I live near Middlebury!
Hi ffd,
I live about 10 miles south of Middlebury. DH and I frequent town a lot for grocery shopping, eating out, doing business, etc. I think it's a pretty cool town.
As someone said, Middlebury is a college town, but you'll find all kinds of people there. There are a lot of opportunities to attend cultural events as well as athletic events sponsored by the school - they have a really good hockey team. The school also runs Middlebury Snowbowl, which is a small ski area that's about 10 minutes from town. It's nice, very low-key and family oriented.
The towns surrounding Middlebury are very agricultural - dairy farms, apple orchards, etc. There's a push in the state to keep a lot of this land as farm land.
If you like to do outdoor stuff - hiking, skiing (downhill & x-country), kayaking, snowshoeing, etc, then this area has a lot to offer.
As another poster also said, you'll find more cultural variety between Middlebury and Burlington. Burlington is about 45-50 minutes from Middlebury.
There are a bunch of good restaurants in town.
There are two fitness centers in town. One of them sponsors a bunch of triathalons every summer of varying difficulty. The bike route goes by my house.
Winter here is cold and usually long, but if you find a winter activity that you enjoy, it goes by faster.
A couple of negatives:
- Housing is expensive in this area, and property taxes in the Middlebury area are quite high.
- Winters can get on your nerves if you don't have an activity that gets you out to enjoy them.
I hope this helps a little. If there's someting specific you want to know, feel free to email or PM me.