Travel one of the ten best roads to drive in the U.S., and enjoy bucolic rural scenery, hiking, art, ice cream factory, rafting, and an 1800s village store, church, and inn.

Readsboro Falls, VT route mapBillboards are not permitted along roadways in Vermont and, in some places, paving of certain roads is prohibited to safeguar the state’s bucolic, rural environment. As a result, many of the major routes that traverse Vermont are exceptionally picturesque. Ranked by many as one of the 10 best roads in America to drive, Route 100 extends from the southern edge of Vermont to its northern border. And the question, “what’s not to like?” On this tour, you can take your pick–do some hiking, eat ice cream,  look at art,  or just enjoy the scenery. This drive will take you north on Route 100 starting just north of Stamford, a small city nestled between the Taconic and Read more . . .

Learn about Revolutionary War history, see a silk-covered bridge from 1889, hiking trails, camping, antique shops, museums, and Rudyard Kipling’s residence.

Bennington, VT driving route mapWhat is now Vermont Route Nine was the direction taken by General Stark as he lead his troops across Vermont to defeat the British, August 1777. To confuse the opponents, General Stark referred to the route they were taking as, “The Molly Stark Trail.” Molly was both a doctor and a nurse to her husband’s troops during a smallpox epidemic, using their house as a hospital. You may see some of what Molly Stark may have seen when her husband John fought the Battle of Bennington, but we guarantee that your passage along the Molly Stark Trail will be a lot easier than a trek along this path would have been at the time of the Revolutionary War. Read more . . .