Out of Bounds Rides

Out of Bounds  

Updated:  May 19, 2026

Contact PPTC to get an event on the OOB calendar.

(Note:  Italics = a previous year's date as a reference & placeholder; new date not yet announced.  OOB editor continues to research dates)

2026: Rides (metrics, centuries, etc.), Tours, & Events:

(Italic = previous year’s dates) 

• MAY 22-24^th — Horsey Hundred (Georgetown, KY)
• MAY 22-25^th — Chestertown Weekend (BBC) (Wash College, Chestertown MD)
• MAY 23^rd — Wilderness Road Ride (Radford, VA)
• MAY 24-25^th — Ocean to Bay Bike Tour (Fenwick Island, DE)
• MAY 30^th — Bike Benzie Tour (Thompsonville, MI)
• MAY 30^th — DC Randonneurs 600K (Warrenton, VA)
• MAY 30^thCycle the Savage (Big Run State Park, Garrett County, MD)
• JUN 6^th — Ride to Defeat ALS (Keswick, VA)
• JUN 6^th — Tour de Talbot (Easton, MD)
• JUN 6^th — Tour de Frederick (Walkersville, MD)
• JUN 6^th — Cherohala Challenge Century 10,350’ (Vonore, TN)
• JUN 7^th — WNC Flyer (Brevard, NC)
• JUN 10-14^th — Northwest Tour (Michigan) (Traverse City, MI
• JUN 13-20^th — OTET Ohio River to Lake Erie Tour (Cleveland, OH)
• JUN 13^th — Revolutionary Ramble (Madison, NJ)
• JUN 13^th — Tour de Lebanon Valley (Lebanon, PA)
• JUN 13^th — Pax River Rural Legacy Ride (Oxon Hill Bike Club) (Pax Rvr Prk, PG Co, MD)
• JUN 20^th — Le Tour de Shore (Onancock, VA)
• JUN 20^th — Lee Warren Queen City Century (Staunton, VA)
• JUN 20^th — The Firefighter 50 (35/50/101) (Pleasant Valley, MD)
• JUN 20-26^th — Pedal Across Lower Michigan (Stevensville, Mi)
• JUN 20-27^th — Great Ohio Bicycle Adventure (Norwalk, OH)
• JUN xx^nd — Garrett County Grand Fondo (McHenry, MD) -No event in 2025-
• JUN 26-28^{th —} Bike Virginia (sunshine & Spokes getaway) (Shepherdstown, WVa)
• JUN 27^th — Delaware Double Cross (Smyrna, DE)
• JUN 27^th — Bay to Bay (Betterton, MD)
• JUN 28^th — Blue Water Ramble (Algonac, MI)
• JUN 28^th — Biking for Brittany (Elizabethtown, PA)
• JUL 11-14^th — TGBT of C&O Canal (bus from Boonsboro, MD)
• JUL 11^th — Triple Bypass (118 Miles, 3 mountains, Evergreen, CO)
• JUL 12^th — Gold Coast Tour (Greenlawn, NY)
• JUL 18-25^th — RAGBRAI (Iowa)
• JUL 21-25^th — Bon Ton Roulet (Finger Lakes, NY)
• JUL 21-25^th — Tour da Yoop, Eh (Manistique, MI)
• JUL 25^th — Spellbound Century (Mount Holly, NJ)
• JUL 25-26^th — Amishland & Lakes (LaGrange, IN)
• 07/31-08/02 — Cycle N.C. Mountain Ride (Brevard, NC)
• AUG 1^st — MT Mama Cycling Challenge (Monterey,VA)
• AUG 02-9^th — Shoreline (Alpena, MI) (paused for 2026)
• AUG 03-8^th — WOMBAT The Lakes Tour 2026 (Petoskey, MI)
• AUG 8^th — Shorefire Century (Middletown, De)
• AUG 10^th — ‘Ride to See’ a Tour of Kent County (Galena, MD)
• AUG 16^th — Covered Bridges Classic (Lancaster, PA)
• AUG 23^rd — Reston Century (Herndon, VA)
• AUG 22^nd — Highlander Cycle Tour (Finger Lakes, NY)
• AUG 22^nd — Iron Furnace 50 (Furnacetown, Snow Hill, MD)
• AUG 22^{nd —} CCAP Bike Tour (Winchester, VA)
• AUG 23^rd —DVBC Brandywine Tour (Kennett Square, PA)
• 8/28 to 9/01 — XOBA (across Ohio) (Powhatan Point, OH)
• AUG 29^th —C3 Scratch-n-Denton Gravel (Denton, MD)
• SEP 7^th — Labor Day Century (New Oxford, PA)
• SEP 6^th — Skipjack Bike Tour (Deal Island, MD)
• SEP 12^th — SOWW Warrior Bike Ride (Broad Run, VA [Farm Brewery])
• SEP 12^th — DC Bike Ride (Washington, DC)
• SEP 13^{th —} Cannon Ball Century (Spotsylvania Courhouse, VA)
• SEP 13^th — Schuylkill Century (Conshohocken, PA)
• SEP 14^th — Shenandoah Valley Century (Harrisonburg, VA)
• SEP 19^th — Civil War Century (Thurmont, MD)
• SEP 19^th — Maine Lighthouse Ride (South Portland, ME)
• SEP 19^th — Heart of VA Bike Festival (Century+) (Hanover Courthouse, VA)
• SEP 19-26 — Ohio Erie Trail Adventure (Cincinnati, OH)
• SEP 20^th — 50 States/13 Colonies Ride (Wash, DC)
• SEP 19^th — Bike Shenandoah (Harrisonburg, VA)
• SEP 20^th — Three Creek Century (Newville, PA)
• SEP 21^st — Harvest-100 (PPTC Century) (Barrel Oak Wine/Brew, Delaplane, VA)
• SEP 26^th — The Great Pumpkin Roll Ride (Brookville, IN - Cincinnati Cycle Club)
• SEP 26^th — Rolling Donuts (Queen Anne, MD)
• SEP 27^th — Twin Lights Ride (Highlands, NJ)
• SEP 27^th — Apple Cider Century (Three Oaks, Mich)
• SEP 27^th — Twin Lights Ride (Highlands, NJ)
• SEP 29^th — Seacoast Century (Hampton Beach, NH)
• OCT 02–04 — Knox County Biketoberfest (Mt Vernon, OH)
• OCT 3^{rd —} Seagull Century (Salisbury, MD)
• OCT 3^{rd —} Culpeper Cycling Century (Culpeper, VA)
• OCT 4^th — Lifeline 100 (Millersville, MD)
• OCT 04–10 — CNC Mountains to the Coast.([venue tbd], NC)
• OCT 10^th — Amish Country Tour (Dover, DE)
• OCT 10^th — Tour de Greene (Stanardsville, VA)
• OCT 12^th — Discover The Hudson Valley Ride (Greenlawn, NY) (No event in 2026)
• OCT 17^th — Tour de Midnight (Vienna, Rockville Williamsburg, VA)
• OCT xx — Shenandoah Fall Foliage Bike Fest (Staunton, Va)-Canceled Permanently
• OCT 24^{th —} Between The Waters Bike Tour (Eastern Shore of VA)
• OCT 25^{th —} Great Pumpkin Ride (Warrenton, VA)
• OCT 25- 27 — Gettysburg Fall Bike Weekend (Gettysburg, PA)
• NOV 14^{th —} Florida Freewheelers - Horrible Hundred (Clermont, FL)
• NOV 5-8^{th —} Bike FLA 55+ Coast-2-Coast Tour (St Pete, FL)
• NOV 19-22^nd — Bike FLA Sunflower Tour (women only) (St Pete, FL)
• NOV 25^{th —} MORE – Holiday Lights Ride (3.5 miles) (Gaithersburg, MD)
• DEC 3-6^{th —} Bike FLA 55+ Tour (St Pete, FL)
• DEC 10-13^th — Bike FLA Coast-2-Coast Tour (St Pete, FL)

