Hotels in Pine Plains

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Inn at Pine Plains
Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (303 reviews)
Wake up to a continental breakfast at this charming Pine Plains B&B, just minutes from the local library and The Stissing Center. Visitors praise the attentive staff, while free parking and daily housekeeping ensure a hassle-free Hudson Valley escape.
The price is $248
$280 total
includes taxes & fees
Feb 9 - Feb 10
Inn at Pine Plains
Jenny's Country Manor
Jenny's Country Manor
2.0 star property
Red Hook
7.6 out of 10, Good, (133 reviews)
Escape to Jenny's Country Manor in Red Hook, where cozy accommodations meet countryside charm. Enjoy complimentary WiFi and parking while exploring nearby Lake Carvel and Stissing Lake Park. Daily housekeeping ensures a fresh, comfortable stay.
The price is $140
$158 total
includes taxes & fees
Mar 1 - Mar 2
Jenny's Country Manor
The Millerton Inn
The Millerton Inn
2.0 star property
Millerton
8.0 out of 10, Very Good, (13 reviews)
Relish free breakfast before exploring the Harlem Valley Rail Trail and Yoakum Preserve. This hotel offers complimentary WiFi and parking, with the on-site restaurant serving Mediterranean dishes for lunch and dinner in charming surroundings.
The price is $179
$203 total
includes taxes & fees
Feb 8 - Feb 9
The Millerton Inn
the Alander
the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (198 reviews)
Experience tranquil moments at this countryside retreat near Undermountain Golf Course and Copake Town Park. North Star restaurant serves American cuisine for dinner, while free WiFi and parking add convenience. Guests consistently praise the attentive staff who enhance every stay.
The price is $119
$133 total
includes taxes & fees
Feb 5 - Feb 6
the Alander
it's a good thing
it's a good thing
4.5 star property
Clinton Corners
8.2 out of 10, Very Good, (26 reviews)
This countryside 4.5-star B&B offers complimentary breakfast, WiFi, and parking in peaceful Clinton Corners. Unwind on the terrace or stroll through the garden before exploring nearby Clinton Vineyards, with room amenities including refrigerators and microwaves.
The price is $170
$192 total
includes taxes & fees
Feb 5 - Feb 6
it's a good thing
Changing Times Boutique Country Lodging
Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (109 reviews)
Escape to this serene country lodging in Craryville with free WiFi and parking. Explore nearby hiking trails, go kayaking, or visit West Beach. Lake Taghkanic State Park awaits close by, with Hudson station just a 15-minute drive away.
The price is $140
$157 total
includes taxes & fees
Feb 8 - Feb 9
Changing Times Boutique Country Lodging
Interlaken Inn & Resort
Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (277 reviews)
Nestled beside a golf course in Lakeville, this resort offers a seasonal outdoor pool and rejuvenating deep-tissue massages at the spa. Unwind at the bar after dining at the on-site restaurant, or maintain your routine in the fitness center, all while enjoying free WiFi and parking.
The price is $179
$206 total
includes taxes & fees
Feb 5 - Feb 6
Interlaken Inn & Resort
Millbrook Country House Bed & Breakfast
Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (81 reviews)
This charming B&B offers a peaceful escape with free WiFi and parking near Millbrook Vineyards. Start your day with a complimentary full breakfast before exploring nearby hiking trails or relaxing in the garden and terrace.
The price is $225
$255 total
includes taxes & fees
Feb 5 - Feb 6
Millbrook Country House Bed & Breakfast
Rhinebeck Village Inn
Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (394 reviews)
The price is $105
$119 total
includes taxes & fees
Feb 5 - Feb 6
Rhinebeck Village Inn
Beekman Arms and Delamater Inn
Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.4 out of 10, Very Good, (838 reviews)
Experience America's oldest inn in charming Rhinebeck, just minutes from the train station. After exploring local attractions like Starr Library, unwind at the on-site restaurant or with a drink at the bar. Free breakfast, WiFi, and parking complete your stay.
The price is $170
$192 total
includes taxes & fees
Feb 6 - Feb 7
Beekman Arms and Delamater Inn
The Gables of Rhinebeck Inn
The Gables of Rhinebeck Inn
3.0 star property
Rhinebeck Village
9.2 out of 10, Wonderful, (115 reviews)
Escape to this charming guesthouse in Rhinebeck, just minutes from Starr Library and Dutchess County Fairgrounds. Enjoy free WiFi and parking while exploring nearby dining and shopping. The 24-hour front desk ensures convenience throughout your stay.
The price is $250
$305 total
includes taxes & fees
Feb 24 - Feb 25
The Gables of Rhinebeck Inn
9 Academy
9 Academy
4.0 star property
Salisbury
9.0 out of 10, Wonderful, (10 reviews)
