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Hotels in West Stockbridge

Choose from 1556 West Stockbridge Hotel Deals

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 parking and daily housekeeping. Popular attractions Tanglewood Music Center and Ebenezer II Gifts and Antiques ...
9.6/10 Exceptional! (455 reviews)
"Wonderful place to stay!"

Reviewed on May 17, 2026

Shaker Mill Inn
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! (939 reviews)
"the Kitchen appeared to be fully equiped. The only cpmplaint I have was there were no avaiable plugs for mt CPAP machine nect to the bed> Easy fix is to offit the room with a multi plug on the night table.or lamp with plugs. Also there were no USB charging ports. Otherwise the facility was great"

Reviewed on May 19, 2026

Berkshire Mountain Lodge
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. ...
Berkshires Untold
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 ...
8.8/10 Excellent! (2,361 reviews)
"Room was dated and needed a refresh but was clean"

Reviewed on May 17, 2026

Vacation Village in the Berkshires
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, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,002 reviews)
"The staff is wonderful!"

Reviewed on May 17, 2026

The Red Lion Inn
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd Lenox MA
  • 11 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 helpful staff ...
9.2/10 Wonderful! (1,006 reviews)
"Great stay. Friendly, fun, and welcoming staff! Enjoyed breakfast and room was nice and clean. I was not aware this was a pet hotel so that’s on me but the dogs barked. A lot. Loudly at night."

Reviewed on May 18, 2026

Hampton Inn & Suites Berkshires-Lenox
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 ...
9.2/10 Wonderful! (897 reviews)
"It was a fun family weekend to relax"

Reviewed on May 18, 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
  • 21 min walk from Charles H. Baldwin & Sons
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
9/10 Wonderful! (1,001 reviews)
"Nothing fancy about it but it was all done right and was all very low key and at a great price"

Reviewed on May 18, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel
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
Stay at this hotel in Hudson. Enjoy free WiFi, free parking, and 3 indoor pools. Popular attractions Oakdale Beach and Stoddard Corner are located nearby.
8.4/10 Very Good! (41 reviews)
"The bar is amazing and the spa was to die for love, the neighborhood and love. The location I have been there nine times since they opened.That should tell you something"

Reviewed on May 10, 2026

Pocketbook Hotel and Bath
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 ...
9.6/10 Exceptional! (857 reviews)
"Great historical hotel in impeccable shape. High ceilings, comfortable beds and wonderful staff. The only downside is they don’t serve a breakfast… There are plenty of breakfast places in the area."

Reviewed on May 19, 2026

Hotel On North
Quality Inn Great Barrington

Quality Inn Great Barrington

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 ...
8.6/10 Excellent! (1,010 reviews)
"Very nice staff. Clean and comfortable rooms."

Reviewed on May 19, 2026

Quality Inn Great Barrington
The Yankee Inn

The Yankee Inn

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 ...
9.2/10 Wonderful! (1,006 reviews)
"Breakfast ok, coffee good, staff great"

Reviewed on May 19, 2026

The Yankee 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.

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