Skip the tourist traps! This weekend is packed with unique local vibes, from Oakland history to celebrating ZORA! culture. Check out these obscure and hands-on events happening just for Orlando families on Jan 31st and Feb 1st.
Quick Picks
Town of Oakland Heritage Day
Speer Park
Support local and soak up history with music and crafts in Oakland.
4th Annual Orlando FamilyFest
Dezerland Park
Orlando's biggest indoor festival—perfect if the weather turns!
Maitland Police Family Fun Day
Maitland
Bounce houses, face painting, and a chance to see real police vehicles up close.
· January 31
44TH ANNUAL ORLANDO FAMILYFEST : This massive indoor fest has tons of free kid activities like Play-Doh stations at every vendor. Perfect for toddlers through teens, and you can check out the venue exhibits afterwards!It’s Orlando's largest *indoor* family festival, meaning you're covered rain or shine, and every vendor has a free hands-on activity for kids.
MAITLAND POLICE FAMILY FUN DAYFREE : Head up to Maitland for a totally free afternoon with bounce houses, slides, and face painting. The highlight is letting the little ones explore real police vehicles!It’s completely free, outdoorsy fun, and great for younger kids who love seeing big trucks and meeting local officers.
TOWN OF OAKLAND HERITAGE DAYFREE : Looking for that chill, small-town feel? This free festival in Oakland features live music, food trucks, and local arts and crafts vendors.This is your chance to experience a real, relaxed local vibe away from the major Orlando crowds while supporting neighborhood vendors.
MOVIEAT PARTIES PRESENTS INSIDE OUT : Outdoor movie night featuring *Inside Out*! They've made a special, simple kid-approved menu, which is genius if you have picky eaters.A cozy outdoor movie experience, and the specialized menu addition makes dining out with tough critics much easier.
· February 1
3CROSSING THE MOAT: DEDICATION DAY CELEBRATION (SUN) : Celebrate the history of Bok Tower Gardens with a full day of music and storytelling this Sunday. It’s a beautiful backdrop for a family wander.This is a weekend-specific celebration honoring a historical dedication, making a trip to the beautiful gardens feel more special and unique this Sunday.
2026 ZORA!® FESTIVAL SEASON: OUTDOOR FESTIVAL OF THE ARTS (SUN) : It’s the final day of this 3-day festival celebrating heritage and creativity with performances and art. Great cultural immersion for the family!It's your LAST CHANCE to catch this cultural festival, offering a rich experience in art, performance, and heritage.
51ST ANNUAL MOUNT DORA ARTS FESTIVAL (SUN)FREE : Stroll through historic Mount Dora to see 300 juried fine artists showing their work. Free to browse, so you can enjoy the atmosphere and maybe snag a unique piece.This is a major, established local arts event that feels like a delightful day trip, offering high-quality browsing without the entry fee.
Frequently Asked Questions
What free family events are happening in Orlando this weekend?
This weekend (Jan 31 - Feb 1) you can enjoy the free Town of Oakland Heritage Day on Saturday, and browse the incredible 51st Annual Mount Dora Arts Festival on Sunday.
Where can I find kid-friendly outdoor fun on Saturday?
Check out the Maitland Police Family Fun Day for bounce houses and police vehicles from 11 AM to 2 PM, or head to Oakland Heritage Day for a relaxed morning of music and crafts.
Are there any limited-time cultural events happening on Sunday?
Yes! Sunday is your last chance for the ZORA!® Festival of the Arts celebrating heritage in Maitland, or you can celebrate the historical dedication at Bok Tower Gardens.