A Fall Weekend in Woodstock, Vermont

If you read my last post, you know that I recently visited Woodstock, Vermont for a quick weekend getaway. Woodstock is one of the small towns that you could picture yourself living in even if you’re a city person. It’s just so beautiful and quaint.

This year was hands down the best year I can remember for foliage. My trip was over the last weekend of October and the leaves were a beautiful copper color.

Most of the drive was via highway, but once you hit Vermont it’s mostly one lane roads. I particularly love this stretch of winding road.

Before heading directly to “downtown” Woodstock, I had to take a quick detour and stop by Sleep Hallow Farm. Of course, it started snowing just as I arrived. I mean, look at this…

Main Street aka Elm Street is incredibly charming. Stroll along and window shop (or real shop).

One shop to check out is F.H.Gillingham & Sons. It’s a must. They have everything. I think I bought a bottle of wine, a wine key, incredible local cheese, fancy crackers, and some Dr. Bronner’s soap. So yeah, I stand by my “they have everything” comment.

Once you’re done shopping, wander down to the residential areas. The houses are the epitome of Greek Revival. I can’t promise this guy below will always be decorated for Halloween, but I can promise it will always be quintessentially New England.

ALSO, there are covered bridges galore in Vermont. The Middle Covered bridge is a can’t miss, and literally you can’t miss it. It’s right around the corner from Elm Street, across from the town square.

I fell head over heels with Woodstock, Vermont during this trip. The town is incredibly charming, and funnily enough, I managed to see two season while I was there. I plan on being back very soon. I mean, I need to see Woodstock in the spring and summer too!

Thank you again for making this all possible, 506 On The River Inn!

If you’re planning a trip to Woodstock, I highly recommend staying at The 506. You can read all about my stay here.

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