A rustic barn surrounded by autumn foliage on a hillside.

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Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

Our top choices for Pine Plains bed & breakfast

Free daily continental breakfast

1. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (317 reviews)
"Great place! Comfy and charming!!"
United States
Mary
The price is ￥43,142
￥48,805 total
includes taxes & fees
Sep 21 - Sep 22
Inn at Pine Plains
Miscellaneous

2. Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.8 out of 10, Good, (138 reviews)
"Porch is a perfect place for morning coffee and reading books"
United States
Urszula
The price is ￥21,963
￥24,846 total
includes taxes & fees
Sep 21 - Sep 22
Jenny's Country Manor
Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, desk, laptop workspace, blackout drapes

3. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (126 reviews)
"A great place to stay!"
United States
Thomas
The price is ￥31,376
￥35,141 total
includes taxes & fees
Sep 21 - Sep 22
Changing Times Boutique Country Lodging
Aerial view

4. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (84 reviews)
"Very nice experience! The room we stayed in was beautiful and comfortable. Breakfast was just right. The inn is filled with elegant furniture from Europe, some of it going back to the 17th century. The owner made us feel welcome and well cared-for."
United States
Beth
The price is ￥37,651
￥42,593 total
includes taxes & fees
Oct 4 - Oct 5
Millbrook Country House Bed & Breakfast
Interior detail

5. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (66 reviews)
"Perfect little b&b."
United States
Mark
The price is ￥28,732
￥32,094 total
includes taxes & fees
Sep 27 - Sep 28
Wilder House Berkshires
Exterior

6. 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 ￥21,179
￥29,283 total
includes taxes & fees
Sep 21 - Sep 22
Private room on secluded 7 acres , access to entire house including patio, porch
Front of property

7. it's a good thing

it's a good thing
4.5 star property
Clinton Corners
7.8 out of 10, Good, (35 reviews)
"The warmth of the owners!"
United States
Evangelia
The price is ￥28,097
￥31,785 total
includes taxes & fees
Sep 21 - Sep 22
it's a good thing
Exterior

8. Omega Special 1860s farm house 3 miles away

Omega Special 1860s farm house 3 miles away
Clinton Corners
8.0 out of 10, Very good, (9 reviews)
"It is so great to be in the country with such great people as are host were..."
United States
Kim B.
The price is ￥21,179
￥30,171 total
includes taxes & fees
Sep 21 - Sep 22
Omega Special 1860s farm house 3 miles away
Library

9. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (221 reviews)
"The Inn is lovely and charming - and the breakfast was especially great."
United States
Rachel
The price is ￥21,885
￥25,167 total
includes taxes & fees
Oct 21 - Oct 22
Blackberry River Inn
Exterior

10. 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 ￥24,003
￥32,655 total
includes taxes & fees
Sep 21 - Sep 22
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Design House | Terrace/patio

11. 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 ￥36,357
￥42,350 total
includes taxes & fees
Sep 22 - Sep 23
Kingston Carriage House
Exterior

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, (447 reviews)
"The whole vibe of the B&B was so simple and perfect. 10/10 will stay again."
United States
Nicholas
The price is ￥16,472
￥18,943 total
includes taxes & fees
Sep 21 - Sep 22
Locust Tree Bed and Breakfast LLC
Hiking

13. Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (358 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 ￥38,789
￥43,880 total
includes taxes & fees
Sep 29 - Sep 30
Journey Inn Bed & Breakfast
Exterior

14. Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (3 reviews)
"This is a very old property, which adds to its charm. A tiny winding creaky staircase led to our room. The bed was extremely comfortable and the large walk in shower included a comfortable tile bench, which made my husband wish we had one in our own bath at home. The property is very large with several lovely seating areas, a pond and several lovely flower beds. We enjoyed fireflies, which appeared like fairy lights in the evening. The host provides a delicious breakfast. I believe there are...
United States
Shannon S.
The price is ￥20,394
￥26,622 total
includes taxes & fees
Oct 13 - Oct 14
Hudson Pond · Hideaway King Suite · GF Breakfast
Exterior

15. Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (4 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 ￥22,748
￥28,218 total
includes taxes & fees
Oct 1 - Oct 2
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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Top Pine Plains Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Staff was very friendly and helpful. The breakfast was very good with lots of tasty choices. Room was clean and comfortable. I would stay there again!"
Sandra 1-night trip
Posted 2 hours ago
Quality Inn Great Barrington

Find out more about Pine Plains

Pine Plains B&B information

Number of reviews
1,811
Accommodation
29 B&B
Lowest Price
￥18,943
Highest Price
￥48,805

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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