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Our top choices for Flanders bed & breakfast

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
$320 nightly
The price is $366
Jan 5 - Jan 6, 2026
Total with taxes and fees
Vine & Sand

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

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

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

The Jahmtons Guest Room

The Jahmtons Guest Room
Ridge
8.6 out of 10, Excellent, (31)
"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
Dec 27 - Dec 28
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
$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--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 Flanders Hotel Reviews

Find out more about Flanders

Flanders B&B information

Number of reviews
410
Accommodation
28 B&B
Lowest Price
$206
Highest Price
$816

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Flanders?
Prices for B&Bs in Flanders 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 Flanders 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 B&B in Flanders?
The best time to book a B&B in Flanders is from March to May, when the region comes alive with vibrant spring blooms and an array of cultural events. This peak season is particularly appealing for travelers who appreciate a mix of outdoor activities and rich historical sightseeing. As the weather warms, average temperatures range from the mid-40s to low 70s Fahrenheit, providing a comfortable climate for exploring Flanders' picturesque towns and scenic landscapes.

April stands out as a particularly popular month for visitors, as the first blossoms of spring begin to emerge. During this time, travelers can enjoy leisurely strolls through charming streets, visit renowned art museums, and partake in local festivals that celebrate Flanders' unique heritage. The milder weather and lively ambiance make it an ideal backdrop for outdoor cafes and markets.

For those looking for a more budget-friendly option, consider visiting in October. This month offers a beautiful tapestry of autumn colors, superb for scenic drives and tranquil walks through the countryside. It's also a quieter time, allowing for a more intimate exploration of Flanders' rich history and culture without the crowds.
What is the difference between a Flanders Bed and Breakfast and a hotel?
Every Flanders 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 Flanders B&Bs.

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