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Browse Select Chesterfield Chalets

Little Longbow Lakefront Chalet
Relax on the deck with a view of the water, surrounded by a garden and a fire pit.

Little Longbow Lakefront Chalet

9.6 out of 10, Exceptional, (14)
"Our stay was great. The property was extremely clean and the host was absolutely amazing. The property is located on a pond which we could kayak and do some fishing. Just sitting on the beautiful deck overlooking the pond was relaxing. The property offered exactly what we were looking for for this trip. "
Little Longbow Lakefront Chalet
Sunny Chalet Nestled in the Woods of Ashfield
Relax in this inviting room with a brick fireplace, dining table, and comfortable seating area.

Sunny Chalet Nestled in the Woods of Ashfield

9.6 out of 10, Exceptional, (18)
"We were all very rested and relaxed. We enjoyed the beautiful spaces to sit and enjoy each other’s company. The chalet, flowers and setting made a terrific base to come and go from as we celebrated a family wedding."
Sunny Chalet Nestled in the Woods of Ashfield
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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Top Chesterfield Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"A very clean and friendly environment. Staff were efficient and knowledgeable. Would appreciate two more handcap parking spaces at front of hotel. Thank you."
Susan 1-night trip
Posted 20 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG