Howey Artisan Market

?? Introducing the Howey Artisan Market – A New Monthly Market Experience ?? We’re thrilled to launch the Howey Artisan Market, a fresh, community-focused event blending the charm of a farmers market with the creativity of a local artisan fair. ??? Debut Date: Sa......More

?? Introducing the Howey Artisan Market – A New Monthly Market Experience ?? We’re thrilled to launch the Howey Artisan Market, a fresh, community-focused event blending the charm of a farmers market with the creativity of a local artisan fair. ??? Debut Date: Saturday, August 30 ?? Time: 9:00 AM – 2:00 PM ?? Location: Mission Resort + Club ?? Recurring: Every 4th Saturday of the month Each month, attendees can expect a vibrant mix of fresh produce, handcrafted goods, baked items, flowers, and unique finds from talented local vendors and makers. This is a great opportunity to support small businesses, connect with the community, and enjoy a relaxed Saturday in beautiful Howey-in-the-Hills. We look forward to welcoming residents, visitors, and local entrepreneurs to this new monthly tradition!

Mission Resort + Club 10400 County Road 48 Howey-in-the-Hills, FL, 34737

Two Old Hags - Dining with Live Music

Come out and enjoy some dazzling live music from a selection of fine artists at the Two Old Hags Wine Shoppe! Performances will happen every Wednesday from 4 PM to 7 PM and every Friday from 5 PM to 8 PM.

410 W Main St, Leesburg, FL 34748

Burn in the Burg Chili Cook Off 2025

Join us for the annual Burn in the Burg Chili Cook Off at Town Square Historic Downtown Leesburg! If you are ready to cook some chili and win cash prizes and the title of best Chili in Leesburg--sign up to be one of our cooking teams! Promote your business or org......More

Join us for the annual Burn in the Burg Chili Cook Off at Town Square Historic Downtown Leesburg! If you are ready to cook some chili and win cash prizes and the title of best Chili in Leesburg--sign up to be one of our cooking teams! Promote your business or organization! Great Exposure Show Community Support Employee and Group Team Building Win Great Cash Prizes $100 Cooker entry fee includes: 10x10 space, table &4 wristbands Want to eat chili and vote for your favorites? $10 Guest Entry Fee at the gate or in advance online: https://www.zeffy.com/en-US/ticketing/burn-in-the-burg-chili-cook-off Live Music by Soundforge All you can eat Chili samples Cash Bars Cotton Candy, Fresh Lemonade, Kettle Corn and other vendor snacks available for purchase

Town Square Downtown Leesburg

Two Old Hags - Dining with Live Music

Come out and enjoy some dazzling live music from a selection of fine artists at the Two Old Hags Wine Shoppe! Performances will happen every Wednesday from 4 PM to 7 PM and every Friday from 5 PM to 8 PM. 

410 W Main St, Leesburg, FL 34748

Young Professional Monthly Luncheon-November 2025

A chance to congregate with one another, learn, and build lasting relationships with our business peers.            

Two Old Hags - Dining with Live Music

Come out and enjoy some dazzling live music from a selection of fine artists at the Two Old Hags Wine Shoppe! Performances will happen every Wednesday from 4 PM to 7 PM and every Friday from 5 PM to 8 PM.

410 W Main St, Leesburg, FL 34748

Mote-Morris House - Open for Tours

The Mote-Morris House will be open for tours every 2nd and 4th Saturday, 10 a.m. to 2 p.m. Everyone is welcome.  For additional information, please contact the Leesburg Recreation & Parks Department at (352) 728-9885. 

1195 W Magnolia St, Leesburg, FL 34748

City of Leesburg's Veterans Day Parade

 Join Us for the Veterans Day Parade in Downtown Leesburg!   Mark your calendars and bring your family and friends to honor our brave veterans at the Veterans Day Parade! On Saturday, November 8th, 2025, at 11 AM, Downtown Leesburg will come alive with patriotic s......More

 Join Us for the Veterans Day Parade in Downtown Leesburg!   Mark your calendars and bring your family and friends to honor our brave veterans at the Veterans Day Parade! On Saturday, November 8th, 2025, at 11 AM, Downtown Leesburg will come alive with patriotic spirit, heartfelt gratitude, and community pride. This is a day to celebrate the courageous men and women who have served our country with honor and distinction. Enjoy a vibrant procession featuring marching bands, decorated floats, veteran organizations, and much more.   Event Details Date: Saturday, November 8th, 2025 Time: 11:00 AM Location: Main St., Downtown Leesburg   We invite everyone to come out, wave your flags, and show your appreciation for our veterans. It's a perfect opportunity for families to gather and create lasting memories while paying tribute to our heroes. Want to be a part of the parade? We are looking for participants to join in the festivities! Whether you're a veteran, part of a community group, or just passionate about showing your support, we welcome you to participate. To access an application form for submission, please click/tap HERE.   Let's come together as a community to honor our veterans and make this a memorable celebration. See you at the parade!

