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Monterey – Blue Grass Valley Loop

Level of Difficulty – moderate

This 26 mile loop, begins and ends in the picturesque town of Monterey and includes a ride through the spectacular Blue Grass Valley.

Points of Interest in the Blue Grass Valley

  • Hightown, at the junction of Route 640 and U.S. 250, is the headwaters of the Potomac and James Rivers
  • Ginseng Mountain Store, at junction of U.S. 220 and Route 642
  • Rexrode Country Store, at junction of U.S. 220 and Route 642
  • Stop at Blue Grass Mercantile in Blue Grass for a drink, sandwich and restroom facilities.

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Monterey – McDowell Loop

Level of Difficulty – moderate to challenging

Start in Monterey or McDowell for this 52.9 mile loop, which includes two mountain climbs: the historic village of McDowell and a beautiful ride through the Bull Pasture River Valley.

Points of Interest in McDowell

  • Highland County Museum & Heritage Center
  • Sugar Tree Country Store
  • McDowell Presbyterian Church
  • McDowell Battlefield
  • Stop at Mountain Oasis or Grant's Grocery in McDowell for a drink, sandwich and restroom facilities.

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McDowell – Deerfield Loop

Level of Difficulty – moderate to challenging

Start in McDowell for this 59.6 mile loop, which includes two mountain climbs: the historic village of McDowell and a beautiful ride south through the Bull Pasture River Valley.

Points of Interest 

  • Highland County Museum & Heritage Center
  • Sugar Tree Country Store
  • McDowell Battlefield
  • Confederate Breastworks (top of Shenandoah Mountain)
  • Stop at Mountain Oasis or Grant's Grocery in McDowell for a drink, sandwich and restroom facilities

Monterey – McDowell Extended Loop

Level of Difficulty – challenging

Starting in Monterey, this 68 mile loop includes four mountain climbs, passes through the historic village of McDowell, and includes a beautiful ride through the Bull Pasture River Valley.

Points of Interest in McDowell

  • Highland County Museum & Heritage Center
  • Sugar Tree Country Store
  • Stop at Mountain Oasis or Grant's Grocery in McDowell for a drink, sandwich and restroom facilities.

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Monterey Century Loop • 100 miles

Level of Difficulty – extremely challenging

Starting in Monterey, this 100 mile loop passes through two states, three counties, includes nine mountains and 13,720 feet of climb! Good support is critical to the safety and success of this ride; however, the breathtaking scenery makes it all worth while. Restroom facilities, food and drink are available in McDowell, Sugar Grove and Franklin, WV.

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