Ohio Main Street events you don’t want to miss.
I love supporting small town Ohio Main Streets. Every year all around Ohio, Main Street Committees get together to plan and create some of best festivals and events. Make plans to hit the road this year and discover the charm of Ohio’s Main Streets, where every stop supports a small shop owner.
Below, I have highlighted just a few of our favorite Ohio Main Streets.
MAIN STREET BARBERTON
WEBSITE: mainstreetbarberton.com
2026 EVENTS
*Second Saturday
HEROES AND HELPERS*
Date: August 8
Time: 2-6pm
SCAVENGER HUNT*
Date: September 12
TRICK OR TREAT AND CAR SHOW*
Date: October 10
GAME DAY*
Date: November 14
BARBERTON CHRISTMAS WALK
Date: November 28, 2026
Time: 2pm-8pm
ROAD TRIP INSPIRATION:
CLICK HERE to learn more.
MAIN STREET CAMBRIDGE
WEBSITE: downtowncambridge.com
2026 EVENTS
CLASSIC CAR CRUISE-IN
Date: August 15, 2026
Time: 9am-5pm
Location: Downtown Cambridge, Ohio
“Cruise on in and enjoy a day filled with classic charm and automotive pride at Cambridge Main Street’s Classic Cruise-In & Car Show! This beloved community event brings together an impressive mix of restored classics, vintage favorites, muscle cars, and modern showstoppers — all lined up in the heart of downtown for spectators to admire.”
FALL FESTIVAL
Date: October 3, 2026
Time: 10am-6pm
“Experience the sights, flavors, and fun of the season at Cambridge Main Street’s Fall Festival! This family-friendly event fills downtown with autumn excitement — including local vendors, seasonal treats, kids’ activities, live entertainment, and festive décor that brings out the best of fall. Guests can enjoy shopping with handcrafted and seasonal vendors, savor fall favorites.”
DICKENS VICTORIAN VILLAGE DISPLAYS
November 1, 2026 – January 1, 2027
Stroll Wheeling Avenue from 6th to 11th Streets to learn about the Victorian era by reading the plaques at the base of each of the 96 Dickens scenes.
Learn more: dickensvictorianvillage.com
CHRISTMAS PARADE
Date: November 28, 2026
Time: 5pm-8pm
ROAD TRIP INSPIRATION
CLICK HERE to learn more.
LOCAL VISITOR BUREAU
OUR TOWN COSHOCTON
WEBSITE: ourtowncoshocton.org
2026 EVENTS
OUR TOWN COSCHOCTON SUMMER CONCERT SERIES
The Weeklings – Beatles Tribute Band
Date: August 15. 2026
Time: 7:30 PM
Location: Coshocton Court Square
FREE Admission
OUR TOWN COSCHOCTON SUMMER CONCERT SERIES
E5C4P3- Journey Tribute
Date: September 13, 2026
Time: 3pm-5:30pm
Location: Coshocton Court Square
FREE Admission
HALLOWEEN PUB CRAWL
Date: October 30, 2026
MIRACLE ON MAIN PARADE
Date: November 20, 2026
JINGLE BELL SHOP HOP
Date: December 5, 2026
LOCAL VISITOR BUREAU
MAIN STREET KENT
WEBSITE: mainstreetkent.org
2026 EVENTS
PARTY ON THE PLAZA
Date: July 24, 2026
Time: 6pm-8pm
“Celebrate Main Street Kent’s 20th Anniversary Party at the Plaza, a free, family-friendly celebration taking place at Hometown Bank Plaza. Enjoy live music by City of Invention, complimentary anniversary swag, birthday treats, and a variety of activities in a lively community setting.”
OKTOBERFEST
Date: October 10, 2026
Time: Noon-8pm
Location: Downtown Kent
ROAD TRIP INSPIRATION:
CLICK HERE to learn more.
LOCAL VISITOR BUREAU
MAIN STREET MEDINA
WEBSITE: mainsstreetmedina.com
2026 EVENTS
CHRISTMAS IN JULY
Dates: July 17-22, 2023
Join in on the Holiday fun! Forget about the heat … escape to a winter wonderland! Participating shops and restaurants will offer “seasonal” specials, and festive music and activities will happen around the Gazebo.
LADIES NIGHT OUT
Dates: July 23, 2026
SOUTH TOWN ARTS & MUSIC FEST
Date: August 22, 2026
MEDINA CARS & COFFEE
Date: August 30, 2026
MEDINA FALL FESTIVAL
Date: September 26, 2026
MEDINA GHOST & GOBBLIN’ WALK
Date: October 15, 2026
LADIES NIGHT OUT
Date: October 22, 2026
MEDINA CANDLELIGHT WALK
Dates: November 20-22, 2026
ROAD TRIP INSPIRATION
If you have never taken a road trip to the picturesque town of Medina, which was originally part of the Connecticut Western Reserve area, then you are truly missing the opportunity to explore one of Ohio’s most charming squares. A definite Norman Rockwell painting. The county courthouse towers over one side of the square and the rest of the square is surrounded by mom and pop shops that offer an afternoon of shopping and exploring.
