Richmond Fall Festivals – Fall 2021 VA Events

Cystic Fibrosis Cycle for Life – Richmond - Richmond, VA - Jun 19 to Jun 19, 2021
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.

43rd Street Festival of the Arts - Richmond, VA - Sep 11 to Sep 11, 2021
Annual event with food, music, and arts/crafts. Fundraiser for Caritas.

Mathews Market Days Festival - Mathews, VA - Sep 11 to Sep 11, 2021
Held annually on the Friday and Saturday after Labor Day with arts/crafts, car show, pet parade, fresh produce, musical entertainment and more.

Kiwanis Club of Williamsburg Annual Shrimp Fest - Williamsburg, VA - Sep 11 to Sep 11, 2021
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.

St. Benedict Oktoberfest - Richmond, VA - Sep 17 to Sep 19, 2021
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

Heart of Virginia Bike Festival - Hanover, VA - Sep 18 to Sep 18, 2021
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!

State Fair of Virginia - Doswell, VA - Sep 23 to Oct 3, 2021
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 1 to Oct 2, 2021
For 2021, a scaled back event to enjoy but keep everyone safe. Normally: Parades, carnival, live bands, vendors, crab and more.

Powhatan’s Festival of the Grape - Powhatan, VA - Oct 2 to Oct 2, 2021
Annual wine festival, featuring more than 25 wineries, live music, 100 vendors, food trucks and more fun

Richmond Folk Festival - Richmond, VA - Oct 8 to Oct 10, 2021
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 9 to Oct 10, 2021
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 9 to Oct 9, 2021
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.

Step Up for Down Syndrome 5K and Family Festival - Richmond, VA - Oct 16 to Oct 16, 2021
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.

Scott’s Addition Pumpkin Festival - Richmond, VA - Oct 16 to Oct 16, 2021
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

Taste of Brunswick - Alberta, VA - Oct 19 to Oct 19, 2021
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.

Harvestfest - Richmond, VA - Oct 23 to Oct 24, 2021
A harvest celebration with live music, food and adult beverage options and children’s activities.

Off the Rails Beer Festival - Ashland, VA - Oct 23 to Oct 23, 2021
Come taste the finest craft beers Central Virginia has to offer in historic small town Ashland, Virginia. This event is family friendly and offers food truck fare, great music and BEER. All proceeds benefit the Hanover Arts & Activities Center, a non-profit community center that supports Arts, Education and Community.

Craftsmen’s Classic Art and Craft Festival - Richmond, VA - Nov 5 to Nov 7, 2021
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 5 to Nov 6, 2021
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.

Virginia Thanksgiving Festival - Charles City, VA - Nov 7 to Nov 7, 2021
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.

Inlight Richmond Lantern Parade - Richmond, VA - Nov 12 to Nov 13, 2021
Adults and children can creat lanterns at workshops, schools, and at home and then display them in the parade.

Stony Point Beer Festival - Richmond, VA - Nov 13 to Nov 13, 2021
This annual event will have local and regional breweries, wineries, cideries, and distilleries offering samples of everything with your souvenir sample glass, food from on-site restaurants and other local vendors, fun and unique games from River City Sports & Social Club, live music & more!

Stony Point Wine, Beer, & Spirits Festival - Richmond, VA - Nov 13 to Nov 13, 2021
An amazing day celebrating Virginia distilleries, breweries, wineries, cideries and more!