Mountain Biking & Cycling

Vermont’s Best Bicycle Adventures

Just you, two wheels, and the open road (or trails). Exploring Vermont by bicycle makes for a special experience! Our area is home to some of New England’s finest mountain biking terrain and road cycling tours. Bring your own bike and strike out on your own, or rent equipment and sign up for one of the many quality touring options in the Rutland region.

Mountain Bike Trails & Rentals

Killington Resort is your mountain biking headquarters and has some of the finest mountain bike trails that can be found anywhere. Killington has over 45 miles of bike trails. Explore all 4,235 feet- that’s 35 miles of trails across five mountain areas. Killington’s mountain bike trail system is serviced by the K-1 Express Gondola, providing terrain and options for all levels of biking enthusiasts. Trails include natural and man-made features to challenge more experienced riders. Other resort offerings include guided tours and equipment rentals.

There is something for everyone, whether you want to ride the Gondola and descend or seek-out some excellent single-track on the lower mountain. Click here for more information

Pine Hill Park

Pine Hill park offers a unique 300 acre, highly refined 16 mile singletrack trail system, offering some of the very best mountain biking in Vermont.  For more info please visit (Pine hill is terrific for walking, snowshoeing, GPS/Geocacahing too!) Please note ATVs are not allowed at Pine Hill Park.


Other options are available too. If you like to climb, the town of Pittsfield is 8 miles north of Killington on Rt. 100. Here you can explore Upper Michigan Road and the Hayes Brook Trail. The Contest Trail located off Liberty Hill Road in Pittsfield also offers fantastic single track with great views.

Green Mountain Trails

The Pittsfield Bike Club helps maintain multi use trails on Public (National Forest) and private land in Pittsfield, Stockbridge, and Chittenden Vermont. For more information please visit

Looking for flatter terrain? Check out River Road in Killington or Wheelerville Road in Mendon.

Road Cycling

Get off the main drag and venture onto some of Vermont’s most scenic hidden byways with your bicycle. You’ll see parts of the Green Mountain state that most don’t experience. Rolling hills, mountain views, historic farms, and peaceful pasture lands are punctuated by Vermont’s pristine streams and lakes.

The number of routes and loops that can be put together from our area is almost endless. One can find challenging mountain gaps or nice rolling farmland to ride. Distances can be as varied as the riders. The Killington-Pico Club has weekly rides. Please check the club website here.