Weekend in Virginia: Highlights by Region
🏛️ DMV / DC-Area
🎸 Rock the Block (Fairfax City) — Friday, Oct 24 • 6:30 PM to 9:30 PM. Outdoor block party with live bands and community vibe.
👗 Northern Virginia Tattoo Arts Festival — Oct 24-26, Dulles Expo Center, Chantilly. Tattoo conventions + art + vendors.
👻 The Autumn Defense (Vienna) — Oct 24 • 7:30 PM, The Barns at Wolf Trap, Vienna.
🎃 Trick or Treat in Old Town (Alexandria) — Saturday, Oct 25 • 11 AM to 4 PM. Historic Old Town boutiques opening up for treats & family fun.
🍂 Fall Fest Market at Lost Boy Cider (Alexandria) — Oct 25 • 1 PM to 5 PM. Vendor market, cider, pumpkin patch, music & family vibes.
🚂 Fredericksburg / Central VA
🎨 Fredericksburg Open Studio Tour — Oct 25–26, Lake of the Woods Locust Grove, VA, local participating artists open their studios to the public.
🍂 Braehead Farm Fall Festival Weekends — Sat & Sun, Oct 25–26 (9:00 AM-6:00 PM) — farm fun, hayrides, pumpkin patch, etc
🚗 Fall Trunk-or-Treat Car Show — Oct 25, 12:00 PM–3:00 PM, National Museum of the Marine Corps, Stafford County. Family-friendly Halloween + classic cars.
📣 Community Day 5: Comics, Collectibles & More — Oct 25, 11:00 AM–7:00 PM, 1075 Garrisonville Rd #112, Stafford VA. Vendors, comics, pop culture fun.
🎃 Halloween 5K and Monster Mile — Oct 25, Stafford, VA. Costume race, kids’ mile & 5K with spooky flair.
🎨 Richmond
🎤 3 Redneck Tenors — Fri, Oct 24 & Sat, Oct 25 • 7:00 PM at the Richmond Cultural Arts Center at Glen Allen. A concert event.
🎟️ Harvest For All Festival — Sat, Oct 25 • 10:00 AM–2:00 PM at 3062 Stony Point Rd, Richmond, VA 23235. A family-friendly daytime event to celebrate harvest season with vendors, kids’ activities and community spirit.
🎵 The Soul Shakers - Outdoor Concert — Oct 26 • 3:00 PM–5:00 PM at Cultural Arts Center at Glen Allen (2880 Mountain Rd, Glen Allen, VA 23060)
🎃 Trunk or Treat Benefiting Greater Richmond SCAN — Oct 26 • 12:00 PM–4:00 PM at Hardywood Park Craft Brewery – West Creek (820 Sanctuary Trail Dr, Richmond, VA 23238).
🌊 Hampton Roads / Coastal VA
🎽 Old Point National Bank Wicked 10 K Weekend — Fri, Oct 24 (Packet Pickup/Expo), Sat, Oct 25 (10 K & 5 K races) at Virginia Beach Oceanfront. A fun, Halloween-themed race & beach party.
👻 Haunted Horse Rides at the Hampton Carousel — Sat & Sun, Oct 25-26 • 11 AM–8 PM at Carousel Park, Downtown Hampton. Ride through a spooky-fun decorated carousel experience.
🐦 Fort Monroe Bird Walk & Haunted History Tour — Fri, Oct 24 • 7–9 AM (bird walk) and continuing through the weekend, guided haunted-history walks Oct 25-26 at Fort Monroe, Hampton.
🚗 Fairway Rides & Drives — Sun, Oct 26 • 10 AM–2 PM at Cypress Point Country Club (5340 Club Head Rd., Virginia Beach, VA 23455). A free-to-spectate car show blending exotics, classics, trucks, motorcycles and more — with live pirate troupe, fire performers, helicopter fly-over & charity ball drop.
🎪 Military Family Fall Festival & Resource Fair — Sun, Oct 26 • 12 PM–4 PM at Virginia Beach Convention Center (1000 19th Street, Virginia Beach, VA 23451). Free for military families, filled with crafts, games, activities and resources to support the community.
🏔️ Shenandoah Valley
🚂 Shenandoah Valley Limited (Steam Train Ride) — runs weekends through October 26. Two departures daily (9:00 AM & 2:30 PM) aboard a vintage steam train that winds through the valley.
🏰 Ravenwood Faire — Fri/Sat, Oct 24-25 at Frederick County Fairgrounds; a renaissance-style experience with medieval crafts, food, and entertainment.
🍷 Barren Ridge Vineyards — Quarterly Event w/ Invasion Band — Fri, Oct 24 • 5:00 PM–7:00 PM at Barren Ridge Vineyards (1501 Dave Berry Rd., McGaheysville, VA). Enjoy live music, wine, and fall vibes.
🎃 Camp O-Ween Weekend at Sun Outdoors Shenandoah Valley — Oct 24-26 • Family-friendly Halloween themed glamping, outdoor activities, and community fun (Stuarts Draft area).
🍂 Virginia’s final October weekend is a full-blown fall celebration — from D.C.’s cider markets and tattoo art showcases 🖋️ to Richmond’s harvest festivals and concerts that light up the night 🎵. Fredericksburg and Stafford bring hometown energy with trunk-or-treats, art tours, and spooky-fun 5Ks 🎃, while Hampton Roads goes all-out with haunted rides, coastal races, and dazzling car shows 🚗 by the sea. Up in the mountains, the Shenandoah Valley wraps the month in storybook style with steam trains, wine at sunset 🍷, and the medieval magic of Ravenwood Faire 🏰. Every corner of the Commonwealth is buzzing with music, motion, and memory-making moments. Wherever you pull up this weekend, let it be full of flavor, fellowship, and a little fall enchantment. ✨Taste the Weekend. Track the Trucks. Join Trukfoo.

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