Events & Car Cruises | Old Town USA

June 23, 2021

Old Town Live – 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…

June 25, 2021

Old Town Live – 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.

June 26, 2021

Old Town Live – Saloonatix

Saloonatix originated in 2007 in the Central Florida area. They are a Five Piece Band consisting of Acoustic, Rhythm Guitar, Lead Guitar, Bass Guitar, Drums and Keyboards playing Southern Rock, Cur…

June 27, 2021

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.…

June 27, 2021

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. Registration will be at the last driveway off Holiday Trail. C…

June 30, 2021

Old Town Live – Bill D. Williams

Bill D. Williams, Black Country, singing classic country, modern country, oldies, and much more.

July 2, 2021

Old Town Live – Switch

SWITCH Back to the Eighties : 80's Tribute band covering all the hits that made the 80's great.

July 3, 2021

Kick off the Red, White, and Blue weekend with free fireworks presented by Old Town and Fun Spot America Kissimmee. Bring the family for an entire day of fun including streetmosphere entertainment, ou…

July 3, 2021

Old Town Live – 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…

July 4, 2021

Car Show & Entertainment

Finish off your July 4th weekend with a car show and entertainment at Old Town. Bring the family for an entire day of fun including streetmosphere entertainment, a car show featuring Classics and Musc…

July 7, 2021

Old Town Live – 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…

July 9, 2021

Old Town Live – Earthbeat

A classic dance band featuring Country, Rock and Motown hits!

July 10, 2021

Old Town Live – Southbound

Southbound is a top shelf country/party band from Orlando Florida, featuring an amazing line up of some of the area’s best, world-class singers and musicians! Southbound is one of Central Florida’…

July 10, 2021

Old Town AutoFest Muscle & Classic Car Show

Join us for our first Old Town AutoFest featuring Muscle Cars and Classic Cars. Participating cars must be show quality 1964 and newer muscle and high performance cars and trucks and 1983 and older …

July 10, 2021

Old Town Live – 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 …

July 14, 2021

Old Town Live – 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…

July 16, 2021

Old Town Live – Groove Infusion

Groove Infusion is a band made up of musicians that have one goal in mind....to make you dance!

July 17, 2021

Old Town Live – Saloonatix

Saloonatix originated in 2007 in the Central Florida area. They are a Five Piece Band consisting of Acoustic, Rhythm Guitar, Lead Guitar, Bass Guitar, Drums and Keyboards playing Southern Rock, Cur…

July 18, 2021

Old Town Live – Southbound

Southbound is a top shelf country/party band from Orlando Florida, featuring an amazing line up of some of the area’s best, world-class singers and musicians! Southbound is one of Central Florida’…

July 21, 2021

Old Town Live – 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…

July 23, 2021

Old Town Live – 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.

July 24, 2021

Old Town Live – Fast 4Ward

Fast 4 Ward is a five member 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. Mus…

July 25, 2021

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.…

July 25, 2021

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. Registration will be at the last driveway off Holiday Trail. C…

July 28, 2021

Old Town Live – Karen Kallin

Go back in time with Karen as she sings all of your favorite Doo-Wop songs of the past!

July 30, 2021

Old Town Live – Sheila & The Sound

Sheila and The Sound is a unique cover band from Orlando, Florida playing 6 different genres of music from 6 different decades! Dance or sing along as they perform for everyone at Old Town!

July 31, 2021

Old Town Live – 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.…

August 4, 2021

Old Town Live – The Ladyz & The Boyz

If you want to dance and rock the night away the LADYZ & THE BOYZ will provide a night of memorable entertainment with dance hits from the 50's, 60's, 70's, 80's and to the current day! …

August 6, 2021

Old Town Live – 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…

August 7, 2021

Old Town Live – Sheila & The Sound

Sheila and The Sound is a unique cover band from Orlando, Florida playing 6 different genres of music from 6 different decades! Dance or sing along as they perform for everyone at Old Town!

August 8, 2021

Old Town Live – Cowboy

Sing along with Cowboy as he sings all of your favorite country hits from then and now!

August 11, 2021

Old Town Live – Bill D. Williams

Bill D. Williams, Black Country, singing classic country, modern country, oldies, and much more.

August 14, 2021

Old Town Live – 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 …

August 15, 2021

Old Town Live – Southbound

Southbound is a top shelf country/party band from Orlando Florida, featuring an amazing line up of some of the area’s best, world-class singers and musicians! Southbound is one of Central Florida’…

August 18, 2021

Old Town Live – Karen Kallin

Go back in time with Karen as she sings all of your favorite Doo-Wop songs of the past!

August 20, 2021

Old Town Live – 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.

August 21, 2021

Old Town Live – Saloonatix

Saloonatix originated in 2007 in the Central Florida area. They are a Five Piece Band consisting of Acoustic, Rhythm Guitar, Lead Guitar, Bass Guitar, Drums and Keyboards playing Southern Rock, Cur…

August 22, 2021

Old Town Live – 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…

August 25, 2021

Old Town Live – 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…

August 27, 2021

Old Town Live – Switch

SWITCH Back to the Eighties : 80's Tribute band covering all the hits that made the 80's great.

