9 cycling events in Philadelphia, Pennsylvania

The 9th Annual Stampone O’Brien Dilsheimer Holloway Law Women's Philadelphia Triathlon and Kid's Triathlon

The 9th Annual Stampone O’Brien Dilsheimer Holloway Law Women’s Philadelphia Triathlon is unmatched in energy, execution, and excitment. This POOL SWIM TRIATHLON was 2x named BEST RACE IN THE CITY by Be Well Philly! There is a distance for every woman to "tri."

The Sprint: 300meter swim, 9 mile bike, 5k run

The Super Sprint: 50 meter swim, 4 mile bike, 2 mile run

The Duathlon: 1 mile run, 9 mile bike, 5k run

The Aquabike: 300 meter swim, 9 mile bike, DONE!

If any of this seems daunting we have RELAY options for you and your friends. Yes, you and your friends can choose which part of the race to do and you can ALL cross the finish line together!

More Need To Know's:

• All swimming takes place in Historic Kelly Pool...NOT THE Schuylkill River

• The bike portion takes place on picturesque Martin Luther King Dr alond the river and is CLOSED to vehicular traffic.

• All running takes place around the Please Touch Museum and the Horticultural Center in West Fairmount Park

• If you have ever thought of "tri-ing" a triathlon this is the most welcoming, friendly, and positive atmosphere in all of triathlon!

Registration Includes:

• Custom Finisher Medal

• Amazing Women's Specific Event Shirt

• Real Timed Race Results

• Live Athlete Tracking via the DelMo Elite Events App

• Awesome Post Race Breakfast provided by Winnie's Manayunk

What can women expect from this event?

• POOL SWIM!!!!!!

• SAFETY IS OUR #1 PRIORITY

• OUTSTANDING, POSITIVE ATHLETE EXPERIENCE

• CRYSTAL CLEAR COMMUNICATION

• ATTENTION TO ALL DETAILS

• BIG, FANCY BLING!

• GREAT SWAG AND MORE!

DO YOU HAVE CHILDREN AND WANT THEM TO TRI? CLICK HERE TO LEARN ABOUT THE KID'S PHILLY TRI TAKING PLACE ON SATURDAY, JULY 11, 2026 OF RACE WEEKEND!

The 39th Annual The Ben to The Shore Bike Tour on Sunday, July 26th, 2026 is a charity bike ride that raises money to provide necessary financial relief for the families of fallen or critically injured first responders and cultivate positive relationships and interactions between police officers and the children in the communities they serve.

There are 3 route options available: the full 65-mile route from Philadelphia to Atlantic City; the 30-mile route from Hammonton, NJ to Atlantic City; and the 10-mile route from Galloway, NJ to Atlantic City. Upon arrival at the finish line at the Showboat Hotel, riders are greeted by friends and family, volunteers and supporters where we celebrate their amazing physical accomplishment and raise additional funds at our legendary after party.

The Pennsylvania Environmental Council is thrilled to announce Bikeout's 2026 overnight experience! Join us from Saturday, September 12 - Sunday, September 13 at Camp Kweebec to cap off your summer with a weekend at Camp Kweebec.

Get ready for a beautiful ~38 mile ride on Philadelphia's Schuylkill River Trail and Perkiomen Trail before arriving at Camp Kweebec for a summer camp experience, full of games, swimming, camp food, and new friends. You'll have the option to sleep in a cabin (with bathrooms!) or camp in an open field. Check out the camp's beautiful facilities here.

Find a full list of what's included in the Bikeout experience here.

Riders must be 14 or older. Any rider under the age of 18 must be accompanied by a parent or guardian.

Guy's Racing Club presents

Pennypack on the Delaware CX (Permit #TBD)

at

Pennypack Park

7801 State Road, Philadelphia, PA 19136

on Sunday, September 27th, 2026

This race is part of the PACX series!

Facebook: Like us on Facebook to receive updates and information about the race. www.facebook.com/WhirlybirdCross

Registration: Pre-reg closes Friday September 25th at 5 PM. Additional races for the day are a $10 registration fee. Registration will cost an additional $10 on the day of the event, so please pre-register! Late fees do not apply to juniors. Day-of we accept cash or checks -- no plastic.

Registration/Sign-in and race number pick up opens on-site at 7:30 AM and closes 30 minutes before each race.

No refunds will be given with the exception of circumstances that fall within those described in "Race Cancellation Policy," below.

Licensing: USAC permit #TBD. All racers (except for the kids race) must present a valid license at registration and sign a USAC event release form. Smart phone license verification will be accepted; download the USAC app for better viewing.

• Beginner One-Days One-Day licenses for beginner categories are $15 and may be purchased on USA Cycling’s website, or on-site at the event.

• Experienced One-Days If your categories prohibit you from entering a race with a beginner one-day license (anything but cat 5), you can purchase the experienced one-day license for $35. The experienced one-day license is only available on USA Cycling’s website.

USAC annual license renewals will be available on USA Cycling's website or at the race.

Your cross racing age is your age as of December 31, 2027 (not 2026!).

Racers under 18 (real age, not racing age) must also have a parent sign the release form (can bring one pre-printed from the USAC site and signed by the parent if the parent cannot attend the race). Kids racers also need a parent signed release form.

