At Main Street Homes, we believe that fall is one of the best times of year to explore around our new home communities in Central Virginia. The cooler weather, colorful leaves and festive atmosphere make October the perfect month to get outside with your family. Whether you’re searching for fall festivals in Richmond, VA, enjoying pumpkin patches near Ashland, or looking for family-friendly activities in Midlothian, there’s something for everyone to enjoy this season. 

Major Festivals This Fall Season

The city of Richmond is buzzing in October with some of the area’s biggest and most beloved events. The 2nd Street Festival is on October 4-5 and fills historic Jackson Ward with art, food and family fun. The Richmond Folk Festival on October 10-12 is also a highlight, attracting thousands to the riverfront with live music, dancing and plenty of food. 

Art lovers can enjoy ArtoberVA, a month-long celebration of Richmond’s vibrant arts scene, while nature enthusiasts will love the dazzling Garden Glow at Maymont, where illuminated displays transform the gardens into a glowing wonderland. To round out the month, don’t miss the 55th Richmond Oktoberfest on October 17 with seasonal flavors, entertainment and plenty of activities for the kids to enjoy. 

Pumpkin Patches & Farm Fun

If you’re dreaming of pumpkin picking, hayrides and crisp fall air, the communities around Richmond are packed with family-friendly farms and outdoor fun. Ashland Berry Farm is a local favorite, offering pumpkin patches and fall treats, with haunted attractions later in the season for older kids and teens. 

In Chesterfield, families love visiting Chesterfield Berry Farm, where you’ll find mazes, hay rides and plenty of opportunities to soak in the season. Another favorite is Cross Creek Nursery, which hosts a Fall Family Festival every weekend in October where you can look at beautiful fresh mums and pansies as well as hundreds of pumpkins throughout their festive displays. These spots are the perfect way to celebrate autumn close to home if you’re searching for family activities in Chesterfield, VA or pumpkin patches near Ashland. 

Small-Town Charm

Beyond the big-city festivals, Richmond’s surrounding towns are bursting with small-town charm and seasonal spirit. Ashland hosts community events throughout October, including Bat Craft at the Ashland Branch Library and Off the Rails Craft Beer & Wine Fest at the Hanover Arts & Activity Center. 

Local markets and events like the Midlothian Fall Fest bring neighbors together all season long, ensuring that families looking for fall activities in Midlothian, VA don’t have to go far to find something festive happening every weekend. These community events may be smaller in scale, but they often provide an easier, more relaxed way to enjoy fall traditions without the crowds of the city. 

Tips for Making the Most of Fall Festival Season

• Plan ahead: Check schedules online to map out your must-see events. 
• Arrive early to snag parking and enjoy lighter crowds. 
• Dress in layers: Virginia’s October weather can switch quickly. 
• Keep cash on hand for vendors, parking and kids’ activities. 
• Pack snacks, water and portable chairs if you’re bringing little ones. 
• Capture the moment: Sunsets in Virginia during October are unbeatable. 

Fall in Love With Life Near Richmond

Living in Central Virginia means you’re never far from incredible seasonal festivals, pumpkin patches and family activities. Whether you’re exploring the energy of downtown Richmond or enjoying the cozy charm of Midlothian, Ashland or Chesterfield, there’s no shortage of ways to celebrate autumn close to home. 

At Main Street Homes, we love helping families find the perfect place to put down roots in this vibrant region. If you’re looking for a new home around Richmond, VA, our communities put your right in the middle of all the seasonal fun. Give us a call at (804) 979-2954 or fill out our online form today to learn more.