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1. • The Dewey

     Bed & Breakfast, Hotel · 531.21mi

     Open · 390 on TripAdvisor

     7 Hubbard St · (413) 551-2410
     
   • The Constance

     Bed & Breakfast, Hotel · 530.93mi

     Open · 275 on TripAdvisor

     11 Old Stockbridge Rd · (413) 551-2410
     
   • Hamlet

     Guest House

     125 Old Stockbridge Rd · (413) 637-9098
   • The Kemble Inn

     Bed & Breakfast, Hotel & Motel · 531.03mi

     Open

     2 Kemble St · (413) 637-4113
   • Hermann's Restaurant

     Inn

     1 on Yelp

     24 Lyman St · (413) 443-9859
   • Patriot Resorts Corp

     Resort

     276 Brodie Mountain Rd · (413) 738-5080
   • Rookwood Inn

     Inn, Bed & Breakfast · 530.94mi

     Open

     11 Old Stockbridge Rd · (413) 637-9750
   • Jennings Brook Farm

     Guest House, Hotel

     1 on Yelp

     51 Walker St · (888) 492-9466
   • Cottage Store

     31 South St · (413) 447-9643
   • Fairbank Group LLC

     Resort, Hotel

     37 Corey Rd · (413) 738-5500
   • 33 Main

     Bed & Breakfast, Hotel · 530.97mi

     Open · 51 on TripAdvisor

     33 Main St · (413) 400-3333
     
   • The Whitlock

     Bed & Breakfast · 531.06mi

     Open · 114 on TripAdvisor

     16 Church St · (833) 797-0713
     
   • Pittsfield Hospitality LLC

     Hotel & Motel

     1032 South St · (413) 448-2224
   • The Lenox Collection

     Hotel & Motel

     11 Old Stockbridge Rd · (413) 551-2410
   • Daily Management Inc

     Resort

     276 Brodie Mountain Rd · (413) 738-2000