Festivals & Special Events

June 2022

June 2022 Cruise In

Cruise on down to Spanish Springs for The Villages Entertainment, 25th Anniversary Cruise In, residents and non-residents alike are welcome to register their classic car, with a model 30 years or older. Featuring The King of The Road Leesburg Chapter of AACA, along with free live entertainment by Rocky & The Rollers on the main stage. ...
Jun 18, 2022
4:00 pm - 9:00 pm
Spanish Springs Town Square
July 2022

Arts & Craft Show

American Craft Endeavors is excited to announce a second craft festival at Brownwood Paddock Square this summer! 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. ...
Jul 02 - 03, 2022
10:00 am - 5:00 pm
Brownwood Paddock Square

2022 All American Brews and Cruise

Celebrate Independence Day with us at Brownwood Paddock Square on Monday, July 4, 2022 4pm-9pm. Enjoy free live entertainment, resident performance groups, stilt walkers, and more. Stroll around the square and immerse yourself in the American culture with market vendors, food trucks, Craft Beer, and American Cars. End the night with a dynamic, patriotic display during the projection light show at 8:30pm. ...
Jul 04, 2022
4:00 am - 9:00 pm
Brownwood Paddock Square

July 2022 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. With free, live, entertainment from Scooter the DJ on the main stage. ...
Jul 16, 2022
4:00 pm - 9:00 pm
Spanish Springs Town Square
August 2022

August 2022 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. Free live entertainment by Blonde Ambition on the main stage. ...
Aug 20, 2022
4:00 pm - 9:00 pm
Spanish Springs Town Square
September 2022

September 2022 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 Mechanical Minds Car Club, along with free live entertainment by the Clark Barrios Band on the main stage. ...
Sep 17, 2022
4:00 pm - 9:00 pm
Spanish Springs Town Square

2022 Brownwood Heritage Festival

This popular festival returns to The Brownwood Paddock Square in 2022, The Heritage Festival celebrates all of the unique cultures found throughout the Villages. It features live musical performances by popular musicians that play a variety of international and domestic music that can be enjoyed by all. You will also enjoy local clubs, organization, and performing groups on and around the square. Also returning this year will be The Passport Challenge. Get there early and receive a passport to carry around to different vendors as you travel through the Festival. Collect 4 or more stamps and you will receive a collectable limited-edition commemorative Heritage Festival Pin! (While supplies last) ...
Sep 30, 2022
4:00 pm - 9:00 pm
Brownwood Paddock Square
October 2022

2022 Spanish Springs Heritage Festival

This popular festival returns to The Spanish Springs Town Square in 2022, The Heritage Festival celebrates all of the unique cultures found throughout the Villages. It features live musical performances by popular musicians that play a variety of international and domestic music that can be enjoyed by all. You will also enjoy local clubs, organization, and performing groups on and around the square. Also returning this year will be The Passport Challenge. Get there early and receive a passport to carry around to different vendors as you travel through the Festival. Collect 4 or more stamps and you will receive a collectable limited-edition commemorative Heritage Festival Pin! (While supplies last) ...
Oct 07, 2022
4:00 pm - 9:00 pm
Spanish Springs Town Square

Monday Night Car Show At Brownwood Featuring The Villages Kia Soul Club

Come out to Brownwood Paddock Square and join us for a night of cars, music, and drinks. Cars around the square will be presented by The Villages Kia Soul Club. Cars will enter the square and be shown starting at 5pm and will be shown during our regularly scheduled nightly entertainment. For more information please contact the presenting Car Club. ...
Oct 10, 2022
5:00 pm - 8:00 pm
Brownwood Paddock Square

October 2022 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 Citrus Mopars Club, along with free, live, entertainment from BLUE STONE CIRCLE on the main stage. ...
Oct 15, 2022
4:00 pm - 9:00 pm
Spanish Springs Town Square

Hometown Halloween 2022

Calling all ghosts and ghouls, Hometown Halloween returns in 2022. Now for 2 nights, Live entertainment throughout the night including live music, Resident performers groups, Carnival Games, a haunted house and more. More Information coming soon. Mark your calendars and prepare for a good time. ...
Oct 28 - 29, 2022
4:00 pm - 9:00 pm
Brownwood Paddock Square
November 2022

November 2022 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 Classic Car Club, along with free, live, entertainment from Rocky & The Rollers on the main stage. ...
Nov 19, 2022
4:00 pm - 9:00 pm
Spanish Springs Town Square
December 2022

December 2022 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 Geezers Non club, along with free, live, entertainment from Johnny Wild and the Delights on the main stage. ...
Dec 17, 2022
4:00 pm - 9:00 pm
Spanish Springs Town Square
No event found!