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Festivals & Other Events

Scooter’s Christmas Pajama BashAmerican Sign Language Interpretation Available

Scooter’s Christmas Pajama Bash brings all of your favorite Christmas activities to Brownwood for this amazing event. Join us Sunday, December 22, 2024 for a night filled with Music, Dancing, Pajama Contests, Photo Booth and more.
Dec 22, 2024
4:00 pm - 9:00 pm
Brownwood Paddock Square
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Arts & Crafts Festival – Lake Sumter Landing

The Villages® community is our most popular venue by far, with a large buying crowd, plenty of exposure and the support of local businesses. It's easy to see why this charming town is one of Florida's most desirable communities. The festival is set up at Lake Sumter Landing, a popular shopping and eating destination in the community.
Jan 11 - 12, 2025
10:00 am - 5:00 pm
Lake Sumter Landing Market Square
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January Cruise-In

Cruise on down to Spanish Springs for The Villages Entertainment monthly car show. Residents and non-residents alike are welcome to register their classic car with a model 30 years or older.
Jan 18, 2025
4:00 pm - 9:00 pm
Spanish Springs Town Square
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Electric Light Party, January 24th 5pm-9pm at Lake Sumter Landing Market Square. The four vocalists, dressed in light-up jackets and glasses, pose for this event, hosted by The Villages Entertainment (logo in the bottom right corner).

Electric Light Party

Illuminate the night at Lake Sumter Landing dressed in your glow and lights! The evening will shine all night long with Blonde Ambition on stage, as well as a bright variety of entertainment and vendors.
Jan 24, 2025
4:00 pm - 10:00 pm
Lake Sumter Landing Market Square
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Artists ‘Round The Square

Artists 'Round the Square is presented by the Visual Arts Association (VAA). Artists will display and sell artwork around the square in several different Mediums including but not limited to; Acrylic, Oil, Glass, Photography, Clay and more..
Jan 26, 2025
12:00 pm - 3:00 pm
Spanish Springs Town Square
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The Rotary Club of The Villages® Chili Cookoff, Craft Beer Fest, Home & Garden Show

The Rotary Club of The Villages Foundation Inc. presents 27th Chili Cookoff and 15th Home and Garden Show and 4th Craft Beer Festival The event is scheduled for Saturday, February 1, 2025, at Lake Sumter Landing, in The Villages, from 10am to 4pm and chili and beer tasting begins at noon. We are expecting 10,000 plus people to come out to the event. Not only does the event allow us to support local charitable efforts; but also gives exposure to your business from the fastest growing retirement community.
Feb 01, 2025
10:00 am - 4:00 pm
Lake Sumter Landing Market Square
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February Cruise-In

Cruise on down to Spanish Springs for The Villages Entertainment monthly car show. Residents and non-residents alike are welcome to register their classic car with a model 30 years or older.
Feb 16, 2025
4:00 pm - 9:00 pm
Spanish Springs Town Square
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2025 Strawberry Festival

Join us at The Villages' annual Strawberry Festival at Brownwood Paddock Square! Celebrate the season with a weekend of family fun featuring the Paul Bunyan Lumberjack Show, market vendors, food trucks, Villages Lifestyle Entertainment Groups, and live music from the Greg Warren Band (Saturday) and Hayfire (Sunday), with more acts to be announced.
Feb 22 - 23, 2025
Brownwood Paddock Square
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Mardi Paw March, Lake Sumter Landing. A large logo (including the title of the event with two pawprints, all varying in colors purple, green, and yellow) is centered. Illustrated Mardi Gras beads embellish the top left and the bottom right corners.

2025 Mardi Paw March

Kick off the 2025 Mardi Gras Festival with the 4th annual Mardi Paw March  pet walk and costume contest at Lake Sumter Landing on Tuesday, March 4, 2025 at 3:30 p.m.  All contestants must be registered to participate in the walk.
Mar 04, 2025
3:30 pm
Lake Sumter Landing Market Square
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2025 Mardi Gras

Mardi Gras is back and better than ever! This beloved annual tradition brings all the excitement of Mardi Gras to life, with vibrant decorations, plenty of beads, lively music, and, of course, festive drinks. This year’s celebration will feature incredible live performances you won’t want to miss. Join us for all the fun at Lake Sumter Landing Market Square!
Mar 04, 2025
4:00 pm - 9:00 pm
Lake Sumter Landing Market Square
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March Cruise-In

Cruise on down to Spanish Springs for The Villages Entertainment monthly car show. Residents and non-residents alike are welcome to register their classic car with a model 30 years or older.
Mar 16, 2025
4:00 pm - 9:00 pm
Spanish Springs Town Square
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