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.*






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.

*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.
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James Taylor, a haunted inn, the Boston Tea Party and a return to your birthplace… a little bit of everything. Great post!
By the way, the stained glass looks amazing
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Thank you so much for reading and commenting! I liked that stained glass panel a lot…pretty colors and not a biblical theme.
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Wowsah! If ever I go to Stockbridge, I want to stay at The Red Lion Inn. And have a chocolate croissant for breakfast. Sounds like such a wonderful trip.
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Thanks Laurie! It’s definitely worth a trip to the Berkshires to experience the magic firsthand. Jacob’s Pillow will definitely be on my list for next time.
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How great to spend time with a close friend, too!
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It really was. Gail & I have been friends since junior high. We only get together a couple times a year, but when we do, it’s like no time has passed.
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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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Thank you. We do well with one-night trips…air travel complicates things. compulsive cancellers are tough!
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