Overland Base Camp has an ever expanding array of rides that embrace terrains and challenges of all kinds.

We manage rides ranging from 17-mile fun excursions like the Short Diverged all the way up to the most arduous seven-day Five-By-Five mixed terrain bikepacking ride, and everything in between. 

If you're interested in a ride that includes testing your mettle and riding in unusual ways, we hope you'll find something here of interest.


Calendar for 2017

DateEvent &
Registration
TypeDistance, EstimatedLocation & Details
April 29, 2017
Saturday
Digression
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Register Here
Mixed-Surface23 miles & 45 milesStarts in Sherborn, Massachusetts
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Overland's most primordial ride, come see the hidden paths, abandoned routes, and primitive trails. Departing from Ride Headquarters
May 6, 2017
Saturday
Diverged
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Register Here
Mixed-Surface16 miles, 38 miles & 46 milesStarts in Lexington, Massachusetts
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Overland Base Camp's funnest ride! Departing from Ride Studio Cafe 2016 overview here.
May 20 & 21, 2017
Saturday & Sunday
Maneha 250
- - - - - - -
Register Here
Mixed-Surface Exurban & Rural250 miles over 2 daysStarts in Lexington, Massachusetts
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60% dirt; 40% pavement - all ridden within 48-hours.
June 11, 2017
Sunday
Neyoco Ride
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Register Here
Mixed-Surface Exurban50 km & 100 kmStarts in North Salem, New York
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OBC is taking it's mixed-terrain routing & scouting expertise further south to Connecticut and New York
June 24 - 25, 2017
Saturday overnight into Sunday
Dusk to Dawn Ride
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Register Here
Mixed-Surface90 milesStarts in Sherborn, Massachusetts
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We're riding throughout the night; warm fire included.
June 29 - July 4, 2017
Thursday - Tuesday
Massachusetts 6-day
- - - - - - -
Register Here
Mixed-Surface, dirt roads, pavement350 miles over 6 daysStarts in North Admas, Massachusetts
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See all that Massachusetts has to offer. A full week of riding in MA: Dirt roads, single track, pavement, hotels each night. Fully supported, all accommodations, meals, and support included for this one time ride.
July 21 - 23, 2017
Friday - Sunday
Nomad 3-day
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Register Here
Mixed-Surface RuralAbout 50 miles each dayStarts in Lexington, Massachusetts
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Three days of riding and two days of camping. Breakfasts and dinners provided.
August 13, 2017
Sunday
Honey 100
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Register Here
Mixed-Surface Exurban50 km, 100 km, & 100 milesStarts in Lexington, Massachusetts
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A perennial favorite mixed-surface ride.
August 26, 2017
Saturday
Honey 101
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Register Here
Mixed-Surface Exurban51km, 101km, & 101 milesStarts in Sherborn, Massachusetts
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A new version and additional location for the perennial favorite mixed-terrain ride.
September 7 - 11, 2017
Thursday - Monday
Five-By-Five
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Register Here
Mixed-Surface Exurban & Rural500 miles over 5 daysStarts in Lexington, Massachusetts
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Trekking through five states in five days. All terrain. The toughest cycling event in New England.
October 4 - 9, 2017
Wednesday - Monday
Maine 6-day
- - - - - - -
Register Here
Mixed-Surface, dirt roads, pavement350 miles over 6 daysStarts in Portland, Maine
- - - - - - -
See all that Maine has to offer. A full week of riding in ME: Dirt roads, single track, pavement, hotels each night. Fully supported, all accommodations, meals, and support included for this one time ride.
October 14, 2017
Saturday
The Formidable
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Register Here
Two Versions: 100% Paved or Mixed-SurfacePaved: 160 miles & 100 miles
Mixed: 120 miles
Starts in Lexington, Massachusetts for 160 miles and in Sherborn, Massachusetts for 120 & 100 miles
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The toughest single day ride in Massachusetts. Love to suffer. 2015 report here.
October 20 - 23, 2017
Friday-Monday
Fall Exploits Bikepacking Adventure Ride
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Register Here
Mixed-Surface Rural180 milesStarts in Sherborn, Massachusetts
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Four days of bikepacking and three days of camping. Breakfasts and dinners provided.

Calendar for 2018

DateEvent &
Registration
TypeDistance, EstimatedLocation & Details
January 20, 2018
Saturday
All Conditions RideMixed-Surface, dirt roads, pavementAbout 25 milesStarts in Lexington, MA
- - - - - - -
Looking for all the mixed-terrain conditions that winter has to offer.
January 20-27, 2018
Saturday-Saturday
New Zealand New YearMixed-Surface All-Weather Exurban & Urban350 miles over 7 daysStarts in Christchurch, New Zealand
- - - - - - -
We'll show you all the best dirt, singletrack and pavement on the south island. Kick off the new year right!
February 17, 2018
Saturday
Wintertide RideMixed-Surface All-Weather90 miles, 60 miles, & 45 milesStarts in Sherborn, MA
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Embracing winter in a mixed-terrain fashion.


Events We Help

  • Coffee Cross:  A ride we've done in different forms since 2011.  A ride that gets us ready for the cyclocross season.
  • Highpoint Ride:  This three-day fully supported road ride pulls participants to the highest point in Massachusetts:  Mount Greylock.

Events That Inspire Us

Events To Which We Aspire