Hotels in Pine Plains

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This weekend
May 15 - May 17
Next weekend
May 22 - May 24

Where to stay in Pine Plains?

Free daily continental breakfast
Inn at Pine Plains
Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (305 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 $275
$311 total
includes taxes & fees
May 17 - May 18
Inn at Pine Plains
Miscellaneous
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
May 17 - May 18
Jenny's Country Manor
Exterior
The Millerton Inn
The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very Good, (26 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 $251
$284 total
includes taxes & fees
May 17 - May 18
The Millerton Inn
Exterior
the Alander
the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (220 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 $160
$179 total
includes taxes & fees
May 15 - May 16
the Alander
Front of property
The Harlow House
The Harlow House
2.0 star property
Rhinebeck
The price is $166
$188 total
includes taxes & fees
May 19 - May 20
The Harlow House
Front of property
it's a good thing
it's a good thing
4.5 star property
Clinton Corners
8.0 out of 10, Very Good, (27 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
May 17 - May 18
it's a good thing
Front of property
Changing Times Boutique Country Lodging
Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (117 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 $195
$218 total
includes taxes & fees
May 15 - May 16
Changing Times Boutique Country Lodging
Porch
Interlaken Inn & Resort
Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (297 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 $259
$298 total
includes taxes & fees
May 17 - May 18
Interlaken Inn & Resort
Aerial view
Millbrook Country House Bed & Breakfast
Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (83 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 $240
$272 total
includes taxes & fees
May 17 - May 18
Millbrook Country House Bed & Breakfast
The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds
9 Academy
9 Academy
4.0 star property
Salisbury
9.2 out of 10, Wonderful, (12 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 $534
$615 total
includes taxes & fees
May 18 - May 19
9 Academy
Exterior detail
Rhinebeck Village Inn
Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (402 reviews)
The price is $117
$132 total
includes taxes & fees
May 17 - May 18
Rhinebeck Village Inn
John Harney Suite | Minibar, desk, iron/ironing board, free WiFi
The White Hart
The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (151 reviews)
A charming stay in Salisbury at this historic hotel with a welcoming bar and café. Unwind in the peaceful garden or relax on the terrace after exploring nearby Mount Frissell and Hanging Rock Park. Free breakfast, WiFi, and parking enhance your visit.
The price is $343
$395 total
includes taxes & fees
May 18 - May 19
The White Hart
Front of property
The Gables of Rhinebeck Inn
The Gables of Rhinebeck Inn
3.0 star property
Rhinebeck Village
9.2 out of 10, Wonderful, (119 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
May 19 - May 20
The Gables of Rhinebeck Inn
Front of property
Beekman Arms and Delamater Inn
Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.4 out of 10, Very Good, (884 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 $229
$259 total
includes taxes & fees
May 17 - May 18
Beekman Arms and Delamater Inn
Restaurant
Little Cat Lodge
Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (78 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 $169
$189 total
includes taxes & fees
May 17 - May 18
Little Cat Lodge
Exterior
Troutbeck
Troutbeck
5.0 star property
Amenia
Escape to a luxurious retreat in Amenia where rejuvenating spa treatments await. Minutes from Amenia Free Library and Sharon Playhouse, this tranquil hotel features an outdoor pool, restaurant and bar. Free WiFi and parking complement your countryside getaway.
The price is $572
$687 total
includes taxes & fees
May 17 - May 18
Troutbeck
Egyptian cotton sheets, premium bedding, memory foam beds, desk
The Brooks Motel
The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (136 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 $119
$133 total
includes taxes & fees
May 17 - May 18
The Brooks Motel
Front of property
Hudson Valley 9w Motel
Hudson Valley 9w Motel
2.0 star property
Lake Katrine
8.2 out of 10, Very Good, (70 reviews)
Discover serene charm at this Lake Katrine motel featuring attentive 24-hour service and daily housekeeping. Just minutes from Hudson Valley Mall and Robert E. Post Memorial Park, enjoy convenient free parking while exploring nearby attractions.
The price is $115
$179 total
includes taxes & fees
May 17 - May 18
Hudson Valley 9w Motel
Terrace/patio
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 $139
$156 total
includes taxes & fees
Jun 14 - Jun 15
Courtyard by Marriott Kingston
View from room
Diamond Mills Resort
Diamond Mills Resort
3.5 star property
Saugerties
9.4 out of 10, Exceptional, (369 reviews)
The price is $316
$379 total
includes taxes & fees
May 19 - May 20
Diamond Mills Resort
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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When is the best time to visit Pine Plains?

Our prices for hotels in Pine Plains are cheapest in September
Price trends for hotels in Pine Plains
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Pine Plains
May
High 19°C / low 9°C. Sunny most days.
View properties in May
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May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 24 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 15 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 8 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 2 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
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January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -8 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 6 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
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April, no crowd data, average high temperature 13 degrees Celsius, average low temperature 3 degrees Celsius. Cloudy most days.
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Monthly weather averages (˚C)

Top landmarks in Pine Plains

Stissing Lake Park

Stissing Lake Park is 0.8 mi (1.3 km) from central Pine Plains, why not stop by during your stay. If you like Stissing Lake Park, you'll love Northern Dutchess Botanical Gardens and Stanford Recreation Park, both just a short drive away.
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Learn more about Pine Plains

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

See all hotels in Pine Plains
Sharon Ct, USA Fall foliage and autumn colors.

Check out reviews of Pine Plains hotels guests love

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Excelente lugar para relajarse"
Rita 2-night trip
Posted 6 hours ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Frequently asked questions

What hotels do travelers recommend in Pine Plains?
Guests like Inn at Pine Plains.
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.