Events.
There is always something to do Downtown!
Check out our signature events and community calendar below!
Downtown has everything you are looking for! From crafts to concerts, BINGO to trivia nights, plays and even parades! Contact organizing business for more details on each event!
You don’t want to miss a weekend downtown!
DMI Signature Events
Community Calendar
DnD One Shot Adventure at Gravel Road Brewery
DnD one Shot Adventure at Gravel Road Brewing Company
Characters and Dice Provided.
$5 per entry!
Come enjoy some beer and an "adventure" with us Wednesday at 6:30 pm!
South Main Haunted Walking Tour
Join us as we delve into the rich tapestry of the city's past, exploring 28 iconic homes that have witnessed the rise and fall of generations, some rumored to be haunted, while all steeped in the captivating history of Middletown's most influential figures.
As twilight descends upon South Main Street, our expert guides will lead you on a captivating adventure through time, where the lines between history and the supernatural blur. With each step, you'll uncover tales of intrigue, tragedy, and the unexplained, as we explore the lives and legacies of the movers and shakers who once called these storied homes their own.
Whether you're a skeptic or a believer, the South Main Haunted Walking Tour offers an unforgettable experience for all who dare to explore its shadowy corridors. So, gather your courage and join us as we embark on a captivating journey through the haunted history of Middletown's South Main Street, where the past and present converge in an unforgettable evening of discovery and intrigue.
A portion of the ticket sales supports the preservation of The Windamere.
Bucktoberfest 2026 with Crooked Dog Comics
Join us for our Third Annual Bucktoberfest! This year will be even bigger! Same location, with more vendors! All vendors will be selling items for $1 on Saturday, October 24 and $.50 on Sunday, October 25.
FREE Admission, FREE parking, Food Trucks, Families Welcome!
Bucktoberfest 2026 with Crooked Dog Comics
Join us for our Third Annual Bucktoberfest! This year will be even bigger! Same location, with more vendors! All vendors will be selling items for $1 on Saturday, October 24 and $.50 on Sunday, October 25.
FREE Admission, FREE parking, Food Trucks, Families Welcome!
South Main Haunted Walking Tour
Join us as we delve into the rich tapestry of the city's past, exploring 28 iconic homes that have witnessed the rise and fall of generations, some rumored to be haunted, while all steeped in the captivating history of Middletown's most influential figures.
As twilight descends upon South Main Street, our expert guides will lead you on a captivating adventure through time, where the lines between history and the supernatural blur. With each step, you'll uncover tales of intrigue, tragedy, and the unexplained, as we explore the lives and legacies of the movers and shakers who once called these storied homes their own.
Whether you're a skeptic or a believer, the South Main Haunted Walking Tour offers an unforgettable experience for all who dare to explore its shadowy corridors. So, gather your courage and join us as we embark on a captivating journey through the haunted history of Middletown's South Main Street, where the past and present converge in an unforgettable evening of discovery and intrigue.
A portion of the ticket sales supports the preservation of The Windamere.
1891 Halloween Edition
Start your Halloween weekend at the historic, rumor-haunted Sorg Opera House! Enjoy a curated mix of spooky, chilling, and fun music.
Join us for a music experience like no other — an evening of curated, spooky, chilling, heart‑stopping and fun music to usher in your Halloween weekend. This collection of tunes by their original artist will be spinning throughout the night. Come and let the shadows of the historic, rumor‑haunted SORG Opera House wrap around you. It’s the perfect place to unwind with friends… and perhaps a few lingering spirits.
This evening of spooktacular fun includes two mind‑numbing cocktails(several varieties to choose from) and ghoulishly delicious snacks. Additional assorted beverages (alcoholic and non-alcoholic) and goodies available for purchase. All proceeds are going to benefit the SORG Opera House.
Additionally, there will be spine-tingling opportunities to win tickets to upcoming Sorg events.
Doors open at 5:30pm with the monster mix of tunes beginning at 6pm. Last call is 7:30pm with the entire evening ending at 8pm. A limited number of tickets are available so purchase yours today. Tickets are limited.
TICKET OPTIONS
GENERAL ADMISSION - $30 – Have a seat or stand and chat at one of several locations throughout the lobby and theatre for your listening enjoyment. Each ticket purchase includes 2 beverages of your choice
Ghost and Ghouls- Carnival of Curiosities Halloween Party
Ghosts & Ghouls: Carnival of Curiosities
The carnival has returned… for one night only.
This Halloween, step beyond the midway and into a mysterious 1930s traveling carnival where the lights still glow, the music still plays…and not everything is quite what it seems.
On Saturday, October 31, The Windamere transforms into the Carnival of Curiosities for our annual Ghosts & Ghouls Halloween Party!
Dance the night away with Party Punch, try your luck along the midway, encounter curious characters, sip spirited concoctions and come dressed to impress for our Halloween costume contest.
But remember…once you enter the carnival, you never know what—or who—you might encounter.
