Charlottesville Fall Festivals – Fall 2023 VA Events

Taste of the Mountains Street Festival - Madison, VA - Sep 2 to Sep 2, 2023
One of the area’s top festivals since 1992. It features wine tasting, great foods, civil war reenactment, and craftsmen. There will be arts and crafts, bands, ranging from alternative rock to folk music and bluegrass. The Madison County High Marching Band will also be playing along with many individual vendors in their booths as well. Good fun for the whole family.

Orange Street Festival - Orange, VA - Sep 9 to Sep 9, 2023
This popular festival features over 150 vendors, specialty food, live music and beers, and kids’ zone. Located along Main Street and inside Taylor Park. Free and open to the public.

Lynchburg Beer & Wine & Cider Festival - Lynchburg, VA - Sep 23 to Sep 23, 2023
Over 5,000 guests attend the event at Lynchburg City Stadium. Enjoy samples of over 75 different craft beers, ciders, and wines from Virginia, plus local artisans, food, and live music. The Sampling Admission Ticket includes 10 4-oz samples of beer and cider, plus unlimited wine samples and a commemorative beer or wine glass.

Hands and Harvest Festival - Monterey, VA - Oct 6 to Oct 8, 2023
The annual Hands & Harvest Festival is a celebration of fall in this rural, mountain community. The event features an arts & crafts show, live entertainment, fall-themed menus and a self-guided Harvest Trail that takes travelers to unique locations throughout the county, where visitors can enjoy experiences of farming, food, and more. You may find yourself pressing cider or stirring apple butter, enjoying one of Highland County’s sugar camps in the off-season, or climbing a fire tower to watch a beautiful sunset or sunrise. Enjoy a free concert Saturday night at 7 pm at the Highland Center, which also includes FREE cider from award-winning Big Fish Cider

Fall Fiber Festival - Montpelier Station, VA - Oct 7 to Oct 8, 2023
Fleece sale, fiber and crafts vendors, music, sheep dog trials, demonstrations, animal exhibits and more.

Flippin-Seaman Apple Butter Makin’ Festival - Tyro, VA - Oct 7 to Oct 21, 2023
Watch Silver Creek & Seamans’ Orchards make apple butter the old fashioned way, on the first and third Saturday in October.

Graves Mountain Resort Apple Harvest Festival - Syria, VA - Oct 7 to Oct 22, 2023
Features Bluegrass music, arts and craft vendors, good food, hayrides, and lots of apples and apple butter making.  Also pick your own apples from the orchard.  Located at Green Mountain Lodge, weekends only. Free Admission and Free Parking.

Skeleton Festival - Harrisonburg, VA - Oct 7 to Oct 7, 2023
Trick-or-treat at local businesses from 2-4pm, and don’t miss the spooky (but not too spooky) activities and detours scattered throughout downtown! Find even more festivities on Court Square, including kid, dog, and adult costume contests, weird science lab, tarot card readings, wacky shacks, goober globs and, of course, whisker biscuits.

Frontier Culture Museum Oktoberfest - Staunton, VA - Oct 7 to Oct 7, 2023
German food, beer garden, games and music at the Cochran Pavilion. Location: Frontier Culture Museum, 1290 Richmond Ave Staunton, VA 24401

Gordonsville Fried Chicken Festival - Gordonsville, VA - Oct 7 to Oct 7, 2023
Gordonsville is famous for its fried chicken, which was served to passengers of trains stopping in town during the late 19th and early 20th centuries by local women carrying platters of the delicacy on their heads. Nationally-known at that time, Gordonsville’s fried chicken earned the town the nickname of “chicken-leg center of the universe”. To celebrate this legacy, this festival, held from 11 am – 5 pm at the Gordonsville Fire Company Fair Grounds, will feature a fried chicken and pie contest, wine garden, and numerous craft and artisan vendors. This is a rain or shine event!

Cyrus McCormick Farm Mill Day - Raphine, VA - Oct 7 to Oct 7, 2023
The main attraction of the day is the operation of the McCormick Grist mill. Built in the late 1700’s, the mill has been fully restored to working order. In addition to the mill operation, there are many traditional craft vendors, music and food (provided by the Raphine Volunteer Fire Department. There will also be short tours to view and discuss the agricultural research being conducted at the Shenandoah Valley AREC. This is a free event.

Virginia Fall Foliage Festival Art Show - Waynesboro, VA - Oct 14 to Oct 15, 2023
Held in downtown Waynesboro, where 150+ artists and fine artisans will show their works at this juried outdoor festival, plus regional craft beer and gourmet food trucks.

Shenandoah Fall Foliage Bike Festival - Staunton, VA - Oct 20 to Oct 22, 2023
A full weekend of sightseeing and bike riding on any of 11 routes covering hundreds of miles among the fall foliage in the Shenandoah valley, with rides for all ages and abilities. Features breakfast and lunch activities.

Hop n Hog – The Culpeper Block Party - Culpeper, VA - Oct 21 to Oct 21, 2023
Live music, the best of regional BBQ, craft beer, Virginia cider, lawn games, and fun for the whole family

Elkton Autumn Days Arts and Crafts Festival - Elkton, VA - Oct 21 to Oct 22, 2023
The weekend will be filled with arts, crafts, music and food all in the heart of the Town of Elkton, VA nestled between the Blue Ridge and Massanutten Mountain ranges in the Shenandoah Valley. The festival is free to attend and is located on West Spotswood Avenue in Downtown Elkton.

Amherst Apple Harvest Festival - Amherst, VA - Oct 21 to Oct 22, 2023
Crafts and craft demonstrations, vendors, festival food, apples and cider, kids’ activities and live entertainment

Harrisonburg Veteran’s Parade - Harrisonburg, VA - Nov 5 to Nov 5, 2023
Hundreds of veterans, veterans organizations, clubs, civic organizations and regional companies participated in the parade.