2. Early November
While late October is to be avoided because of Halloween guests and late November brings large crowds due to Thanksgiving break, there is a small window in early November where you can usually enjoy some lower than average crowds. Food and Wine Fest is winding down, but beware of the Wine and Dine Marathon which brings a crowd surge. Christmas decorations start to come out immediately after Halloween too, so it’s a good time to get in the holiday spirit.