2021 Routes

We are excited to offer four route options this year for registered riders to choose from should you wish to follow a planned ride. With the goal of providing something for almost every rider, there are four different route lengths: select from among the approximately 50, 35, 18, or 9 mile routes, described and shown below.  Upon registering, you will receive a link to digital routes and downloadable navigation files (.fit, .gpx, .tcx) that work with most bike GPS devices. 

All of the 2021 routes starts and ends at Denizens Brewing Company in keeping with our practice in years’ past, but this ride is unsupported with no designated pit stops. There is no requirement that you start or end at the brewery as there is no required check-in or post-ride celebration this year.

Please note — the routes are currently being tested and will be emailed to all who have registered around mid-March. 

2021 Breaking the Cycle – Half Century Ride (49.6 miles)

50mileMap2021Riders will head out through downtown Silver Spring, ride up Rock Creek Park and wind their way through country roads out on the idyllic farm lands of upper Montgomery County.  The ride returns via gently downhill sloping Sligo Creek Trail back to Silver Spring.  

: 49.6 miles
Total climbing: ~2,604 ft


2021 Breaking the Cycle – Ride to Lake Needwood (34.4 miles)


Riders will depart from downtown Silver Spring and follow quiet neighborhood streets to Beach Drive in Rock Creek Park. Riders will wind up the stream valley to the headwaters at Lake Needwood, and circle back to downtown Silver Spring along Sligo Creek Trail.

Length: 35.1 miles
Total climbing: ~1,513 ft


2021 Breaking the Cycle – Tour Montgomery Co Watersheds (18.4 miles)

18mileMap2021Riders will depart from downtown Silver Spring and follow Beach Drive in Rock Creek Park. Riders will wind through neighborhoods in Kensington and Wheaton to cross the watersheds and circle back downtown along Sligo Creek Trail.

Length: 18.4 miles
Total climbing: ~778 ft


2021 Breaking the Cycle – Stretch your legs (8.5 miles)

9mileMap2021On this short route, you’ll tour around Downtown Silver Spring on some of the new protected bike lanes and make your way to Sligo Creek Trail and back.

Length: 8.5 miles
Total climbing: ~406 ft



Additional Information

  • Printed cue sheets will be provided at Denizen’s Brewing Co. during pick-up times.
  • Use the Ride with GPS mobile app (available for Apple iOS and Android) for navigation. A basic or premium membership is required for turn-by-turn navigation.
  • Bring a charged cell phone and an external battery pack if you are planning to use your phone for navigation.
  • Ride with GPS provides this helpful resource for loading GPS files onto your device. There will be no-site technical support with your personal bicycle GPS at the event.

The 2021 ride is on!

Support The Dwelling Place with this year’s asynchronous modified Breaking the Cycle Ride. We have four route options available to get you moving in and around Montgomery County, or you are welcome to ride your own route (indoors, outdoors, wherever you happen to be) while supporting homeless families. Drop by Denizens Brewing Company during your pre-selected time slot between 3:00-6:00pm on Saturday, April 24th or Sunday, April 25th from 1:00-4:00pm to pick up your ride guide (which includes a curated mixed 6-pack from local breweries). Register today!