MainStreet Cleveland
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The historic backdrop of downtown is the perfect place to host many of the area’s premier events. Family oriented events are held throughout the year including these long standing community traditions: the annual Christmas parade held downtown for more than 50 years, 30 years of the Halloween Block Party and the 15th season of the Mainstreet Cruise In. Mainstreet Cleveland continually adds new events such as the Farmers Market at the Mill and annual Arts Festival. Downtown is a great place to live, work, and play!

Membership Meeting: Typically held on the third Monday of each month at the Elks Lodge - 12:00 Noon. Lunch buffet: $13.

The Back Alley Gallery

Visit the Back Alley Gallery and view the public art display by local artists. The main location of Back Alley Gallery is in alley behind Craigmiles Hall, a half block east of Ocoee Street across from the Courthouse. A second location is on Broad Street just south of Gardner's Market.

The Back Alley Gallery has transformed these unused alley spaces with art, lights, and plants. Doorways mounted on the walls in the alley frame selected works of art. The doors will open to reveal works of art hidden within the frame.

Check it out today and open the door to Art! Funding for this project was by the Lyndhurst Foundation.


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Downtown Cleveland Events

Hot Slaw and Art Y'all: April 1st

Downtown Dine Around: April 27th

Save the Date:

  • Cleveland Great Strides and 65 Roses 5K – March 25 at 9am
  • Hot Slaw & Art Y’all – April 1
  • Keg, Cork & Barrel – April 15 from 3-7pm at the Museum Center
  • Chair-ries Jubilee – April 21 at the Museum Center
  • 22nd Mainstreet Cruise season opens on April 22 from 11- 4 pm and continues the 4th Saturday through October
  • Downtown Dine Around is Thursday, April 27 from 5 – 8pm


For more information on these and other events call the MainStreet Office: 479-1000.

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MainStreet Cruise-In
Join us during the 2023 Cruise-In season. The very popular car show attracts an average of more than 500 classic cars and special interest vehicles to our downtown. Fourth Saturday of Each Month, April - October from 11 a.m. to 4 p.m. There is no entry fee to exhibit a vehicle or attend the cruise-in and it is open to all vehicles – antique, classic, muscle, street rods, and special interest.

Contact Randy Howard (423-421-6356) or visit the Cruise-In website for more information.

MainStreet Cruise-In - The 4th Saturday of each month, April - October- 11 am to 4 pm

April 22, 2023   Aug. 26, 2023
May 27, 2023   Sept. 23, 2023
June 24, 2023   Oct. 28, 2023
July 22, 2023    
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Hot Slaw and Art Y’all - Food & Art Festival,
April 1, 2023, 12:00 - 8:00 pm

Downtown Dine Around - April 27, 2023...
5:00 - 8:00 pm

Friday Festivals - June 2023
Fridays from 7-9:00 p.m. at First Street Square

Downtown Farmer's Market at the Mill - June 8 - Aug. 2023. Open every Thursday begining June 8, from 3-6 p.m. at the Old Wollen Mill

Cleveland Apple Festival - October 21 - 22, 2023
Visit for more information

Downtown Halloween Block Party - Tuesday, Oct. 31, 2023 - Don’t miss this 35-year downtown tradition complete with tons of Mars chocolate on Treat Street, live music, delicious foods, games, and costume contest. 5-10 p.m.

A Classic Christmas in Cleveland - Nov. - Dec., 2023. Christmas on the Square  & Community Tree Lighting Nov. 18. Christmas Parade Dec. 2.


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MainStreet Cleveland: 160 Second Street, NE, P.O. Box 304, Cleveland, Tennessee 37364-0304, Phone: 423-479-1000