South Main Haunted Walking Tour
Join us as we delve into the rich tapestry of the city's past, exploring 28 iconic homes that have witnessed the rise and fall of generations, some rumored to be haunted, while all steeped in the captivating history of Middletown's most influential figures.
As twilight descends upon South Main Street, our expert guides will lead you on a captivating adventure through time, where the lines between history and the supernatural blur. With each step, you'll uncover tales of intrigue, tragedy, and the unexplained, as we explore the lives and legacies of the movers and shakers who once called these storied homes their own.
Whether you're a skeptic or a believer, the South Main Haunted Walking Tour offers an unforgettable experience for all who dare to explore its shadowy corridors. So, gather your courage and join us as we embark on a captivating journey through the haunted history of Middletown's South Main Street, where the past and present converge in an unforgettable evening of discovery and intrigue.
A portion of the ticket sales supports the preservation of The Windamere.
South Main Haunted Walking Tour
Join us as we delve into the rich tapestry of the city's past, exploring 28 iconic homes that have witnessed the rise and fall of generations, some rumored to be haunted, while all steeped in the captivating history of Middletown's most influential figures.
As twilight descends upon South Main Street, our expert guides will lead you on a captivating adventure through time, where the lines between history and the supernatural blur. With each step, you'll uncover tales of intrigue, tragedy, and the unexplained, as we explore the lives and legacies of the movers and shakers who once called these storied homes their own.
Whether you're a skeptic or a believer, the South Main Haunted Walking Tour offers an unforgettable experience for all who dare to explore its shadowy corridors. So, gather your courage and join us as we embark on a captivating journey through the haunted history of Middletown's South Main Street, where the past and present converge in an unforgettable evening of discovery and intrigue.
A portion of the ticket sales supports the preservation of The Windamere.
Y2K Sunday Fundays
Ready to rewind to the good old days? Join us every Sunday starting August 2nd for Y2K Sunday Fundays—your new favorite way to end the weekend!
We've created a laid-back afternoon where you can unplug, relax, and enjoy all the things that made the late '90s and 2000s so much fun. Grab a craft, challenge your friends to a board game, build with LEGO (provided with help, tips, and bricks from Dayton Brick Company), color, snack on nostalgic treats, and sing along to all your favorite hits from the '90s through the 2010s.
What's waiting for you every Sunday?
Bring your own DIY crafts (crochet, knitting, painting, journaling, embroidery, and more!)
Board games and card games
Adult coloring pages and supplies
Monthly-Themed LEGO Build Competitions
Throwback music from the '90s, 2000s & 2010s
Nostalgic sing-alongs throughout the afternoon
Classic '90s snacks and candy for purchase
Fresh craft beer and delicious food from The Press Room
Monthly LEGO Building Competition
Each month we'll feature a new building theme:
August: Animals
September: Automobiles
October: Fall-Related (Halloween, Football, Fall Weather, whatever it means to you!)
Competition Rules:
• Builds must be created while you're at N.E.W. Ales Brewing.
• You may bring your own LEGO pieces, or borrow pieces donated by Dayton Brick Co. (who will also be visiting monthly to provide tips and help with your builds!)
• All builds must be completely original (no official LEGO sets or builds copied from online instructions).
• We'll gladly store your competition build between Sundays.
• Entries are due by the end of the last Sunday of each month.
• Photos of all completed builds will be posted online, where the community will vote to crown the monthly winner!
Whether you're meeting up with friends, bringing the family, working on a hobby, or just looking for a relaxing Sunday afternoon with a great beer in hand, Y2K Sunday Fundays are the perfect excuse to get out of the house and hang out.
No registration required—just show up, grab a pint, and relive the good old days with us every Sunday!
Celebrate Back to School with Crooked Dog Comics, Five Star Comic Con & The Sorg
Come celebrate back to school with a movie and fun for the whole family!
Join us for a showing of "Teenage Mutant Ninja Turtles: Mutant Mayhem"! Get your photo taken with cosplayers, purchase some books or comics from Crooked Dog Comics, get food from a food truck, and be entered into a raffle for a 4-pack of FiveStar Comic Con Middletown tickets.
Movie tickets are $10 each and movie starts at 7pm. All movie tickets and concessions benefit the revitalization of the Sorg Opera House!
Y2K Sunday Fundays
Ready to rewind to the good old days? Join us every Sunday starting August 2nd for Y2K Sunday Fundays—your new favorite way to end the weekend!
We've created a laid-back afternoon where you can unplug, relax, and enjoy all the things that made the late '90s and 2000s so much fun. Grab a craft, challenge your friends to a board game, build with LEGO (provided with help, tips, and bricks from Dayton Brick Company), color, snack on nostalgic treats, and sing along to all your favorite hits from the '90s through the 2010s.
What's waiting for you every Sunday?
Bring your own DIY crafts (crochet, knitting, painting, journaling, embroidery, and more!)
