A rustic barn surrounded by autumn foliage on a hillside.

Search B&B in Pine Plains

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 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 RM1,123
RM1,271 total
includes taxes & fees
27 Oct - 28 Oct
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
7.6 out of 10, Good, (141 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 RM572
RM647 total
includes taxes & fees
15 Oct - 16 Oct
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 RM817
RM915 total
includes taxes & fees
14 Oct - 15 Oct
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 RM980
RM1,109 total
includes taxes & fees
25 Oct - 26 Oct
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, (35 reviews)
"The warmth of the owners!"
United States
Evangelia
The price is RM731
RM827 total
includes taxes & fees
15 Oct - 16 Oct
it's a good thing
A park with a bench and a large tree.

6. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (232 reviews)
"Quiet room Wonderful breakfast Pleasant atmosphere"
United States
Donna
The price is RM776
RM892 total
includes taxes & fees
27 Oct - 28 Oct
Blackberry River Inn
Interior detail

7. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (70 reviews)
"Perfect little b&b."
United States
Mark
The price is RM765
RM855 total
includes taxes & fees
25 Oct - 26 Oct
Wilder House Berkshires
A stone bridge over a calm river surrounded by autumn foliage.

8. Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (362 reviews)
"The keepers were extraordinarily friendly and helpful. The breakfast was outstanding and freshly made with local ingredients."
United States
Lisa
The price is RM986
RM1,116 total
includes taxes & fees
5 Nov - 6 Nov
Journey Inn Bed & Breakfast
A covered porch with rocking chairs and a red door.

9. Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.2 out of 10, Wonderful, (56 reviews)
"It was a cozy place and my family loved it. The record player was a nice touch"
United States
Michelle
The price is RM988
RM1,151 total
includes taxes & fees
9 Nov - 10 Nov
Kingston Carriage House
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

10. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (451 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is RM429
RM493 total
includes taxes & fees
18 Oct - 19 Oct
Locust Tree Bed and Breakfast LLC
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
"Beds were comfortable, room was clean, train was not often"
Patricia 3-night trip
Posted 10 hours ago
Quality Inn Great Barrington

Find out more about Pine Plains

Pine Plains B&B information

Number of reviews
1,328
Accommodation
18 B&B
Lowest Price
RM493
Highest Price
RM1,271

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