Click here to read more.
#sponsored
LOCAL VISITOR BUREAU
HISTORIC DOWNTOWN MILLERSBURG
WEBSITE: historicdowntownmillersburg.com
2026 EVENTS
ART IN THE BURG – Holmes County Art Festival
Date: September 12, 2026
Time: 10am – 4pm
Location: Downtown Millersburg, OH
Historic Downtown Millersburg is proud and excited to be bringing to Holmes County an Art Exhibition of Ohio’s truest Artisans. We will be featuring wood carvers, canvas artists, pottery, quilting and more. As part of the Appalachian region of Ohio, our artists pull their inspirations from the history, land and people themselves.
ANTIQUE FESTIVAL
Date: October 10-11, 2026
Time: 10am – 4pm
Location: Downtown Millersburg, OH
BOO IN THE ‘BURG
Date: October 24, 2026
Time: 10am – 4pm
Location: Downtown Millersburg, OH
ROAD TRIP INSPIRATION
One of my favorite things to do is explore Ohio’s small town main streets. I love their charm, their architecture and their unique shopping opportunities. When planning my recent road trip to Ohio’s Amish Country, I decided to skip my regular itinerary for a point a little west of my normal stopping ground, a place I never seemed to find the time to visit, Millersburg Ohio.
Click here to read more. #sponsored
Treat yourself to a night at “The Honeycombs” in Millersburg, OH. Click here to learn more.
LOCAL VISITOR BUREAU
MAIN STREET RAVENNA
WEBSITE: mainstreetravenna.org
2026 EVENTS
JULY FOURTH FRIDAY
Date: July 24, 2026
Time: 5-8pm
Stop into any participating business to pick up a punch card, then grab a beverage, and stroll through downtown. Enjoy Ravenna’s shops and restaurants. Get your punches and then take your card to the Main Street Ravenna offices for a chance to win! Music in the Pocket Park provided by local band It’s About Time.
Additional events TBA.
LOCAL VISITOR BUREAU
MAIN STREET VERMILION
WEBSITE: mainstreetvermilion.org
2026 EVENTS
MARKET IN THE PARK
Every Saturday – July & August
Time: 10am – 2pm
Location: Victory Park
CHALK IT UP!
Date: August 1, 2026
Time: 10am-2pm
Location: Old Fire Station @ Victory Park
This free, family-friendly event that welcomes everyone includes activities for the kids like Chalk-A-Square and other hands-on activities and chance to vote for a favorite drawing!
VERMILION LANTERN PARADE
Date: November 7, 2026
Time: 4:30 PM
Location: Main Street Beach & Park
LIGHT-UP VERMILION
Date: December 4, 2026
Time: 5pm-8pm
Location: Downtown Vermilion
Drone light show and more.
MAIN STREET WADSWORTH
WEBSITE: mainstreetwadsworth.org
2026 EVENTS
FIRST FIRDAY: ALL STAR KICK-OFF
Date: August 7, 2026
FIRST FRIDAY: LEVEL UP: FAMILY GAME NIGHT
Date: September 4, 2026
FIRST FRIDAY: SNOOPY PALOOZA
Date: October2, 2026
SCARE ON THE AQUARE AND WADSWORTH THRILLER
Date: October 17, 2026
FIRST FRIDAY: GIVING THANKS TO OUR VETERANS
Date: November 6. 2026
CANDLELIGHT WALK
Date: November 20, 2026
FIRST FRIDAY: A VERY MERRY FIRST FRIDAY
Date: December 4, 2026
ROAD TRIP INSPIRATION
Seize the day. Click here to view Road trip highlights.
#sponsored
LOCAL VISITOR BUREAU
WOOSTER MAIN STREET
WEBSITE: mainstreetwooster.org
2026 EVENTS
MAIN STREET MUSIC brings free! live music entertainment to the pavilion at Wooster’s Historic Downtown Square every Thursday, Friday, and Saturday night from 6pm-8pm starting May 18th thru October 14th.
For music line-up click here.
CONCERT & CRUISE-IN
Date: August 14, 2026
SEASONAL SHOP HOP (Fall)
Date: October 17, 2026
WINTER WONDERLAND
Date: November 20, 2026
HISTORIC DOWNTOWN CHURCH TOUR
Date: December 4, 2026
ROAD TRIP INSPIRATION
“Dine, Shop, Live & Play” is how “Main Street Wooster” promotes their Historic Downtown; and they couldn’t be more correct. Filled with history, charming shops, restaurants, and beautiful main street views, this Historic Downtown has much to boast about.
Click here to read more.
If you need help planning your adventure, please reach out. And as always, please share with locations where you learned about them.
KEEP ON EXPLORING!
~Diane
My Ohio Fun
Editor’s note: Article and photos, unless noted by: Diane, MyOhioFun.com
Any use of the above article or images without prior permission, will be in violation of copyright laws.
***Disclosure: My Ohio Fun receives compensation from advertising banners. As always, all opinions are 100% my own.***
