Woodstock, Vermont is one of my favorite spots in New England — it is such a charming town set in a beautiful area, and only 2.5 hours from Boston! While we have visited several times (see here and here), last week we went and stayed at the iconic Woodstock Inn & Resort for the first time. We had such a wonderful stay there!

The inn is so welcoming! We checked in to our room, where the staff had helpfully provided bed rails on the sofa bed for Serena. They left us some cheese and wine to enjoy after our drive to from Boston, while Serena caught up on the local Vermont news. 😉

The inn is beautiful decorated, and we had so much fun exploring the spaces. Especially, with a toddler who is always on the move, it was great to be able to pop in to the game room and the library. (Serena was convinced that she knows how to play chess!)

Our first evening, we had dinner at the Red Rooster, one of the inn restaurants. The Woodstock Inn runs a large garden nearby, and many of the vegetables and herbs used at the restaurant are grown there. The walnut and herb halibut was delicious, and I loved seeing Dan looking so totally relaxed!

Woodstock Inn

Serena insisted on paying. 😉

One of my favorite aspects of staying at the Woodstock Inn was relaxing in their outdoor spaces. As city dwellers, we visit lots of lovely parks, but it is less often that we have a beautiful lawn right outside our door. Serena loved playing in the “back yard” and “front yard” of the inn, and we spent lots of time there. I brought bubbles and a ball to play catch, and our bathing suits so we could have a dip in the pool. It was so lovely and quiet!

Woodstock Inn
Woodstock Inn
Bubbles aren’t just for kids!

Included in your stay at the Woodstock Inn & Resort is admission to the nearby Billings Farm. We had been there before, but knew we would enjoy another visit. Billings Farm is strikingly beautiful! You can visit the cows (including the sweetest baby cows), and see sheep, goats, chickens, and gorgeous Belgian horses. The historic home on the property has been maintained as a house museum, and staff members can explain how the managing family lived a hundred years ago, and show how they made butter at the time. The setting is idyllic, and Serena loved running through the fields and saying hi to all the animals.

Woodstock Inn Billings Farm
Woodstock Inn Billings Farm
Woodstock Inn Billings Farm
Woodstock Inn Billings Farm

Another highlight of our stay was dinner at Simon Pearce. The well-known local glass maker has a workshop at the lower level that you can visit, and a shop and restaurant above, all set by the river and with beautiful views. The food here is so good, and Serena loved the macaroni.

We also went for a short hike through the Marsh-Billings-Rockefeller National Park — it is across the street from Billings Farm and walkable from the Inn. It is so pretty in here! (Although I would recommend sturdy shoes and bug spray.)

Checking out our map.
A beautiful winding path within the park.
The view from the Iron Bridge on the way back into town.

The town of Woodstock is so cute! The shops and restaurants on Main Street are just a two minute walk from the Woodstock Inn. My favorites are The Yankee Bookshop, the Vermont Flannel Company, and Mon Vert Café.

Such a fun visit! We can’t wait to come back to come back to charming Woodstock. See you soon, Woodstock Inn!

Family photo attempt. 😉
This entrance… so pretty!

(Plus, see more on Woodstock, VT here and here.)

P.S. On previous trips to the area, I have visited the Woodstock Inn & Resort Spa, but didn’t use it on this quick trip. However, if you are looking for some extra relaxation while you are nearby, I would definitely recommend a massage, with some additional time set aside to relax in their pretty sun room and soak in the outdoor hot tub! Reserving in advance is best.

The Woodstock Inn & Resort hosted us, and it was wonderful to stay there and explore the area with the Inn as a home base! As always, all opinions are my own.

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