HomeOut of Bounds

Out of Bounds Rides

Out of Bounds

Updated: September 02, 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)

SEP 7^th — Labor Day Century (New Oxford, PA)
SEP 12^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 —}Farmland Tour (Manalapan, NJ)
SEP 13^th — Schuylkill Century (Conshohocken, PA)
SEP 13^th — Bucks County Classic (Doylestown, PA)
SEP 13^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 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 —}Cannon Ball Century (Spotsylvania Courhouse, VA)
SEP 26^th — Rolling Donuts (Queen Anne, MD)
SEP 26^th — 50 States/13 Colonies Ride (Wash, DC)
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 24^{th —}Great Pumpkin Ride (Warrenton, VA)
OCT 23-25Gettysburg 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 7-10^th^—New Year 55+ Coast-2-Coast (St Pete, FL)
JAN 28-31 — Bike FLA Winter Sunflower Tour (women) (St Pete, Fl)
FEB 11-14^th — Bike FLA Just the Guys C2C Tour (men) (St Pete, FL)
FEB 21^st ^—Stop Swap & Save (Ag Center, Westminster, MD)
FEB 25-28^{th —}Bike FLA All Ages Coast-2-Coast Tour (St Pete, FL)
MAR 14-15^{th —}Philly Bike Expo (downtown Philidelphia)
MAR 18-31 — Bike FLA Winter Sunflower Tour (women) (St Pete, Fl)
MAR 21^st — DC Randonneurs 200K (Ashburn, VA
APR 4^th — DC Randonneurs 200K 300K (Cambridge, MD)
APR 8-11 — 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)
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 — French Creek Iron Tour (Phoenixville, 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 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)