𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Cherry Plain from RM284 (2026) - Fully Refundable Options

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

Go beyond your typical stay in Cherry Plain

Pet friendly

Apartment

Condo

Pool

Family friendly

Hot tub

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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.

An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

1. Vacation Village in the Berkshires

Williamstown

RM328

RM412 total

includes taxes & fees

2 Nov - 3 Nov

A two-story building with a covered porch and a stone foundation.

A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

A residential area with houses surrounded by lush greenery and a mountain in the background.

A single-story house with a front porch, a mailbox, and a small tree in front.

2. Jiminy Peak Mountain Resort

Hancock

Jeffrey

RM548

RM612 total

includes taxes & fees

21 Oct - 22 Oct

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 cozy living room with a stone fireplace, comfortable seating, and a television.

A poolside area with lounge chairs, umbrellas, and a swimming pool.

3. The Springs Motel

New Ashford

Elizabeth

RM455

RM499 total

includes taxes & fees

4 Nov - 5 Nov

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 hay bale display with pumpkins and scarecrows.

A white two-story building with a porch, labeled as a motel.

4. Willows Motel Williamstown

Williamstown

Charlene

RM346

RM386 total

includes taxes & fees

2 Nov - 3 Nov

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 restaurant with a long counter, multiple seating areas, and pendant lighting.

5. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

C. David

RM623

RM695 total

includes taxes & fees

1 Nov - 2 Nov

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.

6. The Villager Motel

Williamstown

DONNA

RM323

RM361 total

includes taxes & fees

1 Nov - 2 Nov

A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

An outdoor seating area with stone fire pit, chairs, and a red building in the background.

A bar area with wooden beams, red chairs, and a long wooden table.

A spacious living area with a fireplace, wooden beams, and a large window.

7. The Williams Inn

Williamstown

Soleil

RM831

RM928 total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

A modern interior with a large window, a wooden table, and bar stools.

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.

8. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Julia

RM488

RM545 total

includes taxes & fees

1 Nov - 2 Nov

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 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.

9. Cozy Corner Motel

Williamstown

Jonathan

RM306

RM361 total

includes taxes & fees

2 Nov - 3 Nov

A garden with a swing set, a blue chair, and a flower bed.

A house with a porch, snow-covered ground, and a Christmas tree with lights.

A breakfast buffet setup with cereal, milk, juice, and pastries.

A swimming pool with lounge chairs and a fence.

10. Maple Terrace Motel

Williamstown

RM405

RM452 total

includes taxes & fees

1 Nov - 2 Nov

A building with a covered parking area and a grassy front yard.

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.

A dining area with wooden chairs and tables, a kitchen counter with appliances, and framed pictures on the wall.

11. Howard Johnson by Wyndham Williamstown

Williamstown

Donna

RM450

RM502 total

includes taxes & fees

19 Oct - 20 Oct

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 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.

A living room with a sofa, chairs, a coffee table, and a rug. There is a kitchen area with a refrigerator and a water dispenser.

12. Williamstown Motel

Williamstown

Ahmet

RM327

RM366 total

includes taxes & fees

3 Nov - 4 Nov

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

Pittsfield

Joe

RM382

RM427 total

includes taxes & fees

1 Nov - 2 Nov

Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."

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.

14. The Porches Inn at Mass MoCA

North Adams

RM642

RM808 total

includes taxes & fees

9 Nov - 10 Nov

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.

15. Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

RM466

RM517 total

includes taxes & fees

30 Oct - 31 Oct

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

Pittsfield

Lawrence

RM549

RM613 total

includes taxes & fees

1 Nov - 2 Nov

A hotel with a brick facade, a covered entrance, and an American flag.

A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

A spacious hotel dining area with a long communal table, multiple chairs, and a television in the background.

17. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

RM466

RM521 total

includes taxes & fees

7 Nov - 8 Nov

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 cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

18. The Yankee Inn

Lenox

RM434

RM484 total

includes taxes & fees

1 Nov - 2 Nov

A pool area with a white building, a fence, and trees in the background.

A room with plaid wallpaper, a lamp on a table, and a chair.

A white two-story house with a sloped roof, large windows, and a small porch.

19. 1896 House Country Inn & Motels

Williamstown

RM435

RM486 total

includes taxes & fees

11 Oct - 12 Oct

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

A snack bar with shelves of snacks and a refrigerated display.

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

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

Pittsfield

Sheldon

RM405

RM452 total

includes taxes & fees

9 Nov - 10 Nov

View all properties

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

10/10 Excellent

"Property was clean, staff was knowledgeable and cordial. Parking was very easy."

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

10/10 Excellent

"Very nice rooms, staff friendly."

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."

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."

The Cornell Inn, Lenox & The Berkshires

8/10 Good

"Nice Inn/B&B in Lenox MA, about a mile from downtown."

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."

Courtyard by Marriott Albany Troy/Waterfront

10/10 Excellent

"Very nice"

Courtyard by Marriott Lenox Berkshires

10/10 Excellent

"I was only there to sleep for a few hours"

More cheap stays in Cherry Plain

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

RM254

RM284 total

11 Oct - 12 Oct

includes taxes & fees

5.4/10 (919 reviews)

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

RM323

RM361 total

21 Oct - 22 Oct

includes taxes & fees

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

1055 South Street Pittsfield MA

RM405

RM452 total

9 Nov - 10 Nov

includes taxes & fees

9.2/10 Wonderful! (231 reviews)

The Yankee Inn

461 Pittsfield Rd Lenox MA

RM434

RM484 total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY

RM466

RM517 total

30 Oct - 31 Oct

includes taxes & fees

Best Western Plus Franklin Square Inn Troy/Albany

One Fourth Street Troy NY

RM572

RM635 total

18 Oct - 19 Oct

includes taxes & fees

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 traveller data. Two other choices for your stay in 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, you'll find most room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which often is within 24-48 hours of check in. If your reservation is non-refundable, you might still have the option to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Cherry Plain.

What is staying in Cherry Plain like?

Visitors to Cherry Plain will definitely find plenty to explore and enjoy. There are 630 hotels and other accommodation options in the surrounding area. Find out more about Cherry Plain.

What should I do while I'm visiting 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. Take a look at what more there is 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 temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Cherry Plain are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

Cherry Plain hotels from RM284

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Cherry Plain

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Cherry Plain hotels

1. Vacation Village in the Berkshires

2. Jiminy Peak Mountain Resort

3. The Springs Motel

4. Willows Motel Williamstown

5. Fairfield Inn & Suites by Marriott Williamstown

6. The Villager Motel

7. The Williams Inn

8. Hotel Downstreet, an Ascend Collection Hotel

9. Cozy Corner Motel

10. Maple Terrace Motel

11. Howard Johnson by Wyndham Williamstown

12. Williamstown Motel

13. Best Western Plus Berkshire Hills Inn & Suites

14. The Porches Inn at Mass MoCA

15. Comfort Inn & Suites East Greenbush - Albany

16. Hotel On North

17. Hampton Inn & Suites Berkshires-Lenox

18. The Yankee Inn

19. 1896 House Country Inn & Motels

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

Top Cherry Plain Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

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

Hotel On North

The Yankee Inn

The Cornell Inn, Lenox & The Berkshires

Hilton Garden Inn Troy

Courtyard by Marriott Albany Troy/Waterfront

Courtyard by Marriott Lenox Berkshires

More cheap stays in Cherry Plain

FairBridge Inn Express

Howard Johnson by Wyndham Lenox

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

The Yankee Inn

Comfort Inn & Suites East Greenbush - Albany

Best Western Plus Franklin Square Inn Troy/Albany

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app