As the leaves change color and the air turns crisp, Southern Virginia comes alive with a variety of exciting events that bring our communities together. From festive gatherings to family-friendly events, fall events in Southern Virginia offer something for everyone to enjoy. Whether you’re looking to explore local traditions, enjoy delicious treats or simply connect with neighbors, this season offers the perfect opportunity to experience the sense of community and charm found throughout our region. 

South Boston Harvest Fest

South Boston Harvest Festival

The South Boston Harvest Festival is a free community event held in downtown South Boston, VA. The festival features a variety of food, music, pumpkin decorating, vendors, and activities for all ages. It’s the perfect way to kick off the fall season with family and friends.

Five County Fair logo with county names Charlotte, Appomattox, Buckingham, Cumberland, Prince Edward

Five County Fair

The traditional fair serves the five counties of Appomattox, Buckingham, Charlotte, Cumberland, and Prince Edward. The Five County Fair has games, carnival rides, exhibits, food, beauty pageants, professional wrestling, livestock shows, a petting zoo, team zoom canine entertainment, a power wheels derby, and a pie-eating contest.

  • Dates: September 24 – 30, 2024
  • Time: Varies by Day 
  • Location: 209 Fairgounds Road, Farmville, VA
  • Event Details: Visit the Five County Fair website >
Halifax County Fair

114th Annual Halifax County Fair

The Halifax County Fair is a beloved tradition featuring amusement rides, games, live entertainment, and delicious fair food. 

  • Date: October 1 – October 5, 2024
  • Time: Varies by Day
  • Location: 1188 James D. Hagood Highway (U.S. 360), South Boston, VA
  • Event Details: Visit the Halifax County Fair website >
Photo of people in gathered for Martinsville Va Oktoberfest

Clarksville Harvest Days Festival

Experience the beauty of fall at the Clarksville Harvest Days Festival. Virginia Avenue in downtown Clarksville will transform into a bustling marketplace, featuring seasonal crafts, antiques, and unique treasures. Local shops will offer special deals, and the event will be filled with games and activities for the whole family.

Harvest Day Festival - Clarksville, VA

43rd Annual Martinsville Uptown Oktoberfest

Oktoberfest is a family friendly event, held annually for the past 43 years. This event has music, craft and food vendors, a beer garden, and children’s activities. For a day full of fun, be sure to attend! 

South Central Fair

South Central Fair

The South Central Fair in Chase City, Virginia, is a long-standing tradition filled with family-friendly fun. This event features fair rides, games, live music, Victoria’s Circus , Demolition Derby, and a variety of food vendors. 

  • Date: October 8 – October 12, 2024
  • Time: Varies by Day
  • Location: 10 Fairground Drive, Chase City, VA 23924
  • Event Details: Visit the South Central Fair website >
Autumn Days Festival

Autumn Days in Victoria

Celebrate the fall season at the Autumn Days festival in Victoria. This family-friendly event features craft vendors, delicious food, live music, and activities for all ages. It’s a perfect opportunity to explore downtown Victoria and support local artisans.

  • Date: Saturday, October 12, 2024
  • Time: 9:00 AM – 3:00PM
  • Location: 1809 Main Street, Victoria, VA
  • Event Details: For more information visit the Town of Victoria website >
Taste of Brunswick Festival

A Taste of Brunswick Festival

The Taste of Brunswick Festival is a must-visit for anyone interested in Southern Virginia’s rich culinary heritage. This annual event features the famous Brunswick Stew Cook-Off, where local stew masters compete for the best recipe. Attendees can enjoy a variety of food vendors, browse arts and crafts, and enjoy live music.

  • Date: Saturday, October 12, 2024
  • Time: 10:00 AM – 5:00 PM 
  • Location: Brunswick County Airport – 77 Airport Drive, Lawrenceville, VA
  • Event Details: Visit Taste of Brunswick Festival website >
Apple Dumpling Festival

Town of Stuart’s Annual Apple Dumpling Festival & Apple Dumpling 5-K

The Apple Dumpling Festival in Stuart is a highlight of the fall season. This festival includes live music, crafts, games, and, of course, delicious apple dumplings. The day kicks off with the Apple Dumpling 5K Run/Walk and continues with festive activities for all ages.

  • Date: Saturday, October 19, 2024
  • Time: 10:00 AM – 4:00 PM EDT
  • Location: Downtown Stuart, VA
  • Race Info: Early registration for the 5K is $25 until October 5th; regular registration is $30.
  • Event Details: Visit Patrick County Chamber of Commerce website >
RISE Regional Summit for Entrepreneurs Logo

Regional Innovation Summit for Entrepreneurs 

Calling all entrepreneurs & aspiring business owners across Southern Virginia!  Whether you run a business or dream of starting one, the RISE Summit on October 19th in Danville, VA is the event for you! Grow your network of peers and resources to start, grow, and scale your business.

  • Date: Saturday, October 19, 2024
  • Time: 9:00AM – 3:00 PM EDT (doors open at 8:00AM)
  • Location: The Institute for Advanced Learning & Research – 150 Slayton Avenue, Danville, VA
  • Event Details: Visit the RISE event website >
Bridge Street Food Truck Rodeo

Bridge Street Food Truck Rodeo 

The Bridge Street Food Truck Rodeo brings together a diverse lineup of food trucks offering mouthwatering dishes from local and regional vendors. Enjoy delicious food, live music, and a fun community atmosphere on Bridge Street!

Halifax Young Professionals and Entrepreneurs HYPE logo

HYPE Fall Gathering at the SOVA Innovation Hub

Join HYPE (Halifax Young Professionals and Entrepreneurs) for an evening of networking, business elevation, and personal connection growth! Come out to the SOVA Innovation Hub and celebrate Spooky Season with s’mores, pumpkin carving, and seasonal refreshments. A pumpkin carving contest will also be held. This event is free and membership is not required to attend. We can’t wait to see you there! 🎃

  • Date: Thursday, October 24, 2024
  • Time: 5:30 – 7:00 PM EDT
  • Location: SOVA Innovation Hub – 715 Wilborn Avenue, South Boston, VA
  • Event Details: Visit the Halifax Chamber of Commerce website >

These are just a few of Southern Virginia’s favorite fall events! Whether you’re interested in exploring local traditions or enjoying seasonal treats there’s something for everyone to enjoy this fall. 

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