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Compare 27 B&B in Pine Plains with updated reviews, rates, and availability.

"So charming, friendly staff, perfectly comfortable. We had the best stay. "

AED 702 total

includes taxes & fees

5 May - 6 May

Wilder House Berkshires Room 3 | Premium bedding, individually decorated, individually furnished

"It's a boutique B&B place with 5 rooms with great interior decoration. Brad, the owner has an innate focus for details, which shows up in his communications and design of the property and room, including the naming of the inn (Wilder Oak is the name of his 3 years old son...). Brad is relatively new in the hospitality industry, but his intentions and mannerism are just right for the place. He cooks breakfast for guests in the weekend; design of the menue card and breakfast choices are just right...

AED 670 total

includes taxes & fees

28 Apr - 29 Apr

"A great stay with Valerie and Eric and a perfect location for exploring the Hudson Valley "

AED 931 total

includes taxes & fees

14 Apr - 15 Apr

"The host Heidi was friendly and fun to talk with at breakfast (I was travelling alone). She knows a lot about the area and history which was nice to hear. The house was quiet and clean and I'd stay here again."

AED 444 total

includes taxes & fees

12 Apr - 13 Apr

"The property and location were amazing. Super easy to get to and from different points in Kingston. Walkable area. Good parking direction from the host. There was a logistical mix up but they fixed that immediately. It would have been nice to have the sofa bed made up upon arrival or at least have extra linens in the suite, but I let them know via their text line, and they sent someone within an hour. The breakfast/coffee situation leaves quite a lot to be desired, but hopefully theyll work out...

AED 953 total

includes taxes & fees

27 Apr - 28 Apr

"A charming inn with nice rooms upstairs and downstairs and a variety of cozy public rooms on the ground floor. Very nice, serve-yourself continental breakfast, although no hot food (at least not on our weekend). Well-located near the center of Pine Plains."

AED 1,060 total

includes taxes & fees

13 Apr - 14 Apr

"Awesome Excellent will be back wonderful hosts highly recommend!!"

AED 722 total

includes taxes & fees

14 Apr - 15 Apr

"Lovely country home with friendly hosts that were prepared for us and very accommodating. "

AED 702 total

includes taxes & fees

12 Apr - 13 Apr

"The manager was very amenable to changing our room due to a complaint about a problem we had. And was sincerely concerned. They have a very nice light breakfast on Saturday mornings. "

AED 582 total

includes taxes & fees

13 Apr - 14 Apr

"Beautiful, quiet, comfortable accommodation in gorgeous surroundings. Hosts are kind and helpful. Enjoyed our stay!"

Deluxe Double Room (The Architect's Room) | Individually decorated, individually furnished, desk, blackout drapes

"Great property for a weekend stay in Rhinebeck. Easy to walk to town. We stayed in the writer's suite, a very large room with plenty of seating and a very nice bathroom. Breakfasts were fantastic. Very enjoyable stay."

"Nice, quiet, clean, convenient, charming, nice owners and more..."

AED 893 total

includes taxes & fees

18 Apr - 19 Apr

"This is a lovely room in a quaint historic large home just a few miles down the road from the Omega Institute. I stayed there b/c Omega had no more housing. Lynn was a delightful and accommodating hostess. Would definitely stay again."

AED 686 total

includes taxes & fees

12 Apr - 13 Apr

Family Cabin, Multiple Beds, Patio, Garden Area | Premium bedding, individually decorated, individually furnished, desk

"It was an excellent stay and Loretta was very warm! She baked us fresh delicious muffins and shared stories of the rich history of the area!"

AED 595 total

includes taxes & fees

12 Apr - 13 Apr

"The hosts were very kind and attentive to my needs. This is their home and they made me feel welcome and comfortable. The property is old and has beautiful character. If I'm in this area again, I will definitely see if I can stay here. Lovely people."

"The walls and floors are not well insulalted so you can be in the peoples conversation (who lived there 3 of them)want to or not.I asked for ear plugs andt they didn't have any n were mad that I asked. They were cooking in kitchen @9:30 in the evening making diner with lots of noise.. My room was up 5 steps n the room next door thin walls . The place was not clean. You did not have use of any of the house like the ad says.I was not even allowed to make a cup of hot water on the stove.Bed was...

