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B&B in Jamesport

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (180)
"Great stay!"
$185 nightly
The price is $212
Oct 26 - Oct 27
Total with taxes and fees
The Sagaponack

Harpoon House

3.0 star property
8.4 out of 10, Very Good, (141)
"Cute spot"
$282 nightly
The price is $323
Sep 28 - Sep 29
Total with taxes and fees
Harpoon House

Carole's Place B & B

3.0 star property
9.8 out of 10, Exceptional, (56)
"Very clean and quiet, super comfortable bed, good central location to get around on Long Island, and an great host."
$150 nightly
The price is $171
Oct 1 - Oct 2
Total with taxes and fees
Carole's Place B & B

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (11)
"We enjoyed an amazing wine weekend at Vine and Sand. Beautiful home and relaxing, enjoyable stay. Great location for visiting vineyards as well as the villages of Southold and Greenport. "
Vine & Sand

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very Good, (37)
"Great property! Close to beach and super clean. "
$314 nightly
The price is $358
Oct 2 - Oct 3
Total with taxes and fees
West Neck Guesthouse

The Jahmtons Guest Room

8.8 out of 10, Excellent, (30)
"Very cozy room and nice people who owned the house. We only met Wayne but he was very cordial and kind. The dogs were wonderful as well :)"
$182 nightly
The price is $208
Sep 30 - Oct 1
Total with taxes and fees
The Jahmtons Guest Room

Stirling House Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (24)
"Our stay was only 2 nights but felt like 5. Well rested 3 days. Would return in a Heart Beat. Clay was awesome and the breakfasts were over the top !"
$480 nightly
The price is $549
Oct 25 - Oct 26
Total with taxes and fees
Stirling House Bed & Breakfast

Arbor View House B&B

3.5 star property
9.2 out of 10, Wonderful, (15)
"Two mid age couples just had a good and relaxing time with great hospitality. "
Arbor View House B&B

The 1708 House

3.0 star property
10.0 out of 10, Exceptional, (2)
"We absolutely loved our stay here. The house is stunning, the service is fabulous. The best bed ever to sleep in! Great location and a fabulous breakfast. Thank you. "
The 1708 House

Harbor Knoll Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (11)
"It was very pleasant. We would stay again someday. Very convenient to restaurants in town and ferry. "
Harbor Knoll Bed & Breakfast

Head of Pond House

3.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful place with a very kind host. Highly recommend this place!"
Head of Pond House

Historical Bed and breakfast<br>

8.8 out of 10, Excellent, (5)
"Very great house , Owner was amazing and was very easy to contact and gave us early check in . Would definitely do it agian"
Historical Bed and breakfast<br>

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

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (13)
"very comfortable stay. "
The Farmhouse Bed and Breakfast

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

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

Large Room w use of pool/tennis in Spacious home

$708 nightly
The price is $808
Sep 30 - Oct 1
Total with taxes and fees
Large Room w use of pool/tennis in Spacious home

Cozy and Stylish 1 Bedroom Guest Suite

10.0 out of 10, Exceptional, (2)
"The place was clean and the hostess was very accommodating. The only drawback is it is in the basement and overhead you could hear the dogs."
Cozy and Stylish 1 Bedroom Guest Suite

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

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

SEVEN - Shelter Island Guest House

2.5 star property
9.8 out of 10, Exceptional, (57)
"It was a beautiful place! Under construction however, Beth was Amazing! Amelia was so hospitable. Close to everything and it certainly helped that the weather was spectacular! Will definitely go back another time!"
SEVEN - Shelter Island Guest 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 Jamesport Hotel Reviews

Find out more about Jamesport

Find out more about Jamesport

Jamesport B&B information

Number of reviews
523
Accommodation
27 B&B
Lowest Price
$171
Highest Price
$808

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Jamesport?
Prices for B&Bs in Jamesport often vary, but you can find a great deal from $171 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Jamesport 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.
When is the best time to book a Bed & Breakfast in Jamesport?
The best time to book a B&B in Jamesport is during the vibrant summer months, particularly from June to August, when the town comes alive with activities. This peak season draws visitors keen on exploring the charming wineries and scenic landscapes that characterize this delightful region. The warm weather, with temperatures ranging from the mid-70s to the low 90s Fahrenheit, creates a great backdrop for outdoor adventures, including vineyard tours and leisurely strolls through picturesque gardens.

July stands out as the most popular month to visit, offering a bustling atmosphere filled with local events, farmers' markets, and community gatherings. Travelers can soak in the lively spirit of the season while enjoying the rich flavors of local wines and artisanal products.

If you're looking for a more budget-friendly option, consider planning your trip in October. This month showcases the stunning fall foliage, transforming the landscape into a kaleidoscope of colors. The cooler temperatures, generally in the 50s to 70s Fahrenheit, provide a refreshing climate for outdoor exploration, making it an ideal time for scenic drives and leisurely winery visits without the summer crowds.
What is the difference between a Jamesport Bed and Breakfast and a hotel?
Every Jamesport 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 Jamesport B&Bs.

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