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The beautiful Berkshires may remind you of those quintessential Norman Rockwell paintings. But families don’t need to stay “picture-perfect” to have a great time hiking, skiing, rafting or enjoying fall leaves all near the Appalachian Trail. Messy hair and muddy shoes from the great outdoors are the norm here.After a day of exploring, Oak n’ Spruce Resort is the perfect place to kick up your feet and relax. Located in South Lee, near Lenox, MA, Oak n’ Spruce Resort is a family-inspired retreat that features indoor and outdoor pools, an arcade, pool tables, movie theater, 18-hole mini golf course, sports courts and two bars.It’s also at the heart of outdoor fun and cultural attractions. Visit the Norman Rockwell Museum and Tanglewood, the summer home of the Boston Symphony Orchestra. Tap into your adventurous side and go skiing or boating. Take a hike in Mount Greylock State Reservation to reach the highest elevation in the state and fill up your camera roll with brightly colored fall foliage. Or venture out of South Lee and Lenox, MA, and head over to Albany, NY, and Hartford, CT, both about an hour away.Oak n’ Spruce Resort offers spacious one- to three-bedroom villas from 826 to 1,689 square feet. Each comes with extra space in the living room and a full-sized kitchen, along with washers and dryers in select villas. Laundry facilities are also available onsite.Please note there is a resort fee that includes a variety of onsite amenities.

With a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 15-minute drive of Tanglewood Music Center and Housatonic River. This spa hotel is 0.2 mi (0.3 km) from Mission House and 0.2 mi (0.3 km) from Schantz Galleries. Take time to pamper yourself with a visit to the full-service spa. You can take advantage of recreational amenities such as an outdoor pool and a fitness center. Additional features at this hotel include complimentary wireless internet access, concierge services, and gift shops/newsstands. Grab a bite at Main Dining Room, one of the hotel's 3 restaurants, or stay in and take advantage of the 24-hour room service. Quench your thirst with your favorite drink at the bar/lounge. Full breakfasts are available daily from 7 AM to 10 AM for a fee. Featured amenities include a 24-hour business center, dry cleaning/laundry services, and a 24-hour front desk. Make yourself at home in one of the 125 air-conditioned rooms featuring DVD players. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature shower/tub combinations, complimentary toiletries, and hair dryers. Conveniences include desks and irons/ironing boards, as well as phones with free local calls.

When you stay at Brook Farm Inn in Lenox, you'll be near ski lifts, within a 5-minute drive of Shakespeare and Company and Tanglewood Music Center. This bed & breakfast is 2 mi (3.2 km) from The Mount and 2.1 mi (3.4 km) from Kennedy Park. Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. Additional features at this bed & breakfast include complimentary wireless internet access, concierge services, and wedding services. Take advantage of the bed & breakfast's room service (during limited hours). Unwind at the end of the day with a drink at the bar/lounge or the poolside bar. A complimentary cooked-to-order breakfast is served daily from 7:30 AM to 10:00 AM. Featured amenities include express check-in, express check-out, and a library. Event facilities at this bed & breakfast consist of conference space and a meeting room. Free self parking is available onsite. Make yourself at home in one of the 15 air-conditioned guestrooms. Complimentary wireless internet access is available to keep you connected. Conveniences include ceiling fans, as well as phones with free local calls.

With a stay at The Constance, The Whitlock, & The Dewey By The Lenox Collection in Lenox, you'll be within a 5-minute drive of Tanglewood Music Center and Lenox Library. This hotel is 0.2 mi (0.3 km) from The Bookstore and 0.4 mi (0.6 km) from Ventfort Hall Mansion and Gilded Age Museum. Make use of convenient amenities such as complimentary wireless internet access, concierge services, and wedding services. Quench your thirst with your favorite drink at the bar/lounge. A complimentary continental breakfast is served daily from 7:00 AM to 9:00 AM. Featured amenities include express check-out, a library, and coffee/tea in a common area. Free self parking is available onsite. Make yourself at home in one of the 66 air-conditioned guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature designer toiletries and hair dryers. Conveniences include complimentary bottled water, and housekeeping is provided daily.

