Family events in Chesterfield County, VA

Take a well earned breather while your child enjoys three hours of creativity and active play at Romp n’ Roll. This drop off program features hands on art, lively music and movement, social time with peers, and surprise activities with Rompy. Children can laugh, learn, and build confidence and independence as they make new friends. It is designed for ages 2 to 5, and potty training is not required. The cost is $35 for members and $40 for non members, with sibling discounts available. Attendance is flexible, with no weekly commitment.

Little Explorers is a creative class for children ages 2 to 5 that blends engaging stories, sensory activities, music and movement, playful learning stations, and a make-and-take art activity. Each week introduces a new theme to inspire curiosity, build creativity, and support early development. Children can explore, create, and make friends in a warm setting where caregivers take part alongside their child. Themes featured across the series include Barnyard Friends, Not So Scary Scarecrows, and Pumpkin Palooza. Admission covers all materials and instruction, and the messy cleanup is handled so families can focus on making memories. The class is led by Kathy.

Applebee’s Grill + Bar sets the stage for a Halloween celebration with Tricks & Treats Vibe Fest. Enjoy a trunk or treat, then keep the momentum going with a music-filled party led by DJ King Tutt of 99.3/105.7 KISS FM. Costumes are encouraged for a spirited night of festive fun.

Dive into digital drawing on your iPad with a Procreate class focused on creating with the Symmetry tool. Designed for ages 10 and up, this hands-on session builds confidence as Audrey explains features and shortcuts while projecting her iPad and guiding step-by-step practice. Everyone works toward a finished artwork during the class and picks up techniques that transfer to projects at home. Each class in this series stands alone with a different topic, so participants may choose a single lesson or combine several to expand their skills over time. Please bring an iPad with Procreate installed, an Apple Pencil or compatible pressure-sensitive stylus, and a fully charged device, with a charger recommended. All other materials are provided by the Art Factory. No previous digital art experience is required.

The Richmond Tattoo & Arts Convention spans three days devoted to tattooing and creativity in a welcoming, family-friendly setting. More than 170 tattoo artists are featured, and the experience extends beyond ink with live painting, local food and brews, continuous entertainment, competitions, and collaborative canvases. Kids activities and live performances round out a weekend filled with art, expression, and fun.

The 12th annual Rebellion car, truck, and bike show arrives at Pocahontas State Park, presented by Imperial Auto Services, Inc and David’s Towing and Customs. This gathering celebrates custom builds and community with a full day of activity for participants and spectators alike. On-site show registration is $25 on the day of the event. Spectator entry is $10 per carload as the state park fee. A Halloween costume contest is planned, followed by a raffle, a 50/50 drawing, and the trophy presentations. More than 100 awards are planned, including a Top 75, a range of Best Of categories, and Club Choice selections. Ink and Iron Tattoo Studios is the trophy sponsor, with Imperial Auto Services and Davids Towing as title sponsors. A broad lineup of supporters and vendors includes Rebellion Graphix, Michaels Sign Company, Humphries Customs, VST as the charity shotglass sponsor, Layd2Lo Clothing, Brightmod Mobile Detailing, Dressler Farm Car Show, T&J Towing, Rolling Thunder, Beaver Concepts, Attitude Check, Luxury Koating Applications, Jaxwax of Culpeper, C&A Contracting Solutions, Drivn Clothing, Twisted Foundation, Va LED Headlights, Six Star Autoworks, Titus Machine Repair, Old Dominion C10 Rally, Groundscrapers, Sunset from Eastern NC, and Twisted Koncepts. Food and refreshments will be available from Kristen’s Kitchen, Sprouse Concessions, and Big Jon’s Hot Dogs, with Kristen’s Kitchen also sponsoring the costume contest. DJ Slammin of Impultz Entertainment will provide music throughout the day, and event shirts will be produced by Rebellion Graphix. All proceeds from raffle ticket sales will be donated to charity. Over the last eleven years, the show has supported organizations such as the Alzheimer’s Association, St. Jude, Richmond Animal League, and Chesterfield County Firefighters, along with other charitable efforts. Donations for the raffle are being accepted year-round. Camping information is available from the state park office. The show has also been featured in print magazines and DVDs and has a strong presence on social media. Important note regarding payments: watch for impostors on event pages. Payments should be made only to Beejay or Bobby Anderson, and the show is not responsible for money sent to any other party.

The Commonwealth K-9 Classic brings a full day of working dog excitement to the Chesterfield County Fairgrounds. Admission is free and open to the public, and parking is free. Watch police K-9 teams demonstrate disciplined training, tactical skills, and detection work, alongside spirited civilian dog sports that highlight teamwork and high-energy challenges. Meet handlers, learn about working dog disciplines, and explore offerings from local vendors and sponsors. Family-friendly activities include face painting, a balloon artist, photos with retired K-9s, a vendor marketplace, and food trucks. No printed tickets or digital check-ins are required for general admission. Sponsorship and vendor opportunities are available for businesses interested in connecting with this community of dog lovers and law enforcement supporters.

King’s Korner Restaurant and Catering offers an all you can eat brunch built around a made to order omelet station and slow cooked brisket. Omelets are prepared in view of guests, and the spread also includes fried chicken, a salad bar, desserts, and beverages. Pricing is $21 for adults and $11.50 for children ages 3 to 10.

A welcoming, family friendly gathering focused on supporting children with disabilities by connecting families to assistive technology available at no cost. The event is accessible and open to the entire community. Costumes are encouraged for a day of fun and meaningful connections with organizations that provide helpful resources for households that include a person with a disability.

As Westchester Commons plans Halloween fun, Maurices in Midlothian is adding its own celebration. Costumed visitors are welcome to show off their looks, and a treat will be given to anyone wearing Halloween-themed attire.

Support Troop 2886 in Chester, VA by picking up popcorn and peanuts while learning more about Scouting. Proceeds help fuel camping adventures, troop activities, and the purchase of new equipment. Taking place at Trinity United Methodist Church during the Church Fall Festival, the experience begins with carnival games, crafts, bounce houses, and a cake walk, then continues with Trunk or Treat and s'mores with the Scouts.

Take part in a Play! Pokémon League session that uses the Standard format with three rounds, each 30 minutes long. The entry fee is $5. Every participant receives one booster pack and a prize pack from the current series for playing, and anyone who goes undefeated across all three rounds earns an extra booster pack. New players need a Pokémon Trainer ID to enroll, and professors on staff can generate a Trainer ID card for those who do not have one.