The Venue:

Location: Pennypack Park, 7801 State Road, Phila., PA 19136

Pre-riding: NO PRE-RIDING IN THE PARK PRIOR TO RACE DAY

Equipment: Mountain bikes are allowed as long as they do not have bar ends. No aero bars are allowed.

Clothing: Helmets are required for all riders on bicycles, even when not actively racing (eg, while riding from the parking lot). Per USAC regulations, racers must wear a jersey with sleeves covering the shoulders. No tank tops are allowed. Race radios and earphones for playback (eg, mp3 player) are not allowed while racing.

Staging: All racers should present to the start grid 15 minutes prior to the start of their race.

Call up Protocol: The call-up protocol will be based on Race Predictor rankings as posted on Crossresults.com, followed by order of pre-registration. ALL CALL-UPS WILL BE BASED ON PRE-REGISTRATION. DAY-OF REGISTRATIONS WILL START AT THE BACK OF THE FIELD. Call-up protocol for the Cat 4/5 Men and 9-14 Men and Women will be based on order of registration. Bib number will indicate your start grid position. NOTE: IF YOU ARE RANKED, BUT DO NOT PRE-REGISTER, YOU FORFEIT YOUR CALL-UP PLACEMENT AND WILL BE PLACED ON THE START GRID BEHIND THE LAST PRE-REGISTERED RACERS.

FOR YOUR BEST POSITION ON THE GRID, PRE-REGISTER!

Lapped riders: Lapped riders will finish on the same lap as the leader. Riders being passed must yield and not interfere with the progress of passing riders. The officials will provide any necessary additional instructions prior to the start (such as whether or not riders will be pulled from the race prior to the end).

Results: The first three finishers of each race should report to the podium immediately after the race for podium photos. The protest period starts at posting and lasts 15 minutes. It is the rider's responsibility to have all errors corrected during the protest period. After results are final awards will be available at registration.

Kids Race: A fun kids race will start at 12:30 pm for kids too young to race on the real course. A parent must sign the event release form prior to the race, and each kid will be given a race number. Pedal bikes or strider bikes are acceptable. All entrants will receive prizes for participation.

Food: TBD

Restrooms: TBD

Race Cancellation Policy: If weather conditions are such that the race would cause significant damage to the property, e.g., heavy rains and water drenched grounds prior to and during the event, the race may be canceled. The race promoter will make every attempt to determine prior to race day if the race needs to be canceled, however, under extreme conditions part or all of the races may need to be canceled on the day of the race. Every effort will be made to hold the race, including making course modifications if necessary. If the race is canceled on the day prior to the race, notification will be sent to all pre-registered racers via email, and via the race's Facebook page. If the race is canceled in part or whole as described, then registration fees, minus Bikereg fees, will be refunded to those racers.

Event Staff:

Lead Promoter Butch Brettle & Jerry Weiner

Registration Scott Reynolds

Volunteer Coordinator TBD

Course Layout Katherine Schumacher & Chad Culbertson

Announcer TBD

...and many many Guy's Racing Club volunteers

This event takes a lot of work to pull off. Please thank the volunteers for making this event possible!

Guy’s Racing Club would like to thank our sponsors:

Guy's Bicycles ThePhillyLawyers.com

Independence Youth Cycling AM Fleet Service

The Human Robot Ortho Schwartz

iMobileIntervals.com Peaks Coaching Group

PZS Architects Continental

Voler Cannondale

fi'zi:k Immaneni Ventures

Skratch Labs Giro

crankbrothers

For more race, sponsor or club information, visit: www.guysracing.org

More than just a bike ride, it’s a day of unforgettable memories! Cruise past the city’s most iconic sights and scenes, enjoying live music and entertainment all along the way!

Our flat, easy-to-navigate 20-mile course is perfect for first-timers, casual bike riders, and avid cyclists alike! Cruise at your own pace, stop for a pic at any one of our many photo spots, and recharge and refuel at our conveniently located rest stops throughout!

And don’t forget about our EPIC Finish Festival by the Art Museum and Rocky Steps, complete with food trucks, beverage garden, live entertainment, and many more reasons to smile!

With a variety of Ride Pass options, there's something for everyone. Click the Register Here button to the right and select from the Ride Passes described below at registration:

• Standard Ride Pass: Ready to roll? This is the go-to Ride Pass for adults already geared up for an EPIC ride.

• Rent & Ride Pass: No bike? No problem! This option includes a Standard Ride Pass + a bike and helmet rental, ready for pick up on ride day.

• Ride Pass & T-Shirt: Ready to show your ride pride? This option includes a Standard Ride Pass + our official Philly Bike Ride 2026 T-shirt.

• Ride Pass & Jersey: Looking to level up your ride style? This option includes a Standard Ride Pass + our high-performance Philly Bike Ride 2026 Varlo cycling jersey.

• Premier Ride Pass: Want to elevate your ride? Enjoy exclusive perks like free packet shipping, priority start line access, entry into our cozy, well-stocked lounge at Finish Festival, and a premium commemorative gift.

• Youth Ride Pass: Making it fun for the whole family? This ½ price Ride Pass is made just for your young riders ages 8-17.

• College Ride Pass: College student on a budget? This discounted rate lets you join the fun without breaking the bank.

• Ride Along: Bringing a little one along? Kids ages 3-7 ride FREE with a paying adult.