Fall in Love with Jacksonville

Beautiful Foliage & Crisp Air Set an Exciting Fall Scene in Jville!

When autumn leaves begin to fall, Jacksonville wears spice colors. With crisp mornings and warm afternoons, the old town simmers down a notch from the bustling summer season.

Meet a friend and linger over a steaming mocha at one of our coffee houses. Sleep late at your choice of several cozy inns. Admire historical buildings and soak up the old-town vibe as you mosey through the neighborhoods. With ideal autumn temperatures, options are endless.

The historical trolley continues its route through town Fridays through Sundays during September and October. October brings evening chills and spine-tingling walks with Haunted History and Haunted Trolley Tours. A Halloween Promenade and Costume Contest bring out the kid in all of us.

Besides great events, there are exciting outdoor activities to experience; from mountain biking to hiking, you won’t be bored. Jacksonville accommodates a slower-paced visit as well. Start with a visit to area wineries and relax in the evening with live music at a local eatery.

Plan a day trip to take in the rolling mountains and gorgeous terrain. Explore off the beaten path. There are fun culinary and wine events–-some historically focused and others just to celebrate the season. Start planning your fall escape today!


  • Jacksonville’s City Wide Yard Sale

    City Wide Yard Sale (9/6 – 9/8) This event is not sponsored by The Jacksonville Chamber of Commerce.



  • November 30

    Small Business Saturday

    Victorian Christmas Tree Lighting & Community Caroling

  • November 30 & December 1

    Father Christmas at the Beekman Bank on the weekends (November 30 – December 22)

There will be no Narrated History Trolley Tours Sunday, May 19th and Sunday, May 26th.