Hotels in Pine Plains

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Check prices for these dates

This weekend
Jul 17 - Jul 19
Next weekend
Jul 24 - Jul 26

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, (308 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
Jul 16 - Jul 17
Inn at Pine Plains
Classic Room, 1 King Bed, Balcony | WiFi (free)

The Harlow House

The Harlow House
2.0 star property
Rhinebeck
8.8 out of 10, Excellent, (8 reviews)
The price is $196
$222 total
includes taxes & fees
Jul 19 - Jul 20
The Harlow House
Standard Room, Balcony, River View | Interior

Rhinecliff Hotel

Rhinecliff Hotel
2.0 star property
Rhinecliff
9.8 out of 10, Exceptional, (16 reviews)
The price is $190
$215 total
includes taxes & fees
Jul 28 - Jul 29
Rhinecliff Hotel
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, (881 reviews)
The price is $124
$138 total
includes taxes & fees
Jul 16 - Jul 17
Monument Mountain Motel
Exterior

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (244 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 $135
$151 total
includes taxes & fees
Jul 16 - Jul 17
the Alander
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (57 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 $177
$198 total
includes taxes & fees
Jul 19 - Jul 20
Wilder House Berkshires
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (98 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 $189
$212 total
includes taxes & fees
Jul 16 - Jul 17
Little Cat Lodge
Miscellaneous

Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.6 out of 10, Good, (135 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
Jul 16 - Jul 17
Jenny's Country Manor
WiFi (free), bed sheets

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.8 out of 10, (98 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
Jul 16 - Jul 17
Hitching Post Country Motel
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (193 reviews)
Unwind in this peaceful country retreat with a seasonal outdoor pool and complimentary gourmet breakfast. Located near Haystack Mountain State Park, the inn offers free WiFi and parking while helpful staff ensure a memorable stay in Norfolk's quiet surroundings.
The price is $156
$179 total
includes taxes & fees
Jul 16 - Jul 17
Blackberry River Inn
Exterior detail

Rhinebeck Village Inn

Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (419 reviews)
The price is $111
$125 total
includes taxes & fees
Jul 16 - Jul 17
Rhinebeck Village Inn
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, (162 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
Jul 27 - Jul 28
Howard Hotel
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
Aug 6 - Aug 7
Quality Inn Great Barrington
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 16 - Jul 17
Millbrook Country House Bed & Breakfast
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, (1,000 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 $117
$131 total
includes taxes & fees
Jul 19 - Jul 20
Holiday Inn Express & Suites Kingston-Ulster by IHG
Front of property

Hudson Valley 9w Motel

Hudson Valley 9w Motel
2.0 star property
Lake Katrine
8.2 out of 10, Very Good, (72 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
Jul 16 - Jul 17
Hudson Valley 9w Motel
Deep-tissue massages, Swedish massages, facials, 5 treatment rooms

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
Hudson
8.6 out of 10, Excellent, (56 reviews)
Experience serene comfort at this boutique hotel where massages await at the full-service spa. Just 20 minutes from Hudson Station and near Stoddard Corner, enjoy complimentary WiFi and convenient amenities including an onsite café for a rejuvenating stay.
The price is $202
$273 total
includes taxes & fees
Aug 5 - Aug 6
Pocketbook Hotel and Bath
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, (433 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
Jul 19 - Jul 20
Locust Tree Bed and Breakfast LLC
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 July
Currently viewing crowd sizes and weather for July.
Typical weather for Pine Plains
July
High 27°C / low 17°C. Sunny most days.
View properties in July
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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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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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June, no crowd data, average high temperature 24 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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Monthly weather averages (ËšC)

Top landmarks in Pine Plains

Thompson Pond

8.0/10 (1 review)
Why not relax on the waterfront and snap some great vacation pics at Thompson Pond when visiting 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
A rustic barn surrounded by autumn foliage on a hillside.

Check out reviews of Pine Plains hotels guests love

Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston

10/10 Excellent
"Great location, the off street parking was a bonus"
Jeff 1-night trip
Posted 20 hours ago
Super 8 by Wyndham Kingston

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.