A pebbled beach with a sunset and a distant bridge.

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Check prices for these dates

Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep
In one month
25 Sep - 27 Sep
In two months
23 Oct - 25 Oct

Our top choices for Shelter Island Heights bed & breakfast

Deluxe Room, 1 King Bed

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 ฿10,306
฿11,774 total
includes taxes & fees
31 Aug - 1 Sept
West Neck Guesthouse
Property entrance

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 ฿11,210
฿14,451 total
includes taxes & fees
13 Sept - 14 Sept
The Sagaponack
Living area

3. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (281 reviews)
"Had a great stay. Everything was fantastic."
United States
Deborah
The price is ฿7,690
฿8,535 total
includes taxes & fees
31 Aug - 1 Sept
The Captain Stannard
Aerial view

4. 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 ฿22,672
฿25,903 total
includes taxes & fees
29 Sept - 30 Sept
East Hampton Art House Bed & Breakfast
Interior detail

5. Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (186 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 ฿9,257
฿10,576 total
includes taxes & fees
7 Sept - 8 Sept
Harpoon House
Fireplace

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 ฿9,744
฿10,815 total
includes taxes & fees
23 Sept - 24 Sept
Westbrook Inn B&B
Beach

7. The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (124 reviews)
"Very nice, great place."
United States
James Patrick
The price is ฿18,639
฿21,624 total
includes taxes & fees
1 Sept - 2 Sept
The Huntting Inn
Property grounds

8. Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,001 reviews)
"We love this inn and stay here 3-4 times each year. Love the wine and cheese in the afternoon, the fresh cookies in the lobby and the boat ride up the Niantic River. The rooms are comfortable, even if some are small. The breakfast (food and service) is excellent. The porch and chairs on the lawn are wonderful places to watch the water."
United States
Karen
The price is ฿8,843
฿10,169 total
includes taxes & fees
1 Sept - 2 Sept
Inn at Harbor Hill Marina
Front of property – evening/night

9. 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 ฿28,764
฿41,572 total
includes taxes & fees
7 Sept - 8 Sept
Mill House Inn
Interior

10. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (247 reviews)
"Excellent B&B. Great breakfast. Lovely area. Walk around to local stores and restaurants. And beach is nearby."
United States
Krishna
The price is ฿12,327
฿13,683 total
includes taxes & fees
2 Sept - 3 Sept
The Scranton Seahorse Inn
Room, 1 King Bed, Patio, Ground Floor (2) | Terrace/patio

11. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (101 reviews)
"Charming Inn with great staff and an amazing breakfast."
United States
Sherry
The price is ฿8,639
฿9,589 total
includes taxes & fees
14 Sept - 15 Sept
The Homestead
Beach

12. The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (77 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 ฿17,722
฿22,187 total
includes taxes & fees
21 Sept - 22 Sept
The Hedges Inn
Traditional Cottage, 2 Bedrooms, Lake View (Pet not allowed)

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
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

Kenny's Tipperary Inn

Kenny's Tipperary Inn

10/10 Excellent
"Wonderful, friendly staff. Had given us beach passes. Loved eating breakfast in the zen garden"
Barbara 1-night trip
Posted 6 hours ago
Kenny's Tipperary Inn

Find out more about Shelter Island Heights

Shelter Island Heights B&B information

Number of reviews
946
Accommodation
33 B&B
Lowest Price
฿8,535
Highest Price
฿41,572

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.