August 28, 2021

Old Town Live – Fast 4Ward

Fast 4 Ward is a five member 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. Mus…

August 29, 2021

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.…

August 29, 2021

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. Registration will be at the last driveway off Holiday Trail. C…

September 1, 2021

Old Town Live – 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…

September 3, 2021

Old Town Live – Southbound

Southbound is a top shelf country/party band from Orlando Florida, featuring an amazing line up of some of the area’s best, world-class singers and musicians! Southbound is one of Central Florida’…

September 4, 2021

Old Town Live – Sheila & The Sound

Sheila and The Sound is a unique cover band from Orlando, Florida playing 6 different genres of music from 6 different decades! Dance or sing along as they perform for everyone at Old Town!

September 8, 2021

Old Town Live – 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…

September 10, 2021

Old Town Live – 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…

September 11, 2021

Old Town Live – Saloonatix

Saloonatix originated in 2007 in the Central Florida area. They are a Five Piece Band consisting of Acoustic, Rhythm Guitar, Lead Guitar, Bass Guitar, Drums and Keyboards playing Southern Rock, Cur…

September 12, 2021

Old Town Live – Cowboy

Sing along with Cowboy as he sings all of your favorite country hits from then and now!

September 15, 2021

Old Town Live – 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…

September 17, 2021

Old Town Live – 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.

September 18, 2021

Old Town Live – 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 …

September 19, 2021

Old Town Live – Bill D. Williams

Bill D. Williams, Black Country, singing classic country, modern country, oldies, and much more.

September 22, 2021

Old Town Live – The Ladyz & The Boyz

If you want to dance and rock the night away the LADYZ & THE BOYZ will provide a night of memorable entertainment with dance hits from the 50's, 60's, 70's, 80's and to the current day! …

September 24, 2021

Old Town Live – Switch

SWITCH Back to the Eighties : 80's Tribute band covering all the hits that made the 80's great.

September 25, 2021

Old Town Live – Fast 4Ward

Fast 4 Ward is a five member 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. Mus…

September 29, 2021

Old Town Live – 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…

October 1, 2021

Old Town Live – Switch

SWITCH Back to the Eighties : 80's Tribute band covering all the hits that made the 80's great.

October 2, 2021

Vette Fest

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 VetteFest on Saturday, October 2, 2021. This …

October 2, 2021

Old Town Live – 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 …

October 2, 2021

Old Town Live – Groove Infusion

Groove Infusion is a band made up of musicians that have one goal in mind....to make you dance!

October 6, 2021

Old Town Live – 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…

October 8, 2021

Old Town Live – 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…

October 9, 2021

Old Town AutoFest Muscle & Classic Car Show

Join us for our first Old Town AutoFest featuring Muscle Cars and Classic Cars. Participating cars must be show quality 1964 and newer muscle and high performance cars and trucks and 1983 and older …

October 9, 2021

Old Town Live – Saloonatix

Saloonatix originated in 2007 in the Central Florida area. They are a Five Piece Band consisting of Acoustic, Rhythm Guitar, Lead Guitar, Bass Guitar, Drums and Keyboards playing Southern Rock, Cur…

October 10, 2021

Old Town Live – Bill D. Williams

Bill D. Williams, Black Country, singing classic country, modern country, oldies, and much more.

October 13, 2021

Old Town Live – 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…

October 15, 2021

Old Town Live – 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.

October 17, 2021

Old Town Live – Southbound

Southbound is a top shelf country/party band from Orlando Florida, featuring an amazing line up of some of the area’s best, world-class singers and musicians! Southbound is one of Central Florida’…

October 20, 2021

Old Town Live – Bill D. Williams

Bill D. Williams, Black Country, singing classic country, modern country, oldies, and much more.

October 23, 2021

Old Town Live – 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.…

October 24, 2021

Old Town Live – Cowboy

Sing along with Cowboy as he sings all of your favorite country hits from then and now!

October 27, 2021

Old Town Live – 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…

October 27, 2021

Old Town Live – Southbound

Southbound is a top shelf country/party band from Orlando Florida, featuring an amazing line up of some of the area’s best, world-class singers and musicians! Southbound is one of Central Florida’…

October 29, 2021

Old Town Live – Fast 4Ward

Fast 4 Ward is a five member 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. Mus…

October 30, 2021

Old Town Live – 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 …

November 3, 2021

Old Town Live – 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…

November 5, 2021

Old Town Live – 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.

November 6, 2021

Old Town Live – 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…

November 10, 2021

Old Town Live – 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…

November 12, 2021

Friday Muscle Car Show/Cruise 10th Anniversary

Old Town celebrates true muscle power during the 10th Anniversary of the Friday Nite Muscle Car Show & Cruise at Old Town. Welcome car cruisers, enthusiasts, and admirers of all ages to celebrat…

November 12, 2021

Old Town Live – The Spazmatics

The best 80s dance/show party band in the country. All the fun, crazy, radically awesome music from the era we loved!

