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Our top choices for Jamesport bed & breakfast

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (226 reviews)
"The property and room was clean, easily accessible, and staff were very friendly. We would stay here again!"
United States
Daren
$193 nightly
The price is $215
Mar 24 - Mar 25
Total with taxes and fees
The Sagaponack

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (149 reviews)
"Great spot!"
United States
Keith
$244 nightly
The price is $278
Mar 18 - Mar 19
Total with taxes and fees
Harpoon House

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful stay"
United States
Judy
$310 nightly
The price is $355
Mar 10 - Mar 11
Total with taxes and fees
Vine & Sand

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
$353 nightly
The price is $403
Mar 4 - Mar 5
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

The Jahmtons Guest Room

The Jahmtons Guest Room
Ridge
8.6 out of 10, Excellent, (31 reviews)
"I had such a nice and relaxing stay! The dogs were awesome and the owners very kind and easy to be around. Will definitely return when I’m back in the area. "
United States
Carolyn D.
$180 nightly
The price is $206
Mar 8 - Mar 9
Total with taxes and fees
The Jahmtons Guest Room

Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home
Sag Harbor
$716 nightly
The price is $817
Mar 4 - Mar 5
Total with taxes and fees
Large Room w use of pool/tennis in Spacious home

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 review)
"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.
$387 nightly
The price is $443
Mar 4 - Mar 5
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 review)
"Great experience. Wonderful hosts. "
United States
Mark L.
$353 nightly
The price is $403
Mar 4 - Mar 5
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 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
$387 nightly
The price is $443
Mar 4 - Mar 5
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 Jamesport Hotel Reviews

Find out more about Jamesport

Jamesport B&B information

Number of reviews
423
Accommodation
28 B&B
Lowest Price
$206
Highest Price
$817

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 $206 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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