A rustic barn surrounded by autumn foliage on a hillside.

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Check prices for these dates

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

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, (317 reviews)
"Great place! Comfy and charming!!"
United States
Mary
The price is S$395
includes taxes & fees
17 Sept - 18 Sept
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, (138 reviews)
"Porch is a perfect place for morning coffee and reading books"
United States
Urszula
The price is S$201
includes taxes & fees
17 Sept - 18 Sept
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, (126 reviews)
"A great place to stay!"
United States
Thomas
The price is S$284
includes taxes & fees
22 Sept - 23 Sept
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, (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 S$345
includes taxes & fees
18 Sept - 19 Sept
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
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 S$257
includes taxes & fees
17 Sept - 18 Sept
it's a good thing

6. 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 S$273
includes taxes & fees
22 Sept - 23 Sept
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, (219 reviews)
"The Inn is lovely and charming - and the breakfast was especially great."
United States
Rachel
The price is S$215
includes taxes & fees
27 Sept - 28 Sept
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 S$343
includes taxes & fees
22 Sept - 23 Sept
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, (444 reviews)
"The whole vibe of the B&B was so simple and perfect. 10/10 will stay again."
United States
Nicholas
The price is S$153
includes taxes & fees
17 Sept - 18 Sept
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, (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 S$355
includes taxes & fees
1 Oct - 2 Oct
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

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Everything was so smooth, from the detailed map and heads up of possible cell service interruptions, to the check in and check out process, housekeeping request, and the ease of communication via text. It was a perfect getaway, minimal interruptions, yet easy to reach with quick responses. Although I could tell there were other guests in cabins nearby because I would see parked cars, it was so quiet that I felt like I was truly there alone! They thought of everything as far as cookware, plates, cups for cold and hot drinks, and utensils. S’mores, snacks, water, coffee, tea, and use of firepit/firewood were all complimentary. There’s a fridge but no microwave which I was not expecting but useful to know. Bring seasoning if you plan to cook. Bring mosquito repellant. It was weird not having a sink in the bathroom but it wasn’t a big deal for me. Would definitely book again!"
crystal 2-night trip
Posted less than an hour ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Find out more about Pine Plains

Pine Plains B&B information

Number of reviews
1,587
Accommodation
18 B&B
Lowest Price
S$153
Highest Price
S$395

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.

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