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Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2 out of 5
42 Stockbridge Rd West Stockbridge MA
  • 11 min walk from Charles H. Baldwin & Sons
Stay at this motel in West Stockbridge. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions ...
6.6/10 (1,000 reviews)
Priced very reasonably and the room was clean and comfy!

Reviewed on Dec 4, 2025

Pleasant Valley Motel West Stockbridge
Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street West Stockbridge MA
  • 3 min walk from Charles H. Baldwin & Sons
Stay at this B&B in West Stockbridge. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Ebenezer II Gifts and Antiques and Hotchkiss ...
9.6/10 Exceptional! (416 reviews)
Had everything we needed. Very thoughtful touches.

Reviewed on Feb 4, 2026

Shaker Mill Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
  • 39 min drive from Charles H. Baldwin & Sons
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,236 reviews)
Fairly clean and staff were friendly

Reviewed on Feb 13, 2026

Vacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
  • 13 min drive from Charles H. Baldwin & Sons
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (835 reviews)
We enjoyed our stay. Hotel is a little out dated but the rooms are a generous size at low prices. Pool was huge and as a lap swimmer this was fantastic. Checkout is early at 10:00. That is really the only complaint. Staff is very nice

Reviewed on Feb 8, 2026

Berkshire Mountain Lodge
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
  • 12 min drive from Charles H. Baldwin & Sons
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,012 reviews)
Traveling during freezing temperatures was a challenge but once we arrived at the Yankee Inn, we felt welcome and comfortable. Pre check-in was easy and our room was clean and warm and cozy. We ordered in and were told there were tables on the 2nd floor outside the breakfast room where we could eat ...

Reviewed on Feb 9, 2026

The Yankee, Trademark Collection by Wyndham
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
  • 9 min drive from Charles H. Baldwin & Sons
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (855 reviews)
This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place!

Reviewed on Feb 10, 2026

Berkshires Untold
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
  • 19 min drive from Charles H. Baldwin & Sons
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (1,001 reviews)
Bathroom had somebody’s hair on the door and shower

Reviewed on Feb 9, 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
549 Washington Street Hudson NY
  • 16 min drive from Charles H. Baldwin & Sons
Book a stay at this spa hotel in Hudson. Enjoy free WiFi, a full-service spa, and a 24-hour front desk. Popular attractions Hudson Area Library and Stoddard ...
7.8/10 Good! (24 reviews)
The room was modern, clean, and perfect for two. I highly recommend the hotel if you are visiting Hudson. Unfortunately the Expedia picture and description did not match what was actually booked. This was not the fault of the hotel as their website accurately depicted the booking. Expedia needs to ...

Reviewed on Feb 3, 2026

Pocketbook Hotel and Bath
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street Great Barrington MA
  • 24 min drive from Charles H. Baldwin & Sons
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,002 reviews)
Staff was very friendly, daily housekeeping, and very centrally located!

Reviewed on Feb 4, 2026

Quality Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
  • 10 min drive from Charles H. Baldwin & Sons
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in ...
9/10 Wonderful! (833 reviews)
The room was beautiful - great for our family. Plenty of room and we enjoyed the gurgling brook out back! The pool was great along with the hot tub. Although the hot tub was supposed to be adult only, it was not enforced unless we left to request someone to do it. The bar near the pool area was fun ...

Reviewed on Feb 8, 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
  • 9 min drive from Charles H. Baldwin & Sons
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,003 reviews)
Love the warmth and lobby’s wood-burning fireplace. Some of the amenities could be updated (EV chargers were broken, the fitness center was messy and missing weights) but there are few inns this charming in New England, and at this price level.

Reviewed on Feb 8, 2026

The Red Lion Inn
Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
  • 20 min drive from Charles H. Baldwin & Sons
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (823 reviews)
Room was spotless, staff was amazing! Loved the bathroom setup! Will recommend and stay again!

Reviewed on Feb 9, 2026

Hotel On North
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.

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