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Compare 24 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, (95)
"Very clean. The host was friendly and attentive. Great complimentary breakfast. Clean,quiet and very comfortable. "
The price is AED 576
AED 662 total
includes taxes & fees
6 Jan - 7 January 2025
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, (373)
"Very pretty setting and house. Comfortable bed. Nice view Would have liked bottled water available in the room. Breakfast was nice."
The price is AED 386
AED 444 total
includes taxes & fees
24 Dec - 25 Dec
Locust Tree Bed and Breakfast LLC
Wilder House Berkshires
Breakfast meal

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
1 Jan - 2 January 2025
Wilder House Berkshires
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 1,050 total
includes taxes & fees
26 Dec - 27 Dec
Inn at Pine Plains
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
Kingston Carriage House
Front of property

Kingston Carriage House

4.0 star property
8.0 out of 10, Very Good, (6)
"The tub and the bed were very nice and comfortable. The room was interesting and definitely had a good curated vibe as a carriage house with nice wide plank wood floors, interesting shaped room vaulted ceiling and vintage tiling in bath, etc. However there were not enough outlets, and the outlets that were there were not easy to plug into and one sparked. Room would greatly benefit from a coffee maker as the promised 7:30 coffee delivery did not happen in a timely enough manner on either day....
The price is AED 909
AED 1,059 total
includes taxes & fees
24 Dec - 25 Dec
Kingston Carriage House
Journey Inn Bed & Breakfast
Front of property

Journey Inn Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (310)
"A great stay with Valerie and Eric and a perfect location for exploring the Hudson Valley "
The price is AED 823
AED 922 total
includes taxes & fees
19 Jan - 20 January 2025
Journey Inn Bed & Breakfast
Inn the Woods Bed and Breakfast
Exterior detail

Inn the Woods Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (117)
"Excellent property, relaxing and breakfast was very good. Birds were a special treat to see and observe as they ate at the bird feeder. "
The price is AED 639
AED 717 total
includes taxes & fees
5 Jan - 6 January 2025
Inn the Woods Bed and Breakfast
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 518
AED 581 total
includes taxes & fees
26 Dec - 27 Dec
it's a good thing
Jenny's Country Manor
Miscellaneous

Jenny's Country Manor

2.0 star property
7.6 out of 10, Good, (124)
"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
24 Dec - 25 Dec
Jenny's Country Manor
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 496
AED 631 total
includes taxes & fees
3 Jan - 4 January 2025
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
27 Dec - 28 Dec
Millbrook Country House Bed & Breakfast
Changing Times Boutique Country Lodging
Front of property

Changing Times Boutique Country Lodging

3.5 star property
10.0 out of 10, Exceptional, (93)
"The stay was great. The host baked delicious muffins for breakfast and everything was clean "
The price is AED 551
AED 595 total
includes taxes & fees
3 Jan - 4 January 2025
Changing Times Boutique Country Lodging
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
9 Jan - 10 January 2025
Micosta Leisure Inn
The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (64)
"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
25 Dec - 26 Dec
'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. Kingston Carriage House: 5 rooms. Located 17.5 mi (28.2 km) from the core of Pine Plains. Enjoy the massage services and private yard.
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, Stissing Lake Park and Thompson Pond are some notable spots. You might put Gallatin Town Hall and The Stissing Center 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.