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Appalachia Cycling

Find your way through the Appalachian Mountains roads and trails that take us through the forest and through time.

New River Gorge Multi-sport

6 Day tour including hiking, trail biking [Arrowhead trails, Bluestone National Scenic River Turnpike Trail], river rafting, and historical narratives.

3395

Kentucky Bluegrass

7 Days [Lexington – Berea – Versailles]
Cycle the beautiful, rolling, pastoral countryside, past grand horse farms. Stay in stately inns while learning of the historical and cultural legacy of the area.

3145

Natchez Trace Parkway

10 Days [Nashville,TN, – Natchez, MS] This rollingride traverses the entire Natchez Trace Parkway in a 444 mile exploration of beautiful scenery on the traffic restricted highway.

4180

Kentucky Blue Grass Cycling Tour – 6 Day Self-Guided

6 Days – [Lexington – Berea – Bardstown – Lexington] Stay in country B & B’s and enjoy moderate cycling past famous horse farms and historic sites, among the rolling hills of Blue Grass and Bourbon country.

1695

North Carolina Wine Country Cycling

7 Days riding [Mount Airy, NC – Elkin, NC] The undulating countryside riding through river valleys and past so many vineyards, is paired with fine dining and wine tastings.

Great Allegheny Passage & C&O Canal Cycling Tour

9 Days – [Pittsburgh, PA – Washington, D.C.] Cycle the longest continuous Rail-Trail in the country, through the Allegheny Mountains, on a mostly level, gravel path.

Blue Ridge Parkway

11 Days (9 days riding) [Front Royal, VA – Bryson City, NC] This challenging ride traverses the entire Blue Ridge Parkway and Skyline Dr. in a 624 mile odyssey of spectacular scenery on the traffic restricted highway.

The Heart of the Adirondacks Cycling

7 Days – [North Creek – Lake Placid – Schroon Lake]
Follow the rolling, winding roads, amid the lake breezes of northern New York’s resort towns.  With easygoing cycling and a layover day in Lake Placid, you will fall in love with the area.

Latest Bulletin Board Post

  • Barbara Hoyt on Tour Discussion Board: “Our Florida Keys trip is a GO! We still have space available. Come enjoy an active vacation oceanside: florida-keysDec 3, 13:21
  • Barbara Hoyt on Tour Discussion Board: “Early booking discount now available – take $250 off the tour cost for July-December 2025 tours. Use Code EARLY2-25Oct 22, 12:11
  • Barbara Hoyt on Tour Discussion Board: “The Hiking Odyssey for 2025 is here! The Volcanoes of Guatemala will be offered only once – so don’t delay!Jul 30, 21:57
  • Barbara Hoyt on Tour Discussion Board: “Our 2025 calendar is getting filled. Check back often to see what new tours we are including.Jul 6, 17:23
  • Alex Goerner on Tour Discussion Board: “Registration for Timberline’s 15th Annual C2C Adventure is now OPEN! Take advantage of our biggest discount for the 2025 tour…May 1, 14:03