Festivals and Special Events

Car Club ShowcaseNew

Cruise on down to Brownwood Paddock Square for The Villages Entertainment first ever Car Club Showcase! Featuring 7 car clubs from around The Villages, join us for a new showcase along with free live entertainment on the main stage! ...
Jan 28, 2023
5:00 pm - 9:00 pm
Brownwood Paddock Square

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 29, 2023
1:00 pm - 4:00 pm
Spanish Springs Town Square

The Rotary Club of The Villages® Chili Cookoff, Craft Beer Fest, Home & Garden Show

The Rotary Club of The Villages Foundation Inc. presents 24th Chili Cookoff and 11th Home and Garden Show, this year we are also adding a Craft Beer Festival! The event is scheduled for Saturday, February 4, 2023, 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 04, 2023
10:00 am - 4:00 pm
Lake Sumter Landing Market Square

Spanish Springs Arts & Crafts Festival

We return to one of our most popular and well-attended shows in The Villages® community! The show will be located at Spanish Springs. The Villages® community is an upscale community with several downtowns and is located in Central Florida South of Ocala, near Leesburg. ...
Feb 11 - 12, 2023
10:00 am - 5:00 pm
Spanish Springs Town Square

February 2023 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. Featuring British Motoring Club, along with free live entertainment. ...
Feb 18, 2023
4:00 pm - 9:00 pm
Spanish Springs Town Square

2023 Mardi Gras

Mardi Gras Is back and is now better than ever! This fun annual tradition features all things that make Mardi Gras great including: Decorations, Beads, Live Music and of Course Drinks. This years Festival features live music by the Jammin' Jambalaya band. Come join the Fun! This year's festival will take place at Lake Sumter Landing. ...
Feb 21, 2023
4:00 pm - 9:00 pm
Lake Sumter Landing Market Square

2023 Strawberry Festival

Fross & Fross Wealth Management presents; The Villages annual Strawberry Festival celebrates the transition from winter to spring, a time of renewal and color. Come Join us for a weekend of fun at the Brownwood Paddock Square. This year's Festival promises to be fun for the whole family with the return of the Paul Bunyon Lumber Jack Show, Market Vendors, Food trucks, Villages Lifestyle Entertainment Groups and live music from Hayfire(Saturday only) and The Greg Warren Band (Sunday Only). ...
Feb 25 - 26, 2023
10:00 am - 4:00 pm
Brownwood Paddock Square

St. Patrick’s Day Festival 2023 – Lake Sumter Landing

Come join the fun as we come together at Lake Sumter Landing to celebrate St. Patrick's Day, Live Entertainment provided by the Engilsh Country Dancers, Sounds of Scotland, All That Ballroom, and The Villages Twirlers & Drum Corp. The Main Stage will feature Celtic Rock by Cleghorn. ...
Mar 11, 2023
4:00 pm - 9:00 pm
Lake Sumter Landing Market Square

St Patrick’s Day Festival 2023 – Spanish Springs

Come join the fun as we come together at Spanish Springs Town Square to celebrate St. Patrick's Day, Live Entertainment provided by The Sunshine Strollers, The Sounds of Scotland, The Prime Time Twirlers, Pacific Paradice Dancers and the Villages Cheerleaders. The Main Stage will feature the Byrne Brothers. ...
Mar 17, 2023
3:00 pm - 9:00 pm
Spanish Springs Town Square

March 2023 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. Featuring The Central Florida Classic Thunderbirds 55, 56, 57, along with free live entertainment on the main stage. ...
Mar 18, 2023
4:00 pm - 9:00 pm
Spanish Springs Town Square

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...  ...
Mar 26, 2023
1:00 pm - 4:00 pm
Lake Sumter Landing Market Square

Brownwood Arts & Crafts Festival

Brownwood Paddock Square is located in the Southwest corner of The Villages, west of Buena Vista Boulevard and north of County Road 44. The center draws out residents with its entertainment, shopping, and dining. The Craft Festival in Brownwood is one amazing show you just have be a part of. Held at Brownwood in the Villages® community, this spectacular event draws in local crowds and always produces exceptional sales from the craft savvy lovers that attend year after year. The show will take place during Easter Weekend. ...
Apr 08 - 09, 2023
10:00 am - 5:00 pm
Brownwood Paddock Square

April 2023 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. Featuring The Villages Vintage Car Club, along with free, live, entertainment from The Rundown Band on the main stage. ...
Apr 15, 2023
4:00 pm - 9:00 pm
Spanish Springs Town Square

2023 Blueberry Festival

Come on down to Brownwood for the 3rd annual Blueberry Festival. This event features fresh produce, food trucks, and exciting entertainment featuring Ronnie Dee and the Superstars Band on the dogtrot porch main stage. ...
Apr 21, 2023
4:00 pm - 9:00 pm
Brownwood Paddock Square

2023 Cinco de Mayo Celebration

Celebrate the Mexican Heritage at Spanish Springs on May 5th from 5pm-9pm. Enjoy free live entertainment from the Stella Beat, & resident performer groups. ...
May 05, 2023
5:00 pm - 9:00 pm
Spanish Springs Town Square

May 2023 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. Featuring King of the Road Leesburg Chapter, along with free, live, entertainment from ICON on the main stage. ...
May 20, 2023
4:00 pm - 9:00 pm
Spanish Springs Town Square
No event found!