Living in the Berkshires means living in a spectacular natural setting where just stepping outside your home can invigorate the spirit and revitalize the senses.
Berkshire County, MA, and Columbia County, NY, are famous for outdoor activities like hiking and biking—for all skill levels and abilities. In this blog post, we set out to feature some of our exclusive properties located near hiking and biking trails. And guess what? We had an abundant number of homes from which to choose. In the Berkshires, it’s not hard to find a home close to some of the best hiking and biking in the Northeast. Contact one of our agents to see what we mean. Then be sure to check out our exclusive listings for further proof that it’s better in the Berkshires!
15 Bishop Estate Road, Lenox, MA
4 beds, 4.5 baths, 3,389 square feet, 2.71 acres, $795,000
With a panoramic sweep of windows, a first-floor master suite, a dramatic 946-square-foot studio perfect for guest quarters or creative pursuits, and a beautiful in-ground pool, this distinctive home creates an oasis you may never want to leave. The woodwork and wood detailing in this home will impress you, as will the light-filled interiors and spacious bedrooms. The active lifestyle is just outside the neighborhood, however, because this home is located a short drive from mountain biking trails, the Ashuwillticook Rail Trail, and multiple hiking areas. Pleasant Valley Wildlife Sanctuary is 11 minutes away by car, putting 7 miles of trails within your daily reach. With this Lenox home, you get the best of both worlds—nature and the arts—with a location close to Shakespeare & Company and Tanglewood.
28 Ice Glen Road, Stockbridge, MA
3 beds, 3 baths, 4,100 square feet, 21 acres, $949,000
Scenic views surround this mountain home, and so does hiking access at Ice Glen Trail, Mary V. Flynn Trail, and Monument Mountain. A 16-mile bike route starting in Stockbridge center offers additional views of Stockbridge Bowl and takes you by the Norman Rockwell Museum and the Berkshire Botanical Gardens. Head back after a hike or bike ride to enjoy your own private spa-like retreat with pool, solarium, and hot tub. This home comes with a coveted first-floor master suite, high-end appliances, and more than 4,000 square feet of living space.

104 Ridge Road, Canaan, NY
4 beds, 3.25 baths, 3,261 square feet, 7.4 acres, $825,000
This stunning contemporary home offers a location close to Schor Conservation Area with 2.5 miles of trails set on more than 200 acres, as well as the 30 miles of hiking trails located in nearby Beebe Hill State Forest and Harvey Mountain State Forest. Beebe Hill and Harvey Mountain are also top mountain bike areas. For a more meandering bicycle route, sample the 38-mile loop around Chatham through farmland and long downhill stretches with panoramic views. Fair warning, however. You’ll enjoy those spectacular views from the floor-to-ceiling windows of this beautifully designed home. A first-floor master suite, grand stone fireplace, cherry floors, and wood-paneled cathedral ceilings are just a few of the show-stoppers in this fabulous home.