Towne Square, Downtown Leesburg - 500 W Main St. Leesburg, FL 34748

West Leesburg CDC 3rd Annual Fall Festival

West Leesburg CDC 3rd Annual Fall Festival; located at Berry Park at 11am-2pm

Two Old Hags - Dining with Live Music

Come out and enjoy some dazzling live music from a selection of fine artists at the Two Old Hags Wine Shoppe! Performances will happen every Wednesday from 4 PM to 7 PM and every Friday from 5 PM to 8 PM. 

410 W Main St, Leesburg, FL 34748

Speed Networking Event - November

Join the Leesburg Area Chamber for a morning of Speed Networking! Designed to help you quickly meet a variety of connections and grow your network, this fun and fast-paced event is not to be missed! 7:45 am - Light Continental Breakfast Available 8-9 am Ready, Set, G......More

Join the Leesburg Area Chamber for a morning of Speed Networking! Designed to help you quickly meet a variety of connections and grow your network, this fun and fast-paced event is not to be missed! 7:45 am - Light Continental Breakfast Available 8-9 am Ready, Set, Go! Speed Networking! Rogers Park Pavilion 610 South 9th Street, Leesburg RSVP at www.leesburgchamber.com -THIS IS A MEMBERS ONLY EVENT- PLEASE RSVP

Rogers Park Pavilion 610 South 9th Street, Leesburg

Two Old Hags - Dining with Live Music

Come out and enjoy some dazzling live music from a selection of fine artists at the Two Old Hags Wine Shoppe! Performances will happen every Wednesday from 4 PM to 7 PM and every Friday from 5 PM to 8 PM.

410 W Main St, Leesburg, FL 34748

City of Leesburg's Flapjack 5K

The City of Leesburg  Presents FLAPJACK 5K Saturday | November 15, 2025  Leesburg Towne Square 8am - Noon     Join the City of Leesburg for Flapjack 5K!  Kick off the day by taking part in our Flapjack 5K beginning at 8am - then enjoy those well earned carbs......More

The City of Leesburg  Presents FLAPJACK 5K Saturday | November 15, 2025  Leesburg Towne Square 8am - Noon     Join the City of Leesburg for Flapjack 5K!  Kick off the day by taking part in our Flapjack 5K beginning at 8am - then enjoy those well earned carbs with a palooza of pancakes! 3.1 Mile run/walk   Early Bird Special – Flapjack 5K Ready, set... register early! Sign up for the Flapjack 5K now through July 31st for just $35! Starting August 1st, registration goes up to $45—so don’t wait! Your race entry includes: Official race day T-shirt Finisher medal First complimentary mimosa or Bloody Mary And of course… a palooza of pancakes! Lace up, fuel up, and don’t miss the most delicious run of the year! Click HERE to register online! Thank You to Kroger Deliver for Sponsoring this event!

Towne Square, Downtown Leesburg - 500 W Main St. Leesburg, FL 34748

WOW - Worship on the Water

Join us for an hour of Live Worship Music with Free food and refreshments with a beautiful view. Located at the Octagon Pavilion in Venetian Gardens just down the way from Ski Beach Restaurant. It is held every 3rd Sunday starting at 4 PM.

Octagon Pavilion in Venetian Gardens (next to Ski Beach Bar & Grill) 21 Dozier Cir, Leesburg, FL 34748

New Member Orientation - November

Join us to learn more about the chamber, your membership, and meet other new members! Lunch is included. 

Leesburg Area Chamber 600 Market St., Leesburg

Two Old Hags - Dining with Live Music

Come out and enjoy some dazzling live music from a selection of fine artists at the Two Old Hags Wine Shoppe! Performances will happen every Wednesday from 4 PM to 7 PM and every Friday from 5 PM to 8 PM. 

410 W Main St, Leesburg, FL 34748