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The Overland

August 25 - August 26


The Overland is one of the most popular and longest-running gravel events in the US.  The scenic route spans 54 miles and features 7,000 feet of climbing, seven sectors of “Vermont pavé” (unmaintained ancient public roads), and two well-fortified sag stops. It’s the ultimate overland adventure ride. Open dirt roads, amazing scenery, and an epic course unlike any you’ve ever ridden before, all within a beautiful Vermont pastoral setting.  Don’t be fooled by the rolling nature of Vermont’s Green Mountain roads; the route comes with a barrage of short, punchy climbs.  One of the Best Gravel Events in New England for 2023, as rated by Strambecco.

With over 1,500 participants, this is one of the most popular gravel events in the country, let alone New England.  This event sells out very quickly.  Registration opens annually on Jan 1 at 10 am, so it’s important to mark your calendar.

The event is produced by Vermont Overland, an organization dedicated to promoting a variety of gravel, adventure cycling, and running events every year — all to share the spirit of adventure and make it possible for people to explore Vermont on their own.  The Overland specifically benefits the Reading/West Windsor Food Shelf and Ascutney Outdoors, both integral organizations in the event’s host town of Reading/West Windsor.

Special Note:  Registration opens annually on Jan 1 at 9 am.  The event typically sells out within hours, so mark your calendar (or set your alarm).


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Vermont Overland


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