This 4-star Salisbury guesthouse offers free WiFi and parking while being close to Mount Frissell. Outdoor enthusiasts will appreciate nearby snowboarding and canoeing options. Relax in the garden after exploring Scoville Memorial Library.
The price is $478
$550 total
includes taxes & fees
Feb 8 - Feb 9
9 Academy
Mirbeau Inn & Spa
Mirbeau Inn & Spa
4.0 star property
Rhinebeck Village
9.6 out of 10, Exceptional, (312 reviews)
Immerse in tranquility at this Rhinebeck sanctuary, featuring a full-service spa offering deep-tissue massages and body wraps. Explore 2 restaurants, sip drinks at the bar, or unwind in the hot tub near Dutchess County Fairgrounds.
The price is $439
$533 total
includes taxes & fees
Feb 5 - Feb 6
Mirbeau Inn & Spa
The Brooks Motel
The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (127 reviews)
Tucked in Hillsdale, this cozy motel offers premium bedding for après-ski relaxation, plus free WiFi and parking. Adventure awaits at nearby Catamount Aerial Adventure Park, with cross-country and downhill skiing just moments away.
The price is $147
$165 total
includes taxes & fees
Feb 11 - Feb 12
The Brooks Motel
Little Cat Lodge
Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (70 reviews)
Escape to this mountain lodge near Catamount Ski Area, featuring a seasonal outdoor pool and relaxing sauna. After alpine adventures, savor complimentary breakfast before unwinding at the bar. Free WiFi and parking round out this Copake Falls retreat.
The price is $199
$223 total
includes taxes & fees
Feb 22 - Feb 23
Little Cat Lodge
Courtyard by Marriott Kingston
Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,000 reviews)
Tranquil retreat with soundproofed rooms near Kingston's attractions. Take a refreshing dip in the indoor pool, grab a bite at the café, or unwind at the bar with a drink. The helpful staff and free parking make this hotel perfect for business and leisure travelers alike.
The price is $110
$123 total
includes taxes & fees
Mar 1 - Mar 2
Courtyard by Marriott Kingston
Residence Inn by Marriott Kingston
Residence Inn by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (834 reviews)
Energize your Kingston visit with free daily breakfast and complimentary parking at this welcoming hotel. Explore nearby Hudson Valley Mall and Robert E. Post Memorial Park, then unwind in clean, comfortable rooms praised by travelers for their quality.
The price is $123
$138 total
includes taxes & fees
Mar 1 - Mar 2
Residence Inn by Marriott Kingston
Holiday Inn Express & Suites Kingston-Ulster by IHG
Holiday Inn Express & Suites Kingston-Ulster by IHG
2.5 star property
Lake Katrine
9.4 out of 10, Exceptional, (1,000 reviews)
Tucked away in Lake Katrine, this welcoming hotel offers complimentary breakfast, WiFi, and parking. Energize in the 24-hour fitness center before exploring Hudson Valley Mall and Robert E. Post Memorial Park nearby. Winter enthusiasts will appreciate close proximity to skiing and snowboarding adventures.
The price is $124
$139 total
includes taxes & fees
Feb 8 - Feb 9
Holiday Inn Express & Suites Kingston-Ulster by IHG
Hampton Inn Kingston
Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,000 reviews)
The price is $114
$128 total
includes taxes & fees
Feb 10 - Feb 11
Hampton Inn Kingston
Hutton Brickyards Riverfront Hotel + Venue
Hutton Brickyards Riverfront Hotel + Venue
3.5 star property
Kingston
8.8 out of 10, Excellent, (102 reviews)
Experience tranquil riverside lodging at this Kingston hotel with on-site dining at River Pavilion. Borrow free bicycles to visit Kingston Point Beach, or catch a train from nearby station. After exploring local museums, unwind in the garden or enjoy evening cocktails at the bar.
The price is $305
$371 total
includes taxes & fees
Feb 20 - Feb 21
Hutton Brickyards Riverfront Hotel + Venue
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.

Top landmarks in Pine Plains

Learn more about Pine Plains

Pine Plains is well-known for its attractions such as Thompson Pond and Stissing Lake Park.

Sharon Ct, USA Fall foliage and autumn colors.

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Frequently asked questions

What hotels do travelers recommend in Pine Plains?
Inn at Pine Plains is a property that our guests really like.
Can I book a refundable hotel in Pine Plains?
If you want the flexibility to change your travel plans to Pine Plains, most accommodations offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Pine Plains if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 25 vacation homes.
What will the weather in Pine Plains be like during my visit?
The warmest months in Pine Plains are usually July and August with an average temp of 67°F. January and February are the chilliest months when the average temp is 29°F. The rainiest months are October and August.
Why should I book my Pine Plains hotel with Hotels.com?
There are plenty of reasons to book your Pine Plains travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.