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Top 10 Pine Plains hotels and places to stay

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (280)
"I wanted to find a nice bed-and-breakfast inn-type place to stay at during a brief trip to upstate New York (Dutchess County). The Inn at Pine Plains receives consistently excellent reviews on Expedia so I decided to follow those recommendations. The good reviews are accurate. Plus, there are at least two excellent world-class restaurants within walking distance. "
The price is CA $366
CA $410 total
includes taxes & fees
Jan 27 - Jan 28
Inn at Pine Plains

Blackberry River Inn

3.0 star property
9.6 out of 10, Exceptional, (95)
"Very clean. The host was friendly and attentive. Great complimentary breakfast. Clean,quiet and very comfortable. "
The price is CA $225
CA $259 total
includes taxes & fees
Jan 27 - Jan 28
Blackberry River Inn

Las Flores Villa

5.0 star property
10.0 out of 10, Exceptional, (1)
The price is CA $515
CA $1,166 total
includes taxes & fees
Feb 19 - Feb 20
Las Flores Villa

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (374)
"Very pretty setting and house. Comfortable bed. Nice view Would have liked bottled water available in the room. Breakfast was nice."
The price is CA $151
CA $173 total
includes taxes & fees
Jan 27 - Jan 28
Locust Tree Bed and Breakfast LLC

Hitching Post Country Motel

2.5 star property
6.0 out of 10, (40)
"Motel says it all. "
The price is CA $186
CA $214 total
includes taxes & fees
Jan 27 - Jan 28
Hitching Post Country Motel

Cornwall Inn and Lodge

3.0 star property
9.2 out of 10, Wonderful, (126)
"My daughter and I had a lovely weekend attending a wedding - staying at the Cornwall inn was like being home, coming back to the NWC and staying at a comfortable inn was perfect"
The price is CA $285
CA $328 total
includes taxes & fees
Jan 27 - Jan 28
Cornwall Inn and Lodge

Wilder House Berkshires

2.0 star property
10.0 out of 10, Exceptional, (14)
"Nice old charming room "
The price is CA $227
CA $253 total
includes taxes & fees
Jan 29 - Jan 30
Wilder House Berkshires

East Rock Inn

2.0 star property
9.2 out of 10, Wonderful, (17)
"Very good option near Catamount ski resort!"
The price is CA $170
CA $190 total
includes taxes & fees
Feb 24 - Feb 25
East Rock Inn

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.2 out of 10, Wonderful, (680)
"great service"
The price is CA $231
CA $258 total
includes taxes & fees
Jan 28 - Jan 29
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

2.5 star property
8.8 out of 10, Excellent, (590)
"The hotel was clean and the facilities were good. Just what was needed."
The price is CA $179
CA $200 total
includes taxes & fees
Jan 29 - Jan 30
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (698)
"Rooms have been recently renovated and were clean and spotless. Great comfortable room with convenient gas station and sandwich shop across the street as well as several other eateries close by. Owner and staff were very friendly and made me feel welcome. I will definitely come back here in the future...... Good job 👍"
The price is CA $95
CA $107 total
includes taxes & fees
Jan 27 - Jan 28
Monument Mountain Motel

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1006)
"Beds are comfortable. Was not pleased with hair in the food for breakfast."
The price is CA $121
CA $135 total
includes taxes & fees
Feb 2 - Feb 3
Quality Inn

9 Academy

4.0 star property
9.6 out of 10, Exceptional, (5)
"The Loft was so beautifully decorated and every detail was perfect. "
The price is CA $672
CA $773 total
includes taxes & fees
Jan 27 - Jan 28
9 Academy

The White Hart

4.0 star property
9.6 out of 10, Exceptional, (136)
"Wonderful and quaint "
The price is CA $424
CA $488 total
includes taxes & fees
Jan 28 - Jan 29
The White Hart

Interlaken Inn & Resort

3.5 star property
8.2 out of 10, Very good, (231)
"Everything"
The price is CA $271
CA $312 total
includes taxes & fees
Feb 9 - Feb 10
Interlaken Inn & Resort

