April 26, 2024 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
April 26, 2024 Old Town Karaoke Do you sing and wish you had a stage to show off your vocal talents? Or maybe you're a little off-… Read More
April 26, 2024 Old Town Karaoke Do you sing and wish you had a stage to show off your vocal talents? Or maybe you're a little off-… Read More
April 28, 2024 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
April 28, 2024 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
May 1, 2024 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
May 3, 2024 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
May 5, 2024 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
May 11, 2024 Live Music – The 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
May 12, 2024 Live Music – Sass SASS is a high energy band playing your favorite music from yesterday to today!! Including Top 40s, Rock and Country!! Rachel Stump on lead Vocals/Harmonies, has over 20 years professional experien… Read More
May 15, 2024 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
May 17, 2024 Live Music – Switch SWITCH Back to the Eighties : 80's Tribute band covering all the hits that made the 80's great. Read More
May 18, 2024 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
May 19, 2024 Old Town Jeep Show Welcome to the Old Town Jeep Show where the rugged spirit of adventure meets the iconic design of the legendary off-road vehicles. The Jeep Show is not just an event; it's a celebration of the off-roa… Read More
May 19, 2024 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
May 22, 2024 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
May 24, 2024 Live Music – Draw4 Draw 4 is a 5 member cover band. They play a large variety! Rock to Country! Classic to Current! Something for everyone! Read More
May 26, 2024 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
May 26, 2024 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
May 29, 2024 Live Music – Karen Kallin Go back in time with Karen as she sings all of your favorite Doo-Wop songs of the past! Read More
June 1, 2024 Old Town Live – MPiRE With a polished sound and assorted mix of FIVE never-to-forget vocalists, MPiRE satisfies any and all musical appetites. Performing a broad repertoire of great songs from all genres, MPiRE delivers th… Read More
June 2, 2024 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
June 5, 2024 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 7, 2024 Live Music – Draw4 Draw 4 is a 5 member cover band. They play a large variety! Rock to Country! Classic to Current! Something for everyone! Read More
June 8, 2024 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 9, 2024 Live Music – Sass SASS is a high energy band playing your favorite music from yesterday to today!! Including Top 40s, Rock and Country!! Rachel Stump on lead Vocals/Harmonies, has over 20 years professional experien… Read More
June 12, 2024 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 14, 2024 Live Music – The 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
June 15, 2024 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 16, 2024 Old Town Jeep Show Welcome to the Old Town Jeep Show where the rugged spirit of adventure meets the iconic design of the legendary off-road vehicles. The Jeep Show is not just an event; it's a celebration of the off-roa… Read More
June 19, 2024 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
June 21, 2024 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
June 22, 2024 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 23, 2024 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 26, 2024 Live Music – Karen Kallin Go back in time with Karen as she sings all of your favorite Doo-Wop songs of the past! Read More
June 28, 2024 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 30, 2024 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
July 3, 2024 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 4, 2024 July 4th Celebration & 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 4, 2024 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 5, 2024 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 6, 2024 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 6, 2024 Old Town Live – MPiRE With a polished sound and assorted mix of FIVE never-to-forget vocalists, MPiRE satisfies any and all musical appetites. Performing a broad repertoire of great songs from all genres, MPiRE delivers th… Read More
July 7, 2024 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 10, 2024 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, 2024 Live Music – The 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 13, 2024 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 17, 2024 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 19, 2024 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 20, 2024 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 24, 2024 Live Music – Karen Kallin Go back in time with Karen as she sings all of your favorite Doo-Wop songs of the past! Read More
July 26, 2024 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 31, 2024 Live Music – Sass SASS is a high energy band playing your favorite music from yesterday to today!! Including Top 40s, Rock and Country!! Rachel Stump on lead Vocals/Harmonies, has over 20 years professional experien… Read More
October 12, 2024 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
