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Our top choices for Pine Plains bed & breakfast

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (303)
"Great stay"
United Kingdom
Katherine
$248 nightly
The price is $280
Dec 30 - Dec 31
Total with taxes and fees
Inn at Pine Plains

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
$105 nightly
The price is $121
Dec 20 - Dec 21
Total with taxes and fees
Locust Tree Bed and Breakfast LLC

Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (81)
"Gracious host and great breakfast "
United States
Gerald
$190 nightly
The price is $215
Jan 18 - Jan 19, 2026
Total with taxes and fees
Millbrook Country House Bed & Breakfast

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (109)
"Great experience, looking forward to staying again."
United States
Greg
$150 nightly
The price is $168
Dec 20 - Dec 21
Total with taxes and fees
Changing Times Boutique Country Lodging

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (39)
"Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you! "
United States
Allison
$153 nightly
The price is $171
Dec 21 - Dec 22
Total with taxes and fees
Wilder House Berkshires

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (165)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
$164 nightly
The price is $189
Dec 22 - Dec 23
Total with taxes and fees
Blackberry River Inn

it's a good thing

it's a good thing
4.5 star property
Clinton Corners
8.2 out of 10, Very Good, (25)
"Lynn was a wonderful & accommodating host. Tje"
United States
Julie-Anne
$141 nightly
The price is $160
Jan 1 - Jan 2, 2026
Total with taxes and fees
it's a good thing

Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (338)
"Great staff, the breakfast was amazing, location to surrounding attractions was great! I would stay again!"
United States
Shawn
$224 nightly
The price is $253
Dec 20 - Dec 21
Total with taxes and fees
Journey Inn Bed & Breakfast

Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.0 out of 10, Wonderful, (27)
"Amazing stay! Just make sure you get a lesson in how to turn the heat on... beautiful property walking distance from sights, shops, and cafes. Will absolutely stay there next time we are in Kingston!"
United States
Andrew
$224 nightly
The price is $250
Jan 6 - Jan 7, 2026
Total with taxes and fees
Kingston Carriage House

Inn the Woods Bed and Breakfast

Inn the Woods Bed and Breakfast
3.5 star property
Hyde Park
9.8 out of 10, Exceptional, (136)
"Harry was great, room clean and fresh, breakfast amazing "
United States
Frank
$183 nightly
The price is $207
Dec 31 - Jan 1, 2026
Total with taxes and fees
Inn the Woods Bed and Breakfast

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Clinton Corners
8.2 out of 10, Very Good, (11)
"The propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."
United States
Dawn B.
$170 nightly
The price is $192
Dec 20 - Dec 21
Total with taxes and fees
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.6 out of 10, Good, (133)
"Jenny's was quaint and comfortable, with "
United States
Bill
$165 nightly
The price is $187
Dec 21 - Dec 22
Total with taxes and fees
Jenny's Country Manor

Private room on secluded 7 acres , access to entire house including patio, porch

Private room on secluded 7 acres , access to entire house including patio, porch
Clinton Corners
8.6 out of 10, Excellent, (30)
"It was just as advertised! Host was nice included fruit and coffee "
United States
matt w.
$181 nightly
The price is $205
Dec 20 - Dec 21
Total with taxes and fees
Private room on secluded 7 acres , access to entire house including patio, porch
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 Pine Plains Hotel Reviews

Find out more about Pine Plains

Pine Plains B&B information

Number of reviews
1,717
Accommodation
28 B&B
Lowest Price
$121
Highest Price
$280

Frequently asked questions

What are the most popular Pine Plains Bed & Breakfasts?
The Inn at Pine Plains is an exceptional choice for travelers seeking a cozy and inviting stay in Pine Plains, boasting an impressive 9.8 rating. Guests rave about the friendly staff and delightful breakfast, ensuring a warm start to each day. With thoughtful amenities like kitchenettes, refrigerators, and in-room coffee makers, it's a superb spot for those who appreciate convenience and comfort during their travels.
What is the nightly rate for a Bed and Breakfast in Pine Plains?
Prices for B&Bs in Pine Plains often vary, but you can find a great deal from $121 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Pine Plains 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 Pine Plains?
The best time to book a B&B in Pine Plains is during the vibrant fall season, particularly in October. This month showcases the breathtaking autumn foliage, creating a picturesque backdrop for outdoor activities such as hiking and exploring the scenic beauty of the Hudson Valley. As the leaves transition to their stunning hues of red, orange, and gold, visitors can enjoy pleasant temperatures, typically ranging from the mid-40s to the mid-60s Fahrenheit, making it comfortable for sightseeing and leisurely strolls.

The peak season for travel in Pine Plains occurs in the summer months from June to August. This time attracts families and outdoor enthusiasts eager to embrace the warm weather, partake in local festivals, and explore the area's lush landscapes. The atmosphere is lively, with numerous events and activities that cater to various interests.

For those looking for a more budget-friendly option, visiting in early December can be a delightful choice. While this marks the beginning of the low tourist season, the charming small-town ambiance, particularly with holiday decorations, offers a great experience that is both cozy and inviting.
What is the difference between a Pine Plains B&B and a hotel?
Every Pine Plains 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 Pine Plains B&Bs.

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