
Saturday August 5th
Criterium Racing, Festival and Live Music at Bailey Park
The Winston-Salem Cycling Classic course has become known for its challenging route that loops up and around Bailey Park, offering some of the most exciting bike racing in the country.
Watch pros and amateurs compete all day and take in the extra entertainment at the festival in Bailey Park all afternoon.
We’ll have plenty of food trucks and a beer garden too, so plan to spend the day.
Then, stick around for our FREE (yes, FREE) concert into the night!

Criterium Racing
Our legendary WS Cycling Classic course returns this year, starting and ending again on the Vine Street hill, providing great views of dynamic racing and opening up all of Bailey Park for our festival.
Race Routes:
Course 1: https://ridewithgps.com/routes/39158196
Course 2: https://ridewithgps.com/routes/39158174
Category | Distance | Start Time | End Time | Total Payout | Entry Fee (1) |
---|---|---|---|---|---|
Juniors (10-14) | 30 Minutes | 8:00 AM | 8:30 AM | Medals / 3 | $15 |
Junior (15-16 Cat 4/ Novice) | 30 Minutes | 8:00 AM | 8:30 AM | Medals / 3 | $15 |
Men Cat 4/ Novice | 30 Minutes | 8:40 AM | 9:10 AM | $250 / 3 | $25 |
Master’s 55+ | 30 Minutes | 9:20 AM | 9:50 AM | $300 / 3 | $35 |
Master’s 45+ | 30 Minutes | 10:00 AM | 10:30 AM | $300 / 3 | $35 |
Women Cat 4/ Novice | 30 Minutes | 10:40 AM | 11:10 AM | $250 / 3 | $25 |
Course Closed (Reset) | 40 Minutes | 11:10 AM | 11:50 AM | ||
Master’s 35+ | 40 Minutes | 11:55 AM | 12:35 PM | $300 / 3 | $35 |
Juniors (15-16 Cat 1-4) Juniors (17-18) | 40 Minutes | 12:50 PM | 1:30 PM | $1,000 / 10 combined | $15 |
Women Cat 3/4 | 40 Minutes | 1:45 PM | 2:25 PM | $300 / 3 | $35 |
Women Cat 1/2 | 40 Minutes | 1:45 PM | 2:25 PM | $400 / 3 | $35 |
Men Cat 3/4 | 45 Minutes | 2:40 PM | 3:25 PM | $300 / 3 | $35 |
Men Cat 2/3 | 45 Minutes | 3:40 PM | 4:25 PM | $400 / 3 | $35 |
Pro Women Cat 1/2 | 60 Minutes | 5:00 PM | 6:00 PM | $12,500 / 25 (2) | $0 |
Pro Men Cat 1/2 | 75 Minutes | 6:30 PM | 7:45 PM | $12,500 / 25 (3) | $0 |
(2) Courtesy of Novant Health Women’s Health
(3) Courtesy of Riazzi Rhyne & Swaim Investment Group

Free Live Music
6:00 PM – 11:00 PM
With help from our friends at Lidl, this year’s concert is free and open to the public all night long!
Announcements on this year’s music lineups will be made sometime in May.