Vermont is just lovely, and I'm with BoontonBomber with the various towns and villages being so special in the fall.
For many years - probably 15 at least - my wife and I would head up to Chester, Vermont for at least 3 days every year in the first couple of week's of October. We did the leaf peeping thing, and as drivers, we drove all over Vermont (and into New Hampshire) seeing the sights and colors of the fall.
Keene, NH has a huge Pumpkin Festival which we went to twice; the last few years that we went we were late color as we went for our October 24th wedding anniversary.
Tried to capture the same feeling out here, going to Pinetop-Lakeside here in AZ our first (2011) anniversary out here. The color was so different, but we hit a few spectacular roads with the Aspens, etc. Unfortunately, we haven't been able to get back (in 2012 we were in Hawai'i for our 25th so I'm not complaining) and we won't be able to this year as my Mom that lives with us - while really, really good for 95 years old - can't honestly be left alone for more than about 12 hours. Oh, well, someday we will see some fall color again.