Cherry Plain Hotels from €71 - Fully Refundable Options

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Our top choices for Cherry Plain hotels

An outdoor seating area with Adirondack chairs and potted plants.

A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

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.

1. Cozy Corner Motel

Williamstown

Frank

€79

includes taxes & fees

2 Nov - 3 Nov

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.

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

2. Vacation Village in the Berkshires

Williamstown

Luke

€90

includes taxes & fees

1 Nov - 2 Nov

A kitchen with a countertop, a refrigerator, and a window.

A park with picnic tables, a playground, and a large coniferous tree.

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

A motel named 'The Villager Motel' with a 'VACANCY' sign, a picnic table, and a red planter on the lawn.

3. The Villager Motel

Williamstown

DONNA

€75

includes taxes & fees

16 Nov - 17 Nov

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 blue wooden deck with white picket railings, surrounded by a well-maintained lawn and colorful autumn foliage.

A kitchen with a fireplace, dining area, and a large window with curtains.

4. Williamstown Motel

Williamstown

Ahmet

€80

includes taxes & fees

2 Nov - 3 Nov

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

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

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".

5. The Springs Motel

New Ashford

Elizabeth

€103

includes taxes & fees

1 Nov - 2 Nov

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

David

€84

includes taxes & fees

2 Nov - 3 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 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.

7. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

James

€97

includes taxes & fees

15 Nov - 16 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.

8. Maple Terrace Motel

Williamstown

yeraldine

€98

includes taxes & fees

3 Nov - 4 Nov

A dining table set for two with red plates, silverware, and a wine glass, viewed through a window overlooking a red building.

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.

A wooden sign for The Gregory House, County Inn and Restaurant, with a rustic design and a natural backdrop.

9. Gregory House Country Inn

Averill Park

DONNA

€111

includes taxes & fees

31 Oct - 1 Nov

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 wooden cabinet with a coffee maker and a white container.

A hotel room with a bed, a nightstand with a lamp and phone, a chair, and framed pictures on the wall.

10. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

€109

includes taxes & fees

30 Oct - 31 Oct

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

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.

A wooden cabin with a porch and steps leading to a door, surrounded by snow.

11. Jiminy Peak Mountain Resort

Hancock

Olga

€133

includes taxes & fees

27 Oct - 28 Oct

Two Adirondack chairs facing a river with a forested hill in the background.

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

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

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.

12. The Yankee Inn

Lenox

Basil

€106

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 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.

13. Howard Johnson by Wyndham Williamstown

Williamstown

Barbara

€100

includes taxes & fees

22 Nov - 23 Nov

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.

14. Hotel Downstreet, an Ascend Collection Hotel

North Adams

mary ellen

€119

includes taxes & fees

15 Nov - 16 Nov

A hotel room with a bed, two bedside lamps, a chair, a dresser, a mirror, and a painting on the wall.

A room with a door, a table with a chair, a window with blinds, and an air conditioning unit.

A reception desk with a computer, a monitor, and a sign about Choice Privileges.

A hotel room with a desk, chair, TV, and a painting on the wall.

15. Rodeway Inn

Adams

Joann

€67

includes taxes & fees

22 Nov - 23 Nov

A hotel with a covered entrance, stone facade, and arched windows.

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 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.

16. Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

barbara

€113

includes taxes & fees

13 Nov - 14 Nov

A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

A residential street with a paved road, a lamp post, and flowering trees.

A motel with a parking lot, a swimming pool, and outdoor seating.

17. Berkshire Inn

Pittsfield

cheryl

€86

includes taxes & fees

5 Nov - 6 Nov

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.

A compact living space with a kitchenette, a dining area, and a sofa.

A hotel room with two beds, a nightstand with a lamp, and a window with curtains.

18. The Central Downtown Inn & Suites

Pittsfield

Debra

€98

includes taxes & fees

3 Nov - 4 Nov

A building entrance with a large planter with purple flowers and a small tree.

A library with bookshelves, a television, and two armchairs.

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.

19. Hotel On North

Pittsfield

Devon

€125

includes taxes & fees

8 Nov - 9 Nov

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 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.

20. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

Josh

€144

includes taxes & fees

15 Nov - 16 Nov

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Top Cherry Plain Hotel Reviews

Jiminy Peak Mountain Resort

8/10 Good

"The rooms are outdated but they were clean. The hot tubs were down unfortunately which was one reason we booked this resort so that was a bummer but the staff was great and the price was right. The views were gorgeous and it's near hiking trails and a bike trail. Would book it again if they update their rooms and amenities."

Berkshires Untold

10/10 Excellent

"The lobby was absolutely beautiful, aesthetically and structurally! From all the greenery from the plants to the high ceilings, cute seating areas, and nice bar. The outdoor furniture was a plus, especially with the fire pits and the surrounded by the nice view of the berkshires. After an evening out, we came back and played a board game in the lobby and even did a little painting of our own while enjoying some good cocktails…you can definitely create a vibe. The room was clean, and overall it was a great stay if you’re just looking to relax, unwind, and get away for a bit!"

