Calvert County events this weekend offer a full lineup of waterfront celebrations, fall markets, local history, farm activities, outdoor adventures, and community gatherings from Thursday, October 8 through Sunday, October 11, 2026.

If you’re searching for things to do in Calvert County this weekend, there’s plenty happening in Solomons, North Beach, St. Leonard, Port Republic, and other communities across Southern Maryland.

Living in Calvert County offers access to a distinctive combination of Chesapeake Bay and Patuxent River scenery, parks, museums, farms, historic destinations, and community traditions. This October weekend brings many of those experiences together.

Here are some events to add to your weekend plans.

⭐ Featured Calvert County Events This Weekend

⭐ Patuxent River Appreciation Day (PRAD) 2026

📅 Date: Saturday, October 10, 2026
📍 Location: Calvert Marine Museum, 14200 Solomons Island Rd, Solomons, MD
🕒 Time: 10:00 AM–4:00 PM

Celebrate the Patuxent River and its importance to Southern Maryland during Patuxent River Appreciation Day at the Calvert Marine Museum.

PRAD brings together environmental education, maritime heritage, community organizations, entertainment, and hands-on activities. The celebration includes free museum admission, along with activities such as boat rides, live music, toy boat building, and environmental exhibits.

It’s an excellent starting point for visitors looking for things to do in Solomons MD this weekend.

👉 Event Link:
https://www.calvertmarinemuseum.com/311/PRAD

⭐ 2nd Annual Shuck It! Solomons Oyster Trail

📅 Date: Saturday, October 10, 2026
📍 Location: Participating locations throughout Solomons, MD
🕒 Time: 11:00 AM–4:00 PM

Seafood fans have another reason to spend Saturday in Solomons during the second annual Shuck It! Solomons Oyster Trail.

Participating restaurants will showcase oysters prepared in different ways, while participating businesses offer specials around town. Visitors can follow the Oyster Trail, collect passport stamps, and experience different stops around Solomons.

With PRAD happening the same day, visitors can combine both activities for a full day around the waterfront.

👉 Event Link:
https://choosecalvert.com/calendar.aspx?EID=23164&PREVIEW=YES

⭐ Monster Market at Annmarie Sculpture Garden

📅 Date: Saturday, October 10, 2026
📍 Location: Annmarie Sculpture Garden & Arts Center, 13470 Dowell Rd, Solomons, MD
🕒 Time: 9:00 AM–2:00 PM

Get into the October spirit at Monster Market at Annmarie Sculpture Garden & Arts Center.

This seasonal open-air market brings together local makers and creative finds in the unique setting of Annmarie Garden. Visitors can browse the market and enjoy the surrounding art and woodland setting.

For anyone searching for Calvert County fall events or a Saturday market near Solomons, Monster Market adds another stop to an already busy weekend.

👉 Event Link:
https://www.annmariegarden.org/

🎉 Don’t Miss This Week in Calvert County

From the Solomons waterfront to North Beach and the rural landscapes around St. Leonard and Port Republic, this weekend provides several different ways to experience Calvert County.

You can celebrate the Patuxent River, sample oysters around Solomons, explore a seasonal market, visit a farm, experience living history, take a ghost tour, or paddle through the Parkers Creek watershed.

That variety is especially useful for anyone searching for events near me in Calvert County MD or Southern Maryland events this weekend.

For even more local activities, bookmark Southside Happenings: Southern Maryland Community Events & Local Activities. It’s a convenient place to keep up with festivals, community gatherings, entertainment, and seasonal activities across the region.

Event details can change, particularly for outdoor activities, so confirm schedules, admission requirements, registration, and weather policies directly with organizers before attending.

🍂 Fall & Family-Friendly Things to Do in Calvert County

October is an especially good time to explore Calvert County fall events, and this weekend includes several activities that embrace the season.

Monster Market offers an arts-focused way to enjoy an October morning, while Horsmon Farm Harvest Festival delivers a more traditional farm experience.

At Horsmon Farm in St. Leonard, visitors can enjoy seasonal activities such as pumpkin picking, wagon rides, farm attractions, and outdoor fun.

History enthusiasts can take a different approach to the weekend at Jefferson Patterson Park & Museum, where the War of 1812 Living History Program offers an opportunity to connect with Southern Maryland’s past.

PRAD also combines recreation with environmental and maritime education, making it another option to consider when looking for family-friendly things to do in Calvert County this weekend.

🌊 Waterfront & Outdoor Events in Solomons, North Beach & Port Republic

One of the defining features of Calvert County is its relationship with the water, and this weekend’s event calendar reflects that connection.

Solomons is particularly busy Saturday.

Visitors can begin the morning at Monster Market before heading toward the Calvert Marine Museum for Patuxent River Appreciation Day. The Shuck It! Solomons Oyster Trail provides another way to explore participating locations around town.

Later in the evening, Spooky Solomons Ghost Tours offer a very different perspective on the waterfront community through local history, nautical folklore, and ghost stories.

