Cycling the Green Mountains

2 people, 370 miles, 4 days

By Emma S.


While many people think of Vermont as a winter destination, the Green Mountain state comes alive in the summer. My parents recently retired to Vermont, and so when my husband had a work trip in Boston, it was the perfect opportunity to make a drive up to visit them. Luckily for my cycling-enthusiast husband, there happened to be an organized bike event the weekend we were set to visit.

We met Ade in Boston to pick up his Mercedes SUV. Ade was incredibly friendly and patient, showing us how to use all of the car’s features, and in particular, how to work the bike rack.

We drove from Boston to Montpelier to pick up our rental bikes at Onion River Sports. While Montpelier is the least populous state capital in the US, it has a ton of charm, as well as great shops and restaurants. Every time we’re in Vermont, we make sure to stop in at Threepenny Taproom for a local beer — Lawson’s Sip of Sunshine and Hill Farmstead Edward are our favorites. We also swung by Buch Spieler to check out their record collection.

After our stop in Montpelier, we drove to meet my family at one of Vermont’s best restaurants, Hen of the Wood. If you’re lucky, you’ll get to sit outside near the waterfall. This is also the only restaurant or pub in Vermont where you can drink the famous Heady Topper beer brewed by the Alchemist on tap.

On our way home, we drove over a classic covered bridge, and stopped at The Inn at the Round Barn in Waitsfield, where we were married a few years ago.

The next day we got up early and drove to Middlebury for the Vermont Gran Fondo, a local bike event. While the start line was in front of Woodchuck Cider, we didn’t see anyone sampling their beverages before going off for a 100, 70, or 40 mile bike ride. As visitors from San Francisco, we traveled the farthest to ride in the Green Mountains. The ride was tough, but at the end we were rewarded with some delicious local beers and snacks.

On the way home, we drove through the Robert Frost National Forest. While we were too tired from our bike ride to get out and explore, it’s definitely on our list for next time.

The next day we drove back to Boston to meet Ade, drop off the car, and head home.