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Check prices for these dates

Tonight
24 Aug - 25 Aug
Tomorrow
25 Aug - 26 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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Our top choices for Cherry Plain hotels

Reserve now, pay later
Hotel
Breakfast included
Barbecue
Heated pool

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Nyra
Rp1.537.032
Rp1.910.968 total
includes taxes & fees
31 Aug - 1 Sept
Vacation Village in the Berkshires

2. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
United States
Richard
Rp1.832.214
Rp2.046.488 total
includes taxes & fees
25 Aug - 26 Aug
Willows Motel Williamstown

3. Maple Terrace Motel

Maple Terrace Motel
Williamstown
United States
Annette
Rp2.211.750
Rp2.470.613 total
includes taxes & fees
8 Sept - 9 Sept
Maple Terrace Motel

4. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
United States
Victoria
Rp2.631.983
Rp2.939.925 total
includes taxes & fees
1 Sept - 2 Sept
Hotel Downstreet, an Ascend Collection Hotel

5. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
Rp2.795.652
Rp3.122.743 total
includes taxes & fees
14 Sept - 15 Sept
The Yankee Inn

6. Hilton Garden Inn Troy

Hilton Garden Inn Troy
Troy
United States
Gary
Rp2.000.307
Rp2.220.340 total
includes taxes & fees
31 Aug - 1 Sept
Hilton Garden Inn Troy

7. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
Williamstown
United States
Donna
Rp1.946.163
Rp2.173.864 total
includes taxes & fees
25 Aug - 26 Aug
Howard Johnson by Wyndham Williamstown

8. Cozy Corner Motel

Cozy Corner Motel
Williamstown
United States
Jeremy
Rp1.560.611
Rp1.834.337 total
includes taxes & fees
9 Sept - 10 Sept
Cozy Corner Motel

9. Gregory House Country Inn

Gregory House Country Inn
Averill Park
United States
Raghvendra
Rp1.990.575
Rp2.209.538 total
includes taxes & fees
25 Aug - 26 Aug
Gregory House Country Inn

10. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Myrna
Rp2.105.586
Rp2.351.940 total
includes taxes & fees
21 Sept - 22 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

11. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Jermaine
Rp2.016.762
Rp2.252.723 total
includes taxes & fees
1 Sept - 2 Sept
Best Western Plus Berkshire Hills Inn & Suites

12. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Robert
Rp1.673.784
Rp2.264.901 total
includes taxes & fees
31 Aug - 1 Sept
Berkshire Mountain Lodge

13. The Williams Inn

The Williams Inn
Williamstown
United States
John
Rp4.647.329
Rp5.191.067 total
includes taxes & fees
14 Sept - 15 Sept
The Williams Inn

14. Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
Castleton-on-Hudson
United States
Michael
Rp2.015.347
Rp2.237.036 total
includes taxes & fees
13 Sept - 14 Sept
Comfort Inn & Suites East Greenbush - Albany

15. Fairfield Inn & Suites Albany East Greenbush

Fairfield Inn & Suites Albany East Greenbush
East Greenbush
United States
Luis
Rp2.090.546
Rp2.320.506 total
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites Albany East Greenbush

16. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
United States
Sandy
Rp2.532.011
Rp2.828.257 total
includes taxes & fees
30 Aug - 31 Aug
Jiminy Peak Mountain Resort

17. Berkshire Inn

Berkshire Inn
Pittsfield
United States
Adriana
Rp1.592.283
Rp1.778.580 total
includes taxes & fees
25 Aug - 26 Aug
Berkshire Inn

18. The Villager Motel

The Villager Motel
Williamstown
United States
Rebecca
Rp1.574.766
Rp1.758.961 total
includes taxes & fees
1 Sept - 2 Sept
The Villager Motel

19. Berkshire Valley Inn

Berkshire Valley Inn
Williamstown
United States
DM
Rp2.946.051
Rp3.290.738 total
includes taxes & fees
7 Sept - 8 Sept
Berkshire Valley Inn

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

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
Rensselaer
United States
James
Rp2.158.668
Rp2.396.122 total
includes taxes & fees
6 Sept - 7 Sept
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
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Top Cherry Plain Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Very comfortable stay due in large part to the attention paid to guests. You never had to go far to get a question answered or help. I also value being recognized and therefore not feeling like just another anonymous visitor. A real bonus was the quality and outright deliciousness of the food- there was no reason to wander and look for any other meal option- you could stay "home" and be completely satisfied. Bravo, Bershires Untold!"
Mark 2-night trip
Posted less than an hour ago
Berkshires Untold
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We got an amazing deal a week before our trip. I thought I was booking a hotel room for 2 nights when we arrived we had an entire 1 bedroom condo with full kitchen, living room, and dining room. The price on Expedia was outstanding!"
Scott 2-night trip
Posted 2 hours ago
Vacation Village in the Berkshires
Hotel On North

Hotel On North

8/10 Good
"It’s a good place to stay. The rooms are but dark and could you add more lamps to the room?"
Yuchen 1-night trip
Posted 10 hours ago
Hotel On North
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good
"It's an old property and it looks it with outdated interior and exterior, stains on really worn carpet, one light out in the room (we lived without it), tiny bathroom and towels so worn out they felt like sandpaper. However, the bed was exactly what I like: mattress was firm enough, bed linens were bright white, pillows were plump enough, and I slept decently. The blinds were truly light-blocking and they closed well. The reason we stayed here was to sleep overnight before heading home the next day, so that objective was achieved. Breakfast included bacon and buffet was stocked. Other breakfast guests were pleasant. Desk staff members did what they were supposed to do. There was a mini fridge, which I wanted so we could have cold drinks for the day we departed. As I recall from reserving two months ago, the rate was a good deal. Would not stay longer than one night, but for a single night, this was a problem-free experience."
HANNAH 1-night trip
Posted 16 hours ago
Best Western Plus Berkshire Hills Inn & Suites
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"Nice place"
Zichen 1-night trip
Posted 18 hours ago
Comfort Inn & Suites East Greenbush - Albany
Best Western Plus Franklin Square Inn Troy/Albany

Best Western Plus Franklin Square Inn Troy/Albany

10/10 Excellent
"The night staff in the front desk was very helpful finding us parking at night after the lot was full."
Joelle 1-night trip
Posted 20 hours ago
Best Western Plus Franklin Square Inn Troy/Albany
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

10/10 Excellent
"Our entire stay was exemplary!"
Daisy 1-night trip
Posted 20 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Hilton Garden Inn Troy

Hilton Garden Inn Troy

8/10 Good
"Nice"
Kar Wai 1-night trip
Posted 1 day ago
Hilton Garden Inn Troy
The Yankee Inn

The Yankee Inn

8/10 Good
"the room smelled like marijuana and cigarettes at initial arrival. I was in the 2nd bldg. and not able to get fresh coffee in the morning. overall, our stay was well worth it."
Luann 1-night trip
Posted 2 days ago
The Yankee Inn

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.
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.

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