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Oct 9 - Oct 10
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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.
Indoor pool
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
Denton
NT$2,562
NT$3,211 total
includes taxes & fees
Nov 1 - Nov 2
Vacation Village in the Berkshires
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 cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.
A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.

2. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
United States
Jeffrey
NT$4,276
NT$4,776 total
includes taxes & fees
Oct 18 - Oct 19
Jiminy Peak Mountain Resort
A fire feature with a metal frame and a brick wall in the background.
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.
A modern restaurant with a long counter, multiple seating areas, and pendant lighting.

3. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
Williamstown
United States
C. David
NT$4,860
NT$5,428 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Williamstown
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 bar area with stools, a counter displaying fruits and beverages, and a sign reading "Springs".
A poolside area with lounge chairs, umbrellas, and a swimming pool.

4. The Springs Motel

The Springs Motel
New Ashford
United States
Elizabeth
NT$3,557
NT$3,902 total
includes taxes & fees
Nov 4 - Nov 5
The Springs Motel
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.
A bar area with wooden beams, red chairs, and a long wooden table.
A spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.
A spacious living area with a fireplace, wooden beams, and a large window.

5. The Williams Inn

The Williams Inn
Williamstown
NT$6,488
NT$7,248 total
includes taxes & fees
Nov 8 - Nov 9
The Williams Inn
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A modern hotel building with the name "Hotel Downtown" on the facade.
A modern cafe with a wooden accent wall, a coffee machine, and black chairs.
A reception area with a large landscape painting, a dark reception desk, and a potted plant.

6. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
United States
Julia
NT$3,801
NT$4,245 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Downstreet, an Ascend Collection Hotel
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.
A hay bale display with pumpkins and scarecrows.
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 hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

7. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
United States
Charlene
NT$2,700
NT$3,016 total
includes taxes & fees
Nov 1 - Nov 2
Willows Motel Williamstown
An outdoor seating area with Adirondack chairs and potted plants.
A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.
A reception area with a bulletin board, a 'no smoking' sign, a clock, and a 'STOP' sign.
A sign with the word "CLARM" on a grassy field with a road and trees in the background.

8. Cozy Corner Motel

Cozy Corner Motel
Williamstown
United States
Jonathan
NT$2,386
NT$2,816 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Corner Motel
A building with a covered parking area and a grassy front yard.
A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.
A motel with multiple rooms, a parking area, and a large tree in the foreground.
A dining area with wooden chairs and tables, a kitchen counter with appliances, and framed pictures on the wall.

9. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
Williamstown
United States
Donna
NT$3,507
NT$3,917 total
includes taxes & fees
Oct 12 - Oct 13
Howard Johnson by Wyndham Williamstown
A garden with a swing set, a blue chair, and a flower bed.
A breakfast buffet setup with cereal, milk, juice, and pastries.
A house with a porch, snow-covered ground, and a Christmas tree with lights.
A garden with a wooden pergola, potted plants, and a lawn with chairs.

10. Maple Terrace Motel

Maple Terrace Motel
Williamstown
NT$3,162
NT$3,532 total
includes taxes & fees
Nov 1 - Nov 2
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 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.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

11. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Joe
NT$2,981
NT$3,329 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Plus Berkshire Hills Inn & Suites
A kitchen with a countertop, a refrigerator, and a window.
A motel named 'The Villager Motel' with a 'VACANCY' sign, a picnic table, and a red planter on the lawn.
A park with picnic tables, a playground, and a large coniferous tree.
A kitchen with a refrigerator, a coffee maker, and a microwave.

12. The Villager Motel

The Villager Motel
Williamstown
United States
DONNA
NT$2,523
NT$2,818 total
includes taxes & fees
Nov 1 - Nov 2
The Villager Motel
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.
A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.
A hallway with a collection of plates on the walls, leading to a staircase.
Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.

13. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams
NT$5,010
NT$6,310 total
includes taxes & fees
Nov 9 - Nov 10
The Porches Inn at Mass MoCA
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.

14. Williamstown Motel

Williamstown Motel
Williamstown
United States
Ahmet
NT$2,558
NT$2,858 total
includes taxes & fees
Nov 1 - Nov 2
Williamstown Motel
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
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.

15. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
NT$3,386
NT$3,782 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
A hotel with a covered entrance, stone facade, and arched windows.
A spacious living room with a stone fireplace, large windows, and modern furniture.
A spacious living area with a blue sofa, yellow armchair, and a coffee table. A staircase leads to an upper level with a balcony.
A spacious living area with a high ceiling, a staircase with a wooden railing, a large blue patterned rug, and a white sofa.

16. Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
Castleton-on-Hudson
United States
Sean
NT$3,638
NT$4,038 total
includes taxes & fees
Oct 29 - Oct 30
Comfort Inn & Suites East Greenbush - Albany
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A gym with exercise equipment including treadmills, a stationary bike, and free weights.
A room with a blue armchair, an orange armchair, a round table, a floor lamp, and a wardrobe.
A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

17. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
NT$3,638
NT$4,063 total
includes taxes & fees
Nov 7 - Nov 8
Hampton Inn & Suites Berkshires-Lenox
A building entrance with a large planter with purple flowers and a small tree.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.
A library with bookshelves, a television, and two armchairs.

18. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
NT$4,283
NT$4,784 total
includes taxes & fees
Nov 1 - Nov 2
Hotel On North
A spacious hotel lobby with a reception desk, seating area, and a large chandelier.
A banquet table set for a formal event with candles, glassware, and folded napkins.
A hotel lobby with a fireplace, seating area, and a bar.
A spacious dining area with a buffet table, multiple dining tables, and chairs.

