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.


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.


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.


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.


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.


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.

Latest Bulletin Board Post

  • 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
  • Barbara Hoyt on Tour Discussion Board: “Thinking of a tour not on our calendar? Post your interest here, as others may have the same idea. We…Jan 26, 11:22
  • Barbara Hoyt on Tour Discussion Board: “Give the Gift of Adventure! Gift Cards Available Now Timberline Gift CardDec 5, 10:15
  • Barbara Hoyt on Tour Discussion Board: “Our October Special is in full swing! $300 off a 2024 tour. Use code EARLYO24.Oct 9, 11:23
  • Nick on Tour Discussion Board: “I’m a solo traveler hoping to find people interested in touring New Mexico national parks: white sands or Carlsbad in…Jul 14, 10:22