Biking In The Berkshires

Next time you come for a visit to Staveleigh House Bed and Breakfast, bring your bike along. There are some wonderful routes to explore that will take you into towns and give you a real feel of the area.The seat and handlebars of a bike with title: Enjoy a bike ride in the Berkshires.

The 45-mile HouBike Trail explores the Upper Housatonic Valley and is divided into 10 segments. One segment of these focuses on the Sheffield area and combines a mix of farm land, historical sites, the Housatonic river, and a good climb up Cooper Hill. Each segment is defined on a downloadable pdf on the Housatonic Heritage website. This way you can bike one or put together several routes for a longer day of riding.

If you head over to Great Barrington you can pick up the Great Barrington Bike Trail. This 14.6-mile route begins in the heart of the downtown and traverses both rural roads and a somewhat busy road. But it’s a fairly flat trail and the scenery is lovely.

The 16-mile Stockbridge loop trail (a shorter 8-mile loop is also an option) starts in the historic downtown and takes you past many of the town’s notable buildings, then out to areas that include Lenox and Lee. This route provides pretty scenery and a moderate climb, followed by a nice, long downhill.

A long-time favorite for bikers is the Ashuwillticook Rail Trail. Just over 11 miles long, the wide paved trail follows an old railroad track as it takes riders past beautiful scenery. The route passes through the towns of Cheshire, Lanesborough and Adams and has parking areas and restrooms on several locations along the way.

Should you not wish to bring your bike with you, Berkshire Bike and Board in Great Barrington is a great resource for bike rentals, gear, and assistance with the trails in our area.

After a delicious hearty breakfast at Staveleigh House, you’ll be all set for a great day of biking—and will have a comfy place to crash when the day is done. Call today to book a stay, or make a reservation online!

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