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Logo of the Skyway Outdoor Festival
Photo of a woman in hiking gear looking out to a forest valley.

Through partnerships with the Cherohala Cycles, the Town of Tellico Plains, Monroe County Tourism, the Skyway Outdoor Festival Committee and Tellico Plains community members and businesses, we are proud to bring you the 

Skyway Outdoor Festival.  

The Festival will be held on Saturday, June 3, 2023 from 10 a.m. to 4 p.m. at the Charles Hall Museum & Heritage Center. The festival will host vendors, food trucks, outdoor specialists, and more, while also promoting safe cycling skills and driver, cyclists, pedestrian safety.


The Cherohala Challenge

June 3, 2023

7:00 AM:
Cherohala Challenge starts at the Cherohala Skyway Visitor Center
7:30 - 9:00 AM:
Vendor Check-In and Set-up
10:00 AM:
Welcome & Introductions

10:15 AM-4:00 PM:
Live Music, Food Trucks, Outdoor Specialists, Craft Vendors, and More!


The Smoky Mountain Wheelmen proudly presents the 22nd Edition of the Cherohala Challenge! Don’t miss your opportunity to ride the famed Dragon Slayer, the Cherohala Skyway and surrounding region. The 115-mile route is a route that cannot normally be done without the
support of an organized ride.  

June 3, 2023 Music Schedule

10:00 a.m.: Welcome & Introductions
12 p.m. & 2 p.m.: Live music by 
The Shaw Hollar Boys

Graphic of musical notes.
Graphic of musical notes.
Photo of mountain vallery with assorted string instruments and caption Shaw Hollar Boys.
Photo of person playing stringed instrument.
Photo of band playing string instruments

So Many Vendors!

With so many vendors, this is a fun outdoor event you do not want to miss! Come enjoy our craft vendors, cycling vendors, food vendors, kid's activities, live music, and
so much more! 

Vendor Information

Interested in being a vendor with us? Click on the photo to complete the vendor registration form. All of the details you need can be found in the form description

Online Study


Photo of a cabin.

Mecca Camp Resort is the featured lodging option for the Skyway Cycling Fest. For rates, check out their website here. Looking for something different? Check out all of our lodging options in Monroe County here.



Logo of Philips & Jordan
Logo of Fisk Skinz Tellico Plains
Logo of Mecca Camp Resort
Logo of Cherohala Cycles
Logo of Visit Monroe Tennessee


Logo of Volunteer Federal
Logo of Tellico Mountain Realty
Logo  of Tellico Plains, Tennessee
Logo of Cedar Bluff Cycles
Logo of Tellico First Baptist Church
Logo of Long Ridge Missionary Baptist Church
Logo of Tellico First United Methodist


Logo of Nice To Be Kneaded
Logo of Rural Vale Baptist

Nice To Be Kneaded Massage

Logo of LeMond
Logo of Charles Hall Museum
Logo of Popular Bluff


Logo of Chota Community Health Services


Orange ribbon with text saying Sponsor

Sponsorship Levels

Deadline to Sponsor: May 1, 2023
Platinum Sponsor – $1,000

4 Complimentary T-Shirts, Large Logo on Social Media Posts, Large Logo on banner, large logo on t-shirts, 1 Complimentary Vendor Booth, and Listed as Platinum Sponsor on website.

Gold sponsor – $500

3 Complimentary T-Shirts, Small Logo on Social Media Posts, Small Logo on banner, Medium logo on t-shirts, and Listed as Gold Sponsor on website.

Silver sponsor– $250

2 Complimentary T-Shirts, Small Logo on Social Media Posts, Small Logo on banner, small logo on t-shirts, and Listed as Silver Sponsor on website.

Business Sponsor - $100

Business name on official shirt. 

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