About 7 miles down the road at Quechee Gorge, they have a hot air balloon festival in June. Also nearby is an area with over 100 antique shops. They also have a very nice Christmas shop in the same mall area, (not a shopping mall as we know it) along with a 1950's type silver diner. They have a children's train ride (and adults too) that goes around the perimiter of the mall. It also has a nice state park across the street for picnics. The Gorge itself is beautiful. Pierce Glass (demonstrates glassing blowing) shop is also very interesting. It also has a very nice restaurant in the same shop - right on the river. If you call or write to the chamber of commerce, they will send you a wonderful map of Vermont that highlights all of the many things to do in and around the Woodstock area. (Check the internet - you may be able to order directly without calling.) Woodstock is in the center of the state so you could drive approximately 2 1/2 hours either way for day trips and see just about the whole state!
Woodstock also has some very nice "upscale" type shops. It's the most beautiful town in all of New England. Especially at Christmas. I lived in upstate Vermont for 10 years, and now in New Hampshire for 14, but Vermont is the most beautiful state of all New England. No bill boards anywhere! Just nature at it's best. If you want to experience the real "flavor" of Vermont, Woodstock is the place to go!