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Hampton Inn & Suites by Hilton Berkshires Lenox445 Pittsfield Road, Lenox, Massachusetts 01240Breakfast Included, Family Friendly Lodging, Free WiFi, Great Location, Honeymoon, Hotel, Inn/Lodge, Jacuzzi, Lenox, Non-Smoking Hotel, PoolMake Hampton Inn and Suites your choice among Lenox, MA hotels and enjoy an area of immense natural beauty.Wild Acres ParkSouth Mountain Road, Pittsfield, Massachusetts 01201Hiking, Outdoor Adventure, Outdoor Seating, Pets Allowed, PittsfieldWild Acres began as a 83-acre tract of land once owned by the Shakers, who built its pond. After the 80-year tenure of the Shakers, it was sold to a private owner who added log cabins and concrete dams to the pond.Race Brook Falls143 East St., Sheffield, Massachusetts 01257Family Fun, Hiking, Outdoor Adventure, Pets Allowed, To do and SeeRace Brook Falls offers five distinct and very scenic sets of waterfalls. In addition to the falls, you can also continue hiking on to the nearby summits of Mt. Everett and/or Mt. Race, both of which offer scenic views.Yankee Inn461 Pittsfield Road, Lenox, Massachusetts 01240Bar/Lounge, Breakfast Included, Family Friendly Lodging, Fireplace, Fitness Center, Free WiFi, Great Location, Honeymoon, Hotel, Inn/Lodge, Jacuzzi, Lenox, Meeting Room, Non-Smoking Hotel, Pool, Romantic Lodging, Wheelchair AccessThe Yankee Inn offers unique, affordable and beautifully situated lodging in Lenox. Located centrally on route 7, the Yankee Inn offers 111 acres of protected wildlife sanctuary in our back yard, which guests are welcome to explore.Tourists915 State Road, North Adams, Massachusetts 01247Hotel, Inn/Lodge, Lodging with a restaurant on property, North Adams & WilliamstownTOURISTS is a hotel and riverside retreat inspired by the classic American roadside motor lodge, set on the banks of the Hoosic River in the Berkshires city of North Adams. Designed for the 21st century traveler, the 48-room property is a union of deThe Red Lion Inn30 Main St, Stockbridge, Massachusetts 01262Bar/Lounge, Corporate, Family Friendly Lodging, Fireplace, Free WiFi, Honeymoon, Hotel, Lodging with a restaurant on property, Meeting Room, Pets Allowed, Pool, Restaurants, Romantic Lodging, Room Service, Stockbridge, WeddingsAntique-filled rooms, suites, & guesthouses. Contemporary regional cuisine, 3 restaurants, James Beard House-honored chef, elegant & casual/indoor & outdoor dining, award-winning wine list.Windflower Inn684 S Egremont Rd, Great Barrington, Massachusetts 01230Bed & Breakfast, Breakfast Included, Family Friendly Lodging, Fireplace, Free WiFi, Great Barrington, Romantic LodgingInviting family owned 19th century 13 room Inn & cottage on beautiful 10 acres. Private baths/full breakfast. Near attractions/skiing/hiking/biking/golf. Good for gatherings/reunions.Black Swan Inn on the Lake435 Laurel Street, Lee, Massachusetts 01238Fireplace, Fitness Center, Free WiFi, Great Location, Honeymoon, Hotel, Lee, Lodging with a restaurant on property, Meeting Room, Romantic LodgingNestled along the shores of beautiful Laurel Lake in the Berkshires, relaxation and fun await you at the Black Swan Inn.Holiday Inn Club Vacations Oak n’ Spruce Resort190 Meadow St., South Lee, Massachusetts 01239Bar/Lounge, Family Friendly Lodging, Fitness Center, Free WiFi, Honeymoon, Hotel, Jacuzzi, Lee, Lodging with a restaurant on property, Luxury & Resorts, Non-Smoking Hotel, Pool, Romantic LodgingMake more of your stay in the Berkshires at Holiday Inn Club Vacations® Oak n’ Spruce Resort offering vacation fun through all four seasons. Enjoy spacious 1- to 3-bedroom villas complete with a living room and fully equipped kitchen.Birchwood Inn7 Hubbard St, Lenox, Massachusetts 01240Bed & Breakfast, Breakfast Included, Fireplace, Free