June 14, 2023 Live Music – Groove 41 Groove 41 is a variety dance band founded in 2015 by husband-and-wife team Lito on bass & May on vocals. Their repertoire caters to a dancing audience of all ages and music from different genres i… Read More
June 16, 2023 Live Music – Occasional Astronauts Occasional Astronauts is a premier Central Florida-based band specializing in performing your favorite Rock, Country, and Pop hits from the 60's to today. Read More
June 17, 2023 Old Town Live – Earthbeat A classic dance band featuring Country, Rock and Motown hits! Read More
June 18, 2023 Live Music – The Rundown The Rundown's repertoire includes arrangements by Queen, Toto, Bruno Mars, Zack Brown Band, The Police, Bob Marley, Van Halen, Journey, Gavin DeGraw, Spin Doctors, U2, Stone Temple Pilots, Duran Duran… Read More
June 21, 2023 Live Music – The Dukes Jim grew up in the Boston area where he hosted an oldies radio show and started singing with a local doo wop group. He is an avid record collector, and has been in the entertain… Read More
June 23, 2023 Live Music – Groove Infusion Groove Infusion is a band made up of musicians that have one goal in mind....to make you dance! Read More
June 24, 2023 Live Music – Rocktown Rocktown is Orlando Florida’s #1 party rock cover band. Members of Rocktown have shared the stage with many national acts including Joan Jett and the Blackhearts, Foreigner, Cindy Lauper, Puddle … Read More
June 25, 2023 Exotic Cars & Coffee Join us for some coffee and car talk. The term "exotic" is used in marketing by automakers to mean "unusual or expensive," but we like to think it means "the type of vehicle that dreams are made of.… Read More
June 25, 2023 Import Car Show Join us on the last Sunday of every month from 4:00pm – 9:00pm on Trophy Row for our Import Car Show. **All cars must be SHOW QUALITY and will enter parking area off of Florida Plaza filling in a… Read More
June 28, 2023 Live Music – The Good Stuff Good Stuff began as a father/daughter duo based in "sunny" Lakeland, Florida over 20 years ago. Their “full sound” is unique, rich with family harmonies. With a repertoire of hundreds of songs spa… Read More
June 30, 2023 Live Music – Eklectik Haze The hottest new thing to hit the streets of Central Florida, Eklectik Haze is a youthful, high energy band that will get you on your feet! Read More
July 2, 2023 Latin Fest Join Southern Breeze on the first Sunday of every month as they host Latin Fest at the Old Town Stage. Únase a Southern Breeze el primer domingo de cada mes, ya que organizan la Fest Latina en el … Read More
July 4, 2023 July 4th Celebration w/Free Fireworks Celebrate the Red, White, and Blue with free fireworks presented by Old Town and Fun Spot America Kissimmee. Bring the family for an entire day of fun including streetmosphere entertainment and live m… Read More
July 5, 2023 Live Music – The Dukes Jim grew up in the Boston area where he hosted an oldies radio show and started singing with a local doo wop group. He is an avid record collector, and has been in the entertain… Read More
July 7, 2023 Live Music – Switch SWITCH Back to the Eighties : 80's Tribute band covering all the hits that made the 80's great. Read More
July 8, 2023 Live Music – Draw4 Draw 4 is a country band, with a rock edge. Their cover songs consist of the latest and most popular country music heard on today's radio, along with some older traditional songs. Music by Kenny Che… Read More
July 9, 2023 Live Music – The Good Stuff Good Stuff began as a father/daughter duo based in "sunny" Lakeland, Florida over 20 years ago. Their “full sound” is unique, rich with family harmonies. With a repertoire of hundreds of songs spa… Read More
July 12, 2023 Live Music – Will Yancy From Elvis to George Jones to Buddy Holly, Will's smooth vocals move across the most favored musical genres to insure an unforgettable experience for all. Will spends a great deal of time traveling… Read More
July 14, 2023 Live Music – Eklectik Haze The hottest new thing to hit the streets of Central Florida, Eklectik Haze is a youthful, high energy band that will get you on your feet! Read More
July 16, 2023 Live Music – The Rundown The Rundown's repertoire includes arrangements by Queen, Toto, Bruno Mars, Zack Brown Band, The Police, Bob Marley, Van Halen, Journey, Gavin DeGraw, Spin Doctors, U2, Stone Temple Pilots, Duran Duran… Read More
July 19, 2023 Live Music – Groove 41 Groove 41 is a variety dance band founded in 2015 by husband-and-wife team Lito on bass & May on vocals. Their repertoire caters to a dancing audience of all ages and music from different genres i… Read More
July 21, 2023 Live Music – Occasional Astronauts Occasional Astronauts is a premier Central Florida-based band specializing in performing your favorite Rock, Country, and Pop hits from the 60's to today. Read More
July 22, 2023 Old Town AutoFest – Judged Car Show Join us for Old Town AutoFest - a judged car show - featuring Muscle and Classic Cars. Participating cars must be show quality 1964 and newer muscle and high performance cars and trucks and 1985 and… Read More
