Brooksong, the perfect Berkshires getaway

*All bookings are subject to COVID-19 regulations by the state of Massachusetts.

*Until regulations change, all guests coming from out-of-state are asked to observe a 14-day self-quarantine while at Brooksong. Please contact for more information.

*Cleaning staff is working double to sanitize as thoroughly as possible. I also try to block off at least 2 days between each booking for safety reasons.

Located in the lovely Berkshire mountains, part of this bright, sprawling property was built in 1866 as a schoolhouse. It has since retained its historic charm while including all the updated comforts of home. Play pool, sip cocktails at the antique 1920s bar, sing songs around the outdoor fire pit, cook dinner in the huge kitchen or enjoy grilling on the porch in the sun. Skiers and hikers will love the area, and with over five acres of wooded land to explore, the property is perfect for a vacation with friends or family reunion.

Brooksong is an incredibly unique space, full of historical flourishes and quirks, and the house has been entirely renovated with comfort in mind. Lovingly maintained, Brooksong has the ideal combination of classic and modern decor. The house comfortably sleeps ten so you can enjoy a great weekend in the Berkshire countryside with the people you care about.

In addition to Brooksong's five acres of land, the Berkshires have many other beautiful woods and meadows to hike in. Wahconah Falls State Park is just up the road, and the dramatic waterfall is definitely worth checking out. Skiers should note that there are several places nearby to hit the slopes; the closest, Jiminy Peak, is about 25 minutes away. For some culture, the Massachusetts Museum of Contemporary Art is a half hour's drive from the house. The town of Dalton has some quaint restaurants and shops, and the Berkshires are renowned for their array of adorable villages and hamlets to browse. The town of Pittsfield is about 10 minutes away, and has all the strip mall options you could ask for: Stop & Shop, Home Depot, Target, etc. In other words, you'll be secluded but not cut off from civilization! Holiday Farms is a great organic farm just up the road and there are many similar establishments nearby, so I highly recommend trying some local meat, dairy and produce.


*The following would not usually be included here, but we live in strange times. Brooksong has few neighbors and they are separated from the property by farmland and woods. Our water comes from a well. Self-sustaining farms are within walking distance. The nearest hospital is BMC, about 12 minutes away by car, and there are many places nearby still open to get supplies, as well as grocery delivery in the area. The WiFi is excellent and all the infrastructure necessities of the house, like propane, are constantly maintained. My house manager is on call 24/7 for any problems. Honestly, there are few better places to get away from crowded areas and ride out the current situation than Brooksong. We will do our best to make sure you feel safe and comfortable during this stressful time.