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Best Road Cycling Races Southeast 2025

Best Road Cycling Races Southeast 2025

Long line of racers in a Gran Fondo National Series event
Last updated June 3, 2025

Strambecco rates the Best Road Cycling Races Southeast 2025 based on reputation, route quality, location, rider feedback, and the event's or race's overall uniqueness.  Spanning North Carolina, South Carolina, Georgia, Florida, Alabama, Tennessee, Kentucky, and Mississippi -- Southeast terrain features of Strambecco's best list varies but include many events navigating parts of the Appalachian Mountains along with rolling hills, rich river valleys, and high flat plateaus.  States in the lower part of the region offer significantly flatter terrain amidst beaches, swamps, and wetlands.

The most notable events on Strambecco's list of best road cycling races Southeast 2025 are part of the Gran Fondo National Series, the largest and most competitive series of Gran Fondo cycling events in the United States. The series was the first to implement timed-segment racing into US gran fondo events, and since 2012, has crowned Gran Fondo National Champions in a variety of age/gender categories. In 2020, the series partnered with USA Cycling to bring a one-day Gran Fondo National Championship into the portfolio of official USA Cycling National Championship events.  GFNS Southeast events include Tour of Georgia Gran Fondo, Gran Fondo Boone, Gran Fondo Asheville, and Gran Fondo Florida.  Each event is a qualifying event for the National Championship event at Gran Fondo, Maryland, in September.

The Cheaha Challenge, a Gran Fondo National Series partner event, qualifies for the UCI Gran Fondo World Series, a series of long-distance cycling races held worldwide. These races are open to amateur cyclists who are looking to challenge themselves and compete against other riders from around the globe.  The Series is organized by the Union Cycliste Internationale (UCI), the governing body for international cycling. The series comprises approximately 25 events, each featuring a challenging route through scenic landscapes.  Strambecco rates many of the events, which you can see below or the full calendar of events here.  One of the unique features of the Series is that it allows amateur cyclists to qualify for the UCI Gran Fondo World Championships held in late August this year in Denmark.

Strambecco does not list every event.  We strive to identify and review events that are special and noteworthy.  If you have suggestions on other events we should consider or review, please get in touch with us here or send us a note at editors@strambecco.com.  Strambecco also rates the best MTB and best Gravel Events in the Southeast.  [/vc_column_text][/vc_column][/vc_row]

Gran Fondo Florida 2025

Last Updated November 14, 2024 — The Gran Fondo Florida stands as a beacon of warmth and rolling terrain for road cycling enthusiasts looking to escape the biting chill of winter and…

Solo rider on climb in Tour of Georgia Gran Fondo

Tour of Georgia Gran Fondo 2025

Updated August 24, 2024– Tour of Georgia Gran Fondo is a Gran Fondo National Series event that produces some of the best US cycling events. Picked as one of the best road cycling…

Gran Fondo Hincapie – Chattanooga 2025

Last Updated May 11, 2024 Hincapie Events offers the ultimate cycling experience in Tennessee, the Gran Fondo Hincapie - Chattanooga 2025, which offers standard and junior entries for ~81-mile, ~55-mile, or ~10-mile…
road cyclists

Cheaha Challenge Gran Fondo 2025

The Cheaha Challenge Gran Fondo 2025, now in its 31st year, takes off annually from Jacksonville, Alabama, and is one of America's top cycling events, if not Alabama’s. Picked by Strambecco as…
cyclists at the assault on mount marion

The Assault on Mount Marion 2025

Last updated May 31, 2024 The 2025 event date is not confirmed -- The Assault on Mount Marion 2025 is a sister event to the hugely popular Assault on Mount Mitchell event,…
cyclists at assault on mount mitchell

The Assault on Mount Mitchell 2025

Last Updated May 31, 2024 The Assault on Mount Mitchell 2025, organized by The Freewheelers Club, is a 102.7-mile self-paced ride from downtown Spartanburg, South Carolina, along the Blue Ridge Parkway to…

Gran Fondo Asheville 2025

Updated August 24, 2024– Gran Fondo Asheville 2025 is a special Gran Fondo National Series event on many levels, starting with the chance to see the alluring Asheville downtown and surrounding countryside…

road cyclists at start of hot hundred alabama

Hot Hundred 2025

August 27, 2024 — The 2025 event date has not been announced — For 22 years, the Hot Hundred has held its reputation as one of the best rides in the country,…

boone gran fondo riders

Boone Gran Fondo 2025

Updated August 24, 2024 — Boone Gran Fondo 2025 is a Gran Fondo National Series event, producing some of the best US cycling events.  Mid-summer, the High Country of North Carolina enjoys 80-degree…

road cyclists at blue ridge brutal

Blue Ridge Brutal 2024

Updated July 15, 2024 — The Blue Ridge Brutal has been an annual epic ride in North Carolina for over 30 years, put on in partnership with the Ashe County Chamber of…

start/finish line at six gap century

Six Gap Century 2025

Last updated October 10, 2024 The 2025 event date is not confirmed — Set amidst the rolling hills and scenic landscapes of Dahlonega, Georgia; the Six Gap Century stands as one of…

Alpine Loop Gran Fondo 2025

Last updated November 11, 2024 The 2025 event date is not confirmed — The Alpine Loop Gran Fondo 2025 is a celebrated cycling event that welcomes cyclists and spectators to Harrisonburg, Virginia, for…

start line at Gran Fondo Hincapie - Greenville

Gran Fondo Hincapie – Greenville 2025

Last updated November 15, 2024– Gran Fondo Hincapie – Greenville is an extremely popular and well-run event that travels through South Carolina’s beautiful Blue Ridge Mountains. This is no ordinary cycling event—it’s…

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