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Our top choices for Sag Harbor bed & breakfast

Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home
Sag Harbor
$715 nightly
The price is $816
Dec 23 - Dec 24
Total with taxes and fees
Large Room w use of pool/tennis in Spacious home

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
$336 nightly
The price is $384
Jan 4 - Jan 5, 2026
Total with taxes and fees
Vine & Sand

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
Old Saybrook Center
9.0 out of 10, Wonderful, (23)
"My husband and I stayed here for a quick weekend getaway and loved our experience! The location was perfect - located near restaurants, shops, and the beach - and the room was clean and charming. We will definitely be back!"
United States
Rachel
$257 nightly
The price is $286
Dec 23 - Dec 24
Total with taxes and fees
James Pharmacy Bed & Breakfast

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (259)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
$238 nightly
The price is $264
Dec 30 - Dec 31
Total with taxes and fees
The Captain Stannard

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (215)
"Clean & amenities, staff friendly Thank you "
United States
Archil
$185 nightly
The price is $212
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Sagaponack

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (75)
"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "
United States
Sharon
$330 nightly
The price is $377
Dec 23 - Dec 24
Total with taxes and fees
Mill House Inn

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (177)
"Our stay was amazing! All the staff were so accommodating and kind. The inn has a rustic charm and was so festive for the holidays! Rooms are a good size, clean, and have everything you need. The breakfast was delicious and they even had free tea/coffee/cookies for all guests to enjoy :) "
United States
Chewon
$220 nightly
The price is $245
Dec 29 - Dec 30
Total with taxes and fees
Westbrook Inn B&B

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)
"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. "
United States
Dan
$437 nightly
The price is $499
Dec 23 - Dec 24
Total with taxes and fees
East Hampton Art House Bed & Breakfast

Head of Pond House

Head of Pond House
3.0 star property
Water Mill
10.0 out of 10, Exceptional, (3)
"Beautiful place with a very kind host. Highly recommend this place!"
United States
Michèle
$495 nightly
The price is $566
Jan 5 - Jan 6, 2026
Total with taxes and fees
Head of Pond House

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (148)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
$323 nightly
The price is $370
Dec 28 - Dec 29
Total with taxes and fees
Harpoon House

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (104)
"Staff and management was very welcoming!"
United States
Sanailer
$393 nightly
The price is $447
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Huntting Inn

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Southold
10.0 out of 10, Exceptional, (1)
"Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great...
United States
Jessica P.
$376 nightly
The price is $430
Jan 4 - Jan 5, 2026
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Southold
10.0 out of 10, Exceptional, (1)
"Great experience. Wonderful hosts. "
United States
Mark L.
$340 nightly
The price is $389
Jan 4 - Jan 5, 2026
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Southold
$350 nightly
The price is $400
Jan 1 - Jan 2, 2026
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Southold
$376 nightly
The price is $430
Jan 4 - Jan 5, 2026
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
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 Sag Harbor Hotel Reviews

Find out more about Sag Harbor

Sag Harbor B&B information

Number of reviews
1,075
Accommodation
36 B&B
Lowest Price
$212
Highest Price
$816

Frequently asked questions

What are the most popular Sag Harbor Bed and Breakfasts?
Room 1 queen bed on waterfront + bikes and kayaks is a great choice for travelers seeking an unforgettable experience in Sag Harbor, boasting an exceptional 10.0 rating. Guests are treated to a peaceful waterfront view, and the availability of bikes and kayaks allows for adventurous explorations right at your doorstep. With thoughtful amenities like air conditioning and complimentary WiFi, this B&B provides a great blend of comfort and convenience.

For those who appreciate stunning views, Room 3, best waterfront view + shared bath, bikes+kayaks also shines with a great 10.0 rating. This inviting space features air conditioning and in-room WiFi, ensuring a relaxing stay while you soak in the beauty of Sag Harbor. The shared bath adds a charming communal element, great for mingling with fellow travelers.

If you're looking for a more communal and engaging experience, sunset bikes and kayaks in the village is another excellent option. With a solid 10.0 rating, this property offers a unique opportunity to connect with the local environment and fellow guests while enjoying the amenities of air conditioning and WiFi.
What is the nightly rate for a Bed and Breakfast in Sag Harbor?
Prices for B&Bs in Sag Harbor often vary, but you can find a great deal from $212 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Sag Harbor 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.
Are there any family-friendly Bed & Breakfasts in Sag Harbor?
Room 1 Queen Bed on Waterfront + Bikes and Kayaks is a fantastic choice for families visiting Sag Harbor. This charming B&B not only offers a cozy queen bed but also features a sofa bed, providing ample sleeping space for parents and children alike. The waterfront location offers stunning views and a serene atmosphere, superb for unwinding after a day of adventure.
Do any Sag Harbor B&Bs allow dogs?
Large Room w use of pool/tennis in Spacious home is an excellent choice for travelers seeking a pet-friendly experience in Sag Harbor. This inviting property not only allows dogs but also provides a range of amenities that ensure a comfortable stay for both you and your furry friend. With spacious rooms featuring a kitchen and a private deck, you'll feel right at home as you relax after a day of adventure.
When is the best time to book a Bed and Breakfast in Sag Harbor?
The most popular time to book a B&B in Sag Harbor is during the summer months, particularly July, when the area comes alive with visitors seeking the charm of this historic whaling village. With warm temperatures averaging in the low to high 70s Fahrenheit, it's an ideal time for enjoying outdoor activities like sailing, beach lounging, and exploring the vibrant local art scene.

As summer unfolds, Sag Harbor transforms into a bustling hub of activity. You'll find a range of events, from farmer's markets to art exhibitions, making it a great period for travelers who appreciate cultural immersion along with stunning coastal views. The atmosphere is vibrant, and it's a great opportunity for those who enjoy mingling with other visitors and locals alike.

If you're considering a more budget-friendly option, visiting in November can be quite rewarding. This month offers a peaceful retreat, allowing for a more intimate exploration of the town's galleries and restaurants without the summer crowds, while still enjoying the beautiful fall scenery.
What is the difference between a Sag Harbor Bed & Breakfast and a hotel?
Every Sag Harbor 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 Sag Harbor B&Bs.

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