Weekend in Virginia: Highlights by Region

🏛️ DMV / DC-Area

🚂 Fredericksburg / Central VA

🎨 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

🍂 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.

Festive Fairy of Festive Fly and Tuko of Trukfoo

Hungry for more than just updates? With Trukfoo, you’ll know exactly where your favorite food trucks are rolling, what they’re serving, and how to be first in line. 🚚💨 From tacos to treats, Tuko and the Festive Fairy make sure you never miss the flavor, fellowship, and fun. We are now onboarding foodies and food trucks! Join the movement today by signing for the Trukfoo app and let your weekends taste better. 🍔

🧚🏽 This email was brought to you by the Festive Fairy of FestiveFly.🧚🏽

FestiveFly is your guide to Virginia’s festivals, fairs, and cultural gems — led by the Festive Fairy, our playful spirit of discovery, who reminds us to celebrate local and find joy in community. Together with Trukfoo, the platform connecting food trucks and foodies, FestiveFly is part of a growing ecosystem built to make it easier to pull up, eat well, and experience more. Don’t miss out — sign up for our emails and let the Festive Fairy deliver the best of food, fellowship, and fun straight to your inbox.




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