Race Brook Lodge

2.0 star property
8.6 out of 10, Excellent, (30)
"Amazing experience in every aspect!"
Race Brook Lodge

Little Cat Lodge

2.0 star property
9.2 out of 10, Wonderful, (32)
"Very nice hotel with attention to detail in the decor and amenities that add charm. We missed breakfast but Kimberly was nice enough to help us to some coffee and muffins. Great view directly under the Catamount Slopes. "
The price is CA $242
CA $262 total
includes taxes & fees
Jan 27 - Jan 28
Little Cat Lodge

The Brooks Motel

2.0 star property
7.6 out of 10, Good, (65)
"Room extremely cold. One tiny register for a king suite. Took at least 10 minutes for shower hot water to heat up."
The price is CA $205
CA $222 total
includes taxes & fees
Jan 27 - Jan 28
The Brooks Motel

the Alander

2.5 star property
9.0 out of 10, Wonderful, (108)
"Great last minute stay! fun amenities, loved the welcome basket and local yogurt and granola. Wished I could stay another night for the restaurant bar, but will another time!"
The price is CA $201
CA $217 total
includes taxes & fees
Jan 27 - Jan 28
the Alander

The Millbrook Inn

4.0 star property
10.0 out of 10, Exceptional, (5)
"Love it! beautiful inn and amazing food!"
The price is CA $826
CA $926 total
includes taxes & fees
Jan 28 - Jan 29
The Millbrook Inn
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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Frequently asked questions

What's the best place for a stay in Pine Plains?

Based on our traveler data, Inn at Pine Plains is one of the top choices for your stay. This B&B offers free breakfast and free parking. Two other choices for your trip to the area are Courtyard by Marriott Kingston and AutoCamp Catskills. See all available top hotels, or vacation rentals in Pine Plains.

What's the top vacation rental in Pine Plains?

The Farm at Hyde Park: You might like this vacation home rental near Pine Plains. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all vacation rentals in Pine Plains.

If I need to cancel my hotel reservation in Pine Plains, will I receive a refund?

Yes! Most room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pine Plains.

Where can I learn more about changing or cancelling my trip to Pine Plains?

For more information about updating your trip to Pine Plains or cancelling it, head over to our customer service page.

What's the best place to stay for couples in Pine Plains?

Inn at Pine Plains is a favorite B&B for couples, and features pillowtop beds and flat-screen TVs. See all romantic hotels in Pine Plains.

What's the best pet-friendly accommodation in Pine Plains?

Inn at Pine Plains is a top dog-friendly B&B, and offers pillowtop beds for its human guests. See more pet-friendly hotel accommodations in Pine Plains.

Where is the best hotel to stay with easy access to Thompson Pond?

Inn at Pine Plains is one of the top choices for your stay based on our traveler data, and this 3.5-star inn offers free breakfast and free parking. It's located just a short 0.8 mi (1.2 km) from Thompson Pond. Another good option is Jennys Country Manor Lodge, located 4.2 mi (6.7 km) away.

What are some hotels with pools in Pine Plains?

Courtyard by Marriott Kingston: Provides a snack bar/deli, an indoor pool, and free self parking. Best Western Plus Kingston Hotel And Conference Center and Hampton Inn Kingston are two additional hotels that feature an onsite pool. View all hotels with pools in Pine Plains.

What is the best accommodation for staying close to Columbia County Airport (HCC)?

St. Charles Hotel is one of the top choices for your stay and is a popular hotel, featuring free breakfast and free WiFi. It's located 4.8 mi (7.8 km) from Columbia County Airport. Other good options close to the airport include Modern Farmhouse on 80 Acres and The Nest Hudson.

What is staying in Pine Plains like?

Travelers to Pine Plains will find plenty to explore and enjoy. In Pine Plains, there are 38 hotels and other accommodations to choose from. Find out more about Pine Plains.

What are the top places to visit in Pine Plains?

The picturesque setting of Thompson Pond and Stissing Lake Park exemplify the area's natural beauty. A couple of additional sights to add to your agenda are The Stissing Center and Pine Plains Library. Check out what more to see and do in Expedia's Pine Plains guide.

What's the weather like in Pine Plains?

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.