Step in to style at the picturesque Courtyard in Lenox, Massachusetts, with décor inspired by the serene setting! Close to historic Lenox, Tanglewood, Norman Rockwell Museum, Edith Wharton’s The Mount, Jacob's Pillow, Hancock Shaker Village, Barrington Stage Co, Shakespeare & Co, Chesterwood, Naumkeag, The Clark Art Institute, Mass MoCA, Williams College Museum of Art, Williamstown Theatre Festival, and Ramblewild. Enjoy skiing at Butternut, Jiminy Peak, Bousquet, Catamount, and more! Enjoy a cocktail from The Bistro at our outdoor fire pit on a private woods edge. The Market is open 24 hours with snacks, beverages, and personal care items. Work out at the fitness center or take a swim in the indoor pool or relax in the whirlpool. Host a meeting or special event in our spacious meeting room.

With a stay at Life House Berkshires in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Kennedy Park. This lodge is 12.1 mi (19.5 km) from Jiminy Peak Mountain Resort and 0.7 mi (1.1 km) from Pleasant Valley Wilderness Sanctuary. Enjoy a satisfying meal at The Club Room serving guests of Life House Berkshires. Quench your thirst with your favorite drink at the bar/lounge. Full breakfasts are available daily from 8:00 AM to 11:00 AM for a fee. Featured amenities include express check-in, a 24-hour front desk, and coffee/tea in a common area. Free self parking is available onsite. Make yourself at home in one of the 64 air-conditioned rooms featuring Smart televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Private bathrooms with showers feature designer toiletries and hair dryers. Conveniences include irons/ironing boards, and housekeeping is provided on request.

Nestled on a 111-acre wildlife sanctuary and surrounded by the beauty of the Berkshires The Yankee Trademark Collection by Wyndham provides a welcoming stay by the famous Appalachian Trail in October Mountain State Forest. This contemporary non-smoking hotel is near plenty of restaurants as well as Tanglewood Jacobs Pillow and MASS MoCA. Admire original work at the Norman Rockwell Museum 19th century paintings at The Clark and stunning fall foliage in Mount Greylock State Reservation. Albany International Airport ALB is 48 miles away.

The Holiday Inn Express Great Barrington provides the perfect home base while visiting the Berkshires. This property offers all the convenience of home, allowing you to keep up with your routines and be as productive as possible. Complimentary Hot Breakfast, 24-hour Fitness Center, Business Center and Market/Sundry Shop offer great convenience and quality throughout your stay.Our hotel is located just minutes from Ski Butternut and Catamount Ski areas with discounted rates available. From daytime and twilight skiing and snowboarding to snowtubing and cross country skiing, the area is a mecca for winter sports enthusiasts. For nearly two decades we have been providing outstanding service for those visiting local boarding schools and colleges such as Simons Rock, Berkshire School, John Dewy Academy, as well as Salisbury School and Hotchkiss School in nearby Connecticut. Whether traveling for business, pleasure or both, the Holiday Inn Express Great Barrington is the place to stay in the Berkshires.

With a stay at Monument Mountain Motel in Great Barrington, you'll be a 4-minute walk from Housatonic River and within a 5-minute drive of Housatonic River Walk. This motel is 11.9 mi (19.1 km) from Tanglewood Music Center and 1.6 mi (2.6 km) from Mahaiwe Performing Arts Center. Make use of convenient amenities such as complimentary wireless internet access, a picnic area, and barbecue grills. The front desk is staffed during limited hours. Free self parking is available onsite. Make yourself at home in one of the 17 air-conditioned rooms featuring refrigerators and microwaves. Complimentary wired and wireless internet access keeps you connected, and cable programming provides entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and irons/ironing boards, as well as phones with free local calls.

A refreshing outlook on business and leisure travel, Fairfield Inn & Suites Great Barrington Lenox/Berkshires is a hotel in the center of the Berkshire cultural region that invites you to explore, enjoy, and never skip a beat. Rest assured in well-appointed rooms and suites, with pillowtop beds, plush linens, and fluffy pillows, paired with free high-speed Wi-Fi, ergonomic desks, and flat-screen TVs. Enjoy our complimentary (and healthy) daily breakfast and get moving at our 24-hour fitness center or relax in our indoor pool & hot tub. In your free time, play a game (or 10) in our Game Room or head out to enjoy your Berkshires vacation, including the Norman Rockwell Museum, the scenic slopes of Ski Butternut, and beautiful Great Barrington, MA. Our top-notch associates, backed by our 100% service guarantee, are always there to ensure that you never skip a beat when visiting the Berkshires.