Farther north, the Experience Calvert Festival brings community activity to the North Beach waterfront.

Nature enthusiasts can head toward Port Republic for a guided canoe experience at Parkers Creek, offering an opportunity to experience wetlands and tidal environments during the fall season.

With so much happening near the water, Saturday is an especially strong day for things to do in Calvert County this weekend.

📅 More Calvert County Events This Week

🎟 Experience Calvert Festival

📅 Date: Saturday, October 10, 2026
📍 Location: North Beach Boardwalk, Bay Ave, North Beach, MD
🕒 Time: 12:00 PM–5:00 PM

Spend Saturday afternoon along the Chesapeake Bay at the Experience Calvert Festival in North Beach.

The waterfront community event highlights Calvert County with local vendors, entertainment, and activities along the boardwalk.

It’s another option for visitors searching for North Beach events this weekend or an afternoon activity with waterfront scenery.

👉 Event Link:
https://www.northbeachmd.org/

🎟 War of 1812 Living History Program

📅 Date: Saturday, October 10, 2026
📍 Location: Jefferson Patterson Park & Museum, 10515 Mackall Rd, St. Leonard, MD
🕒 Time: 9:30 AM–4:00 PM

Step into history at Jefferson Patterson Park & Museum during a War of 1812 Living History Program.

Historical interpretation and demonstrations provide visitors with a closer look at the period and Southern Maryland’s connection to the War of 1812.

Check the museum’s current event information before attending for the latest program schedule and visitor details.

👉 Event Link:
https://jefpat.maryland.gov/

🎟 Horsmon Farm Harvest Festival

📅 Date: Saturday, October 10–Sunday, October 11, 2026
📍 Location: Horsmon Farm, 1865 Horsmon Farm Ln, St. Leonard, MD
🕒 Time: 10:00 AM–5:00 PM

Celebrate the fall season at Horsmon Farm with a weekend of farm activities.

The Harvest Festival offers seasonal attractions including pumpkin picking, wagon rides, and other outdoor farm experiences, making it an option for those looking for fall activities in St. Leonard MD.

Check directly with the farm for current admission and activity information.

👉 Event Link:
https://www.horsmonfarm.com/

🎟 Spooky Solomons Ghost Tours

📅 Date: Saturday, October 10, 2026
📍 Location: Solomons Island Boardwalk Gazebo, 14488 Solomons Island Rd S, Solomons, MD
🕒 Time: 6:00 PM and 8:00 PM

Discover another side of Solomons during an evening walking tour featuring local history, maritime stories, and ghostly tales.

The roughly one-mile walking experience offers an October evening activity after the daytime events around Solomons have wrapped up.

The official listing indicates a $20 admission cost. Check availability before attending, as tours may have limited capacity.

👉 Event Link:
https://www.calvertcountymd.gov/Calendar.aspx?EID=23619&calType=0&day=3&month=10&year=2026

🎟 Guided Canoe Trip at Parkers Creek

📅 Date: Saturday, October 10, 2026
📍 Location: Parkers Creek Watershed, Port Republic, MD
🕒 Time: 3:00 PM–6:00 PM

Spend part of Saturday afternoon exploring the Parkers Creek watershed by canoe.

The guided experience provides an opportunity to paddle through a distinctive natural area while enjoying the changing fall landscape and observing local habitats.

Because paddling activities can have registration requirements, participant restrictions, or weather-related changes, confirm details with the organizer before attending.

👉 Event Link:
https://www.acltweb.org/

📣 Want Your Event Featured?

Hosting a festival, market, community gathering, fundraiser, performance, workshop, outdoor program, or other event in Calvert County or elsewhere in Southern Maryland?

Local organizations, businesses, and event organizers can use Community Spotlight / Submit an Event to share information for consideration.

When submitting an event, include the event name, date, time, location, brief description, and official event or registration link whenever possible.

Providing complete information helps people searching for Calvert County community events find upcoming activities and make weekend plans.

📅 Stay Connected with Local Events

Check back regularly for:

  • ✔ Local festivals

  • ✔ Family-friendly activities

  • ✔ Live music & entertainment

  • ✔ Community gatherings

  • ✔ Seasonal events across Southern Maryland

Event schedules, admission requirements, registration availability, and weather policies can change. Confirm current details directly with the organizer or venue before attending.

🔎 Discover More Things to Do in Southern Maryland

There’s always more happening beyond one weekend.

Explore Things to Do in Southern Maryland for more activities, seasonal guides, destinations, and ideas for exploring the region.

For weekly community calendars and upcoming local activities, bookmark Southside Happenings: Southern Maryland Community Events & Local Activities.

Have a community event or local business you’d like considered for a future feature? Visit Community Spotlight / Submit an Event.

You can also explore Tips, Home Hacks, Home Decoration & Maintenance for practical tips, seasonal inspiration, and useful guides.

Save this weekend guide, follow Southside Happenings for weekly updates, and submit your event to help more Southern Maryland residents discover what’s happening around Calvert County.

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