Hotels in Pine Plains

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Check prices for these dates

This weekend
Jun 26 - Jun 28
Next weekend
Jul 3 - Jul 5

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, (307 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
Jun 28 - Jun 29
Inn at Pine Plains
Classic Room, 1 King Bed, Balcony | Free WiFi

The Harlow House

The Harlow House
2.0 star property
Rhinebeck
10.0 out of 10, Exceptional, (3 reviews)
The price is $202
$229 total
includes taxes & fees
Jun 28 - Jun 29
The Harlow House
Standard Room, Balcony, River View | Interior

Rhinecliff Hotel

Rhinecliff Hotel
2.0 star property
Rhinecliff
10.0 out of 10, Exceptional, (6 reviews)
The price is $173
$195 total
includes taxes & fees
Jun 29 - Jun 30
Rhinecliff Hotel
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (424 reviews)
Wake up to a complimentary full breakfast at this cozy East Canaan B&B. Located near Land of Nod Vineyard and Winery, the inn offers free parking and daily housekeeping. Guests consistently praise the helpful staff for making stays memorable.
The price is $105
$121 total
includes taxes & fees
Jun 28 - Jun 29
Locust Tree Bed and Breakfast LLC
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (56 reviews)
Escape to the Berkshires in this inviting Sheffield accommodation with complimentary WiFi and parking. Start your day with cooked-to-order weekend breakfast before exploring nearby Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife Sanctuary.
The price is $174
$194 total
includes taxes & fees
Jul 7 - Jul 8
Wilder House Berkshires
Exterior

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (250 reviews)
Escape to this mountain retreat with fully equipped kitchenettes and private outdoor spaces. Near Catskill Golf Club and Angelo Canna Town Park, this cabin offers free parking and climate control. Just an 18-minute drive from Hudson Station for easy regional exploration.
The price is $178
$235 total
includes taxes & fees
Jul 26 - Jul 27
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (230 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 $170
$190 total
includes taxes & fees
Jun 29 - Jun 30
the Alander
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
This peaceful hotel offers complimentary breakfast, WiFi, and parking, with Mahaiwe Performing Arts Center just moments away. Fitness enthusiasts will appreciate the on-site gym and outdoor activities, while the helpful staff ensures a comfortable stay.
The price is $118
$132 total
includes taxes & fees
Jul 15 - Jul 16
Quality Inn Great Barrington
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (87 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
Jun 29 - Jun 30
Little Cat Lodge
Indoor pool

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1,000 reviews)
Surprisingly serene oasis with a refreshing indoor pool and rejuvenating sauna in Saugerties. Unwind at the on-site bar after exploring nearby Kiersted House. Each room includes convenient refrigerators and microwaves for your comfort.
The price is $107
$120 total
includes taxes & fees
Jun 29 - Jun 30
Howard Johnson by Wyndham Saugerties
Free WiFi, bed sheets

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (91 reviews)
This countryside motel offers free WiFi and parking with 24-hour front desk assistance. Located near Housatonic Meadows State Park and Clarke Outdoors, it's perfect for outdoor enthusiasts looking to explore hiking trails and snowboarding venues.
The price is $130
$150 total
includes taxes & fees
Jun 27 - Jun 28
Hitching Post Country Motel
Signature Apartment | Private kitchen | Shared fridge, espresso maker, coffee/tea maker, electric kettle

Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (156 reviews)
This welcoming Hudson hotel offers free WiFi and rooms featuring hydromassage showerheads for ultimate relaxation. Just an 8-minute walk from the train station, you'll find cultural attractions and a hair salon on-site.
The price is $137
$154 total
includes taxes & fees
Jun 30 - Jul 1
Howard Hotel
Exterior

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.2 out of 10, Very Good, (1,003 reviews)
Just minutes from the Poughkeepsie Station and Roosevelt historic sites, this welcoming hotel offers a free daily buffet breakfast and 24-hour fitness center. Enjoy clean, value-priced rooms with complimentary WiFi and parking for a convenient Hudson Valley getaway.
The price is $104
$117 total
includes taxes & fees
Jul 1 - Jul 2
Quality Inn Hyde Park Poughkeepsie North
Free daily continental breakfast

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, (1,001 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 $135
$151 total
includes taxes & fees
Jun 28 - Jun 29
Holiday Inn Express & Suites Kingston-Ulster by IHG
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
Jul 2 - Jul 3
Millbrook Country House Bed & Breakfast
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (49 reviews)
This cozy motel offers complimentary WiFi and parking, making outdoor adventures hassle-free. Explore the nearby Housatonic River and River Walk, or try kayaking and mountain biking. Garden views provide a serene backdrop for your Berkshires escape.
The price is $145
$162 total
includes taxes & fees
Jul 8 - Jul 9
East Rock Inn
Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, individually decorated, individually furnished, desk

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (118 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
Jun 28 - Jun 29
Changing Times Boutique Country Lodging
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (874 reviews)
The price is $124
$138 total
includes taxes & fees
Jun 29 - Jun 30
Monument Mountain 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 28 - Jun 29
Courtyard by Marriott Kingston
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 June
Currently viewing crowd sizes and weather for June.
Typical weather for Pine Plains
June
High 24°C / low 13°C. Sunny most days.
View properties in June
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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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May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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Monthly weather averages (ËšC)

Top landmarks in Pine Plains

Gallatin Town Hall

Gallatin Town Hall is worth a visit, located 3.9 mi (6.3 km) from central Pine Plains.
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Learn more about Pine Plains

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

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

Check out reviews of Pine Plains hotels guests love

Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG

10/10 Excellent
"Very nice stay at the Holiday Inn Express in Lake Katrine, NY. Staff was very friendly and helpful. Room was nice and clean. We loved the complementary soap, shampoo and other sundries. Very convenient! Shower was consistently hot. Grind your own coffee 24/7 was the best. Continental breakfast was not bad and free. Location is close (within 15 minutes) of most attractions. This hotel is a winner!"
Denise 2-night trip
Posted 8 hours ago
Holiday Inn Express & Suites Kingston-Ulster by IHG

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.