The Miller Group Weekend Guide

What Are We Doing This Weekend, Lake Mary?

SEPTEMBER 18–20, 2026

No scrolling through six different event pages required. From a Saturday morning downtown to family fun, live music, a little local history and a Sunday morning 5K you can run with your dog, we found a few reasons to get out of the house.

Save the list. Pick your favorites. Go have a weekend.

A Weekend Around Lake Mary

Whether you want something easy with the family, a Friday-night excuse to get out, or a reason to be up early Sunday morning, here are a few local picks worth putting on the calendar.

Saturday Morning • Free • Dog Friendly

Start Saturday at the Lake Mary Farmers Market

Saturday, September 19 • 9:00 AM–1:00 PM Central Park • 100 N Country Club Rd, Lake Mary, FL 32746 Admission: Free

Coffee in hand, a walk through Central Park and plenty of local things to browse. The Lake Mary Farmers Market includes fresh produce, plants, orchids, honey, baked goods, handmade items, pet treats and more.

Dogs are welcome too—just keep them leashed while you wander.

Saturday • Family Pick • Ages 5+

Let the Kids Build Their Own Spooky Squad

Saturday, September 19 • 12:00–1:30 PM Painting with a Twist Lake Mary 101 N Country Club Rd Ste 130, Lake Mary, FL 32746 $30 per painter

Halloween can apparently start in September. Kids can choose a pumpkin design and paint their own little spooky character during this family-friendly Lake Mary session.

The event is listed for ages 5 through adult. Arriving about 15–20 minutes early is recommended.

Before you go: the official event page currently says online reservations are not being accepted. Call the Lake Mary studio at 407-878-5245 to confirm availability.
Saturday • Local History • Free Stop

You've Driven Through Lake Mary. Do You Know Its Story?

Saturday • 10:00 AM–3:00 PM Lake Mary Historical Museum 158 N Country Club Rd, Lake Mary, FL 32746

If you're already downtown for the Farmers Market, keep the day going with a quick stop at the Lake Mary Historical Museum.

The museum preserves photographs, documents, artifacts and stories tied to Lake Mary and the surrounding community—and it sits just a short distance from Central Park.

Friday Night • Live Music

Friday Night? Head Somewhere Local.

Friday, September 18 Lunar Flare at Lake Mary Pub & Tiki Bar 119 W Crystal Lake Ave, Lake Mary, FL 32746

If your ideal Friday night is more neighborhood hangout than complicated itinerary, Lake Mary Pub & Tiki Bar has Lunar Flare on its current September calendar.

Grab something to eat, find a spot out back and let somebody else handle the playlist for the night.

The venue lists Lunar Flare for September 18. Check its current event calendar before heading over for the latest performance timing.
Sunday • 5K • Dog Friendly

Your Running Buddy Has Four Legs? Perfect.

Sunday, September 20 • Race starts 8:00 AM Registration / check-in opens at 7:00 AM Front Running Sports 1061 S Sun Dr, Lake Mary, FL 32746 5K Run/Walk: $30 + signup fee

The Fast and the Furriest 5K gives you the usual Sunday morning race energy—with one important difference: your dog can get in on it too.

The event includes a 5K Run/Walk, a one-mile option, finisher medals, event shirts, music and a special Doggie Duo division. A portion of proceeds supports Spay N Save.

Plan Your Weekend

See It on the Map

Tap any stop below and the map will update to that Lake Mary location.

Living Local

Could Lake Mary Feel Like Home to You?

One of the reasons we love putting these guides together is that you start seeing a community differently when you're not just driving through it.

Saturday mornings at the market. A neighborhood spot on Friday night. Parks, trails and businesses that become part of your normal routine.

That's the part of moving that doesn't always show up in the listing photos.

Explore Lake Mary →

Have questions about Lake Mary? Call The Miller Group at 407-979-4480 .

Never Miss a Weekend Guide

Want the weekend plans sent to you?

We'll do the searching. You just decide where you're going.

Sign up for The Miller Group Weekend Guide and we'll send local events, family fun, outdoor favorites, restaurants, hidden gems and places worth checking out around Central Florida straight to your inbox.

No need to search six different event pages. We'll bring the ideas to you.

The Miller Group of Keller Williams Realty
407-979-4480
Served more than 1,100 Families since 2006
Let Our Family Help Your Family!
themillergroupofkw.com
Event dates, times, admission, availability and other details may change. Please confirm current information directly with each organizer or venue before heading out. The Miller Group is not the organizer of the events listed above.