Best Cherry Plain Hotels in 2026 from HK$544 - Fully Refundable Options

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Go beyond your typical stay in Cherry Plain

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Our top choices for Cherry Plain hotels

A greenhouse with a transparent roof, a seating area with cushions, and a potted plant.

A dining table with plates of food, a coffee cup, and a plant.

A cozy library with wooden bookshelves, a reading area, and a fireplace.

A living room with a grey sectional sofa, a small round coffee table, a brown leather armchair, and a window with curtains.

1. Berkshire Valley Inn

Williamstown

HK$1,305

HK$1,457 total

includes taxes & fees

24 Sept - 25 Sept

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.

A spacious living room with large windows, a fireplace, and a variety of seating options.

2. Vacation Village in the Berkshires

Williamstown

Nyra

HK$681

HK$846 total

includes taxes & fees

31 Aug - 1 Sept

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

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 grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

3. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Jermaine

HK$900

HK$1,005 total

includes taxes & fees

20 Sept - 21 Sept

A fire feature with a metal frame and a brick wall in the background.

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

A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.

A reception area with a wooden reception desk, a bar area in the background, and a decorative wall piece.

4. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

C. David

HK$1,441

HK$1,610 total

includes taxes & fees

20 Sept - 21 Sept

A resort with multiple buildings, a parking area, and a mountainous backdrop.

A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.

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.

5. Jiminy Peak Mountain Resort

Hancock

Sandy

HK$1,121

HK$1,253 total

includes taxes & fees

30 Aug - 31 Aug

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

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.

A hay bale display with pumpkins and scarecrows.

6. Willows Motel Williamstown

Williamstown

Richard

HK$811

HK$906 total

includes taxes & fees

27 Aug - 28 Aug

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

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

A garden with a wooden pergola, potted plants, and a lawn with chairs.

A swimming pool with lounge chairs and a fence.

7. Maple Terrace Motel

Williamstown

Annette

HK$980

HK$1,094 total

includes taxes & fees

15 Sept - 16 Sept

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 cozy living room with a leather sofa, a wooden coffee table with a vase of flowers, and a staircase leading to an upper level.

8. Gregory House Country Inn

Averill Park

Brian

HK$882

HK$979 total

includes taxes & fees

27 Aug - 28 Aug

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 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.

9. Cozy Corner Motel

Williamstown

Jeremy

HK$691

HK$812 total

includes taxes & fees

13 Sept - 14 Sept

A patio area with outdoor furniture, a fire pit, and potted plants.

A bar area with stools, a counter displaying fruits and beverages, and a sign reading "Springs".

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.

10. The Springs Motel

New Ashford

Shakeila

HK$961

HK$1,054 total

includes taxes & fees

9 Sept - 10 Sept

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 rectangular swimming pool with a wooden deck surrounding it.

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

HK$862

HK$963 total

includes taxes & fees

6 Sept - 7 Sept

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 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.

12. The Williams Inn

Williamstown

John

HK$2,059

HK$2,300 total

includes taxes & fees

14 Sept - 15 Sept

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

13. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Victoria

HK$1,166

HK$1,302 total

includes taxes & fees

2 Sept - 3 Sept

A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.

A multi-story hotel with a brick facade and a flat roof.

A pool area with a glass ceiling, multiple levels, and outdoor seating.

14. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Myrna

HK$933

HK$1,042 total

includes taxes & fees

24 Sept - 25 Sept

A modern living room with a fireplace, a large TV, and a seating area with a blue sofa and armchairs.

A buffet with labeled containers for omelets and other dishes.

A hotel room with two beds, a desk, a chair, and a large window.

A reception area with a modern design, featuring a reception desk, two yellow armchairs, a blue abstract painting, and a wooden panel wall.

15. Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

Rensselaer

James

HK$956

HK$1,061 total

includes taxes & fees

6 Sept - 7 Sept

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 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 hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

16. The Yankee Inn

Lenox

Karen

HK$1,238

HK$1,383 total

includes taxes & fees

16 Sept - 17 Sept

A modern hotel lobby with a dining area, a reception desk, and a bar.

A modern hotel with a stone facade, a covered entrance, and a clear blue sky.

An outdoor seating area with blue sofas and a stone fire pit.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a tiled deck.

17. Hampton Inn & Suites Albany-East Greenbush

East Greenbush

Thomas

HK$1,215

HK$1,376 total

includes taxes & fees

13 Sept - 14 Sept

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 blue sofa, yellow armchair, and a coffee table. A staircase leads to an upper level with a balcony.

18. Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

Michael

HK$945

HK$1,049 total

includes taxes & fees

8 Sept - 9 Sept

A spacious hotel lobby with a reception desk, seating area, and a large chandelier.

A spacious dining area with a buffet table, multiple dining tables, and chairs.

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.

19. Hilton Garden Inn Troy

Troy

Gary

HK$906

HK$1,006 total

includes taxes & fees

1 Sept - 2 Sept

A hotel lobby with leather armchairs, a blue sofa, a white coffee table, and a stone fireplace.

