Mathews Market Days Festival - Mathews, VA - Sep 8 to Sep 9, 2023
Held annually on the Friday and Saturday after Labor Day with arts/crafts, car show, pet parade, fresh produce, musical entertainment and more.
Heart of Virginia Bike Festival - Hanover, VA - Sep 9 to Sep 9, 2023
Come and cycle along the paths of Patrick Henry and the Washington-Rochambeau Revolutionary route and enjoy central Virginia’s historic terrain and rolling countryside. Choose your route, with options between 11 miles and 102!
Kiwanis Club of Williamsburg Annual Shrimp Fest - Williamsburg, VA - Sep 9 to Sep 9, 2023
All you can eat shrimp, hush puppies, coleslaw, baked beans, plus enjoy adult beverages and craft beer, live music, kids games, face painting, bounce house, cornhole and raffle along the banks of the James River. 100% of net proceeds stay in the community supporting local charities.
43rd Street Festival of the Arts - Richmond, VA - Sep 9 to Sep 9, 2023
Annual event with food, music, and arts/crafts. Fundraiser for Caritas.
St. Benedict Oktoberfest - Richmond, VA - Sep 15 to Sep 17, 2023
This Richmond Oktoberfest was started in 2005 by Saint Benedict Parish. Free admission to the event which German music, dancing, food and beverages. Double arm stein holding contest. Shop in the Christkindlmarkt. Activities available for all ages. Kid’s area has many activities including a moon bounce. They will have commemorative steins for purchase on site at the festival for $20 and includes a free drink ticket, larger pour and $1 off each beer for the entire weekend. Beer sample glasses with logo for $5. Beer samples are 2 tickets ($2). On street parking is permitted with limited parking available at the Virginia Museum of Fine Arts parking deck for $5. Please leave your pets at home. Location: 300 N. Sheppard St., Richmond, VA 23221
State Fair of Virginia - Doswell, VA - Sep 22 to Oct 1, 2023
Held at the Meadow Event Park. Enjoy live music, including Grammy-winning artists, rides, agricultural displays and competitions, and more.
Crab Carnival - West Point, VA - Oct 6 to Oct 7, 2023
Parades, carnival, live bands, vendors, crab and more.
Powhatan’s Festival of the Grape - Powhatan, VA - Oct 7 to Oct 7, 2023
Annual wine festival, featuring more than 25 wineries, live music, 100 vendors, food trucks and more fun
Cystic Fibrosis Cycle for Life – Richmond - Richmond, VA - Oct 7 to Oct 7, 2023
CF Cycle for Life is a fully-supported ride with route options of 15, 22 & 65 miles. From breakfast to the cycle post party, you can enjoy fully stocked rest stops every 10-12 miles, bike mechanics for bicycle maintenance and repair, ride marshals to cheer you along the way and plenty of support vehicles to help you complete the ride. This unique event empowers participants to take action and demonstrate their fight in finding a cure for cystic fibrosis in a tangible, emotional and powerful way.
Oystoberfest - Richmond, VA - Oct 7 to Oct 7, 2023
Oysters the way you like them in a fun, family-friendly festival in Richmonds Historic Ginter Park. Oysters are the main event. Theyll have fried, steamed, grilled and, of course, RAW oysters – brats and hotdogs ta boot. Craft Beers, fine wines and other refreshments will be available. A day full of live music, and a Kidszone.
Richmond Folk Festival - Richmond, VA - Oct 13 to Oct 15, 2023
Free annual event. More than 150,000 reportedly attend to enjoy a diverse array of performing groups on seven stages, the Folk Feast and more.
Famous Fall Fling - Wise, VA - Oct 14 to Oct 15, 2023
Arts, crafts, food and music at Courthouse Mall. Enjoy the fall colors, vendors and live traditional music. There are also lots of contests, including essay, photo and art contests, a 5K race and the new Anything Apples Contest. There will also be a Kids Korner with activities for children.