WiFi, Honeymoon, Lenox, Pets Allowed, Romantic LodgingEscape your everyday worries at this Romantic Berkshires bed and breakfast. Relax by a fire in the Library or on our porch in one of our rocking chairs and then stroll down the hill to the Historic Lenox Town Center.The Porches Inn at MASS MoCA231 River St, North Adams, Massachusetts 01247Bar/Lounge, Breakfast Included, Corporate, Family Friendly Lodging, Fitness Center, Free WiFi, Great Location, Honeymoon, Hotel, Jacuzzi, Meeting Room, North Adams & Williamstown, Pool, Restaurants, Romantic Lodging, WeddingsThe Porches Inn consists of seven renovated Victorian-era buildings that originally provided housing for the area’s mill workers.Hotel on North297 North St, Pittsfield, Massachusetts 01201Bar/Lounge, Breakfast Available, Corporate, Fitness Center, Free WiFi, Great Location, Honeymoon, Hotel, Live Music, Lodging with a restaurant on property, Meeting Room, Non-Smoking Hotel, Pets Allowed, Pittsfield, Restaurants, Romantic Lodging, Room Service, WeddingsHonoring the buildings’ long heritage as the legendary menswear and sporting goods emporium Besse-Clarke, they’ve preserved and restored many architectural features that nod to another era…exposed brick walls, tin ceilings, and decorative columnsBriarcliff Motel506 Stockbridge Rd, Great Barrington, Massachusetts 01230Breakfast Included, Family Friendly Lodging, Free WiFi, Great Barrington, Inn/Lodge, Pets AllowedBriarcliff is an authentic 1960’s motel which has been transformed into a contemporary, stylish motor lodge for the 21st century traveler.Berkshires Shirakaba Guest House20 Mallery Rd, New Ashford, Massachusetts 01237Bed & Breakfast, Lodging with a restaurant on property, New Ashford, Romantic Lodging, Specialty LodgingBerkshires Shirakaba is a Japanese-American Bed and Breakfast that is set high on a wooded ridge top in the far north western Massachusetts village of New Ashford.Holiday Inn Express Great Barrington415 Stockbridge Road, Great Barrington, Massachusetts 01230Breakfast Included, Fitness Center, Hotel, Meeting Room, PoolThe Holiday Inn Express Hotel & Suites Great Barrington is in close proximity to many boutique shops, several ski areas, a host of cultural activities, including Tanglewood, Shakespeare and Company, Barrington Stage Company, and more.Super 8 by WyndhamI-170 Housatonic St Lee, Lee, Massachusetts 01238Breakfast Included, Hotel, Lee, Non-Smoking Hotel, Room ServiceSuper 8 hotel is an ideal stopping point for your travels through the Berkshires. We put you close to outlet shopping, art galleries, and outdoor recreation.33 Main33 Main St, Lenox, Massachusetts 01240Bed & Breakfast, Breakfast Included, Fitness Center, Free WiFi, Great Location, Lenox, Pets Allowed, Room ServiceConceived and curated by home furnishings entrepreneur and Lenox resident, Annie Selke, 33 Main offers a delightful escape for the discerning traveler.Kemble Inn2 Kemble Street, Lenox, Massachusetts 01240Bed & Breakfast, Breakfast Included, Corporate, Fireplace, Free WiFi, Great Location, Honeymoon, Hotel, Lenox, Lodging with a restaurant on property, Non-Smoking Hotel, Romantic Lodging, Venues, WeddingsElegant, classic architecture creates a stunning backdrop for the large windows, beautiful views, and bold, modern decor at the Kemble Inn.Applegate Inn279 W Park St, Lee, Massachusetts 01238Bed & Breakfast, Breakfast Included, Fireplace, Free WiFi, Honeymoon, Jacuzzi, Lee, Meeting Room, PoolApplegate has a unique location - a country estate near Tanglewood, Jacobs Pillow, theatre companies, Norman Rockwell Museum, other cultural and natural wonders, with only a half mile walk to downtown Lee.Yankee Suites Extended Stay20 West Housatonic St., Pittsfield, Massachusetts 01201Free WiFi, Hotel, Inn/Lodge, Motel, Pets Allowed, PittsfieldEnjoy the