Century Rides in Delaware
The comprehensive 2026 directory of 100-mile centuries, metric centuries (62 miles), and endurance cycling tours across Delaware.
Cycling in Delaware: Terrain & Route Overview
Delaware is widely celebrated as one of the best states in America for your very first century ride. Characterized by flat, forgiving coastal terrain, wide farm-country shoulders, and breezy ocean roads, Delaware provides the ideal setting for setting a personal distance record or achieving a fast pacing average. Popular events like the Amish Country Classic wind through tranquil farmland, historic covered bridges, and scenic state parks around Dover and Rehoboth Beach. The riding season is long and gentle, stretching from early April straight through November. While elevation gain is minimal, the primary challenge comes from coastal crosswinds off the Atlantic Ocean and Delaware Bay. With welcoming community aid stations, seamless navigation, and flat roads that encourage steady rhythm, Delaware is a paradise for endurance cyclists seeking a smooth, memorable 100 miles.
Terrain Characteristics: Gentle coastal plains, seaside marshes, and historic farmland.
Riding Season & Weather: April through November.
📍 Delaware Century Rides Map
11 Plotted EventsAmish Country Bike Tour
OctoberA 40th Annual rain-or-shine, non-refundable event with 16, 25, 50, 62, or 100-mile routes through peaceful, flat Amish countryside, with a catered lunch and entertainment on Legislative Mall in historic downtown Dover, Delaware.
Bike the Beaches, Bays, & Beyond!
AprilJoin cyclists of all levels in the Quiet Resorts for a cycling tour through Sussex County, Delaware's beautiful beaches, bays, and beyond!
Broad Creek BASH
OctoberJoin us for our Second Annual 2026 Broad Creek BASH! The ride would not be complete without a stop at our true gem – Trap Pond State Park. You will be wild about us! Wilderness Trails, Wildlife, and quiet adventure awaits!
Doublecross Metric
JuneA 62-mile metric century ride on flat terrain that crosses and “doublecrosses” the state of Delaware, with a figure eight pattern, rest stops, and support & gear.
Junction & Breakwater / Coastal Trail Century
AnytimeScenic multi-trail loops connecting Cape Henlopen State Park, Lewes, and Atlantic coastal pathways.
Monster Mash Century
OctoberFun-themed autumn century winding along flat, low-traffic country backroads in central Delaware.
Pike Creek Valley Metric Century
JuneChallenging metric tackling the punchy climbs, ridges, and valleys of northern New Castle County.
Savage Century
SeptemberOne of the most scenic and challenging rides in the area, with routes of 40, 60, 80, or 100 miles, offering a variety of climbs and scenic vistas.
Shorefire Century
AugustDue to the flat, gently rolling terrain that the route follows, this is the perfect “ First Century Ride “.
Tri-State Century
AugustCross-border route exploring the rolling hills where Delaware, Maryland, and Pennsylvania meet.
Wilmington Grand Prix
MayA premier criterium-style bike race with a 3.2-mile time trial, professional and amateur racing, and a scenic Gran Fondo ride through the Brandywine Valley and Delaware's cultural attractions.