Charles County Community Events | October 1–4, 2026

Charles County events this weekend offer plenty of ways to welcome October throughout Waldorf, White Plains, Indian Head, Marbury and other communities across Southern Maryland.

From October 1–4, 2026, the calendar includes seasonal craft shopping, pumpkin-patch adventures, live jazz, educational activities, rocks and fossils, community gatherings and family-friendly fall fun.

If you’ve been searching for things to do in Charles County this weekend or simply wondering what events are happening near you, use this weekly roundup to start planning.

Living in Charles County offers access to everything from community recreation programs and local parks to farms, festivals and cultural events. October is an especially active time, with seasonal activities joining the regular community calendar.

Event schedules, admission prices and other details can change. Always check the official event link before heading out.

⭐ Featured Charles County Events This Weekend

⭐ Charles County Fall Craft Fair

📅 Date: Saturday, October 3, 2026
📍 Location: Billingsley Community Center, 10095 Billingsley Road, White Plains
🕒 Time: 10:00 AM–2:00 PM

Get a head start on seasonal shopping at the Charles County Fall Craft Fair.

Local artisans, makers and vendors come together at Billingsley Community Center, giving visitors an opportunity to browse handmade crafts, seasonal finds and creative goods while supporting participating vendors.

It’s an easy Saturday stop if you’re searching for fall events around White Plains and Charles County.

👉 Event Link: https://charlescountymd.myrec.com/info/activities/program_details.aspx?ProgramID=31533

⭐ Shlagel Farms Fall Weekend Festival

📅 Date: Saturday, October 3 & Sunday, October 4, 2026
📍 Location: Shlagel Farms, 12850 Shlagel Road, Waldorf
🕒 Time: 10:00 AM–5:00 PM

Fall weekends in Charles County wouldn’t be complete without a visit to a local farm.

Shlagel Farms offers hayrides to the pumpkin patch along with seasonal farm activities such as a petting zoo, straw maze and corn boxes.

It’s one of the weekend’s options for anyone searching for family-friendly fall activities in Waldorf.

👉 Event Link: https://shlagelfarms.com/fall-fun

⭐ Food Waste Prevention Week Fest

📅 Date: Friday, October 2, 2026
📍 Location: Waldorf Senior & Recreational Center, 90 Post Office Road, Waldorf
🕒 Time: 10:00 AM–2:00 PM

Charles County Department of Public Works Environmental Resources and Charles County Parks & Recreation are bringing the community together for a free Food Waste Prevention Week Fest.

The event is scheduled to include games, activities, educational exhibits and giveaways while sharing practical ideas for reducing food waste at home.

Admission is free.

👉 Event Link: https://www.charlescountymd.gov/Home/Components/Calendar/Event/17890/

⭐ 30th Annual Rock, Mineral & Fossil Show

📅 Date: Saturday, October 3, 2026
📍 Location: Old Waldorf School, 3074 Crain Highway, Waldorf
🕒 Time: 9:00 AM–4:00 PM

Crystals, fossils, minerals and polished stones take center stage at the Southern Maryland Rock and Mineral Club’s 30th Annual Rock, Mineral & Fossil Show.

More than 45 tables are planned, featuring everything from mineral specimens and fossils to handcrafted jewelry and lapidary rocks.

The event is indoors and also features door prizes, free parking and free rocks for children.

👉 Event Link: https://www.smrmc.org/rock-show.html

⭐ Jazz in the Country Jazz & Wine Fest

📅 Date: Saturday, October 3, 2026
📍 Location: Village Green Park, 100 Walter Thomas Road, Indian Head
🕒 Time: 12:00 PM–6:00 PM

Spend Saturday afternoon enjoying live jazz in Indian Head during the 7th Annual Jazz in the Country festival.

The festival brings together live jazz performances, regional wineries, local food trucks, vendors, art and culture at Village Green Park.

Check the organizer’s event page for current ticket and admission information before attending.

👉 Event Link: https://voiceofindianhead.org/event/jazz-in-the-country-7th-annual-jazz-festival/

🎉 Don’t Miss This Week in Charles County

October begins with a full weekend of things to do throughout Charles County.

Waldorf has several activities on the calendar, including farm fun, the Rock, Mineral & Fossil Show and the Food Waste Prevention Week Fest. White Plains offers seasonal craft shopping, while Indian Head hosts an afternoon of jazz, food, vendors and culture.

You can also look beyond the larger towns for activities in communities such as Marbury and other areas of the county.

For weekly ideas, bookmark Southside Happenings: Southern Maryland Community Events & Local Activities.

Whether you’re searching for Charles County events near me, planning a Saturday outing or looking ahead to the next weekend, Southside Happenings makes it easier to discover activities throughout Southern Maryland.

