Photo by Erisa Dilo

Book Shelter Island Heights Bed & Breakfast

    price find illustration
    Change your mind
    Our total price for your stay includes taxes and fees
    deals illustration
    Treat yourself
    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
In one month
Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Compare 39 B&B in Shelter Island Heights with updated reviews, rates, and availability.

West Neck Guesthouse
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very Good, (32)
"Very convenient location next to Cresent Beach and Leon 1909 restaurant which is fantastic! "
$219 nightly
The price is $250
Jun 26 - Jun 27
Total includes taxes and fees
West Neck Guesthouse
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (69)
"Great experience at a wonderful property!"
$875 nightly
The price is $999
Jun 24 - Jun 25
Total includes taxes and fees
Mill House Inn
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (61)
"The hosts were really nice and the breakfast is excellent!"
$762 nightly
The price is $871
Jun 24 - Jun 25
Total includes taxes and fees
East Hampton Art House Bed & Breakfast
The Huntting Inn
Garden

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (90)
"Best place to stay in East Haven! Location is perfect, attention can’t "
$588 nightly
The price is $670
Jul 7 - Jul 8
Total includes taxes and fees
The Huntting Inn
The Hedges Inn
Room One: Large Queen Guestroom | Egyptian cotton sheets, premium bedding, in-room safe

The Hedges Inn

3.5 star property
9.6 out of 10, Exceptional, (68)
"Absolutely fabulous homely and beautifully decorated Conveniently located between downtown and the beach so easy to walk"
$842 nightly
The price is $962
Jun 24 - Jun 25
Total includes taxes and fees
The Hedges Inn
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (157)
"The location was great, the room was clean, and the staff were very friendly and accommodating."
$364 nightly
The price is $416
Jun 24 - Jun 25
Total includes taxes and fees
The Sagaponack
Inn at Harbor Hill Marina
Property grounds

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1000)
"Wonderfully maintained old home. Aesthetically pleasing. Absolute piece of heaven. "
$269 nightly
The price is $309
Jun 29 - Jun 30
Total includes taxes and fees
Inn at Harbor Hill Marina
Harpoon House
Porch

Harpoon House

3.0 star property
8.2 out of 10, Very Good, (119)
"Great location"
$415 nightly
The price is $475
Jun 25 - Jun 26
Total includes taxes and fees
Harpoon House
Large Room w use of pool/tennis in Spacious home
Outdoor dining

Large Room w use of pool/tennis in Spacious home

$794 nightly
The price is $907
Jun 30 - Jul 1
Total includes taxes and fees
Large Room w use of pool/tennis in Spacious home
James Pharmacy Bed & Breakfast
Miss Anna James Room | 1 bedroom, individually decorated, individually furnished

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Great and historic. "
$532 nightly
The price is $578
Jun 24 - Jun 25
Total includes taxes and fees
James Pharmacy Bed & Breakfast
The Captain Stannard
LED TV

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (227)
"Very nice place and the owners are super people and treat their customers very well! I loved it here and would definitely stay here again!"
$252 nightly
The price is $280
Jun 24 - Jun 25
Total includes taxes and fees
The Captain Stannard
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (150)
"Beautiful bed and breakfast with plush robes and slippers, super clean, would stay again!"
$275 nightly
The price is $306
Jun 29 - Jun 30
Total includes taxes and fees
Westbrook Inn B&B
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

What are the most popular Shelter Island Heights B&Bs?
West Neck Guesthouse is a fantastic choice for travelers seeking a serene escape in Shelter Island Heights, boasting an excellent 8.0 rating. This adults-only property provides a tranquil atmosphere great for couples looking to unwind. Guests rave about the comfortable rooms and attentive staff, ensuring a relaxing stay. The seasonal outdoor pool offers a refreshing getaway during warmer months, making it an ideal spot to soak up the sun or enjoy a leisurely swim.
What is the nightly rate for a Bed & Breakfast in Shelter Island Heights?
Prices for B&Bs in Shelter Island Heights often vary, but you can find a great deal from $250 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Shelter Island Heights B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
Which area is best to stay in a Shelter Island Heights B&B?
The Heights is the most popular area for travelers looking to stay in a Shelter Island Heights B&B. Families will appreciate the serene environment and easy access to family-friendly activities. The nearby Crescent Beach is great for a day of sun and sand, while the Shelter Island Historical Society offers engaging exhibits that the kids will find fascinating.
For those seeking outdoor adventures, the local parks, including the beautiful Mashomack Preserve, provide numerous trails for hiking and opportunities for birdwatching. The charming local shops and restaurants add to the experience, offering a selection of tasty options for meals after a day of adventure.
Couples can enjoy the romantic ambiance of The Heights, with its scenic views of the water and lush landscapes. A leisurely stroll along the waterfront or a sunset picnic on the beach can create memorable moments together.
When is the best time to book a Bed and Breakfast in Shelter Island Heights?
The best time to book a B&B in Shelter Island Heights is during the summer months, particularly in July, when the area is alive with vibrant activities and pleasant weather. This peak season, spanning from late May to early September, attracts families and travelers looking to enjoy the serene beaches, charming boutiques, and delightful outdoor dining experiences that Shelter Island is known for.
In July, you can expect warm temperatures ranging from the mid-70s to low 80s Fahrenheit, great for a variety of outdoor activities. Whether you're taking leisurely strolls along the waterfront, indulging in water sports, or exploring the picturesque hiking trails, the inviting climate enhances every moment spent in this idyllic locale.
For those who prefer a quieter experience, the shoulder months of May and September offer a wonderful balance. These months feature milder weather and fewer crowds, allowing for more intimate encounters with the natural beauty of the island. Notably, September often showcases beautiful late-summer days, ideal for enjoying the beach before the cooler autumn air sets in.
If you're looking for a more budget-friendly option, consider visiting in December. While this is considered the low season, it provides a unique opportunity to experience the island's charm in a more tranquil setting, with cozy accommodations and a chance to unwind amidst the winter beauty.
What is the difference between a Shelter Island Heights Bed & Breakfast and a hotel?
Every Shelter Island Heights B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Shelter Island Heights B&Bs.