Cherry Plain Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to Rp173.195 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Cherry Plain

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is Rp1.765.445 per night from 15 Apr to 16 Apr
Rp1.765.445
Rp2.158.273 total
15 Apr - 16 Apr
includes taxes & fees
8.8/10 Excellent! (2,323 reviews)
Beds could be more updated

Reviewed on 3 Apr 2026

Vacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
The price is Rp2.379.577 per night from 4 May to 5 May
Rp2.379.577
Rp2.657.988 total
4 May - 5 May
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Great location. Within walking distance to MOCA, and a few restaurants that were open during our stay. The town is post industrial and post manufacturing. Walking around MOCA is a wonderful experience in itself as much of the history of the building and surrounding area comes alive and is fascinating.The ...

Reviewed on 22 Mar 2026

Hotel Downstreet, an Ascend Collection Hotel
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is Rp1.470.867 per night from 4 May to 5 May
Rp1.470.867
Rp2.022.291 total
4 May - 5 May
includes taxes & fees
9/10 Wonderful! (894 reviews)
Clean, quiet, spacious, comfortable, and lovely furnishings! It was a very relaxing overnight.

Reviewed on 31 Mar 2026

Berkshire Mountain Lodge
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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.