November 13, 2021

Old Town Live – Saloonatix

Saloonatix originated in 2007 in the Central Florida area. They are a Five Piece Band consisting of Acoustic, Rhythm Guitar, Lead Guitar, Bass Guitar, Drums and Keyboards playing Southern Rock, Cur…

November 14, 2021

Old Town Live – Southbound

Southbound is a top shelf country/party band from Orlando Florida, featuring an amazing line up of some of the area’s best, world-class singers and musicians! Southbound is one of Central Florida’…

November 17, 2021

Old Town Live – 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…

November 19, 2021

Old Town Live – 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…

November 20, 2021

Old Town Live – Fast 4Ward

Fast 4 Ward is a five member 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. Mus…

November 21, 2021

Old Town Live – Cowboy

Sing along with Cowboy as he sings all of your favorite country hits from then and now!

November 24, 2021

Old Town Live – 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…

November 26, 2021

Old Town Live – Switch

SWITCH Back to the Eighties : 80's Tribute band covering all the hits that made the 80's great.

November 27, 2021

Old Town Live – 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 …

December 1, 2021

Old Town Live – 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…

December 3, 2021

Old Town Live – 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.

December 4, 2021

Old Town Live – 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…

December 8, 2021

Old Town Live – 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…

December 10, 2021

Old Town Live – Switch

SWITCH Back to the Eighties : 80's Tribute band covering all the hits that made the 80's great.

December 11, 2021

Old Town Live – Saloonatix

Saloonatix originated in 2007 in the Central Florida area. They are a Five Piece Band consisting of Acoustic, Rhythm Guitar, Lead Guitar, Bass Guitar, Drums and Keyboards playing Southern Rock, Cur…

December 12, 2021

Old Town Live – 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…

December 17, 2021

Old Town Live – Groove Infusion

Groove Infusion is a band made up of musicians that have one goal in mind....to make you dance!

December 18, 2021

Old Town Live – 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 …

December 19, 2021

Old Town Live – Cowboy

Sing along with Cowboy as he sings all of your favorite country hits from then and now!

December 22, 2021

Old Town Live – 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…

December 29, 2021

Old Town Live – Bill D. Williams

Bill D. Williams, Black Country, singing classic country, modern country, oldies, and much more.

Fun Around Town

Special Events

Old Town Live – The Dukes

Old Town Live – Occasional Astronauts

Old Town Live – Saloonatix

Exotic Cars & Coffee

Import Car Show

Old Town Live – Bill D. Williams

Old Town Live – Switch

Free Fireworks

Old Town Live – Greg Warren Band

Car Show & Entertainment

Old Town Live – The Good Stuff

Old Town Live – Earthbeat

Old Town Live – Southbound

Old Town AutoFest Muscle & Classic Car Show

Old Town Live – Rocktown

Old Town Live – Will Yancy

Old Town Live – Groove Infusion

Old Town Live – Saloonatix

Old Town Live – Southbound

Old Town Live – The Dukes

Old Town Live – Occasional Astronauts

Old Town Live – Fast 4Ward

Exotic Cars & Coffee

Import Car Show

Old Town Live – Karen Kallin

Old Town Live – Sheila & The Sound

Old Town Live – Liverpool Live

Old Town Live – The Ladyz & The Boyz

Old Town Live – Greg Warren Band

Old Town Live – Sheila & The Sound

Old Town Live – Cowboy

Old Town Live – Bill D. Williams

Old Town Live – Rocktown

Old Town Live – Southbound

Old Town Live – Karen Kallin

Old Town Live – Occasional Astronauts

Old Town Live – Saloonatix

Old Town Live – Will Yancy

Old Town Live – The Dukes

Old Town Live – Switch

Old Town Live – Fast 4Ward

Exotic Cars & Coffee

Import Car Show

Old Town Live – Will Yancy

Old Town Live – Southbound

Old Town Live – Sheila & The Sound

Old Town Live – The Dukes

Old Town Live – Greg Warren Band

Old Town Live – Saloonatix

Old Town Live – Cowboy

Old Town Live – The Good Stuff

Old Town Live – Occasional Astronauts

Old Town Live – Rocktown

Old Town Live – Bill D. Williams

Old Town Live – The Ladyz & The Boyz

Old Town Live – Switch

Old Town Live – Fast 4Ward

Old Town Live – Will Yancy

Old Town Live – Switch

Vette Fest

Old Town Live – Rocktown

Old Town Live – Groove Infusion

Old Town Live – Will Yancy

Old Town Live – Greg Warren Band

Old Town AutoFest Muscle & Classic Car Show

Old Town Live – Saloonatix

Old Town Live – Bill D. Williams

Old Town Live – The Dukes

Old Town Live – Occasional Astronauts

Old Town Live – Southbound

Old Town Live – Bill D. Williams

Old Town Live – Liverpool Live

Old Town Live – Cowboy

Old Town Live – The Dukes

Old Town Live – Southbound

Old Town Live – Fast 4Ward

Old Town Live – Rocktown

Old Town Live – The Good Stuff