Search B&B in Shelter Island Heights

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Our top choices for Shelter Island Heights bed & breakfast

1. Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.8 out of 10, Exceptional, (1,000 reviews)
"Breakfast off a menu and cooked to order was a lovely surprise!"
United States
Lillian
The price is P10,126
P11,645 total
includes taxes & fees
Dec 1 - Dec 2
Inn at Harbor Hill Marina

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 P11,586
P12,861 total
includes taxes & fees
Nov 15 - Nov 16
The Captain Stannard

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 P11,406
P13,031 total
includes taxes & fees
Dec 3 - Dec 4
Harpoon House

4. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (298 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 P13,111
P17,527 total
includes taxes & fees
Nov 15 - Nov 16
The Sagaponack

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 P14,954
P16,599 total
includes taxes & fees
Nov 16 - Nov 17
The Scranton Seahorse Inn

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 P21,461
P25,156 total
includes taxes & fees
Nov 15 - Nov 16
The Huntting Inn

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 P13,213
P14,667 total
includes taxes & fees
Nov 18 - Nov 19
Westbrook Inn B&B

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 P28,804
P32,909 total
includes taxes & fees
Nov 16 - Nov 17
East Hampton Art House Bed & Breakfast

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 P20,697
P29,914 total
includes taxes & fees
Nov 16 - Nov 17
Mill House Inn

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 P13,068
P14,505 total
includes taxes & fees
Nov 23 - Nov 24
The Homestead
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.

Learn more about Shelter Island Heights

Victorian homes line the streets of this charming hamlet where you can rent bikes to explore the island's quiet beaches. Reserve a table at one of the waterfront restaurants for sunset views or take the short ferry to Greenport for more dining options.

A pebbled beach with a sunset and a distant bridge.

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.