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Posted On: September 7th 2026, 12:47 am
Day 4 solo bike-about: Waitsfield to Woodstock. 63 miles and 4500 ft of climbing. This was a good learning day! Lesson no. 1 while i stand by my rule of not booking a hotel until the day of, it was maybe not the wisest choice when riding into fancy-pants Woodstock on Saturday of Labor Day weekend.😊 everything was booked online so I had to resort to the old walk-in trick. Fortunately, I landed in the coolest spot in town and got one of their last rooms! The Village Inn of Woodstock is hip in a very old-fashioned Victorian way and that’s not an oxymoron, and the Vic Tavern downstairs is definitely the coolest vibe for dinner. So lucky me!2: when you don’t have a place to stay, you waste a lot of time along the way Google searching what’s available. And stopping to charge your phone. (in my haste leaving Middlebury, I left my portable charger in the car whoops.) lesson #3 gravel is wayyyy more fun, but a lot slower but still my favorite. When I’m on the road I always feel like I’m just trying to get somewhere. When I’m on the gravel, I’m exploring . 4: stop at the local bike shop for route tips. I got more from my new friend Dylan at the Rochester bike shop than I could’ve gotten on any app. #5 always stop at the creamee window. 6. Woodstock is drowning in cuteness, maybe too much cuteness? 7. One pair of socks is not enough. 🍦💚🚲🩷
#bikepacking #vermont @villageinnofwoodstock
Comments (13)
nancysilviamurata a month ago

nancysilviamurata

Love hearing about your adventures in that wonderful part of Vermont- Woodstock! Middlebury! ❤️❤️

villageinnofwoodstock a month ago

villageinnofwoodstock

It was a pleasure having you! May the road always rise to meet you. 🚲😁

annasullivanwriter a month ago

annasullivanwriter

🤦‍♀️ I blew it!! Didn’t realize you were staying the night/ have friends who would love to put you up!!!!!!!! Woodstock might be a bit scary on Labor Day …

sdarcyboyle a month ago

sdarcyboyle

Craftsbury has some beautiful gravel rides if you make it up that way

vtrunnermom a month ago

vtrunnermom

Yes!!!! In the 802 💚enjoy!!

sarahstewarttaylor a month ago

sarahstewarttaylor

You should have hit us up! We’re just down the road and with boys at school, we have lots of room! Happy biking!

gcdesc a month ago

gcdesc

You have a great eye like your dad 📸

dccholla a month ago

dccholla

Vermont continues to be the best. 🫶🏻🍁

chefaliruns a month ago

chefaliruns

Make sure to hit @farmerandthebell

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