxes & fees
16 Nov - 17 Nov
East Hampton Art House Bed & Breakfast
A house with a sloped roof, large windows, and a pathway leading to the entrance.

9. Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (90 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 AU$694
includes taxes & fees
16 Nov - 17 Nov
Mill House Inn
A beach with houses in the background and a rainbow in the sky.

10. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (114 reviews)
"Beautiful and unique inn with great staff."
United States
Anita C
The price is AU$319
includes taxes & fees
24 Nov - 25 Nov
The Homestead
A rectangular swimming pool with a metal ladder on one side, surrounded by a wooden deck.

11. Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home
Sag Harbor
The price is AU$1,139
includes taxes & fees
16 Nov - 17 Nov
Large Room w use of pool/tennis in Spacious home
A dark-colored SUV parked on a paved surface with a wooded area in the background.

12. Lux Southampton B&B: Pool, Tennis, Gym & Bikes

Lux Southampton B&B: Pool, Tennis, Gym & Bikes
Southampton
The price is AU$659
includes taxes & fees
16 Nov - 17 Nov
Lux Southampton B&B: Pool, Tennis, Gym & Bikes
A bedroom with a large bed, two bedside lamps, a nightstand, a potted plant, and two framed pictures on the wall.

13. B&B Near Shinnecock: Pool, Tennis, Beach Access

B&B Near Shinnecock: Pool, Tennis, Beach Access
Southampton
The price is AU$569
includes taxes & fees
16 Nov - 17 Nov
B&B Near Shinnecock: Pool, Tennis, Beach Access
A fire pit with three Adirondack chairs around it, set on gravel with a backdrop of tall evergreen trees.

14. Luxury B&B: Pool, Tennis, Free Local Rides

Luxury B&B: Pool, Tennis, Free Local Rides
Southampton
The price is AU$583
includes taxes & fees
16 Nov - 17 Nov
Luxury B&B: Pool, Tennis, Free Local Rides
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

Offshore Montauk

Offshore Montauk

10/10 Excellent
"The stay was amazing. Great room, great amenities, great location, great staff!"
Juwon 1-night trip
Posted 1 hour ago
Offshore Montauk

Find out more about Shelter Island Heights

Shelter Island Heights B&B information

Number of reviews
1,433
Accommodation
46 B&B
Lowest Price
AU$248
Highest Price
AU$1,139

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.