Events

October Entertainment at Old Town Saloon 

  There’s something happening all month at Old Town Saloon! 

Join us for Trivia Night every Tuesday from 7–9 PM, then come back Wednesdays for Boot Scootin’ Bingo from 6–8 PM and Karaoke Night from 8–11 PM.

Thursdays through Saturdays bring live music!

Keeping the party going  with DJ Rob, taking over at 10 PM on select Fridays and Saturdays.

  Mark your calendar for These Key Events: 

Off The Road on October 15th

 Rhinestone Cowgirl Night on October 17th

 Cowboys & Indians Party on October 30  

2nd Annual Monster Bash on Halloween, October 31

Check the October entertainment schedule for each night’s performers and times. We’ll see you at Old Town!

Grab your crew, kick back with a cold drink, and spend September with us at Old Town Saloon Bar & Grill !

Beginning In November We Will Be Back Open On Sundays !

 600 Goodlette-Frank Rd N, Suite 111 • Naples, FL 34102

 Boot Scootin’ Bingo at Old Town Saloon 

Saddle up and join us every Wednesday night for a fun twist on a classic game!

 Boot Scootin’ Bingo  Every Wednesday  6:00 PM – 8:00 PM

Enjoy a unique mix of traditional bingo and music bingo, where your favorite songs are part of the game. Sing along, test your luck, and compete for prizes while enjoying great food, cold drinks, and good company.

Followed By: 

Karaoke Night Every Wednesday 8:00 PM - 11:00 PM 

Come Showcase Your Musical Talents~

AND 

Grab All of Your Friends, Family , And Sing Your Heart Out !

 We keep the good times rolling with live entertainment and weekly specials.

 No experience needed—just bring your friends, your lucky charm, and get ready for a night full of laughs, music, and bingo excitement!

Runs until Thursday, October 29th, 2026

October Entertainment at Old Town Saloon 

  There’s something happening all month at Old Town Saloon! 

Join us for Trivia Night every Tuesday from 7–9 PM, then come back Wednesdays for Boot Scootin’ Bingo from 6–8 PM and Karaoke Night from 8–11 PM.

Thursdays through Saturdays bring live music!

Keeping the party going  with DJ Rob, taking over at 10 PM on select Fridays and Saturdays.

  Mark your calendar for These Key Events: 

Off The Road on October 15th

 Rhinestone Cowgirl Night on October 17th

 Cowboys & Indians Party on October 30  

2nd Annual Monster Bash on Halloween, October 31

Check the October entertainment schedule for each night’s performers and times. We’ll see you at Old Town!

Grab your crew, kick back with a cold drink, and spend September with us at Old Town Saloon Bar & Grill !

Beginning In November We Will Be Back Open On Sundays !

 600 Goodlette-Frank Rd N, Suite 111 • Naples, FL 34102

Off the Road at Old Town Saloon

Join us Thursday, October 15 for a live performance by Jay St Aubin and Kevin Offitzer of Stick Figure. Off the Road brings the music from 7–10 PM in a laid-back, tropical setting.

Rhinestone Cowgirl Night at Old Town Saloon

Grab your boots and bring the sparkle on Saturday, October 17! Join us for a night of country music, dancing, and rhinestone style. Austin James performs live from 7–10 PM, followed by DJ Big Rob Deluxe at 10 PM.

Ladies can enjoy Prosecco and Hugo Spritz specials throughout the night. Come dressed to shine and stay ready to dance!

For reservations, call (239) 304-9751.

Every Tuesday

🤠🧠 Saddle up for Trivia Night at Old Town Saloon!

Round up your crew, grab a cold drink, and see who’s got the biggest brain in Southwest Florida 🍻 🎯 Trivia kicks off every Tuesday from 7–9PM 

Every Wednesday

 Boot Scootin’ Bingo at Old Town Saloon 

Saddle up and join us every Wednesday night for a fun twist on a classic game!

 Boot Scootin’ Bingo  Every Wednesday  6:00 PM – 8:00 PM

Enjoy a unique mix of traditional bingo and music bingo, where your favorite songs are part of the game. Sing along, test your luck, and compete for prizes while enjoying great food, cold drinks, and good company.

Followed By: 

Karaoke Night Every Wednesday 8:00 PM - 11:00 PM 

Come Showcase Your Musical Talents~

AND 

Grab All of Your Friends, Family , And Sing Your Heart Out !

 We keep the good times rolling with live entertainment and weekly specials.

 No experience needed—just bring your friends, your lucky charm, and get ready for a night full of laughs, music, and bingo excitement!

Cowboys & Indians Halloween Pre-Party

Kick off Halloween weekend at Old Town Saloon on Friday, October 30! Come dressed for a night of live music, costumes, and saloon vibes. Matrasa Lynn performs from 7–10 PM, followed by DJ Rob at 10 PM.

Enjoy $4 Busch Lights and $7 shot specials. Dress to impress: a $100 gift card is up for grabs for the best dressed cowboy and Indian costumes.

For reservations, call (239) 304-9751.

Legends never die… they party at Old Town! Join us in Naples on Saturday, October 31, 2026, for a Halloween night of live music, costumes, dancing, and spooky drink specials.

The Doc Potter Band kicks things off from 6–9 PM, followed by DJ Big Rob Deluxe at 9 PM. 

Costume contest registration opens at 9 PM, and the contest begins at 11 PM. Come dressed to impress for a chance to win $500 for Best Overall Costume.

Eat, drink, dance—if you dare!

Bring your best costume and join us on Halloween!

Celebrate the New Year with us and join us on New Year's Eve!