🍂 Family-Friendly Fall Activities in Charles County

October brings seasonal activities to farms, parks and community spaces across Charles County.

Shlagel Farms is one of the weekend’s major fall destinations, with pumpkins and farm activities in Waldorf.

Families interested in science and nature can also explore the Rock, Mineral & Fossil Show, while the free Food Waste Prevention Week Fest combines activities with practical environmental education.

Another option on Saturday is Party Like a Dino, listed on the Charles County calendar for October 3 from 11:00 AM–1:30 PM.

The variety makes it possible to build a weekend around several different interests rather than a single festival.

📅 More Charles County Events This Week

🎟 Party Like a Dino

📅 Date: Saturday, October 3, 2026
📍 Location: Wade Community Center, Waldorf
🕒 Time: 11:00 AM–1:30 PM

Dinosaurs take over the weekend calendar with a themed recreation event at Wade Community Center.

Check the Charles County event listing for registration, admission and current participation details.

👉 Event Link: https://www.charlescountymd.gov/services/advanced-components/list-detail-pages/calendar-meeting-list

🎟 Recognizing Southern Maryland 250 Years

📅 Date: Friday, October 2–Sunday, October 4, 2026
📍 Location: Marbury
🕒 Time: Check official event listing for daily schedule

Explore Southern Maryland history during a special multi-day event in Marbury commemorating 250 years.

Maryland’s official tourism calendar lists the event throughout the October 2–4 weekend.

👉 Event Link: https://www.visitmaryland.org/things-to-do/events-fairs-festivals

🎟 Charles County Fall Craft Fair

📅 Date: Saturday, October 3, 2026
📍 Location: Billingsley Community Center, 10095 Billingsley Road, White Plains
🕒 Time: 10:00 AM–2:00 PM

If you’re building a full Saturday itinerary, the Fall Craft Fair is worth keeping on the list. Browse seasonal crafts and handmade goods from participating artisans and vendors.

👉 Event Link: https://charlescountymd.myrec.com/info/activities/program_details.aspx?ProgramID=31533

🎟 Shlagel Farms Fall Fun

📅 Date: Saturday, October 3 & Sunday, October 4, 2026
📍 Location: Shlagel Farms, 12850 Shlagel Road, Waldorf
🕒 Time: 10:00 AM–5:00 PM

Pumpkin picking, hayrides and seasonal farm activities make Shlagel Farms an option for a classic October outing in Charles County.

👉 Event Link: https://shlagelfarms.com/fall-fun

🎟 Rock, Mineral & Fossil Show

📅 Date: Saturday, October 3, 2026
📍 Location: Old Waldorf School, 3074 Crain Highway, Waldorf
🕒 Time: 9:00 AM–4:00 PM

Browse rocks, fossils, crystals, polished stones, mineral specimens and handcrafted jewelry during this annual indoor show.

👉 Event Link: https://www.smrmc.org/rock-show.html

🎟 Food Waste Prevention Week Fest

📅 Date: Friday, October 2, 2026
📍 Location: Waldorf Senior & Recreational Center, 90 Post Office Road, Waldorf
🕒 Time: 10:00 AM–2:00 PM

This free community event combines games and activities with exhibits and ideas for reducing food waste at home.

👉 Event Link: https://www.charlescountymd.gov/Home/Components/Calendar/Event/17890/

📣 Want Your Event Featured?

Have a festival, market, workshop, community gathering, performance or other Southern Maryland event coming up?

Submit your information for consideration through the Southside Happenings Community Spotlight.

Local businesses and community organizations can also use the Community Spotlight to share what they have happening around Southern Maryland.

📅 Stay Connected with Local Events

Follow Southside Happenings each week for:

• ✔ Local festivals

• ✔ Family-friendly activities

• ✔ Live music & entertainment

• ✔ Community gatherings

• ✔ Seasonal events across Southern Maryland

Schedules, admission details and event programming can change. Check the organizer’s official event page before making your trip.

🔎 Discover More Things to Do in Southern Maryland

Looking for more local activities and guides?

Explore Things to Do in Southern Maryland for more activities, attractions, community happenings and ideas for getting out around the region.

Visit Southside Happenings: Southern Maryland Community Events & Local Activities to keep up with upcoming events throughout Charles, St. Mary’s and Calvert counties.

Check out Tips, Home Hacks, Home Decoration & Maintenance for helpful seasonal tips, decorating inspiration, maintenance ideas and practical guides.

Have a local event or business you’d like featured? Visit the Community Spotlight — Submit Your Business or Event to share the details.

Save Southside Happenings, follow the weekly updates, and check back for the next roundup of Charles County events this weekend and activities throughout Southern Maryland.