The Berkshires Blog

Make Time for Family: Midweek Getaway

Get the most bang for your buck.

Most of us consider time spent with family as precious and making time to spend together can often feel daunting. A midweek family getaway to the Berkshires can be a great, easy way to reconnect with loved ones. Whether your family is active and loves the outdoors, or you’re looking for a relaxing, culture-filled family vacation, the Berkshires offers families perfect opportunities to make memories that will last a lifetime.

At the base of Jiminy Peak Mountain Resort, you’ll find Wyndham Bentley Brook, which has midweek specials available. With its on-site amenities, such as indoor and outdoor pools, tennis, and a game room your family can have fun without ever leaving the property. If you do venture off site, your group can have fun at Jiminy Peak’s Mountain Adventure Park, with its famed alpine slide, or head over to nearby Ramblewild, the Berkshire’s exhilarating new aerial park, with courses suited specifically for families. If the weather is right, your family can visit Bousquet Ski Area and Summer Family Fun Center, and enjoy a day of water slides, miniature golf, and more.

Downtown areas are vibrant and full of activities.For families more inclined to prefer shopping adventures, the Hampton Inn, Hilton Garden Inn, and Hotel on North offer discounted rates and specials which make midweek an ideal time for families to visit the Berkshires. These contemporary hotels make a great central base location, as you visit area museums, stroll downtown shopping destinations, or get involved in local festivities that are fun for the entire family, such as Pittsfield’s Third Thursdays.

Families that are looking for a casual, relaxed getaway will find that the Berkshires provide many choices for quiet family time. There are campgrounds throughout, as well as quaint inns to unwind with your family members. One hundred-site park Historic Valley Campground is situated on picturesque Windsor Lake and offers swimming, boating, and fishing on the property as well as a playground, activities, and more.

The Applegate Inn in Lee has midweek specials that include gift certificates to dining establishments, museums or area ski resorts! Canterbury Farms in Becket has midweek deals and over 160 acres to explore with your family on their miles of hiking paths.
Visiting the Berkshires during the week affords your family less waiting time, and with so many options available, a midweek getaway to the Berkshires seems like the perfect way for a family to spend some quality time together, and make some fantastic memories along the way!


Kim is a freelance writer, devoted to bringing the best of the Berkshires to locals and visitors alike through her web page, Berkshiregirl. She is an avid hiker and kayaker, who also loves to explore the cultural and historical sites of the Berkshires.