D2R2 Routes

D2R2 offers 7 routes for 2023 from a 12-mile Family Ride to the legendary 180K.

  • Every route is beautifully scenic and include significant climbing and descending, with its physical and technical challenge.
  • If you haven’t ridden similar terrain we recommend starting with our shorter routes and coming back for more in subsequent years.
  • There are bailout options from each checkpoint, but they may still be challenging routes home.



PLEASE VISIT RidewithGPS for our most up-to-date Files, Maps and Cue Sheets.


PLEASE USE CUE SHEETS to navigate routes. Maps and GPS files are for basic reference but may have minor inconsistencies.  In true Randonnee style - please use your cue sheet.

If you intend to only use a GPS to navigate the route, please at least take the time to read through the cue sheet pre-ride as it also contains important cautionary information as well as useful route divergence information.

Map of all the routes together: D2R2 2023 All Routes


The original, the legend, the ride that started it all. The 180K is harder than anything most riders have ever experienced. Famous 100-mile trail races have faster times than our 180K. At the same time, people have described it as a journey so wonderful that they wished it indeed would
never end. A grand tour of Franklin County's secret back roads. Bring the low gear you need to climb a 20 percent grade with 100 miles in your legs and plan on a full day.

Start Time: 6:00 AM

RidewithGPS 2023: 180K Route

Cue Sheet 2023: D2R2_180k_2023_Flood_Detour_2

Map: D2R2 2023 180K

160K (The Original!)

The 160K is slightly shorter than the 180K, but it features an easier finish, losing 1500 feet of elevation in the last 25 miles with no major climbs. However, the course also extends further east, north, and west than any route here, as well as reaching the highest elevation and having the most segments that are closed to cars. While some diehards insist on the 180K every year, many are now alternating between the two long courses and loving the variety, without ever going home on a 160K year wishing for more.

Start Time : 7:00 AM

RidewithGPS 2023: 160K Route

Cue Sheet 2023: D2R2_160k_2023_Flood_Detour

Map D2R2 2023 160K


100K (The Original - limited to 300 riders)

The Original 100K 🌶🌶

The 100K came about the very first year when RUSA administrator Don Podolski surveyed the 180K and politely suggested that a "junior" course would be a good idea. Indeed, half the riders took the short course that first year, and the 100K has been a staple ever since. The ride takes about as long as 100 miles on the road, and thus only here does it somehow get thought of as "the short course!"

Start Time: Original 100K - 9:00 AM

RideWithGPS: 100K Route

Cue Sheet 2023: D2R2_Original_100k_2023_Flood_Detour_2

Map D2R2 2023 100K

105K to Rowe (New route for 2023!)

105k to Rowe  🌶🌶🌶

New for this year is a 105k route that runs to Rowe to join the 160k and Mystery Ride for lunch on Pelham Pond.

If you have ridden the 180k and Mystery rides in the past, you will traverse some familiar territory, including the climb up Patten Hill. But reaching to the highlands in the northwest corner of Franklin County offers many new roads to explore, and with over 7000 ft of elevation, this route steps it up a notch from the traditional 100k.

 Start Time: New 100K - 8:30am

RideWithGPS 2023: 105K Route

Cue Sheet 2023: D2R2_105k_to_Rowe_2023_Flood_Detour_2

Map: D2R2 2023 105K

110K - 60/40 Figure Eight Loop (New route for 2023!)

110K - 60/40 Figure Eight Loop  🌶

Exciting new "figure 8" route totaling 100K.   Somewhat less climbing than other 100K  routes. Lunch will be in Deerfield.  Do one loop or do both, your choice.

 Start Time: New 100K - 9:30am

RideWithGPS 2023: 100K Loop Route

Cue Sheet 2023: D2R2_110K_Loop_Route_Flood_Detour

Map: D2R2 2023 100K Figure 8

40-mile Green River Tour

The 40-mile Green River Tour was sparsely attended for years, but finally. word is out that there is a way to enjoy the mystique of D2R2 without having to climb mountains. The first quarter is on the pavement, the middle half follows Green River Road with an optional climb before lunch, and the last quarter is paved. The hills are minimal, and totally doable pulling a trailer. And ... it's Green River Road, which speaks for itself.

Start Time: 10:00 AM to 11:00 AM

RideWithGPS 2023: Green River Tour

Cue Sheet 2023: D2R2_Green_River_Tour_2023_Flood_Detour_2

Map D2R2 2023 Green River Ride

12-mile Family Ride

The Family Ride is designed for those riders with small children or riders who want to enjoy the D2R2 experience with a more modest physical challenge. The majority of this ride is on a relatively flat dirt road that runs adjacent to the Green River. The hills are minimal, and totally doable pulling a trailer. And ... it's Green River Road, which speaks for itself.

PLEASE NOTE:  The Family Ride will START near 10-mile bridge. Registration will be near 10-mile bridge as well.  Lunch will be served at the covered bridge in Guilford with the rest of the routes.

Start Times: 10:00 AM - 11:00 AM

RideWithGPS 2023: Family Ride 

Cue Sheet 2023: D2R2_Family_Ride_2023

Map D2R2 2023 Family Ride


Mystery Ride (NEW for 2023 - approximately 160K)

Another great Mystery Ride is in store for 2023 - 100 miles (160k) with approximately 11,400 feet in elevation.

Start Time: 7:30am

Cue Sheet 2023: