From Stockbridge to Boston

All James Taylor fans know this verse from Sweet Baby James:

Now, the first of December was covered with snow
So was the turnpike from Stockbridge to Boston
Though the Berkshires seemed dreamlike on account of that frostin’
With ten miles behind me and ten thousand more to go

Last night after my amazing Tanglewood experience, we stayed overnight at the historic (and possibly haunted) Red Lion Inn in Stockbridge, Massachusetts, which was built in 1773.

That’s right. The Red Lion Inn is three years older than the United States. It was built the same year colonists were starting to get super annoyed with King George and dumped a bunch of tea in Boston Harbor.*

The Red Lion Inn in Stockbridge, Massachusetts is one of the oldest hotels in the USA. It started as a tavern in 1773.
We had dinner on the famous front porch of The Red Lion Inn last night and met some very interesting people, including two non-binary GenZ artists and a woman our age who is launching a solar farm business.
Interior view of the Red Lion tavern
Our room at The Red Lion Inn had to be locked and unlocked with an actual key 🔑
The Lost Lamb is a wonderful French patisserie in tiny, quaint downtown Stockbridge. I got both a chocolate croissant and a plain croissant with my café au lait.
A pretty stained glass window in St. Paul’s Episcopal Church (est. 1834), which is directly across the street from Red Lion.

After a swim in the outdoor pool at Red Lion, we stopped for a delicious lunch at the Starving Artist Café in nearby Lee. We chatted with a woman from nearby Pittsfield, where I was born and spent the first three years of my life. Back then, everyone in Pittsfield (including my dad) worked for General Electric.

I don’t know why I hadn’t been back to this area in decades, but I will not wait so long to return. After lunch, we put on some James Taylor in the car and hopped on the turnpike back to Boston. The traffic gods were with me and I got home before 4pm.

A mural in downtown Lee

*The Boston Tea Party was a political protest by American colonists against British taxation policies. It occurred on December 16, 1773, in Boston, Massachusetts. Colonists, frustrated by the Tea Act—which allowed the British East India Company to sell tea directly to the colonies, effectively lowering the cost but undercutting colonial merchants—disguised themselves as Mohawk Indians and boarded British ships. They proceeded to dump 342 chests of tea into Boston Harbor. This act of defiance became a pivotal event leading up to the American Revolution.

Related post:

Bucket list progress: Tanglewood

Stained Glass Window

9 thoughts on “From Stockbridge to Boston

      1. Beautiful. My closest friend is a compulsive plan canceler, so it’s hard to imagine following through on a whole trip! ❤

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