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Winston Salem Cycling Classic & Gears and Guitars

Location

Winston-Salem, NC

Start Time

3:00 PM

Price

Free – $65

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Hosted by

Promoter 5342

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About

Gears and Guitars

Winston-Salem transforms into cycling central with a multi-day festival that serves up everything from professional USA CRITS action to scenic fondo adventures. Race the tight 0.55-mile criterium course with its six challenging turns, or explore the region on road and greenway routes stretching from quick 7-mile spins to epic 68-mile journeys.

  • Format: Multi-day cycling festival
  • Racing: Professional and amateur criteriums, USA CRITS events
  • Rides: Road fondo and greenway options
  • Distances: 0.55 to 68 miles
  • Terrain: Paved roads, greenway trails, gravel
  • Location: Winston-Salem, NC

Location

Starting Point

Winston-Salem, NC

Route

68 mi

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Categories

21 categories available

Friday, May 22nd 2026 Streets of Fire Crit

Streets of Fire Crit Open Men Cat 2/3/4

A new 6-turn downtown Winston-Salem criterium course, just over 1/2 mile.

10:30 PM

$50

Streets of Fire Crit Women D1/Pro/Cat 1/2/3

A new 6-turn downtown Winston-Salem criterium course, just over 1/2 mile.

11:15 PM

$50

Streets of Fire Crit Men D1/Pro/Cat 1

A new 6-turn downtown Winston-Salem criterium course, just over 1/2 mile.

12:15 AM

$50

Saturday, May 23rd 2026 Criterium Races

Gears and Guitars Criterium Juniors 9-14

Criterium race on our iconic downtown Winston-Salem routes. Route 1

3:00 PM
·75 spots left

$30

Gears and Guitars Criterium Juniors 15-16 Cat 4/Novice

Criterium race on our iconic downtown Winston-Salem routes. Route 1

3:00 PM
·75 spots left

$30

Gears and Guitars Criterium Juniors 15-16 (Cat 1-4)

Criterium race on our iconic downtown Winston-Salem routes. Route 1

3:00 PM
·100 spots left

$30

Gears and Guitars Criterium Juniors 17-18

Criterium race on our iconic downtown Winston-Salem routes. Route 1

3:00 PM
·100 spots left

$30

Gears and Guitars Criterium Mens Cat 4/Novice

Criterium race on our iconic downtown Winston-Salem routes. Route 1

3:50 PM
·75 spots left

$40

Gears and Guitars Criterium Womens Cat 4/Novice

Criterium race on our iconic downtown Winston-Salem routes. Route 1

4:30 PM
·75 spots left

$40

Gears and Guitars Criterium Womens Cat 3/4

Criterium race on our iconic downtown Winston-Salem routes. Route 1

4:30 PM
·100 spots left

$50

Gears and Guitars Criterium Masters 55+

Criterium race on our iconic downtown Winston-Salem routes. Route 2

5:50 PM
·100 spots left

$50

Gears and Guitars Criterium Masters 45+

Criterium race on our iconic downtown Winston-Salem routes. Route 2

5:50 PM
·100 spots left

$50

Gears and Guitars Criterium Masters 35+

Criterium race on our iconic downtown Winston-Salem routes. Route 2

6:40 PM
·100 spots left

$50

Gears and Guitars Criterium Mens Cat 3/4

Criterium race on our iconic downtown Winston-Salem routes. Route 2

7:30 PM
·100 spots left

$50

Gears and Guitars Criterium Mens Cat 2/3

Criterium race on our iconic downtown Winston-Salem routes. Route 2

8:25 PM

$50

Gears and Guitars Criterium Women D1/Pro/Cat 1/2/3

Criterium race on our iconic downtown Winston-Salem routes. Route 2

9:30 PM
·125 spots left

$50

Gears and Guitars Criterium Men D1/Pro/Cat 1/2

Criterium race on our iconic downtown Winston-Salem routes. Route 2

11:00 PM
·125 spots left

$50

Saturday, May 23rd 2026 Rick's Rides

Rick's Ride - 68 Miles

Metric Century departs Bailey Park downtown Winston-Salem.

12:00 PM
·500 spots left

$65

Rick's Ride - 42 Miles

42 Mile road ride departs Bailey Park in downtown Winston-Salem.

12:30 PM
·500 spots left

$65

Rick's Gravel Ride - 15 Miles

The journey along the Long Branch Trail and Salem Creek Greenway allows participants to travel on scenic greenways all the way to Salem Lake where the loop trail turns to gravel around Salem Lake.

2:00 PM
·100 spots left

$35

Rick's Greenway Ride (7 Miles)

The out and back journey along the Long Branch Trail to the Salem Creek Greenway allows participants to turn around at any point. Registration provided FREE of charge by Truist

2:00 PM
·100 spots left

Free