Hotels in Cherry Plain from P4,337 for 2026 - Fully Refundable Options

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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.

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.

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

1. Vacation Village in the Berkshires

Williamstown

Alex

P5,961

P7,346 total

includes taxes & fees

Sep 15 - Sep 16

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

A living room with a fireplace, sofa, armchair, and a TV.

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

Two people sitting on white chairs under a covered porch, one reading a book and the other holding a cup. A small dog is sitting on the ground between them.

2. Berkshire Valley Inn

Williamstown

Robert

P10,410

P11,627 total

includes taxes & fees

Sep 16 - Sep 17

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 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.

3. Cozy Corner Motel

Williamstown

Janis

P5,514

P6,481 total

includes taxes & fees

Sep 16 - Sep 17

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

A reception area with a large landscape painting, a dark reception desk, and a potted plant.

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.

4. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Basil

P8,972

P10,022 total

includes taxes & fees

Sep 27 - Sep 28

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

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

5. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Prasanna

P5,621

P6,279 total

includes taxes & fees

Sep 9 - Sep 10

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.

6. The Springs Motel

New Ashford

Elizabeth

P7,472

P8,196 total

includes taxes & fees

Sep 13 - Sep 14

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

7. Maple Terrace Motel

Williamstown

Christine

P7,815

P8,730 total

includes taxes & fees

Sep 17 - Sep 18

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

A rectangular swimming pool with a wooden deck surrounding it.

8. Howard Johnson by Wyndham Williamstown

Williamstown

Donna

P6,265

P6,998 total

includes taxes & fees

Sep 6 - Sep 7

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

A hotel room with two beds, a nightstand with a lamp, a television, and framed artwork on the wall.

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.

9. The Villager Motel

Williamstown

Rebecca

P5,564

P6,215 total

includes taxes & fees

Sep 17 - Sep 18

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.

10. Willows Motel Williamstown

Williamstown

Richard

P5,642

P6,303 total

includes taxes & fees

Sep 7 - Sep 8

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

A round dining table set for a formal event, with white tablecloth, silverware, and purple napkins.

A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

11. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Debra

P7,377

P8,241 total

includes taxes & fees

Sep 9 - Sep 10

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

12. Gregory House Country Inn

Averill Park

Brian

P7,034

P7,807 total

includes taxes & fees

Sep 6 - Sep 7

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 hotel room with a bed, a desk, a sofa, a round table, and a large window with curtains.

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

13. Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

George

P7,136

P7,921 total

includes taxes & fees

Sep 27 - Sep 28

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

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

A modern hotel lobby with seating areas, large windows, and a flat-screen TV mounted on the wall.

A vending area with snacks and beverages, including a Coca-Cola refrigerator.

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

Rensselaer

Laurie

P8,208

P9,111 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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.

15. Hampton Inn & Suites Albany-East Greenbush

East Greenbush

Donald

P8,589

P9,752 total

includes taxes & fees

Sep 13 - Sep 14

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 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.

16. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

C. David

P12,626

P14,104 total

includes taxes & fees

Sep 10 - Sep 11

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.

17. The Williams Inn

Williamstown

John

P12,145

P13,565 total

includes taxes & fees

Sep 21 - Sep 22

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 room with a bed, a bedside table with a coffee maker, and a lamp.

A hotel lobby with a fireplace, seating area, and a bar.

18. Hilton Garden Inn Troy

Troy

Gary

P7,403

P8,217 total

includes taxes & fees

Sep 13 - Sep 14

A hotel with a covered outdoor seating area, a brick facade, and a well-maintained garden.

A hotel entrance with a covered walkway, a flower arrangement, and a paved driveway.

A spacious indoor dining area with multiple tables and chairs, large windows, and a stone accent wall.

A spacious living area with a glass coffee table, white chairs, a gray sofa, and a television.

19. Best Western Plus Franklin Square Inn Troy/Albany

Troy

Noémie

P7,664

P8,507 total

includes taxes & fees

Sep 13 - Sep 14

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

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

20. Jiminy Peak Mountain Resort

Hancock

Jacqueline

P8,947

P9,993 total

includes taxes & fees

Sep 15 - Sep 16

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Top Cherry Plain Hotel Reviews

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

10/10 Excellent

"New facility. Everything was exceptionally clean. Fabulous and helpful staff."

Willows Motel Williamstown

8/10 Good

"The staff were friendly and helpful; we also enjoyed the location and breakfast options. I accidentally left behind a small item and the staff were able to find it and ship it back to me since I had already left town, which I appreciate!"

Vacation Village in the Berkshires

10/10 Excellent

"Unit was clean and comfortable. Staff was friendly and helpful."

Hilton Garden Inn Troy

8/10 Good

"The only complaint we had is that our room faced an extremely busy street with trucks passing through, etc. It was very noisy with the traffic beginning at 5 AM on a Saturday morning. Be sure to ask for a room facing the parking lot."

FairBridge Inn Express

8/10 Good

"The exterior is scary. The lobby is a fright. Rooms however were clean and updated. I appreciate that. But the lot is a disgrace."

More cheap stays in Cherry Plain

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

P3,882

P4,337 total

Sep 14 - Sep 15

includes taxes & fees

5.4/10 (891 reviews)

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St Pittsfield MA

P5,621

P6,279 total

Sep 9 - Sep 10

includes taxes & fees

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY

P7,136

P7,921 total

Sep 27 - Sep 28

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

P7,268

P8,118 total

Sep 22 - Sep 23

includes taxes & fees

Best Western Plus Franklin Square Inn Troy/Albany

One Fourth Street Troy NY

P7,664

P8,507 total

Sep 13 - Sep 14

includes taxes & fees

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

1055 South Street Pittsfield MA

P7,957

P8,888 total

Sep 10 - Sep 11

includes taxes & fees

9.2/10 Wonderful! (193 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 traveler data. Two other choices for your visit to the area are Hotel Downstreet, an Ascend Collection Hotel and Berkshire Mountain Lodge. 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.

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 Waubeeka Golf Links and Taconic Lake 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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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

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Our top choices for Cherry Plain hotels

1. Vacation Village in the Berkshires

2. Berkshire Valley Inn

3. Cozy Corner Motel

4. Hotel Downstreet, an Ascend Collection Hotel

5. Best Western Plus Berkshire Hills Inn & Suites

6. The Springs Motel

7. Maple Terrace Motel

8. Howard Johnson by Wyndham Williamstown

9. The Villager Motel

10. Willows Motel Williamstown

11. Holiday Inn & Suites Pittsfield-Berkshires by IHG

12. Gregory House Country Inn

13. Comfort Inn & Suites East Greenbush - Albany

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

15. Hampton Inn & Suites Albany-East Greenbush

16. Fairfield Inn & Suites by Marriott Williamstown

17. The Williams Inn

18. Hilton Garden Inn Troy

19. Best Western Plus Franklin Square Inn Troy/Albany

20. Jiminy Peak Mountain Resort

Top Cherry Plain Hotel Reviews

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

Willows Motel Williamstown

Vacation Village in the Berkshires

Hilton Garden Inn Troy

FairBridge Inn Express

More cheap stays in Cherry Plain

FairBridge Inn Express

Best Western Plus Berkshire Hills Inn & Suites

Comfort Inn & Suites East Greenbush - Albany

The Yankee Inn

Best Western Plus Franklin Square Inn Troy/Albany

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

Frequently asked questions

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