A rustic barn surrounded by autumn foliage on a hillside.

Find the Best Pine Plains Bed and Breakfast

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov
In one month
27 Nov - 29 Nov
In two months
25 Dec - 27 Dec

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 £232
includes taxes & fees
5 Nov - 6 Nov
Inn at Pine Plains
A vintage black car parked on a road with a white fence and trees in the background.

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 £118
includes taxes & fees
5 Nov - 6 Nov
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 £167
includes taxes & fees
18 Nov - 19 Nov
Changing Times Boutique Country Lodging
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

4. 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 £148
includes taxes & fees
1 Nov - 2 Nov
Omega Special 1860s farm house 3 miles away
A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

5. 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 £203
includes taxes & fees
1 Nov - 2 Nov
Millbrook Country House Bed & Breakfast
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

6. 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 £151
includes taxes & fees
1 Nov - 2 Nov
it's a good thing
Interior detail

7. 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 £137
includes taxes & fees
10 Nov - 11 Nov
Wilder House Berkshires
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 £152
includes taxes & fees
5 Nov - 6 Nov
Blackberry River Inn
A covered porch with rocking chairs and a red door.

9. Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.0 out of 10, Wonderful, (58 reviews)
"It was a cozy place and my family loved it. The record player was a nice touch"
United States
Michelle
The price is £185
includes taxes & fees
30 Nov - 1 Dec
Kingston Carriage House
A house with a porch, outdoor seating, and string lights.

10. Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (5 reviews)
"Nicole's renovation of this charming old farmhouse, both inside and outside, is a work of art and no doubt a labor of love.Clean rooms.Modern bathrooms.Beautiful property.Great breakfast.One caution: the staircase leading to the upstairs bedroom is probably unsuitable for older people. ."
United States
David Z.
The price is £130
includes taxes & fees
30 Nov - 1 Dec
Hudson Pond · Hideaway King Suite · GF Breakfast
A stone bridge over a calm river surrounded by autumn foliage.

11. 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 £204
includes taxes & fees
1 Nov - 2 Nov
Journey Inn Bed & Breakfast
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

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, (453 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is £90
includes taxes & fees
4 Nov - 5 Nov
Locust Tree Bed and Breakfast LLC
A covered porch with a stone pathway leading to a bench.

13. 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 £130
includes taxes & fees
9 Nov - 10 Nov
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pine Plains Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"What a charming place to stay after visiting the Berkshires! Beds are super comfy. Wish they had a smart TV though to connect to!"
Lidia 1-night trip
Posted 10 hours ago
Quality Inn Great Barrington

Find out more about Pine Plains

Pine Plains B&B information

Number of reviews
1,067
Accommodation
29 B&B
Lowest Price
£90
Highest Price
£232

Frequently asked questions

Searching for B&Bs in Pine Plains?
If you're looking for something a little different than your standard hotel, a bed and breakfast could be the perfect alternative for your trip. While you're enjoying your trip to Pine Plains, you might want to explore the theatre scene by watching a show at The Stissing Center.
How do you know if a B&B is a good option for your stay?
B&Bs all have a unique charm — whether it's a comfy common area with a fireplace or a beautiful breakfast room, 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 city centre. Enjoy the massage services and private garden. 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 decor.
When should I book my B&B in Pine Plains?
When you're planning your stay in Pine Plains, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Pine Plains are January, February, March and April, with each month seeing an average of 17 cm 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 should 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 city centre. If you'd like to explore around the area, consider renting a car to explore more sights.

Explore a world of travel with Expedia