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Compare 25 B&B in Pine Plains with updated reviews, rates, and availability.

Blackberry River Inn
Breakfast meal
Blackberry River Inn
3.0 star property
9.6 out of 10, Exceptional, (88)
"Have stayed here before and each time had a wonderful experience. The staff was also extremely helpful and the accommodations were impeccable. The breakfasts were delicious. We would definitely stay here again."
The price is AED 633
AED 711 total
includes taxes & fees
18 Nov - 19 Nov
Blackberry River Inn
Locust Tree Bed and Breakfast LLC
Exterior
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (366)
"Nice room at reasonable price with breakfast included. "
The price is AED 386
AED 444 total
includes taxes & fees
16 Nov - 17 Nov
Locust Tree Bed and Breakfast LLC
Kingston Carriage House
Front of property
Kingston Carriage House
4.0 star property
9.6 out of 10, Exceptional, (4)
"Loved this house to stay and be walkable distance from the river. Mondays and Tues are quiet in the town since many places are not open. The carriage house is recently renovated and has such cute character. Only one incidence where I couldn’t get back in during midday as the door keypad was malfunctioning. The doors have to be relocked when exiting. The Breakfasts are yummy pastries but morning drop off is not punctual. "
The price is AED 926
AED 1,065 total
includes taxes & fees
2 Dec - 3 Dec
Kingston Carriage House
Inn at Pine Plains
Breakfast area
Inn at Pine Plains
3.5 star property
9.8 out of 10, Exceptional, (278)
"Ideal version of a New England inn. "
The price is AED 937
AED 1,051 total
includes taxes & fees
17 Nov - 18 Nov
Inn at Pine Plains
it's a good thing
Exterior
it's a good thing
4.5 star property
9.6 out of 10, Exceptional, (8)
"There is a tiny little wooden bridge at the entrance of the driveway and the mailbox is on the opposite side of the road from the house. A doe was keeping watch on the mailbox when we arrived after dark. And check out the night sky!"
The price is AED 469
AED 525 total
includes taxes & fees
28 Nov - 29 Nov
it's a good thing
Wilder House Berkshires
Living area
Wilder House Berkshires
2.0 star property
9.8 out of 10, Exceptional, (10)
"Great place, very clean, hospitable and designed with impeccable taste. "
The price is AED 515
AED 575 total
includes taxes & fees
24 Nov - 25 Nov
Wilder House Berkshires
Changing Times Boutique Country Lodging
Front of property
Changing Times Boutique Country Lodging
3.5 star property
10.0 out of 10, Exceptional, (92)
"Incredible B&B experience. Our host Loretta was welcoming, attentive and a fantastic cook. Room was unique and comfortable. The optional breakfast was not to be missed. "
The price is AED 551
AED 595 total
includes taxes & fees
19 Nov - 20 Nov
Changing Times Boutique Country Lodging
Journey Inn Bed & Breakfast
Front of property
Journey Inn Bed & Breakfast
4.0 star property
9.6 out of 10, Exceptional, (309)
"Beautiful B&B across the street from Vanderbilt Mansion & 5 minutes from FDR Presidential Library. Breakfast was excellent & they made sure that it was appropriate for people with food restrictions. Nice place to stay!"
The price is AED 823
AED 923 total
includes taxes & fees
17 Nov - 18 Nov
Journey Inn Bed & Breakfast
Jenny's Country Manor
Miscellaneous
Jenny's Country Manor
2.0 star property
7.6 out of 10, Good, (123)
"The manager was very amenable to changing our room due to a complaint about a problem we had. And was sincerely concerned. They have a very nice light breakfast on Saturday mornings. "
The price is AED 514
AED 577 total
includes taxes & fees
17 Nov - 18 Nov
Jenny's Country Manor
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Exterior
Omega Special Sun thru Thurs 5 day minimum 3 miles away
9.6 out of 10, Exceptional, (11)
"Beautiful, quiet, comfortable accommodation in gorgeous surroundings. Hosts are kind and helpful. Enjoyed our stay!"
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Inn the Woods Bed and Breakfast
Exterior detail
Inn the Woods Bed and Breakfast
3.5 star property
9.8 out of 10, Exceptional, (115)
"We enjoyed the delicious breakfasts while watching the birds at the large wide window. The owner prepares unique breakfasts with several unique touches and it’s a long walk to the Vanderbiltmansion or local stores.8."
The price is AED 556
AED 626 total
includes taxes & fees
2 Dec - 3 Dec
Inn the Woods Bed and Breakfast
The Baker House Bed & Breakfast
Interior
The Baker House Bed & Breakfast
3.5 star property
10.0 out of 10, Exceptional, (67)
"Very gracious and welcoming hosts. Delicious large breakfast. Extraordinarily civilized."
The Baker House Bed & Breakfast
Private room on secluded 7 acres , access to entire house including patio, porch
Exterior
Private room on secluded 7 acres , access to entire house including patio, porch
8.8 out of 10, Excellent, (24)
"This is a lovely room in a quaint historic large home just a few miles down the road from the Omega Institute. I stayed there b/c Omega had no more housing. Lynn was a delightful and accommodating hostess. Would definitely stay again."
The price is AED 551
AED 696 total
includes taxes & fees
16 Nov - 17 Nov
Private room on secluded 7 acres , access to entire house including patio, porch
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Exterior detail
Omega Special Sun thru Thurs 5 day minimum 3 miles away
9.0 out of 10, Wonderful, (6)
"The hosts were very kind and attentive to my needs. This is their home and they made me feel welcome and comfortable. The property is old and has beautiful character. If I'm in this area again, I will definitely see if I can stay here. Lovely people."
Omega Special Sun thru Thurs 5 day minimum 3 miles away
Millbrook Country House Bed & Breakfast
Front of property
Millbrook Country House Bed & Breakfast
4.0 star property
9.0 out of 10, Wonderful, (74)
"Nice, quiet, clean, convenient, charming, nice owners and more..."
The price is AED 826
AED 927 total
includes taxes & fees
16 Nov - 17 Nov
Millbrook Country House Bed & Breakfast
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Property grounds
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
8.2 out of 10, Very Good, (11)
"The walls and floors are not well insulalted so you can be in the peoples conversation (who lived there 3 of them)want to or not.I asked for ear plugs andt they didn't have any n were mad that I asked. They were cooking in kitchen @9:30 in the evening making diner with lots of noise.. My room was up 5 steps n the room next door thin walls . The place was not clean. You did not have use of any of the house like the ad says.I was not even allowed to make a cup of hot water on the stove.Bed was...
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Hilltop House Bed & Breakfast
Front of property - evening/night
Hilltop House Bed & Breakfast
3.0 star property
9.0 out of 10, Wonderful, (82)
"The bed is so good. "
Hilltop House Bed & Breakfast
Batterby House – Adults Only
Room
Batterby House – Adults Only
3.5 star property
9.8 out of 10, Exceptional, (15)
"Great place to stay. Joe the owner is fantastic. "
Batterby House – Adults Only
The Homestead
Front of property
The Homestead
3.0 star property
9.2 out of 10, Wonderful, (7)
"We were greeted by Michelle and given a tour of the house. Our room was beautifully decorated and quite big enough for an overnight stay. Breakfast was a real treat - creatively cooked and served by Michelle. We enjoyed conversation around the communal dining table. So close to some wonderful hiking and other outdoor activities. Thank you to "The Homestead""
The Homestead
Hudson City Bed & Breakfast
Balcony
Hudson City Bed & Breakfast
3.0 star property
8.2 out of 10, Very Good, (17)
"Great host, comfortable room, convenient/central location."
Hudson City Bed & Breakfast
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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Other property types in Pine Plains

