Before the snow falls but after the cold hits, consider finding a dog-friendly restaurant patio to take in the late fall colors. Quite a few of the state's small-town eateries have them and many are located in picturesque spots that will surround your tasty meal with gorgeous foliage.
There's no better way to put this than how it's explained on Atlas Obscura: Halloween extravagance. This massive house just outside of Huntington puts nearly 3,000 carved pumpkins on display in the yard, bordering the street and even on the house itself. It may be only 20 minutes of entertainment, but you won't find one anywhere else.
This is a perfect Halloween activity, as this super creepy place has a pretty dark history and now lies abandoned. They do give tours but because it's privately owned, you need to call ahead before you just waltz in and the dog-friendliness is currently unknown.