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We just got back from a fall vacation in Woodstock, Vermont and today I’m sharing details from our trip. Today’s post will be about the things we did in Vermont and the beautiful fall foliage that we saw.
Tomorrow I’ll be back to share fall porches and other decorations that I spotted that are too pretty to keep to myself. In Vermont people go all out decorating for fall and I really enjoyed the decor that I saw. (Update – Read all about the fall porches and decorations that I admired here.)
Our Fall Vacation in Woodstock, Vermont
We got really lucky this year and the foliage was just about at its peak in Woodstock, Vermont where we stayed. This is a picture heavy post and one I’m writing not only to share with you, but also for myself because I love to look back at travel posts that I’ve written to relive a great trip like this one.
Where We Stayed in Vermont
We have traveled to Vermont many times and our favorite town to enjoy is Woodstock, Vermont. We stay at the beautiful Woodstock Inn, our favorite hotel anywhere, who gets bonus points for being dog friendly.
We arrived on a Sunday evening and there was a line of people waiting to check in to the inn. I was in line with Sherman and would you believe that a man in line with me recognized Sherman from a previous visit? The staff at Woodstock Inn really liked Sherman and greeted him every time they saw him.
Sherman made himself at home immediately in the room. I always bring a sheet to put over the bed to protect the inn’s linens but Sherman hopped onto the bed before we could unpack it. Doesn’t he look content?
The great thing about traveling with a friendly dog is that many people see your dog and want to pet him which leads to conversation. We enjoyed meeting people both morning and evening and that wouldn’t have happened had we not been traveling with Sherman.
We spent several evenings in the library enjoying a cocktail before dinner. Speaking of dinner, Sherman complicates that a bit, so we ate most of our evening meals in our room. We got takeout from Richardson Tavern in the inn twice, food from Woodstock Farmer’s Market twice, and left Sherman in the car while we enjoyed two other meals, one at DJ’s in Ludlow and the other at Worthy Kitchen in Woodstock.
Our Typical Vacation Day in Woodstock
Since we have Sherman with us, a good bit of our vacation time revolves around making him happy. Making Sherman happy makes us happy, so it’s a win-win situation.
After morning coffee we hiked with Sherman either on Mount Tom or Mount Peg both of which are located within walking distance of the Woodstock Inn. Both mountains are filled with trails that are beautiful.
Hiking on Mount Tom
Summit of Mount Tom
Two out of the three times that we hiked to the summit, we encountered a group of hikers from Backroads, a touring company that was also staying at the Woodstock Inn. It was great to have company at the top to ask for a family picture to be taken.
Fall Foliage on Mount Tom
More on our Typical Day in Vermont
After our morning hike, it was lunchtime, so each day we headed out in the car for lunch and then a destination. Two days we ate lunch at South Woodstock General Store in Kedron Valley. The sandwiches here were great and both days we ate them while sitting on the store’s front porch.
This is an old school near the general store. The store is beside the Kedron Valley Inn, a beautiful inn seen on a Budweiser commercial years ago. We once stayed there on a bike trip and really enjoyed it. Be sure to come back tomorrow to see some outdoor fall displays that I enjoyed seeing in this area.
Okemo Mountain Summit
We haven’t taken a ski trip since Sherman was kicked out of the posh kennel where we used to board him when we vacationed. He is very attached to us and was in distress the last time we left him at the kennel and we had to cut that trip short and come home to rescue him. Since then Sherman goes where we go. If Sherman can’t come, we don’t go.
The Vermont Country Store
On every Vermont vacation we visit The Vermont Country Store. This is a very popular spot for tourists and also a stop for tour buses. It was very crowded, so we didn’t stay long. We stocked up on our favorite Darn Tough socks and I bought one thing that you’ll see when I decorate for Christmas.
We also walked Sherman around the town of Weston which led to talking to other tourists which is always fun.
Foliage Seen on our Drives
On our afternoon drives we saw beautiful foliage. This shot was taken on our way to Ludlow and the Indian tent in the backyard always fascinates me. It’s been in the yard for years and I always wonder what the story is behind it.
We stopped at Hawk’s Inn and Mountain Resort to take this picture by one of their ponds. We’ve been in Vermont three falls in a row and each fall this place is empty. Their website is under construction so perhaps there is a new owner who is going to get it going again.
Boyden Valley Winery
Last year I bought a bottle of delicious Vermont Maple Reserve wine from Boyden Valley Winery at F. H. Gillingham and Sons general store in Woodstock. I liked it so much that I saved the bottle so I would remember the winery to visit on this trip.
Boyden Valley Winery is in Cambridge, Vermont, almost two hours away from the Woodstock Inn. It was a long trip to get there, but we made the most of it by stopping in Montpelier for lunch and walk around town, and then enjoying fabulous fall foliage as we drove.
Hiking on Mount Peg
Sherman enjoyed a long walk each morning either on Mount Tom or Mount Peg. Mount Peg is located behind the Woodstock Inn and is covered with both hiking and cross country skiing trails. This shot was taken on a morning Mount Peg hike.
Sherman hurt his leg at the end of our trip so we tried to not let him walk very far. On our last evening in Woodstock, he insisted on hiking to the top of Mount Tom. His leg loosened up as he walked and he had no problem hiking the one mile to the summit of Mount Tom. We were so happy that led us to the top because the evening views were gorgeous.
You can see that we’re walking in our street clothes rather than athletic wear. I was worried about walking up a mountain in the new boots that I was wearing but they ended up being 100% comfortable for a hike. The boots are Blundstones and I bought them because me dear friend and former running partner (sigh, I miss running so much) has worn them for years and when she vacations, these are the only shoes that the brings.
We both love traveling to Woodstock and I’m already looking forward to when I may get the chance to return there. We’ve never traveled to Vermont in the spring for sugaring season, so perhaps we’ll travel there this spring.
Be sure to come back tomorrow to see beautiful fall outdoor displays that I photographed on our trip. (Update: See the beautiful fall outdoor displays here.)