Mother’s Day is the perfect excuse to slow down, soak in the Florida sunshine, and celebrate the women who do it all. If you’re local to Winter Garden (or thinking about making a day of it here), there are so many meaningful ways to spend the weekend, from charming markets to unique experiences you won’t find anywhere else and delicious brunches. Winter Garden is your go-to place.
Here’s your go-to guide for Mother’s Day events and activities in Winter Garden and nearby areas.
This is where you want to plan ahead—these are the most in-demand reservations of the year.
If you want something a little different from the typical brunch, this is a standout.
🗓 May 9 at 1 PM
🗓 May 10 at 12 PM & 2 PM
🎟 Ticket purchase required
Think:
👉 Best for a slower, more intentional celebration.
If you love the idea of a tea party but want something a little more spacious and scenic, this is a beautiful option just outside downtown.
🗓 Sunday, May 10 | 12:00 PM – 4:00 PM
💲 $49 Adults | $19 Children (under 12)
🥂 $20 Bottomless Mimosa Add-On
🎟 Reservations required
What to expect:
👉 Best for: a relaxed but elevated Mother’s Day that still feels like an experience
One of the most sought-after dining experiences in downtown.
🗓 May 10 | 11 AM & 1:30 PM
💲 $70 per person (prepaid)
🎟 Reservation/ticket required
Expect a family-style, multi-course meal that feels like an occasion—not just brunch.
👉 Best for: making Mother’s Day feel like a true event.
A go-to for elevated dining in Winter Garden.
🗓 May 10
They’re known for seasonal, high-quality dishes, and Mother’s Day brunch here tends to be one of the most polished options locally.
👉 Best for: a refined but still relaxed experience.
A fun, slightly more modern take on Mother’s Day.
🗓 Sunday, May 10
What makes this one different:
👉 Best for: a mix of brunch + something a little memorable and interactive.
If brunch reservations are booked (or you want something more interactive), this is one of the most fun and memorable options happening that weekend.
🗓 Saturday, May 9 | 12:00 PM
💲 $40 Adult Ticket | $10 Child Ticket (under 14)
🎟 Ticket purchase required
What to expect:
Each ticket includes:
👉 Best for: families who want an experience over a reservation
It’s a really solid alternative to a traditional brunch—and honestly, way more memorable for kids.
If you want something a little more memorable than brunch, this is it.
📍 Winter Garden Masonic Lodge
🗓 Sunday, May 10, 2026
Take a relaxing horse-drawn carriage ride through the historic district—a unique way to slow down and enjoy the charm of downtown.
Perfect for:
It’s not just the events—it’s how the city shows up.
Between walkability, thoughtful planning, and a real focus on community, Winter Garden makes it easy to create a day that actually feels enjoyable—not rushed or chaotic. From parking garages to overflow lots and even shuttles for larger events, it’s designed to support both residents and visitors.
Whether you’re booking a full brunch experience or just strolling the farmers market with coffee in hand, Mother’s Day in Winter Garden is about slowing down and making memories.
If you ever want more local guides like this—or you’re thinking about making Winter Garden home—we are always happy to help.
Winter Garden Real Estate & Property Management is a family-owned boutique brokerage proudly recognised as one of Orlando's Top 3 Best Brokerages in 2024. From buying and selling to full-service property management, we deliver hands-on, relationship-driven results for homeowners and investors across Central Florida.