comfort of home while away from home. Each spacious, efficiency (condo-style) extended stay apartment includes living room, kitchen, bedroom, full bathroom, and deck.Courtyard by Marriott Lenox Berkshires70 Pittsfield Rd, Lenox, Massachusetts 01201Bar/Lounge, Breakfast Available, Family Friendly Lodging, Fitness Center, Free WiFi, Great Location, Honeymoon, Hotel, Lenox, Lodging with a restaurant on property, Meeting Room, Non-Smoking Hotel, Pool, Wheelchair AccessThe Courtyard by Marriott Lenox Berkshires is surrounded by stunning views of the Berkshire hills & located 1 mile from downtown shopping & restaurant district of Lenox.Best Western Plus Berkshire Hills Inn & Suites1350 W Housatonic St, Pittsfield, Massachusetts 01201Breakfast Included, Family Friendly Lodging, Fitness Center, Free WiFi, Great Location, Hotel, Jacuzzi, Meeting Room, PittsfieldThe Best Western Berkshire Hills Inn & Suites proudly offers 59 spaciously appointed guest rooms each complete with microwave, refrigerator, 37-inch LCD television with HBO® and high-speed Internet access.The Rose & Goat Retreat9 Moores Road, City of North Adams, Massachusetts 01247Corporate, Honeymoon, North Adams & Williamstown, Romantic Lodging, Specialty Lodging, Venues, WeddingsCome be on top of the world in the wild and beautiful Berkshires, with 50 acres of peaceful serenity on top of the mountain.Gateways Inn & Restaurant51 Walker Street, Lenox, Massachusetts 01240Bar/Lounge, Bed & Breakfast, Breakfast Included, Corporate, Fireplace, Lenox, Live Music, Lodging with a restaurant on property, Meeting Room, Restaurants, Romantic, Romantic Lodging, Upscale, Venues, WeddingsExperience the incomparable elegance of The Gateways Inn & Restaurant that will take you to another time and place.The Red Door55 Cliffwood St, Lee, Massachusetts 01238Bed & Breakfast, Free WiFi, Great Location, Lee, Romantic LodgingAt the Red Door B&B they pride themselves in offering comfort, local organic food, and a central location in the Berkshires.Maplewood Bed & Breakfast435 Maple St, Hinsdale, Massachusetts 01235Bed & Breakfast, Breakfast Included, Free WiFi, Hinsdale, Romantic LodgingThis charming B&B offers two private guest rooms and a two bedroom suite. All rooms are separately air conditioned and have private baths and free Wi-Fi.Stonover Farm Bed and Breakfast169 Under Mountain Rd, Lenox, Massachusetts 01240Bed & Breakfast, Breakfast Included, Fireplace, Free WiFi, Honeymoon, Lenox, Romantic LodgingLocated on 10 country acres only two miles from Lenox village. Stonover Farm Bed and Breakfast offers a full cooked-to-order breakfast, afternoon wine & cheese, wi-fi, guest computer, free private phones, 14" mattresses, premium linens, robes & more.Seven Hills Inn40 Plunkett Street, Lenox, Massachusetts 01240Bed & Breakfast, Breakfast Included, Corporate, Fireplace, Honeymoon, Lenox, Non-Smoking Hotel, Pets Allowed, Pool, Romantic Lodging, Venues, WeddingsSet on 27 acres of rich lawns and sensational gardens, The Seven Hills Inn is the ideal location for your special event.Crabtree Cottage65 Franklin St, Lee, Massachusetts 01238Bed & Breakfast, Breakfast Included, Fireplace, Free WiFi, Lee, Pets Allowed, Romantic LodgingIn a country house built in 1862, this charming bed-and-breakfast includes a garden, a quaint dining room and a cozy living room with a fireplace and gourmet cooked breakfast is complimentary.Canterbury Farms1986 Fred Snow Rd, Becket, MassachusettsBecket, Bed & Breakfast, Breakfast Included, Cross Country Skiing, Fitness Center, Free WiFi, Mountain Biking, Romantic Lodging, Ski & Snowboard Rentals, SnowshoeingCanterbury Farm, located in the beautiful Berkshire Hills of Massachusetts, is open to the public and offers fun for the whole family with skiing, skating, snowshoeing, rentals, kayaks and food.