A kitchenette with a refrigerator, microwave, and coffee maker.

A Fairfield Inn & Suites Marriott hotel with a covered entrance, stone facade, and multiple floors.

A modern living room with leather armchairs, a blue sofa, and a patterned ottoman.

20. Fairfield Inn & Suites Albany East Greenbush

East Greenbush

Luis

HK$926

HK$1,028 total

includes taxes & fees

8 Sept - 9 Sept

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Top Cherry Plain Hotel Reviews

Berkshire Mountain Lodge

10/10 Excellent

"We were very happy with how large the rooms were and it felt like you were in an apartment great location and very clean excellent customer service at the front desk"

Vacation Village in the Berkshires

10/10 Excellent

"Staff was very helpful and friendly."

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent

"The experience and the comfort of the stay were appreciated."

Best Western Plus Franklin Square Inn Troy/Albany

8/10 Good

"The hotel was clean with plenty of parking. Staff was helpful and friendly. Free breakfast was better than expected. Rooms were a bit small. Shower had light water pressure."

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"We have been coming for the last few years. Generally, 4 or 5 times a year. We love the Berkshires. People vote with their feet. It is a good value. We will be back."

Hotel On North

10/10 Excellent

"Great hotel, rooms spacious and clean. Had a lovely lunch in the dining room. Easy parking, would stay again."

The Yankee Inn

8/10 Good

"Almost two hotels in one. Several structures. One nicely updated, all check-ins, breakfast. Our stay was in an older building… while it was clean there was a musty smell. The room was very dated and the ac was loud… Time to upgrade that building."

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent

"Fine place to stay in the Lenox area."

Hilton Garden Inn Troy

10/10 Excellent

"We have only one recommendation. The shower head needs to be updated. Everything else was great! Clean, comfortable and well maintained. The breakfast area was also very clean and the staff was welcoming. Great food options and very good. Front desk staff also very friendly and helpful when our tv needed to be rebooted. Will definitely stay here again if the opportunity arises."

More cheap stays in Cherry Plain

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

HK$487

HK$544 total

27 Aug - 28 Aug

includes taxes & fees

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

HK$619

HK$692 total

31 Aug - 1 Sept

includes taxes & fees

7.6/10 Good! (903 reviews)

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

1055 South Street Pittsfield MA

HK$933

HK$1,042 total

24 Sept - 25 Sept

includes taxes & fees

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY

HK$945

HK$1,049 total

8 Sept - 9 Sept

includes taxes & fees

8.8/10 Excellent! (1,002 reviews)

Best Western Plus Franklin Square Inn Troy/Albany

One Fourth Street Troy NY

HK$1,028

HK$1,141 total

8 Sept - 9 Sept

includes taxes & fees

8.8/10 Excellent! (1,009 reviews)

The Yankee Inn

461 Pittsfield Rd Lenox MA

HK$1,238

HK$1,383 total

16 Sept - 17 Sept

includes taxes & fees

9.2/10 Wonderful! (1,021 reviews)

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 The Yankee Inn and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in Cherry Plain.

What are some of the best holiday rentals that Cherry Plain has to offer?

NEW RENO Historic Creamery in Berkshires w/hot tub: This holiday home rental outside of Cherry Plain offers a fireplace, a patio and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all 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 627 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 Waubeeka Golf Links and Taconic Lake 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 HK$544

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. Berkshire Valley Inn

2. Vacation Village in the Berkshires

3. Best Western Plus Berkshire Hills Inn & Suites

4. Fairfield Inn & Suites by Marriott Williamstown

5. Jiminy Peak Mountain Resort

6. Willows Motel Williamstown

7. Maple Terrace Motel

8. Gregory House Country Inn

9. Cozy Corner Motel

10. The Springs Motel

11. Howard Johnson by Wyndham Williamstown

12. The Williams Inn

13. Hotel Downstreet, an Ascend Collection Hotel

14. Holiday Inn & Suites Pittsfield-Berkshires by IHG

15. Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

16. The Yankee Inn

17. Hampton Inn & Suites Albany-East Greenbush

18. Comfort Inn & Suites East Greenbush - Albany

19. Hilton Garden Inn Troy

20. Fairfield Inn & Suites Albany East Greenbush

Top Cherry Plain Hotel Reviews

Berkshire Mountain Lodge

Vacation Village in the Berkshires

Comfort Inn & Suites East Greenbush - Albany

Best Western Plus Franklin Square Inn Troy/Albany

Hotel Downstreet, an Ascend Collection Hotel

Hotel On North

The Yankee Inn

Best Western Plus Berkshire Hills Inn & Suites

Hilton Garden Inn Troy

More cheap stays in Cherry Plain

FairBridge Inn Express

Howard Johnson by Wyndham Lenox

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

Comfort Inn & Suites East Greenbush - Albany

Best Western Plus Franklin Square Inn Troy/Albany

The Yankee Inn

Frequently asked questions

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