Warsaw Fest - Warsaw, VA - Oct 14 to Oct 14, 2023
The family fun night on Friday evening from 6pm until 9pm includes food vendors, some craft vendors, kids rides, and a outdoor movie starting at 7pm. Bring your lawn chairs and blankets and enjoy a movie under the stars! The fun continues Saturday with nearly 100 vendors, many featuring unique or one-of-a kind gifts and decorations. They have many events happening throughout the day to include: a car & truck show, a baby/beauty pageant, and a parade at noon on Saturday.
Taste of Brunswick - Alberta, VA - Oct 14 to Oct 14, 2023
More thn 10,000 attendees each year enjoy fun for the whole family, including train rides, petting zoo, music, Civil War re-enactors, stagecoach rides, car show, antique tractors, vendors, food, and more. Held at Lawrenceville/Brunswick Regional Airport.
Step Up for Down Syndrome 5K and Family Festival - Richmond, VA - Oct 14 to Oct 14, 2023
A heart-warming 5K run/advocacy walk thru Bryan Park and family festival showcasing and celebrating the many abilities and accomplishments of individuals with Down syndrome in the Greater Richmond, Charlottesville, Williamsburg, Central Shenandoah Valley & Central Virginia community! Come celebrate with lots of family entertainment, live music, fashion show featuring individuals with Down syndrome modeling the latest fashions by Lilly Pulitzer, pumpkin patch, sponsor & exhibitor displays and more! Breakfast & lunch items available.
Richmond Oktoberfest - Richmond, VA - Oct 20 to Oct 21, 2023
Annual family friendly event held indoors in the Old Dominion building, which is decorated with German flare. It claims to be the largest German-American festival in the state of Virginia, welcoming 5,000 over the two days. There is a large dance floor and stage for musical entertainment. Food options include Bratwurst, Knockwurst, Broiled Chicken, Pork Roast, Sauerkraut, pretzels and more.
Scott’s Addition Pumpkin Festival - Richmond, VA - Oct 21 to Oct 21, 2023
The Boulevard will be closed from Broad St. to Leigh St, so come to celebrate fall, Halloween and all that is pumpkin! The revered gourd is highlighted in beer, libations, food and activities. Local music, local craft beers and spirits and, of course, local food abounds! Have kids or pets that like to dress up? They host a costume contest on the main stage, but registration limited and sign up is day of
Paley Music Festival - Richmond, VA - Oct 27 to Oct 29, 2023
Lineup to be announced, but expect unique instruments, such past series have utilized instruments such as Blunther pianos and a 1690 Goffredo Cappa violin. A music series since 1998.
Craftsmen’s Classic Art and Craft Festival - Richmond, VA - Nov 3 to Nov 5, 2023
Art & craft festival to help you with your holiday shopping. Check out the work of hundreds of talented artists, many of whom will be creating on site. Something for every taste, style and budget. Takes over three buildings at the Richmond Raceway Complex.
Urbanna Oyster Festival - Urbanna, VA - Nov 3 to Nov 4, 2023
No admission fees to this pay-as-you-go walking festival. They close downtown for loads of vendors, crafts, foods and visitors, and yes, oysters! This is Virginia’s official oyster festival. Highlights include Friday night’s Firemen’s Parade, Saturday’s Virginia State Oyster Shucking Contest and the right-out-of-Norman-Rockwell Oyster Festival Parade.
Inlight Richmond Lantern Parade - Richmond, VA - Nov 3 to Nov 4, 2023
Adults and children can creat lanterns at workshops, schools, and at home and then display them in the parade.
Virginia Thanksgiving Festival - Charles City, VA - Nov 5 to Nov 5, 2023
Berkeley Plantation hosts this old time celebration with reenactments of Virginia’s First Thanksgiving. Other fun includes dancing, music, food, crafts, and children’s games.
Virginia Cider Week - , VA - Nov 10 to Nov 19, 2023
Sample a variety of cider from Virginia’s best cider makers, plus classes, tastings and special events throughout the week. Held at various venues across the state.