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Find hotels in Cherry Plain, NY from $64

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Our top choices for Cherry Plain hotels

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Alex
$128 nightly
$143 total
Aug 31 - Sep 1
Total with taxes and fees
Vacation Village in the Berkshires
A cozy library with wooden bookshelves, a reading area, and a fireplace.
A dining table with plates of food, a coffee cup, and a plant.
A living room with a grey sectional sofa, a small round coffee table, a brown leather armchair, and a window with curtains.
A spacious living area with a wooden ceiling, a stone wall, and a staircase leading to another level.

2. Berkshire Valley Inn

Berkshire Valley Inn
Williamstown
United States
Charlene
$185 nightly
$207 total
Sep 7 - Sep 8
Total with taxes and fees
Berkshire Valley Inn
A wooden cabin with a covered deck, a fire pit, and string lights.
A cozy room with a wood-burning stove, two wooden chairs, a small table, and a window overlooking a snowy landscape.
A wooden cabin with a porch and a small deck, surrounded by trees in a forest.
A swimming pool with a wooden deck, lounge chairs, and umbrellas.

3. Huttopia Berkshires

Huttopia Berkshires
Williamstown
United States
GEORGINA
$108 nightly
$121 total
Sep 8 - Sep 9
Total with taxes and fees
Huttopia Berkshires
A patio area with outdoor furniture, a fire pit, and potted plants.
A cozy living room with a stone fireplace, comfortable seating, and a television.
A hotel room with a large bed, a desk, a chair, and a view of the outdoors.
A bar area with stools, a counter displaying fruits and beverages, and a sign reading "Springs".

4. The Springs Motel

The Springs Motel
New Ashford
United States
Elizabeth
$123 nightly
$135 total
Aug 31 - Sep 1
Total with taxes and fees
The Springs Motel
An outdoor seating area with Adirondack chairs and potted plants.
A sign with the word "CLARM" on a grassy field with a road and trees in the background.
A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.
A reception area with a bulletin board, a 'no smoking' sign, a clock, and a 'STOP' sign.

5. Cozy Corner Motel

Cozy Corner Motel
Williamstown
United States
Janis
$93 nightly
$104 total
Sep 9 - Sep 10
Total with taxes and fees
Cozy Corner Motel
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.
A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.
A hotel room with two blue upholstered chairs, a wooden table with a lamp, a TV mounted on the wall, and a wooden dresser with drawers.
A hay bale display with pumpkins and scarecrows.

6. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
United States
Richard
$89 nightly
$99 total
Aug 30 - Aug 31
Total with taxes and fees
Willows Motel Williamstown
A dining table set for two with red plates, silverware, and a wine glass, viewed through a window overlooking a red building.
An outdoor seating area with tables and chairs covered in beige cloths, connected by a string of lights.
A wooden sign for The Gregory House, County Inn and Restaurant, with a rustic design and a natural backdrop.
A cozy living room with a leather sofa, a wooden coffee table with a vase of flowers, and a staircase leading to an upper level.

7. Gregory House Country Inn

Gregory House Country Inn
Averill Park
United States
Brian
$125 nightly
$139 total
Aug 30 - Aug 31
Total with taxes and fees
Gregory House Country Inn
A garden with a swing set, a blue chair, and a flower bed.
A swimming pool with lounge chairs and a fence.
A house with a porch, snow-covered ground, and a Christmas tree with lights.
A breakfast buffet setup with cereal, milk, juice, and pastries.

8. Maple Terrace Motel

Maple Terrace Motel
Williamstown
United States
Annette
$125 nightly
$140 total
Sep 9 - Sep 10
Total with taxes and fees
Maple Terrace Motel
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.
A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

9. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Jermaine
$115 nightly
$128 total
Sep 20 - Sep 21
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
A resort with multiple buildings, a parking area, and a mountainous backdrop.
A wooden cabin with a porch and steps leading to a door, surrounded by snow.
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.

10. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
United States
Christopher
$156 nightly
$174 total
Sep 3 - Sep 4
Total with taxes and fees
Jiminy Peak Mountain Resort
A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.
A blue wooden deck with white picket railings, surrounded by a well-maintained lawn and colorful autumn foliage.
A living room with a sofa, coffee table, and fireplace. There is a kitchen area with cabinets and a refrigerator.
A kitchen with a fireplace, dining area, and a large window with curtains.

11. Williamstown Motel

Williamstown Motel
Williamstown
United States
Matthew
$100 nightly
$111 total
Aug 30 - Aug 31
Total with taxes and fees
Williamstown Motel
A sign for 'The 1896 House' with a logo for Brookside Accommodations.
A white two-story house with a sloped roof, large windows, and a small porch.
A pool area with a white building, a fence, and trees in the background.
A covered porch with white furniture and green chairs, surrounded by lush greenery.

12. 1896 House Country Inn & Motels

1896 House Country Inn & Motels
Williamstown
United States
William
$103 nightly
$114 total
Sep 29 - Sep 30
Total with taxes and fees
1896 House Country Inn & Motels
A kitchen with a countertop, a refrigerator, and a window.
A hotel room with two beds, a nightstand with a lamp, a television, and framed artwork on the wall.
A motel named 'The Villager Motel' with a 'VACANCY' sign, a picnic table, and a red planter on the lawn.
A kitchen with a refrigerator, a coffee maker, and a microwave.

13. The Villager Motel

The Villager Motel
Williamstown
United States
Rebecca
$89 nightly
$99 total
Sep 1 - Sep 2
Total with taxes and fees
The Villager Motel
A building with a covered parking area and a grassy front yard.
A dining area with wooden chairs and tables, a kitchen counter with appliances, and framed pictures on the wall.
A rectangular swimming pool with a wooden deck surrounding it.
A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.

14. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
Williamstown
United States
Donna
$110 nightly
$123 total
Sep 6 - Sep 7
Total with taxes and fees
Howard Johnson by Wyndham Williamstown
A hotel room with a bed, two bedside lamps, a chair, a dresser, a mirror, and a painting on the wall.
A hotel room with a desk, chair, TV, and a painting on the wall.
A reception desk with a computer, a monitor, and a sign about Choice Privileges.
A room with a door, a table with a chair, a window with blinds, and an air conditioning unit.

15. Rodeway Inn

Rodeway Inn
Adams
United States
Andrew
$72 nightly
$80 total
Sep 6 - Sep 7
Total with taxes and fees
Rodeway Inn
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

16. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
$152 nightly
$170 total
Sep 27 - Sep 28
Total with taxes and fees
The Yankee Inn
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.
A spacious living area with a fireplace, wooden beams, and a large window.
A spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.
An outdoor seating area with stone fire pit, chairs, and a red building in the background.

17. The Williams Inn

The Williams Inn
Williamstown
United States
John
$236 nightly
$264 total
Sep 29 - Sep 30
Total with taxes and fees
The Williams Inn
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A modern cafe with a wooden accent wall, a coffee machine, and black chairs.
A modern hotel building with the name "Hotel Downtown" on the facade.
A modern interior with a large window, a wooden table, and bar stools.

18. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
United States
Peter
$152 nightly
$170 total
Sep 20 - Sep 21
Total with taxes and fees
Hotel Downstreet, an Ascend Collection Hotel
A fire feature with a metal frame and a brick wall in the background.
A reception area with a wooden reception desk, a bar area in the background, and a decorative wall piece.
A Fairfield Inn & Suites by Marriott hotel with a brick facade, large windows, and a covered outdoor seating area.
A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.

19. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
Williamstown
United States
C. David
$180 nightly
$201 total
Sep 27 - Sep 28
Total with taxes and fees
Fairfield Inn & Suites by Marriott Williamstown
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A garden with wooden Adirondack chairs and a stone pathway.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".
A spacious lobby with a fireplace, seating area, and a bar.

20. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Robert
$125 nightly
$139 total
Aug 31 - Sep 1
Total with taxes and fees
Berkshire Mountain Lodge
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Top Cherry Plain Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"One of my favorite hotels in America - for real!"
Martha 2-night trip
Posted 9 hours ago
Hotel On North
Best Western Plus Franklin Square Inn Troy/Albany

Best Western Plus Franklin Square Inn Troy/Albany

10/10 Excellent
"Super welcoming. Had oversize vehicle parking. Clean & comfy!"
Kevin 1-night trip
Posted 12 hours ago
Best Western Plus Franklin Square Inn Troy/Albany
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"Room was"
Christopher 1-night trip
Posted 17 hours ago
The Cornell Inn, Lenox & The Berkshires
Berkshires Untold

Berkshires Untold

10/10 Excellent
"Chic bar and outdoor space. Nice remodel."
Kurt 1-night trip
Posted 18 hours ago
Berkshires Untold
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"Nice, well-maintained property, everything was very clean. The breakfast nook was not overly crazy crowded, which is really good traveling with young children. The staff even apologized for not having the waffle maker as a new one was being delivered. The hot tub was also a plus!"
Corinne 1-night trip
Posted 1 day ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

10/10 Excellent
"One of the quietest rooms we have ever stayed in. The location was very convenient to sites in both Lenox and Stockbridge."
Stacia 1-night trip
Posted 2 days ago
The Yankee Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Nice place"
Peter 1-night trip
Posted 3 days ago
Hotel Downstreet, an Ascend Collection Hotel
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent
"Fine place to stay in the Lenox area."
Anthony 1-night trip
Posted 4 days ago
Best Western Plus Berkshire Hills Inn & Suites
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"We were there for one night and it worked out great. Nice breakfast!"
Erlinde 1-night trip
Posted 5 days ago
Hampton Inn & Suites Berkshires-Lenox

More cheap stays in Cherry Plain

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
$57 nightly
$64 total
Sep 29 - Sep 30
Total with taxes and fees
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
$78 nightly
$87 total
Sep 3 - Sep 4
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY
$114 nightly
$126 total
Sep 27 - Sep 28
Total with taxes and fees
Comfort Inn & Suites East Greenbush - Albany
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

1055 South Street Pittsfield MA
$118 nightly
$132 total
Sep 8 - Sep 9
Total with taxes and fees
9.4/10 Exceptional! (176 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Best Western Plus Franklin Square Inn Troy/Albany

Best Western Plus Franklin Square Inn Troy/Albany

One Fourth Street Troy NY
$131 nightly
$146 total
Sep 6 - Sep 7
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
Best Western Plus Franklin Square Inn Troy/Albany
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
$152 nightly
$170 total
Sep 27 - Sep 28
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
The Yankee Inn

Hotels in Cherry Plain with star-rating

Frequently asked questions

Where is the best place to stay in Cherry Plain?
Vacation Village in the Berkshires, located 5.7 mi (9.2 km) from the heart of Cherry Plain, is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are The Yankee Inn and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in Cherry Plain.
What's the top vacation rental in Cherry Plain?
NEW RENO Historic Creamery in Berkshires w/hot tub: This vacation home rental outside of Cherry Plain offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in Cherry Plain.
If I need to cancel my hotel reservation in Cherry Plain, will I receive a refund?
Yes! Most room reservations are refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Cherry Plain.
Where can I learn more about changing or cancelling my trip to Cherry Plain?
To access more information about rescheduling or cancelling your trip to Cherry Plain, go to https://www.expedia.com/service/.
What is staying in Cherry Plain like?
Visitors to Cherry Plain are sure to find plenty to explore and enjoy. There are 629 hotels and other accommodations in the surrounding area. Find out more about Cherry Plain.
What should I see while I'm in Cherry Plain?
Places to visit in the wider area include Brodie Mountain, Williamstown Theatre Festival, and Jiminy Peak Mountain Resort. You'll also find Waubeeka Golf Links and Taconic Lake in the area. Check out what more to see and do in Expedia's Cherry Plain guide.
What's the weather like in Cherry Plain?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Cherry Plain are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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