Micosta Leisure Inn
Terrace/patio
Micosta Leisure Inn
3.0 star property
9.2 out of 10, Wonderful, (89)
"Fantastic place to stay! So homey, comfortable, and peaceful. Steven was a fabulous host, and his property is wonderful - in a beautiful garden. The room is large and beyond well equipped. No reason to pay more to stay downtown Hudson. We’re on a month-long New England road trip, and this has been our favorite stay! "
The price is AED 477
AED 515 total
includes taxes & fees
17 Nov - 18 Nov
Micosta Leisure Inn
The Farm at Hyde Park
Exterior
The Farm at Hyde Park
9.8 out of 10, Exceptional, (63)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
The Cabin Overlooking Chloe's Lake
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.2 out of 10, Very Good, (42)
"We had a great time at the cabin! It was the perfect escape from the city. The view was gorgeous, and the cabin had everything we needed. We also tried to use the canoe but the padlock is stuck, it might be rusted/need to be replaced. Otherwise everything was perfect!"
The price is AED 459
AED 533 total
includes taxes & fees
17 Nov - 18 Nov
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
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.

Frequently asked questions

Searching for B&Bs in Pine Plains?
If you’re looking for something a little more offbeat than the traditional hotel experience, a bed and breakfast could be a great option for your vacation. While you’re enjoying your trip to Pine Plains, you might want to explore the theater scene by catching a show at The Stissing Center.
How do you know if a B&B is the right choice for your stay?
B&Bs all have a unique charm. 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.
What are the top B&Bs in Pine Plains?
Below are some well-liked B&Bs in the area: Inn at Pine Plains: 8 rooms. 0.2 mi (0.3 km) from the heart of Pine Plains.Locust Tree Bed and Breakfast LLC: 7 rooms. Situated 18.2 mi (29.2 km) from the heart of Pine Plains.
When should I book my B&B in Pine Plains?
When you’re planning your getaway to Pine Plains, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Pine Plains are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.
What is there to do in Pine Plains?
When you want to spend some time in the great outdoors, Thompson Pond and Stissing Lake Park are some notable spots. You might put The Stissing Center and Pine Plains Library on your list if you want to see more of the area.
How can I get to and around Pine Plains?
Planning your excursions in and around Pine Plains is easier with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 21.9 mi (35.3 km) from the heart of the city. If you’d like to explore around the area, you may want to rent a car for your trip.