A rustic barn surrounded by autumn foliage on a hillside.

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

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 ₩373,313
₩422,311 total
includes taxes & fees
Oct 11 - Oct 12
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, (139 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 ₩190,050
₩215,001 total
includes taxes & fees
Oct 11 - Oct 12
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 ₩271,500
₩304,080 total
includes taxes & fees
Oct 13 - Oct 14
Changing Times Boutique Country Lodging
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

4. 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 ₩243,128
₩275,043 total
includes taxes & fees
Oct 7 - Oct 8
it's a good thing
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, (85 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 ₩325,800
₩368,561 total
includes taxes & fees
Oct 15 - Oct 16
Millbrook Country House Bed & Breakfast
Interior detail

6. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (67 reviews)
"Perfect little b&b."
United States
Mark
The price is ₩280,618
₩313,440 total
includes taxes & fees
Oct 25 - Oct 26
Wilder House Berkshires
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

7. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (222 reviews)
"Great breakfast"
United States
Brian
The price is ₩203,947
₩234,540 total
includes taxes & fees
Oct 4 - Oct 5
Blackberry River Inn
A covered porch with rocking chairs and a red door.

8. Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.2 out of 10, Wonderful, (54 reviews)
"It was a cozy place and my family loved it. The record player was a nice touch"
United States
Michelle
The price is ₩274,227
₩319,420 total
includes taxes & fees
Nov 2 - Nov 3
Kingston Carriage House
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

9. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (450 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is ₩142,538
₩163,919 total
includes taxes & fees
Oct 4 - Oct 5
Locust Tree Bed and Breakfast LLC
A stone bridge over a calm river surrounded by autumn foliage.

10. Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (359 reviews)
"The bed and breakfast provided an excellent home base while exploring Hyde Park and surrounding areas, the breakfast was delicious and everybody was friendly. Will visit again."
United States
Greg
The price is ₩328,355
₩371,470 total
includes taxes & fees
Nov 1 - Nov 2
Journey Inn 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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Top Pine Plains Hotel Reviews

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"Awesome hotel. Staff is amazing and room was so comfortable."
Susan 1-night trip
Posted 11 hours ago
Courtyard by Marriott Kingston

Find out more about Pine Plains

Pine Plains B&B information

Number of reviews
1,694
Accommodation
18 B&B
Lowest Price
₩163,919
Highest Price
₩422,311

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.

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