Board games and card games
Adult coloring pages and supplies
Monthly-Themed LEGO Build Competitions
Throwback music from the '90s, 2000s & 2010s
Nostalgic sing-alongs throughout the afternoon
Classic '90s snacks and candy for purchase
Fresh craft beer and delicious food from The Press Room
Monthly LEGO Building Competition
Each month we'll feature a new building theme:
August: Animals
September: Automobiles
October: Fall-Related (Halloween, Football, Fall Weather, whatever it means to you!)
Competition Rules:
• Builds must be created while you're at N.E.W. Ales Brewing.
• You may bring your own LEGO pieces, or borrow pieces donated by Dayton Brick Co. (who will also be visiting monthly to provide tips and help with your builds!)
• All builds must be completely original (no official LEGO sets or builds copied from online instructions).
• We'll gladly store your competition build between Sundays.
• Entries are due by the end of the last Sunday of each month.
• Photos of all completed builds will be posted online, where the community will vote to crown the monthly winner!
Whether you're meeting up with friends, bringing the family, working on a hobby, or just looking for a relaxing Sunday afternoon with a great beer in hand, Y2K Sunday Fundays are the perfect excuse to get out of the house and hang out.
No registration required—just show up, grab a pint, and relive the good old days with us every Sunday!
Y2K Sunday Fundays
Ready to rewind to the good old days? Join us every Sunday starting August 2nd for Y2K Sunday Fundays—your new favorite way to end the weekend!
We've created a laid-back afternoon where you can unplug, relax, and enjoy all the things that made the late '90s and 2000s so much fun. Grab a craft, challenge your friends to a board game, build with LEGO (provided with help, tips, and bricks from Dayton Brick Company), color, snack on nostalgic treats, and sing along to all your favorite hits from the '90s through the 2010s.
What's waiting for you every Sunday?
Bring your own DIY crafts (crochet, knitting, painting, journaling, embroidery, and more!)
Board games and card games
Adult coloring pages and supplies
Monthly-Themed LEGO Build Competitions
Throwback music from the '90s, 2000s & 2010s
Nostalgic sing-alongs throughout the afternoon
Classic '90s snacks and candy for purchase
Fresh craft beer and delicious food from The Press Room
Monthly LEGO Building Competition
Each month we'll feature a new building theme:
August: Animals
September: Automobiles
October: Fall-Related (Halloween, Football, Fall Weather, whatever it means to you!)
Competition Rules:
• Builds must be created while you're at N.E.W. Ales Brewing.
• You may bring your own LEGO pieces, or borrow pieces donated by Dayton Brick Co. (who will also be visiting monthly to provide tips and help with your builds!)
• All builds must be completely original (no official LEGO sets or builds copied from online instructions).
• We'll gladly store your competition build between Sundays.
• Entries are due by the end of the last Sunday of each month.
• Photos of all completed builds will be posted online, where the community will vote to crown the monthly winner!
Whether you're meeting up with friends, bringing the family, working on a hobby, or just looking for a relaxing Sunday afternoon with a great beer in hand, Y2K Sunday Fundays are the perfect excuse to get out of the house and hang out.
No registration required—just show up, grab a pint, and relive the good old days with us every Sunday!
Y2K Sunday Fundays
Ready to rewind to the good old days? Join us every Sunday starting August 2nd for Y2K Sunday Fundays—your new favorite way to end the weekend!
We've created a laid-back afternoon where you can unplug, relax, and enjoy all the things that made the late '90s and 2000s so much fun. Grab a craft, challenge your friends to a board game, build with LEGO (provided with help, tips, and bricks from Dayton Brick Company), color, snack on nostalgic treats, and sing along to all your favorite hits from the '90s through the 2010s.
What's waiting for you every Sunday?
Bring your own DIY crafts (crochet, knitting, painting, journaling, embroidery, and more!)
Board games and card games
Adult coloring pages and supplies
Monthly-Themed LEGO Build Competitions
Throwback music from the '90s, 2000s & 2010s
Nostalgic sing-alongs throughout the afternoon
Classic '90s snacks and candy for purchase
Fresh craft beer and delicious food from The Press Room
Monthly LEGO Building Competition
Each month we'll feature a new building theme:
August: Animals
September: Automobiles
October: Fall-Related (Halloween, Football, Fall Weather, whatever it means to you!)
Competition Rules:
• Builds must be created while you're at N.E.W. Ales Brewing.
• You may bring your own LEGO pieces, or borrow pieces donated by Dayton Brick Co. (who will also be visiting monthly to provide tips and help with your builds!)
• All builds must be completely original (no official LEGO sets or builds copied from online instructions).
• We'll gladly store your competition build between Sundays.
• Entries are due by the end of the last Sunday of each month.
• Photos of all completed builds will be posted online, where the community will vote to crown the monthly winner!
Whether you're meeting up with friends, bringing the family, working on a hobby, or just looking for a relaxing Sunday afternoon with a great beer in hand, Y2K Sunday Fundays are the perfect excuse to get out of the house and hang out.
No registration required—just show up, grab a pint, and relive the good old days with us every Sunday!