Berkshire Mountain Lodge

10/10 Excellent

"We've stayed at Berkshire Mountain Lodge in October a number of times now, and we really enjoy the property. The rooms are well-appointed, very clean, and quite comfortable. We appreciate the free washers and dryers as well as the many other amenities, and you cannot beat the location. There's a supermarket down the driveway and across the street and an excellent specialty grocer--Guido's Market--just down the road. We highly recommend this property. The District Restaurant in Pittsfield is excellent. We've also seen several great plays at Barrington Theatre Company. The area is loaded with historical and cultural activities. We like the proximity to Lenox and the Edith Wharton mansion as well as The Clark art museum in Williamstown, both of which have lovely grounds/gardens typically exhibiting sculptures. There are also abundant outdoor activities and opportunities for hiking and lovely scenic drives. This was a good year for fall color, and the red maples were glorious! It's a short ride to Vermont where we checked out Mt. Equinox for the first time. Highly recommend the drive to the top on a sunny, clear day."

The Yankee Inn

10/10 Excellent

"This is a five star property. Wonderful breakfast. Indoor pool and hot tub. Convenient free parking. Comfortable bedroom with all the amenities. I recommend to anyone visiting the Lenox/Pittsfield area. Good restaurants nearby."

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"Unique and very thoughtfully thought through. Welcome bottle of wine, welcome drink, and breakfast were great! Wish the bar was open later and breakfast started earlier, but this is a minor thing. Would definitely stay there again."

The Williams Inn

10/10 Excellent

"Great location, large room with very comfy bed. Water and coffee every floor by the elevator."

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good

"We had a good stay the staff when I arrived was super nice and personable and we really like the amenities. I really like the water that was filtered in the front and the breakfast was very good choices. Our room was very clean and the TV selection was great."

Courtyard by Marriott Albany Troy/Waterfront

8/10 Good

"We enjoyed our stay at Courtyard by Marriott Albany Troy/Waterfront. As with all Marriott's we've stayed at it was quite clean and the staff was friendly. Our room was nice, with a very comfortable bed, We did not get to partake of many amenities, but the person working reception did offer to light the fire pit for us (we declined, as it was not as enticing at night as it looked in the day pics). Would recommend it, and we will stay there again when visiting Troy again!"

Hilton Garden Inn Troy

10/10 Excellent

"Great place to stay and close to the waterfront!"

More cheap stays in Cherry Plain

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

€71

26 Oct - 27 Oct

includes taxes & fees

5.4/10 (925 reviews)

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St Pittsfield MA

€97

15 Nov - 16 Nov

includes taxes & fees

8.4/10 Very good! (1,000 reviews)

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

1055 South Street Pittsfield MA

€99

22 Nov - 23 Nov

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

€106

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,002 reviews)

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY

€113

13 Nov - 14 Nov

includes taxes & fees

Best Western Plus Franklin Square Inn Troy/Albany

One Fourth Street Troy NY

€138

29 Oct - 30 Oct

includes taxes & fees

8.8/10 Excellent! (1,000 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 Berkshire Mountain Lodge and The Yankee Inn. 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?

Lake Front Home in Heart of the Berkshires Near Jiminy Peak: This holiday home rental outside of Cherry Plain is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday 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, 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.

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Cherry Plain Hotels

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. Cozy Corner Motel

2. Vacation Village in the Berkshires

3. The Villager Motel

4. Williamstown Motel

5. The Springs Motel

6. Willows Motel Williamstown

7. Best Western Plus Berkshire Hills Inn & Suites

8. Maple Terrace Motel

9. Gregory House Country Inn

10. Hampton Inn & Suites Berkshires-Lenox

11. Jiminy Peak Mountain Resort

12. The Yankee Inn

13. Howard Johnson by Wyndham Williamstown

14. Hotel Downstreet, an Ascend Collection Hotel

15. Rodeway Inn

16. Comfort Inn & Suites East Greenbush - Albany

17. Berkshire Inn

18. The Central Downtown Inn & Suites

19. Hotel On North

20. Fairfield Inn & Suites by Marriott Williamstown

Top Cherry Plain Hotel Reviews

Jiminy Peak Mountain Resort

Berkshires Untold

Berkshire Mountain Lodge

The Yankee Inn

The Cornell Inn, Lenox & The Berkshires

The Williams Inn

Best Western Plus Berkshire Hills Inn & Suites

Courtyard by Marriott Albany Troy/Waterfront

Hilton Garden Inn Troy

More cheap stays in Cherry Plain

FairBridge Inn Express

Best Western Plus Berkshire Hills Inn & Suites

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

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