   

• 2027: Rides (metrics, centuries, etc.), Tours, & Events:
• (Italic = previous year’s dates)
• JAN 8-11^{th —} New Year 55+ Coast-2-Coast (St Pete, FL)
• JAN 22-25 — Bike FLA Winter Sunflower Tour (women) (Titusville, Fl)
• FEB 7^th — Bike FLA CroomFest (Brookville, FL)
• FEB 21^{st —} Stop Swap & Save (Ag Center, Westminster, MD)
• FEB 12-15^{th —} Bike FLA All Ages Coast-2-Coast Tour (St Pete, FL)
• 2-26 to 3-01 ^— 55+ Coast-2-Coast (Titusville, FL)
• MAR 11-15^{th —} Bike FLA Lighthouse Tour.(Amelia Island, FL)
• MAR 14-15^{th —} Philly Bike Expo (downtown Philidelphia)
• MAR 21^st — DC Randonneurs 200K (Ashburn, VA)
• MAR 26-29 — Bike FLA Spring Sunflower Tour (women) (Titusville, FL)
• APR 4^th — DC Randonneurs 200K 300K (Cambridge, MD)
• APR 9-12 — Bike FLA 55+ Coast-2-Coast Tour (St Pete, FL)
• APR 11^th — Icicle Century (Elkton, MD)
• APR 11^th — Positive Strides Spring Classic (Easton, MD)
• APR 11-16 — Florida Bicycle Safari (Live Oak, FL)
• APR 11-12 — Ride The Low Country (Awendaw, SC)
• APR 18^th — Tar Wheel Century (Elizabeth City, NC)
• APR 18^th — DC Randonneurs 300K (Arlington, VA)
• APR 24-25 — Ocean to Bay Bike Tour (Bethany Beach, DE)
• APR 24-26 — Cycle N.C. Coastal Ride (Oriental, NC)
• APR 26^th — Maryland Coast Bike Festival (Assateague, MD)(canceled for 2026)
• APR 26^th — Ride to End Hunger (Huntingtown, MD)
• APR 24-26^th — PPTC Lewes, DE Weekend (Lewes, DE)
• MAY 2^nd — C3 Tri-County Ice Cream Classic (Easton, MD)
• MAY 3^rd — Five Boro Bike Tour (New York, NY)
• MAY 3^rd— DVBC Bonkers Tour (Media, PA)
• MAY 3^rd — Assaults on Mt Mitchell (Spartanburg, SC) (paused for 2026)
• MAY 4^th — Tour de Cookie.(Rockville, MD) (paused for 2025)
• MAY 8-9^th — Capital-2-Capital (Henrico & Williamsburg, VA)
• MAY 9^th — Six Pillars Century (Cambridge, MD
• MAY 9^th — Best of Bucks Metric (Doylestown, PA)
• MAY 15-17^{th —} Hershey Spring Cycling Weekend (Hershey, PA)
• MAY 16^th — Wheels-4-Meals Jack O’Hollaren Annual Ride (Lewes, DE)
• MAY 16^th — Tour de Madision (Syria, VA)
• MAY 16^th — DC Randonneurs 400K (Frederick, MD)
• MAY 15-17^th — Hershey Spring Cycling Weekend (Hershey, PA) 
• MAY 15-17^th — Zoo de Mack (Harbor Springs, MI)
• MAY 16-17^th — TOSRV (Chillicothe, OH)
• MAY 16^th — Tour de Chesapeake (Mathews, VA)
• MAY 17^th — Storming of Thunder Ridge (Lynchburg, VA)