Top 10 Hotels in Cherry Plain, NY from ₩93,376 - Competitive Prices

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Cottage

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Our top choices for Cherry Plain hotels

Indoor pool, outdoor pool, pool umbrellas

1. Vacation Village in the Berkshires

Williamstown

Alex

₩128,077

₩157,828 total

includes taxes & fees

Sep 15 - Sep 16

Standard Room, 1 Queen Bed, Non Smoking | Blackout drapes, iron/ironing board (on request), WiFi (free)

2. Cozy Corner Motel

Williamstown

Janis

₩118,730

₩139,554 total

includes taxes & fees

Sep 9 - Sep 10

3. Gregory House Country Inn

Averill Park

Brian

₩151,441

₩168,098 total

includes taxes & fees

Sep 7 - Sep 8

Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers

4. Maple Terrace Motel

Williamstown

Annette

₩168,268

₩187,962 total

includes taxes & fees

Sep 9 - Sep 10

Desk, iron/ironing board (on request), cribs (surcharge), WiFi (free)

5. Willows Motel Williamstown

Williamstown

Richard

₩121,489

₩135,704 total

includes taxes & fees

Sep 7 - Sep 8

6. Howard Johnson by Wyndham Williamstown

Williamstown

Donna

₩134,601

₩150,351 total

includes taxes & fees

Sep 7 - Sep 8

Daily cooked-to-order breakfast for a fee

2 restaurants; breakfast, lunch, and dinner served

7. Hilton Garden Inn Troy

Troy

Gary

₩159,046

₩176,541 total

includes taxes & fees

Sep 13 - Sep 14

Superior Room, 1 King Bed, Jetted Tub | Jetted tub

42-inch flat-screen TV with cable channels, TV

Superior Room, 1 King Bed, Jetted Tub | Desk, laptop workspace, iron/ironing board, WiFi (free)

8. The Yankee Inn

Lenox

Karen

₩156,152

₩174,422 total

includes taxes & fees

Sep 22 - Sep 23

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout drapes

9. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Prasanna

₩121,036

₩135,198 total

includes taxes & fees

Sep 8 - Sep 9

10. Hampton Inn & Suites Albany-East Greenbush

East Greenbush

Donald

₩184,529

₩209,527 total

includes taxes & fees

Sep 13 - Sep 14

11. The Villager Motel

Williamstown

Rebecca

₩119,806

₩133,819 total

includes taxes & fees

Sep 8 - Sep 9

Hypo-allergenic bedding available, desk, iron/ironing board

12. Fairfield Inn & Suites Albany East Greenbush

East Greenbush

Nicole

₩159,046

₩176,542 total

includes taxes & fees

Sep 13 - Sep 14

Hypo-allergenic bedding available, desk, laptop workspace

13. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Debra

₩158,845

₩177,430 total

includes taxes & fees

Sep 9 - Sep 10

Desk, blackout drapes, iron/ironing board, WiFi (free)

14. Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

George

₩153,325

₩170,191 total

includes taxes & fees

Sep 27 - Sep 28

In-room safe, desk, iron/ironing board, WiFi (free)

15. Courtyard by Marriott Albany Troy/Waterfront

Troy

Virginia

₩187,652

₩208,294 total

includes taxes & fees

Sep 13 - Sep 14

16. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Basil

₩192,767

₩215,321 total

includes taxes & fees

Sep 27 - Sep 28

In-room safe, desk, iron/ironing board, cribs (surcharge)

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

Rensselaer

Laurie

₩177,690

₩197,236 total

includes taxes & fees

Sep 20 - Sep 21

Honeymoon Suite, 1 King Bed, Patio | Laptop workspace, WiFi (free), individually decorated

18. The Springs Motel

New Ashford

Elizabeth

₩160,528

₩176,099 total

includes taxes & fees

Sep 13 - Sep 14

Suite, 1 King Bed, Non Smoking (with Sofabed) | Blackout drapes, iron/ironing board, cribs (free), high-speed internet

Suite, 2 Queen Beds, Non Smoking, Refrigerator & Microwave (with Sofabed) | Blackout drapes, iron/ironing board, cribs (free), high-speed internet

19. Best Western Plus Franklin Square Inn Troy/Albany

Troy

Noémie

₩164,660

₩182,774 total

includes taxes & fees

Sep 13 - Sep 14

20. Hotel On North

Pittsfield

Drew

₩180,719

₩201,863 total

includes taxes & fees

Sep 7 - Sep 8

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Top Cherry Plain Hotel Reviews

Berkshire Mountain Lodge

10/10 Excellent

"Comfy, clean and central to many Berkshires gems"

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

8/10 Good

"Clean room and breakfast was great. Very good location to Tanglewood."

FairBridge Inn Express

8/10 Good

"great value"

Vacation Village in the Berkshires

10/10 Excellent

"X"

Hotel On North

10/10 Excellent

"Beautiful boutique hotel. Our room was very large with a sitting area + TV. Bed room area equally as large, also with a TV. The bathroom was gorgeous with thoughtful touches. On the marble counter was a makeup mirror with a stool so one could sit. Parking lot was in rear of hotel, secure and easy access to the lobby. Staff couldn't have been more accessible and pleasant. Highly recommend this hotel"

Willows Motel Williamstown

10/10 Excellent

"Great little motel that was the perfect stay for a quick overnight trip"

More cheap stays in Cherry Plain

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

₩83,595

₩93,376 total

Sep 7 - Sep 8

includes taxes & fees

5.4/10 (893 reviews)

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St Pittsfield MA

₩121,036

₩135,198 total

Sep 8 - Sep 9

includes taxes & fees

8.4/10 Very Good! (1,010 reviews)

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY

₩153,325

₩170,191 total

Sep 27 - Sep 28

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

₩156,152

₩174,422 total

Sep 22 - Sep 23

includes taxes & fees

Best Western Plus Franklin Square Inn Troy/Albany

One Fourth Street Troy NY

₩164,660

₩182,774 total

Sep 13 - Sep 14

includes taxes & fees

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

1055 South Street Pittsfield MA

₩170,960

₩190,964 total

Sep 10 - Sep 11

includes taxes & fees

9.2/10 Wonderful! (194 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.

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 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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Find hotels in Cherry Plain, NY from ₩93,376

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Go beyond your typical stay in Cherry Plain

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Our top choices for Cherry Plain hotels

1. Vacation Village in the Berkshires

2. Cozy Corner Motel

3. Gregory House Country Inn

4. Maple Terrace Motel

5. Willows Motel Williamstown

6. Howard Johnson by Wyndham Williamstown

7. Hilton Garden Inn Troy

8. The Yankee Inn

9. Best Western Plus Berkshire Hills Inn & Suites

10. Hampton Inn & Suites Albany-East Greenbush

11. The Villager Motel

12. Fairfield Inn & Suites Albany East Greenbush

13. Holiday Inn & Suites Pittsfield-Berkshires by IHG

14. Comfort Inn & Suites East Greenbush - Albany

15. Courtyard by Marriott Albany Troy/Waterfront

16. Hotel Downstreet, an Ascend Collection Hotel

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

18. The Springs Motel

19. Best Western Plus Franklin Square Inn Troy/Albany

20. Hotel On North

Top Cherry Plain Hotel Reviews

Berkshire Mountain Lodge

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

FairBridge Inn Express

Vacation Village in the Berkshires

Hotel On North

Willows Motel Williamstown

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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