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Enterprise to Halfway

  • Length:
    83.4 miles
  • Difficulty:
  • Best Season(s):
    Spring to Fall
  • Nearby Cities:
    Enterprise, Halfway, Joseph
  • Region:
    Eastern Oregon
  • Attributes:
    Extended Climbs, Rural

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Stay Safe

In Oregon, a bicycle is legally considered a vehicle, and the same Oregon road laws apply. Please “be seen” and practice safe riding. Vehicle traffic, farm equipment and narrow shoulders exist on many Oregon roads, and you may find that construction projects, traffic or other events may cause road conditions or signage to differ from the map results, ride descriptions and directions. For travel options plus weather and road conditions, visit, call 511 (in Oregon only), 800.977.6368 or 503.588.2941. Routes listed on this website are for informational purposes and intended as a reference guide only.

This ride starts in the shadows of the Wallowa Mountains. As you spin out from town the deep blue sky and quiet rural roads at the base of the Wallowas will make you consider dropping everything you have at home and moving to Enterprise. At mile 15.7, the ride turns up Wallowa Mountain Road (FS Road 39) and begins to climb up to Salt Creek Summit (mile 25.5, elevation 6,070). This stretch of road is only open mid-June to mid-October.

On a busy day you’ll likely see fewer than a dozen cars on Wallowa Mountain Road while riding, and as it winds its way between Hells Canyon and the Wallowas you’ll encounter some of the best descending and climbing imaginable. With every mile, expect to feel the strain in your face muscles as your smiles grow wider and wider. Our support vehicle refueled us with lunch and water at the Hells Canyon Overlook (mile 52). Having support or a plan for food and water is essential, as this route is remote with no services available.

At mile 85 the ride arrives at the Pine Valley Lodge, a charming hotel in Halfway, Oregon. Halfway is a small slice of heaven – it’s far removed from the pace of urban life and situated at the end of a gorgeous valley nestled up to the foot of the Wallowas.



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Submitted by

Scott Warren

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