Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires Local Area

Experience world-class music at Tanglewood, the iconic summer home of the Boston Symphony Orchestra. Enjoy outdoor concerts, music festivals, and scenic grounds surrounded by lush Berkshires scenery. With classical, pop, and jazz events, Tanglewood is a must-visit cultural landmark for visitors of all ages, just minutes from our hotel.

Explore the natural beauty of Mount Greylock State Reservation, home to the highest peak in Massachusetts. Enjoy sweeping panoramic views, miles of scenic hiking trails, and a visit to the iconic Veterans War Memorial Tower at the summit. A favorite year-round destination for outdoor enthusiasts, the reservation offers exceptional hiking, breathtaking fall foliage, and opportunities for snowshoeing and cross-country skiing in the winter.

Bousquet Mountain is a family-friendly ski area offering year-round outdoor fun in the heart of the Berkshires. In winter, visitors can enjoy skiing and snowboarding on over 20 trails, a terrain park, and a popular snow tubing hill with 10 lanes. In the warmer months, the mountain transforms into an adventure destination with hiking trails, live music events, disc golf, lawn games, and a scenic bistro pub, making it a great spot for recreation in any season.

Step back in time at Hancock Shaker Village, a living history museum featuring beautifully preserved buildings, heritage gardens, and hands-on exhibits. Tour the iconic Round Stone Barn, explore working farms with heritage breeds, and watch artisans demonstrate traditional Shaker crafts like woodworking and weaving. The village also hosts seasonal festivals, guided tours, educational programs, and family-friendly events throughout the year.

Jiminy Peak Mountain Resort offers year-round excitement. In winter, hit the slopes for skiing, snowboarding, and night skiing. When the snow melts, the resort transforms into a summer playground with a mountain coaster, alpine slide, scenic chairlift rides, zipline tours, hiking and biking trails, and an aerial adventure park. With on-site dining, seasonal events, and activities for the whole family, Jiminy Peak delivers outdoor fun and stunning mountain views.