Auror
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Thursday - Leave Boston, go to Parker Pie for lunch. Head to HF for the afternoon/evening. Go to AirBnB in Stowe. Maybe find a short 1-2 hour hiking spot in there.
I assume you're aware, but HF closes at 5pm. May want to switch it up. Coming from Boston, do Big Fatty's in WRJ for lunch, River Roost brewery at noon. Then hit up HF around 2:30/3pm. Then you can do Parker Pie for dinner before heading to Stowe. You can always spend a 3rd night in the Stowe/Waterbury area, but might be more interesting to fit in River Roost, unless you really want to hike.
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