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Our top choices for Cherry Plain hotels

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,830 reviews)
"Great resort, great location very spacious."
United States
Marcos
The price is AU$144
includes taxes & fees
30 Nov - 1 Dec
Vacation Village in the Berkshires

2. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.4 out of 10, Very good, (1,002 reviews)
"Nice resort and friendly staff."
United States
Olga
The price is AU$197
includes taxes & fees
7 Dec - 8 Dec
Jiminy Peak Mountain Resort

3. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (123 reviews)
"Loved the vibe!"
United States
Elizabeth
The price is AU$142
includes taxes & fees
15 Nov - 16 Nov
The Springs Motel

4. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (838 reviews)
"Everything was so clean, staff at the front desk were kind, will definitely be back if we stay in the area again!"
United States
Khileigh
The price is AU$110
includes taxes & fees
1 Dec - 2 Dec
The Villager Motel

5. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,001 reviews)
"Outstanding bed and breakfast in Williamstown, walking distance to the college, and also close to Mass MOCA. Will be staying there again. The fresh fruit was absolutely outstanding."
United States
Anuj
The price is AU$135
includes taxes & fees
8 Nov - 9 Nov
Willows Motel Williamstown

6. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (965 reviews)
"Very clean and welcoming room. Staff man was very helpful and conscientious"
United States
Frank
The price is AU$126
includes taxes & fees
16 Nov - 17 Nov
Cozy Corner Motel

7. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (366 reviews)
"Excellent service, excellent stay."
United States
Ahmet
The price is AU$132
includes taxes & fees
29 Nov - 30 Nov
Williamstown Motel

8. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (648 reviews)
"Perfect charming little hotel The couple at the front was very nice and helpful"
United States
yeraldine
The price is AU$158
includes taxes & fees
8 Nov - 9 Nov
Maple Terrace Motel

9. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,001 reviews)
"Room was spacious and clean"
United States
James
The price is AU$151
includes taxes & fees
1 Dec - 2 Dec
Best Western Plus Berkshire Hills Inn & Suites

10. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
9.0 out of 10, Wonderful, (1,000 reviews)
"Had a great time at this wonderful hotel."
United States
marwan
The price is AU$190
includes taxes & fees
19 Nov - 20 Nov
Hotel Downstreet, an Ascend Collection Hotel

11. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (979 reviews)
"Very nice hotel"
United States
Philip
The price is AU$185
includes taxes & fees
29 Nov - 30 Nov
Hotel On North

12. Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
8.8 out of 10, Excellent, (164 reviews)
"The bed was soooo comfortable!"
United States
DONNA
The price is AU$178
includes taxes & fees
8 Nov - 9 Nov
Gregory House Country Inn

13. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
3.0 star property
Williamstown
8.8 out of 10, Excellent, (440 reviews)
"Nicer than your average ~$150 hotels. Clean room, but the details were better than the local Holiday Inn, etc. Would stay again."
United States
Josh
The price is AU$236
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites by Marriott Williamstown

14. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (958 reviews)
"Room was very clean. Tastefully decorated. Beds were comfortable. Would stay there next time we go to Williamstown,Mass."
United States
Barbara
The price is AU$159
includes taxes & fees
22 Nov - 23 Nov
Howard Johnson by Wyndham Williamstown

15. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"The location was good for our trip."
United States
Basil
The price is AU$174
includes taxes & fees
20 Nov - 21 Nov
The Yankee Inn

16. 1896 House Country Inn & Motels

1896 House Country Inn & Motels
2.5 star property
Williamstown
6.8 out of 10, (459 reviews)
"Decent"
United States
Maryann
The price is AU$139
includes taxes & fees
8 Nov - 9 Nov
1896 House Country Inn & Motels

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (257 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is AU$164
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

18. The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (711 reviews)
"Fantastic hotel! Would definitely stay again."
United States
Pete
The price is AU$322
includes taxes & fees
9 Nov - 10 Nov
The Williams Inn

19. Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
2.5 star property
Castleton-on-Hudson
8.8 out of 10, Excellent, (1,002 reviews)
"Great stay"
United States
barbara
The price is AU$181
includes taxes & fees
29 Nov - 30 Nov
Comfort Inn & Suites East Greenbush - Albany

20. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (941 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is AU$132
includes taxes & fees
28 Nov - 29 Nov
Berkshire Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Cherry Plain Hotel Reviews

Frequently Asked Questions

What is the best area to stay in Cherry Plain?

The best area to stay in Cherry Plain is generally in the immediate vicinity of Cherry Plain State Park, particularly along the roads that border the park.


This area offers a quiet, rural setting, superb for those looking to enjoy nature and outdoor activities. Accommodation options here are typically limited to holiday rentals or guesthouses, often located amongst the trees or with views of the surrounding hills. It's a place where you'll find peace and quiet, with the sounds of wildlife being your main company.


For couples seeking a relaxing escape, staying near the park provides direct access to walking trails, picnic spots, and the lake for boating or fishing. You can enjoy a leisurely pace, spending your days exploring the outdoors and your evenings unwinding in a tranquil setting.


Families will also find this area suitable, as the park offers open spaces for children to play and opportunities for activities like swimming in the lake or enjoying a barbecue.

When is the best time to go to Cherry Plain?

The best time to visit Cherry Plain is during the late spring to early autumn months, specifically from May to October, when the weather is most pleasant for outdoor activities.


During these months, the temperatures are generally mild and comfortable, making it ideal for exploring the natural beauty of the area. You'll find the foliage at its most lush in late spring and early summer, while the autumn months offer stunning displays of fall colours, which is a major draw for many visitors.


For couples looking for a relaxing escape, late spring and early autumn provide a tranquil setting for walks, picnics, and enjoying the scenic views without the extremes of summer heat or winter cold. The local farm stands are also typically open during this period, offering fresh produce and a taste of local life.


Families will find the summer months (July and August) particularly appealing, as the warmer weather is great for enjoying the nearby lakes and hiking trails.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Cherry Plain.

How can I save on a hotel booking in Cherry Plain with Expedia?

One Key™—Expedia’s free travel rewards program—gives you instant access to discounts with Member Prices on Cherry Plain hotels. Plus, you’ll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in Cherry Plain?

Prices for hotels in Cherry Plain often vary, but you can find a great deal from AU$110 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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