July 22, 2023 Live Music – Rocktown Rocktown is Orlando Florida’s #1 party rock cover band. Members of Rocktown have shared the stage with many national acts including Joan Jett and the Blackhearts, Foreigner, Cindy Lauper, Puddle … Read More
July 23, 2023 Exotic Cars & Coffee Join us for some coffee and car talk. The term "exotic" is used in marketing by automakers to mean "unusual or expensive," but we like to think it means "the type of vehicle that dreams are made of.… Read More
July 26, 2023 Live Music – The Dukes Jim grew up in the Boston area where he hosted an oldies radio show and started singing with a local doo wop group. He is an avid record collector, and has been in the entertain… Read More
July 28, 2023 Live Music – Groove Infusion Groove Infusion is a band made up of musicians that have one goal in mind....to make you dance! Read More
July 29, 2023 Live Music – Greg Warren Band The Greg Warren Band is a young high energy modern country band based out of Orlando Florida. Formed in 2011, their very first show was headlining the House of Blues in Orlando with support from Jared… Read More
July 30, 2023 Import Car Show Join us on the last Sunday of every month from 4:00pm – 9:00pm on Trophy Row for our Import Car Show. **All cars must be SHOW QUALITY and will enter parking area off of Florida Plaza filling in a… Read More
August 2, 2023 Live Music – Groove 41 Groove 41 is a variety dance band founded in 2015 by husband-and-wife team Lito on bass & May on vocals. Their repertoire caters to a dancing audience of all ages and music from different genres i… Read More
August 4, 2023 Live Music – Draw4 Draw 4 is a country band, with a rock edge. Their cover songs consist of the latest and most popular country music heard on today's radio, along with some older traditional songs. Music by Kenny Che… Read More
August 5, 2023 Live Music – Liverpool Live Consistently voted #1 Beatles show by fans, Liverpool Live takes you through all the years of the Beatles. These guys are true entertainers. They will have you singing and clapping to all of the hits.… Read More
August 6, 2023 Latin Fest Join Southern Breeze on the first Sunday of every month as they host Latin Fest at the Old Town Stage. Únase a Southern Breeze el primer domingo de cada mes, ya que organizan la Fest Latina en el … Read More
August 9, 2023 Live Music – The Dukes Jim grew up in the Boston area where he hosted an oldies radio show and started singing with a local doo wop group. He is an avid record collector, and has been in the entertain… Read More
August 11, 2023 Live Music – Greg Warren Band The Greg Warren Band is a young high energy modern country band based out of Orlando Florida. Formed in 2011, their very first show was headlining the House of Blues in Orlando with support from Jared… Read More
August 16, 2023 Live Music – The Rundown The Rundown's repertoire includes arrangements by Queen, Toto, Bruno Mars, Zack Brown Band, The Police, Bob Marley, Van Halen, Journey, Gavin DeGraw, Spin Doctors, U2, Stone Temple Pilots, Duran Duran… Read More
August 18, 2023 Live Music – Eklectik Haze The hottest new thing to hit the streets of Central Florida, Eklectik Haze is a youthful, high energy band that will get you on your feet! Read More
August 19, 2023 Live Music – Rocktown Rocktown is Orlando Florida’s #1 party rock cover band. Members of Rocktown have shared the stage with many national acts including Joan Jett and the Blackhearts, Foreigner, Cindy Lauper, Puddle … Read More
August 20, 2023 Live Music – The Good Stuff Good Stuff began as a father/daughter duo based in "sunny" Lakeland, Florida over 20 years ago. Their “full sound” is unique, rich with family harmonies. With a repertoire of hundreds of songs spa… Read More
August 23, 2023 Live Music – Will Yancy From Elvis to George Jones to Buddy Holly, Will's smooth vocals move across the most favored musical genres to insure an unforgettable experience for all. Will spends a great deal of time traveling… Read More
August 25, 2023 Live Music – Occasional Astronauts Occasional Astronauts is a premier Central Florida-based band specializing in performing your favorite Rock, Country, and Pop hits from the 60's to today. Read More
August 26, 2023 Live Music – Groove Infusion Groove Infusion is a band made up of musicians that have one goal in mind....to make you dance! Read More
August 27, 2023 Import Car Show Join us on the last Sunday of every month from 4:00pm – 9:00pm on Trophy Row for our Import Car Show. **All cars must be SHOW QUALITY and will enter parking area off of Florida Plaza filling in a… Read More
August 30, 2023 Live Music – The Dukes Jim grew up in the Boston area where he hosted an oldies radio show and started singing with a local doo wop group. He is an avid record collector, and has been in the entertain… Read More
October 7, 2023 VetteFest All Corvettes, classic and new, come and spend the day showing off your muscle power and shine. In honor of the Corvette, Old Town will once again host Vette Fest on Saturday, October 7, 2023. This… Read More
October 14, 2023 Old Town AutoFest – Judged Car Show Join us for Old Town AutoFest - a judged car show - featuring Muscle and Classic Cars. Participating cars must be show quality 1964 and newer muscle and high performance cars and trucks and 1985 and… Read More