A rustic barn surrounded by autumn foliage on a hillside.

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Check prices for these dates

Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30
In one month
Sep 11 - Sep 13
In two months
Oct 9 - Oct 11

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, (313 reviews)
"Great stay"
United Kingdom
Katherine
The price is ₩389,312
₩440,409 total
includes taxes & fees
Aug 18 - Aug 19
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, (136 reviews)
"Very nice staff! Large rooms, convenient location."
United States
Georgi
The price is ₩198,195
₩224,215 total
includes taxes & fees
Aug 18 - Aug 19
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, (121 reviews)
"This was our second time to this B & B. We enjoyed it more this time than the last. Good vibe. Terrific breakfast. Very friendly."
United States
Allyson
The price is ₩283,136
₩317,112 total
includes taxes & fees
Aug 18 - Aug 19
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 ₩339,763
₩384,357 total
includes taxes & fees
Aug 20 - Aug 21
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, (61 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is ₩283,830
₩317,042 total
includes taxes & fees
Aug 27 - Aug 28
Wilder House Berkshires
Front of property

6. it's a good thing

it's a good thing
4.5 star property
Clinton Corners
7.8 out of 10, Good, (33 reviews)
"The warmth of the owners!"
United States
Evangelia
The price is ₩253,548
₩286,831 total
includes taxes & fees
Aug 18 - Aug 19
it's a good thing
Library

7. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (203 reviews)
"Excellent breakfast, very nice staff."
United States
Leslie
The price is ₩268,979
₩309,325 total
includes taxes & fees
Aug 18 - Aug 19
Blackberry River Inn
Design House | Terrace/patio

8. Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.2 out of 10, Wonderful, (48 reviews)
"Great modern, large rooms. Good location, quiet, good value."
United States
Edward
The price is ₩315,113
₩367,045 total
includes taxes & fees
Aug 24 - Aug 25
Kingston Carriage House
Exterior

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, (438 reviews)
"This is a quiet location and easy to find. It has a working-farm vibe rather than a luxury-vacation vibe. French toast was delicious. Guest meals are prepared in a home kitchen without a dishwasher or secondary sink."
United States
Kay
The price is ₩148,646
₩170,943 total
includes taxes & fees
Aug 18 - Aug 19
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.
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Top Pine Plains Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent
"I only stayed one night but it was a excellent experience, my check in was great the room was clean, the bed was comfortable and breakfast was great"
Anthony 1-night trip
Posted 4 hours ago
Quality Inn Hyde Park Poughkeepsie North

Find out more about Pine Plains

Pine Plains B&B information

Number of reviews
1,609
Accommodation
18 B&B
Lowest Price
₩170,943
Highest Price
₩440,409

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.
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, Stissing Lake Park and Thompson Pond 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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