AED 711 total

includes taxes & fees

12 Apr - 13 Apr

Deluxe Suite, 1 King Bed, Private Bathroom | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

"Great place to stay. Joe the owner is fantastic. "

Flying Squadron Room, Queen Bed | Individually decorated, free WiFi

"The stay was awesome and the proprietor was wonderful. When we first drove into the city we were concerned about our surroundings but once we arrived we couldn't have been happier. The street Kingston Bed and Breakfast was on is a treasure trove of history surrounded by houses and buildings dating back to the late 1700s, early 1800s all well preserved and welcoming. The inn was everything one could ask for. The owner was a wonderful woman named Alicia and she runs a very comfortable, clean and...

"Great host, comfortable room, convenient/central location."

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"We always live these cabins & we've been coming for years!"

AED 793 total

includes taxes & fees

20 Apr - 21 Apr

"Lovely caring owner. Beautiful room Hope to stay there again!"

AED 515 total

includes taxes & fees

27 Apr - 28 Apr

"This was our first visit to this property, and we will definitely be back for future visits. The house was immaculate and perfect for our travel needs. The owners were very communicative and responsive, and that made the experience even better."

AED 909 total

includes taxes & fees

13 Apr - 14 Apr

Recent reviews of Pine Plains hotels

Holiday Inn Express & Suites Kingston-Ulster by IHG

5/5 Excellent

"I enjoyed my stay at the Holiday Inn in Kingston. The room was very nice, roomy, and clean. The refrigerator was small but fine. We did not have a smooth checkout. I dropped off the room key early and told the desk clerk that I was checking out. But later in the afternoon, I received a call asking when I was planning to check out. By then, I was in another city! We obviously had a miscommunication at the morning checkout."

A verified traveler stayed at Holiday Inn Express & Suites Kingston-Ulster by IHG

Posted 9 hours ago

5/5 Excellent

"Great location near the highway. We were un town for our sons bowling tournament. Easy check in. As soon as we got into the room it smelled so clean in there! The pool was so warm and the hot tub was a nice treat. The hostess at the check-in was very helpful when we were asking her opinion on what the best 3 italian restaurants were. She directed us and we had an AMAZING dinner. The bed was so confortable and we sleptbin til 8am! Thank you for a great experience! "

A verified traveler stayed at Courtyard by Marriott Kingston

Posted 5 days ago

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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. 18.2 mi (29.2 km) from the downtown core. Wilder House Berkshires: 5 rooms. 17.7 mi (28.4 km) from the heart of downtown. 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.

Search B&B in Pine Plains

Plan, book, stay with confidence

Check prices for these dates

Compare 27 B&B in Pine Plains with updated reviews, rates, and availability.

Blackberry River Inn

Blackberry River Inn

Wilder House Berkshires

Wilder House Berkshires

Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

Kingston Carriage House

Kingston Carriage House

Inn at Pine Plains

Inn at Pine Plains

Inn the Woods Bed and Breakfast

Inn the Woods Bed and Breakfast

it's a good thing

it's a good thing

Jenny's Country Manor

Jenny's Country Manor

Omega Special Sun thru Thurs 5 day minimum 3 miles away

Omega Special Sun thru Thurs 5 day minimum 3 miles away

The Baker House Bed & Breakfast

The Baker House Bed & Breakfast

Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast

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

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging

Omega Special Sun thru Thurs 5 day minimum 3 miles away

Omega Special Sun thru Thurs 5 day minimum 3 miles away

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,

Batterby House – Adults Only

Batterby House – Adults Only

A Kingston Bed & Breakfast

A Kingston Bed & Breakfast

Le Petit Chateau Inn

Le Petit Chateau Inn

Hudson City Bed & Breakfast

Hudson City Bed & Breakfast

Other property types in Pine Plains

Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

Micosta Leisure Inn

Micosta Leisure Inn

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!

Recent reviews of Pine Plains hotels

Recent reviews of Pine Plains hotels

Holiday Inn Express & Suites Kingston-Ulster by IHG

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Popular Destinations

Top B&B in Other Destinations

More Accommodation Types in Pine Plains

Frequently asked questions