• Michael Acevedo

A Pedacito Of My Leaf Peeping Road Trip Through New England, Part 2

On Part 1 of this story, I took you along the beginning of our leaf-peeping road trip through New England, which began by exploring some of the historic sites of Boston and a drive up toward Vermont; from point A to B on the map.

Map of our leaf-peeping road trip through New England
Map of our leaf-peeping road trip through New England

Woodstock, Vermont

On Day3 of our trip, we continue heading north through the Green Mountain State. After spending the night in Killington, we head to Woodstock, Vermont to take a walk through this picturesque town. The morning was quite cool compared to Boston and we were starting to get those Fall vibes.

A beautiful view of the lawn and garden in front of Woodstock Inn & Resort
A beautiful view of the lawn and garden in front of Woodstock Inn & Resort

The town was quintessential Vermont main street USA; delivering exactly what we were expecting. We arrived early morning so it wasn't very busy. Most of the activity was at the few small cafes that were opened for the first few breakfast diners.


There were also several people like us who were happy to just park their car and walk along the beautifully manicured streets that felt like something out of a Hallmark Channel movie (in the best way possible). We parked in the center of town at a park called "The Green" and walked over to the Middle Covered Bridge.

The Middle Covered Bridge in Woodstock, Vermont
The Middle Covered Bridge in Woodstock, Vermont

There are several historic covered bridges across the region, but this is the first one where we were able to visit up close. The driveway is only wide enough for one vehicle at a time and there is an adjacent walkway also contained under the protective wooden structure. We took a moment to enjoy the sound of the stream flowing below.

There was a mix of brick and wooden structures throughout the town but they fit in seamlessly amongst one another. The backdrop was of gorgeous transforming foliage and almost all of the homes had their stoops adorned with pumpkins and the occasional ghostly decor that only enhanced our experience as we strolled and enjoyed.

A traditional barn behind Our Lady of the Snows Church in Woodstock, Vermont
A traditional barn behind Our Lady of the Snows Church in Woodstock, Vermont

After about 30 minutes of walking, we pretty much reached the other side of town. By this point, we Florida boys were cold and decided to stop for a warm beverage at Abracadabra Coffee Co.


We were a bit confused in finding the location until we found a sign pointing toward a grassy area at the adjacent East End Park where the coffee shop was operating out of a small camper with a couple of groovy employees inside along with some merchandise and great music playing outside.

Michael posing in front of a fiery-colored tree with orange and red hues in Woodstock, Vermont
Michael posing in front of a fiery-colored tree with orange and red hues in Woodstock, Vermont

Warm drinks in hand, we head back to the other side of town toward the car to continue our road trip north through Vermont.


Waterbury, Vermont

We take the beautiful Route 100 north from Woodstock toward Waterbury, which is about an hour away. The drive is absolutely incredible. By this point, we were fully immersed in peak fall foliage and were in awe of the beautiful colors that surrounded us along each bend of the road.


One of my favorite parts of driving through Vermont was appreciating how interconnected people are to the landscape. Almost all of the roads cut through the mountains by following close to a stream or river, and in areas where the valley is wide enough, you'll catch a few homes or a random small town.


Ben & Jerry's Ice Cream Factory

I'm sure Waterbury has lots to offer, however, we were there for the ice cream. But not just any ice cream, Waterbury is home to the world-famous Ben & Jerry's factory, known for creating some of the most creative and iconic flavor combinations.

Despite the cold, no visit is complete to Waterbury, Vermont without sampling the ice cream at Ben & Jerry's
Despite the cold, no visit is complete to Waterbury, Vermont without sampling the ice cream at Ben & Jerry's

Ideally, we would have been able to take a tour of the factory the produces the world-famous ice cream, however, this was unfortunately not an option at the time that we visited due to construction. That didn't stop us from enjoying our visit!