19. Hilton Garden Inn Troy

Hilton Garden Inn Troy
Troy
NT$3,774
NT$4,189 total
includes taxes & fees
Oct 18 - Oct 19
Hilton Garden Inn Troy
A rooftop terrace with outdoor seating, a fire feature, and a view of a river and buildings.
A modern hotel lobby with a bar, seating areas, and a large flat-screen TV.
A hotel room with two beds, a desk, a chair, a TV, and a large window offering a view of greenery.
A Courtyard by Marriott hotel with a modern design, featuring a prominent glass facade and a well-lit entrance.

20. Courtyard by Marriott Albany Troy/Waterfront

Courtyard by Marriott Albany Troy/Waterfront
Troy
United States
Karl
NT$4,309
NT$4,783 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Albany Troy/Waterfront
View all properties

Hotels recommended for families in Cherry Plain

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.
Indoor pool
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.

Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
NT$2,562
NT$3,211 total
includes taxes & fees
Nov 1 - Nov 2
Vacation Village in the Berkshires
A fire feature with a metal frame and a brick wall in the background.
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.
A modern restaurant with a long counter, multiple seating areas, and pendant lighting.

Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
Williamstown
NT$4,860
NT$5,428 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Williamstown
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 cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.
A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
NT$4,276
NT$4,776 total
includes taxes & fees
Oct 18 - Oct 19
Jiminy Peak Mountain Resort
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A modern hotel building with the name "Hotel Downtown" on the facade.
A modern cafe with a wooden accent wall, a coffee machine, and black chairs.
A reception area with a large landscape painting, a dark reception desk, and a potted plant.

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
NT$3,801
NT$4,245 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Downstreet, an Ascend Collection Hotel
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.
A bar area with wooden beams, red chairs, and a long wooden table.
A spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.
A spacious living area with a fireplace, wooden beams, and a large window.

The Williams Inn

The Williams Inn
Williamstown
NT$6,488
NT$7,248 total
includes taxes & fees
Nov 8 - Nov 9
The Williams Inn
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.
A hay bale display with pumpkins and scarecrows.
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 hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
NT$2,700
NT$3,016 total
includes taxes & fees
Nov 1 - Nov 2
Willows Motel Williamstown
An outdoor seating area with Adirondack chairs and potted plants.
A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.
A reception area with a bulletin board, a 'no smoking' sign, a clock, and a 'STOP' sign.
A sign with the word "CLARM" on a grassy field with a road and trees in the background.

Cozy Corner Motel

Cozy Corner Motel
Williamstown
NT$2,386
NT$2,816 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Corner 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 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.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
NT$2,981
NT$3,329 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Plus Berkshire Hills Inn & Suites
Save an average of 15% on thousands of hotels when you're signed in

Top Cherry Plain Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Property was clean, staff was knowledgeable and cordial. Parking was very easy."
Julia 1-night trip
Posted 1 hour ago
Hotel Downstreet, an Ascend Collection Hotel
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

10/10 Excellent
"Very nice rooms, staff friendly."
Ginger 1-night trip
Posted 4 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Hotel On North

Hotel On North

10/10 Excellent
"This is a great hotel. Large rooms, great amenities and a steak house restaurant that is superb. We like it so much we are staying an extra night."
alan 1-night trip
Posted 1 day ago
Hotel On North
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Not enough bath clothes towels not enough outlets around the bed for people who have cpap or breathing problems."
Mark 1-night trip
Posted 2 days ago
The Yankee Inn
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

8/10 Good
"Nice Inn/B&B in Lenox MA, about a mile from downtown."
Anne 1-night trip
Posted 2 days ago
The Cornell Inn, Lenox & The Berkshires
Hilton Garden Inn Troy

Hilton Garden Inn Troy

8/10 Good
"No curtains to pull shut at night. Blind but you could see out through( not sure if could see in from outside. When went to check out no one at front desk. Waited for awhile and finally a person working in restaurant come over took key cards."
Sandy 1-night trip
Posted 4 days ago
Hilton Garden Inn Troy
Courtyard by Marriott Albany Troy/Waterfront

Courtyard by Marriott Albany Troy/Waterfront

10/10 Excellent
"Very nice"
Breeyana 1-night trip
Posted 5 days ago
Courtyard by Marriott Albany Troy/Waterfront
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

10/10 Excellent
"I was only there to sleep for a few hours"
Thomas 1-night trip
Posted 10 days ago
Courtyard by Marriott Lenox Berkshires

More cheap stays in Cherry Plain

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
NT$1,980
NT$2,212 total
Oct 12 - Oct 13
includes taxes & fees
5.4/10 (919 reviews)
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
NT$2,519
NT$2,814 total
Oct 18 - Oct 19
includes taxes & fees
Howard Johnson by Wyndham Lenox
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

1055 South Street Pittsfield MA
NT$3,162
NT$3,532 total
Nov 9 - Nov 10
includes taxes & fees
9.2/10 Wonderful! (231 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
NT$3,386
NT$3,782 total
Nov 1 - Nov 2
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
The Yankee Inn
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY
NT$3,638
NT$4,038 total
Oct 29 - Oct 30
includes taxes & fees
Comfort Inn & Suites East Greenbush - Albany
Best Western Plus Franklin Square Inn Troy/Albany

Best Western Plus Franklin Square Inn Troy/Albany

One Fourth Street Troy NY
NT$4,469
NT$4,960 total
Oct 18 - Oct 19
includes taxes & fees
Best Western Plus Franklin Square Inn Troy/Albany

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 Berkshire Mountain Lodge and The Yankee Inn. See all available top hotels, or 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 630 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 Taconic Lake and Mount Greylock State Reservation 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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