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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Pine Plains bed & breakfast

A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

1. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (318 reviews)
"good location/ walkable to down town !"
United States
teresina
The price is ￥43,585
￥49,305 total
includes taxes & fees
Nov 8 - Nov 9
Inn at Pine Plains
A two-story house with a front porch, a garage with a red car, and a driveway with a black car.

2. Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.8 out of 10, Good, (143 reviews)
"I like that it has some character and authenticity. Its everything you need in an awesome area, yet tucked away from too much craziness and traffic."
United States
amanda
The price is ￥22,169
￥25,079 total
includes taxes & fees
Nov 12 - Nov 13
Jenny's Country Manor
A bedroom with a large mural of a waterfall, two bedside lamps, a bed with multiple pillows, and a nightstand with a lamp.

3. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (127 reviews)
"A great place to stay!"
United States
Thomas
The price is ￥31,670
￥35,470 total
includes taxes & fees
Nov 19 - Nov 20
Changing Times Boutique Country Lodging
A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

4. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (86 reviews)
"the minute we arrived the host was helpful, and very nice. He even asked if we needed dinner reservations. The room was clean and pristine. the breakfast was excellent. the host was very cordial and helpful. would definitely recommend. would definitely stay again if in that area"
United States
kenneth
The price is ￥38,038
￥43,030 total
includes taxes & fees
Nov 6 - Nov 7
Millbrook Country House Bed & Breakfast
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

5. it's a good thing

it's a good thing
3.0 star property
Clinton Corners
7.8 out of 10, Good, (36 reviews)
"The warmth of the owners!"
United States
Evangelia
The price is ￥28,386
￥32,111 total
includes taxes & fees
Nov 6 - Nov 7
it's a good thing
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

6. Omega Special 1860s farm house 3 miles away

Omega Special 1860s farm house 3 miles away
Clinton Corners
8.6 out of 10, Excellent, (12 reviews)
"Lynn was incredibly kind, helpful, and friendly. Our stay was very comfortable and centrally located to everywhere we wanted to be. The property was beautiful and scenic, and the home was as cozy and comfortable. She even put out breakfast and coffee for us in the morning, which was very nice! We would absolutely stay again!"
United States
Kenneth P
The price is ￥21,396
￥29,046 total
includes taxes & fees
Nov 6 - Nov 7
Omega Special 1860s farm house 3 miles away
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

7. 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, (33 reviews)
"Wonderful hosts in a quaint home in a lovely spot."
United States
Sharen B.
The price is ￥21,396
￥27,073 total
includes taxes & fees
Nov 8 - Nov 9
Private room on secluded 7 acres , access to entire house including patio, porch
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

8. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (251 reviews)
"Great Breakfast Bed was okay Room very quaint hotel was very nice inside"
United States
Melanie
The price is ￥28,005
￥32,206 total
includes taxes & fees
Nov 8 - Nov 9
Blackberry River Inn
Interior detail

9. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is ￥25,971
￥29,010 total
includes taxes & fees
Nov 10 - Nov 11
Wilder House Berkshires
A covered porch with rocking chairs and a red door.

10. Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.0 out of 10, Wonderful, (59 reviews)
"It was a cozy place and my family loved it. The record player was a nice touch"
United States
Michelle
The price is ￥33,737
￥39,298 total
includes taxes & fees
Nov 30 - Dec 1
Kingston Carriage House
A house with a porch, outdoor seating, and string lights.

11. Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (7 reviews)
"The host the home and grounds were just lovely! Exactly what we needed for a weekend getaway with our pets. Thank you!"
United States
Stephen
The price is ￥17,434
￥21,875 total
includes taxes & fees
Dec 2 - Dec 3
Hudson Pond · Hideaway King Suite · GF Breakfast
A covered porch with white railings and rocking chairs.

12. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (454 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is ￥16,627
￥19,121 total
includes taxes & fees
Nov 18 - Nov 19
Locust Tree Bed and Breakfast LLC
A stone bridge over a calm river surrounded by autumn foliage.

13. Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (363 reviews)
"The keepers were extraordinarily friendly and helpful. The breakfast was outstanding and freshly made with local ingredients."
United States
Lisa
The price is ￥38,275
￥43,301 total
includes taxes & fees
Nov 8 - Nov 9
Journey Inn Bed & Breakfast
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

14. 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
7.8 out of 10, Good, (12 reviews)
"The propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."
United States
Dawn B.
The price is ￥24,249
￥31,734 total
includes taxes & fees
Nov 10 - Nov 11
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
A covered porch with a stone pathway leading to a bench.

15. Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (6 reviews)
"What a hidden gem! Just minutes away from the hussel and bussle of the city! Beautiful gardens and well stocked kitchen!"
United States
Barbara
The price is ￥18,226
￥22,770 total
includes taxes & fees
Nov 11 - Nov 12
Hudson Pond · Garden Queen Suite · GF 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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Learn more about Pine Plains

Hike the trails of Stissing Mountain for panoramic views of this charming Hudson Valley town and its surrounding countryside. Spend afternoons exploring local farm stands or enjoying the peaceful waters of Stissing Lake with a picnic from Main Street businesses.

See all hotels in Pine Plains
A rustic barn surrounded by autumn foliage on a hillside.

Top reviews in Pine Plains

A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.
Inn at Pine Plains

Inn at Pine Plains

Inn at Pine Plains
Pine Plains

10/10 Excellent

Our second time visiting the Inn. Such a cute and cozy spot, real hidden gem if you're looking for a weekend escape from the city. The inn keeper Patti is super helpful and always makes sure we have the best plans while in town! Rooms are clean with a homey feel and the beds are dreamy. We'll def be back for our now annual visit to Pine Plains.
United States
Kevin
Reviewed November 27, 2023
Inn at Pine Plains

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. 17.5 mi (28.2 km) from the heart of downtown. Enjoy the massage services and private yard. Wilder House Berkshires: 5 rooms. Located 17.7 mi (28.4 km) from the core of Pine Plains. Enjoy the free cooked breakfast and unique décor.

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.