Ride to the Sky

10/15/2026

Check it out!

09/22/2026

Photo Drop Round 1! Tag your buddies and keep the memories going! 🚴 🚴‍♀️ 🚴‍♂️

09/21/2026

THATS A WRAP! Crazy George’s Ride to the Sky was an undeniable success, and we have YOU to thank! First off, thank you to the participants who showed up ready to ride and ready to party! Thank you to our volunteers who woke up before the sun and worked hard to keep things running smooth! Thank you to our Friends of the Tennessee Central Trail and Upper Cumberland SORBA folks who ran the aid stations, registration and merch tables, Putnam Co Sheriff crew for escorting our groups, Caney Fork Cycles for free bike repair and tune ups, Red Silo Runners for serving up our meal, and to Cookeville Regional Charitable Foundation and community partners for providing fun activities for the kiddos! Special thanks to the Girl Scouts for their cookie donations, first aid kits and cheering on our family fun ride for many years! A HUGE thank you to Red Silo Brewing for being the most generous hosts for years! We could not ask for a better location and supportive crew!

Finally and most importantly, thank you to our 2026 sponsors!!! Without you, this event would not be possible. And because of you, we are able to make our dream of growing The Tennessee Central Trail a reality!

Make sure you follow all our accounts and stay tuned for our full event photos to be shared!
Friends of the Tennessee Central Trail
The Tennessee Central Trail
Ride to the Sky

09/19/2026

See you soon! Yes, there are walk-up spots open! Come ride with us! Walk-up registrations will begin at 6:00 AM! Make sure you bring your ID and allow time before your ride to get registered, sign waivers, etc.

For those already registered:
Check your email inbox!

You will find a wrist band in your registration packet, this is your ride, food and beverage ticket and must be worn during the event.

Double check your details and ride times!

Saturday September 19, 2026

All rides start and end at:
📍Red Silo Brewing Co.
118 W. 1st St., Cookeville, TN 38501

Start Times:

100 mile: 6:30amCT

62 mile: 7:30amCT

36 mile: 8:30amCT

9 mile: 10:00amCT

Parking:
*See Map*

Have questions? Message us or email at [email protected]

SEE YOU SOON! 🚴🚴‍♀️🚴‍♂️

09/18/2026

See y’all tonight! 5:00-7:00 PM at Caney Fork Cycles ! We will allow some “late bird” registrations! Bring your ID, pick up your swag bag & snag some extra deals before they’re gone!

*Back by popular demand: Saturday night TCT pub crawl is on! Purchase a TCT pint glass & receive 1 free tap from each of these participating local sponsors! 🍻
1854 Cocktail Bar & Lounge
Cookeville Pizza & Pub
Dream Country Brewing
Genes Place Pizzeria

BRAND NEW SWAG AVAILABLE:
-Hats!
-Jerseys & Kits!
-Socks!
-vintage t-shirt closeout deals!

09/17/2026

IT’S ALMOST GO TIME! We’re super stoked you’ll be joining us this weekend! For those who missed the online cut-off: we DO have walk-up spots! Day of walk-up registration will begin at 6am! Make sure you bring your ID and allow time before your ride to get registered, sign waivers, etc.

For those already registered:
Check your email inbox!

You will find a wrist band in your registration packet, this is your ride, food and beverage ticket and must be worn during the event.

Date and Location:

Saturday September 19, 2026

All rides start and end at:
📍Red Silo Brewing Co.
118 W. 1st St., Cookeville, TN 38501

Start Times:

100 mile: 6:30amCT

62 mile: 7:30amCT

36 mile: 8:30amCT

9 mile: 10:00amCT

Parking:
*See Map*

Packet Pickup:

FRIDAY, September 18th 5-7pm CDT Caney Fork Cycles -124 East Broad Street CKVL

SATURDAY, September 19th Beginning 6am CDT Red Silo Brewing -118 W 1st Street CKVL

Have questions? Message us or email at [email protected]

SEE YOU SOON! 🚴🚴‍♀️🚴‍♂️

09/15/2026

🚨 You officially have 24 hours! 🚨 Tomorrow, Wednesday, Sept. 16th at 5PM, online registration will be closed! Skip the added fee, skip the lines and get yourself registered today! Swipe to see which route option is best for you! Find extra details on each route, including maps, climbs, aid stations, and more.

www.bikereg.com/ride-to-the-sky

09/15/2026

09/15/2026

Custom hats, limited supply- these will go fast! 🔥 Pre-order here:
www.bikereg.com/ride-to-the-sky

*Pick up Friday night at Caney Fork Cycles CKVL or Saturday morning at Red Silo Brewing Company ! Thanks for supporting the Friends of the Tennessee Central Trail !