A Fall Weekend in Woodstock, Vermont

November 28, 2016

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.

506 on the River, Woodstock, VT

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.

506 on the River, Woodstock, VT

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 Sleepy Hollow Farm. Of course, it started snowing just as I arrived. I mean, look at this…

506 on the River, Woodstock, VT

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.

506 on the River, Woodstock, VT

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.

506 on the River, Woodstock, VT

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.

506 on the River, Woodstock, VT

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

A million thank yous to the 506 On The River Inn in Woodstock, Vermont for generously hosting me! If you’re interested in staying at 506 On The River Inn, visit their website at www.ontheriverwoodstock.com. All opinions and images are my own.

If you want to check out my other hotel adventures, head over to my Hotels section.