Default HTG hotel image

Find hotels in Cherry Plain, NY from AED 222

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Filter by

Star rating

Guest rating

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 spacious living room with large windows, a fireplace, and a variety of seating options.
Indoor pool
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Denton
AED 295
AED 370 total
includes taxes & fees
1 Nov - 2 Nov
Vacation Village in the Berkshires
A patio area with outdoor furniture, a fire pit, and potted plants.
A hotel room with a large bed, a desk, a chair, and a view of the outdoors.
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A cozy living room with a stone fireplace, comfortable seating, and a television.

2. The Springs Motel

The Springs Motel
New Ashford
United States
Elizabeth
AED 409
AED 449 total
includes taxes & fees
4 Nov - 5 Nov
The Springs Motel
A resort with multiple buildings, a parking area, and a mountainous backdrop.
A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A wooden cabin with a porch and steps leading to a door, surrounded by snow.

3. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
United States
Jeffrey
AED 493
AED 550 total
includes taxes & fees
18 Oct - 19 Oct
Jiminy Peak Mountain Resort
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.
A white two-story building with a porch, labeled as a motel.
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.

4. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
United States
Charlene
AED 311
AED 347 total
includes taxes & fees
1 Nov - 2 Nov
Willows Motel Williamstown
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 hotel room with two beds, a nightstand with a lamp, a television, and framed artwork on the wall.

5. The Villager Motel

The Villager Motel
Williamstown
United States
DONNA
AED 290
AED 324 total
includes taxes & fees
1 Nov - 2 Nov
The Villager Motel
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 modern restaurant with a long counter, multiple seating areas, and pendant lighting.
A Fairfield Inn & Suites by Marriott hotel with a brick facade, large windows, and a covered outdoor seating area.

6. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
Williamstown
United States
C. David
AED 559
AED 624 total
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Williamstown
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 reception area with a bulletin board, a 'no smoking' sign, a clock, and a 'STOP' sign.
A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

7. Cozy Corner Motel

Cozy Corner Motel
Williamstown
United States
Jonathan
AED 274
AED 324 total
includes taxes & fees
2 Nov - 3 Nov
Cozy Corner Motel
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 interior with a large window, a wooden table, and bar stools.
A reception area with a large landscape painting, a dark reception desk, and a potted plant.

8. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
Canada
Tara
AED 438
AED 489 total
includes taxes & fees
1 Nov - 2 Nov
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 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.
A bar area with wooden beams, red chairs, and a long wooden table.

9. The Williams Inn

The Williams Inn
Williamstown
United States
Soleil
AED 746
AED 833 total
includes taxes & fees
8 Nov - 9 Nov
The Williams 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 garden with a wooden pergola, potted plants, and a lawn with chairs.

10. Maple Terrace Motel

Maple Terrace Motel
Williamstown
United States
Deborah
AED 364
AED 406 total
includes taxes & fees
1 Nov - 2 Nov
Maple Terrace Motel
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
Ahmet
AED 265
AED 296 total
includes taxes & fees
2 Nov - 3 Nov
Williamstown Motel
A building with a covered parking area and a grassy front yard.
A rectangular swimming pool with a wooden deck surrounding it.
A motel with multiple rooms, a parking area, and a large tree in the foreground.
A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.

12. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
Williamstown
United States
Donna
AED 404
AED 451 total
includes taxes & fees
12 Oct - 13 Oct
Howard Johnson by Wyndham Williamstown
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
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 Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

13. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
James
AED 343
AED 384 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Plus Berkshire Hills Inn & Suites
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.
A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."

14. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams
United States
Ram
AED 546
AED 692 total
includes taxes & fees
10 Nov - 11 Nov
The Porches Inn at Mass MoCA
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
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.

15. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
AED 389
AED 435 total
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
A building entrance with a large planter with purple flowers and a small tree.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
A library with bookshelves, a television, and two armchairs.

16. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
AED 493
AED 550 total
includes taxes & fees
1 Nov - 2 Nov
Hotel On North
A hotel with a covered entrance, stone facade, and arched windows.
A hotel room with a bed, a desk, a sofa, a round table, and a large window with curtains.
A spacious living room with a stone fireplace, large windows, and modern furniture.
A spacious living area with a high ceiling, a staircase with a wooden railing, a large blue patterned rug, and a white sofa.

17. Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
Castleton-on-Hudson
United States
Sean
AED 403
AED 447 total
includes taxes & fees
10 Nov - 11 Nov
Comfort Inn & Suites East Greenbush - Albany
A sign for 'The 1896 House' with a logo for Brookside Accommodations.
A covered porch with white furniture and green chairs, surrounded by lush greenery.
A room with plaid wallpaper, a lamp on a table, and a chair.
A pool area with a white building, a fence, and trees in the background.

18. 1896 House Country Inn & Motels

1896 House Country Inn & Motels
Williamstown
United States
Maryann
AED 390
AED 436 total
includes taxes & fees
11 Oct - 12 Oct
1896 House Country Inn & Motels
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A room with a blue armchair, an orange armchair, a round table, a floor lamp, and a wardrobe.
A conference room with multiple tables and chairs, a flat-screen TV mounted on the wall, and a carpeted floor.
A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

19. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Thomas
AED 418
AED 467 total
includes taxes & fees
7 Nov - 8 Nov
Hampton Inn & Suites Berkshires-Lenox
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.
Bar (on property)
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.

20. Gregory House Country Inn

Gregory House Country Inn
Averill Park
United States
DONNA
AED 413
AED 459 total
includes taxes & fees
11 Oct - 12 Oct
Gregory House Country Inn
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Top Cherry Plain Hotel Reviews

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"Lovely room, comfortable bed and a nice breakfast."
judith 1-night trip
Posted less than an hour ago
The Cornell Inn, Lenox & The Berkshires
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good
"It was fine. No breakfast that I saw"
Michael 1-night trip
Posted 13 hours ago
Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

10/10 Excellent
"The property was very well maintained and the room was very clean. Check in was quick and easy. The included breakfast was satisfying. Would stay here again."
James 1-night trip
Posted 15 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

8/10 Good
"It was fine but not remarkable"
Edgar 2-night trip
Posted 16 hours ago
Comfort Inn & Suites East Greenbush - Albany
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Although it's an older hotel, it's well maintained.Clean and updated also very friendly staff."
Marti 1-night trip
Posted 18 hours ago
The Yankee Inn
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

8/10 Good
"The pool and hot tub were not heated enough. We didn't plan to use any other amenities so that was a disappointment. We enjoyed our stay. The room was good as we are our breakfast and dinner in the room. The kitchen was great and equipped with everything we needed."
Abby 2-night trip
Posted 19 hours ago
Jiminy Peak Mountain Resort
Courtyard by Marriott Albany Troy/Waterfront

Courtyard by Marriott Albany Troy/Waterfront

10/10 Excellent
"Very nice"
Breeyana 1-night trip
Posted 6 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 11 days ago
Courtyard by Marriott Lenox Berkshires

More cheap stays in Cherry Plain

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
AED 198
AED 222 total
10 Nov - 11 Nov
includes taxes & fees
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
AED 290
AED 324 total
18 Oct - 19 Oct
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
AED 364
AED 406 total
9 Nov - 10 Nov
includes taxes & fees
9.2/10 Wonderful! (232 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
AED 389
AED 435 total
1 Nov - 2 Nov
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
The Yankee Inn
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY
AED 403
AED 447 total
10 Nov - 11 Nov
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
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
AED 514
AED 570 total
18 Oct - 19 Oct
includes taxes & fees
Best Western Plus Franklin Square Inn Troy/Albany

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.
What's the top vacation rental in Cherry Plain?
Lake Front Home in Heart of the Berkshires Near Jiminy Peak: This vacation home rental outside of Cherry Plain is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease 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. You can relax into your vacation with a garden and a selection of games. 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 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.