When you combine beautiful Southern Oregon weather, the fertile grounds of the Umpqua Valley and a cycling tour through quintessential small towns, it makes for the ultimate Adventurecation for anyone who loves to travel on two wheels. Bring three friends and pedal down roads less traveled and meet friendly vintners when you hit the road for a concierge cycling tour of Oregon’s wine country.

Here’s a taste of what you’ll do on your trip:

The Umpqua Valley portion of the cycling Adventurecation starts with a luxurious night at the historic CH Bailey House in Roseburg. The next morning the tour takes off on the Applegate Valley Wine Trail that runs between Jacksonville and Grants Pass. Along the way, riders can stop in the small towns and wineries, like the Schmidt Family Vineyards. The Umpqua Valley is the perfect climate for harvesting Chardonnay, Syrah and Bordeaux red varietals and what better way to try these after a well-earned cycle through Southern Oregon’s prettiest backcountry.

After a gourmet lunch and tasting at Troon Vineyards, continue on to Longsword Vineyard for some afternoon treats. Finally, check out Oregon’s oldest wineries at Valley View Vineyards before parking the bikes for the night and checking into the historic Jacksonville Inn.

After a good breakfast (and perhaps a nice stretch) the next morning, spend your final day touring some of the Rogue Valley Wineries. You’ll stop at Hillcrest Orchard and Roxyann Vineyards for a luxurious lunch and wine tasting to wrap-up a most decadent and well-earned Adventurecation.

Enter to win the Wine Country Cycling Adventurecation!

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  1. Melinda Peterson says…

    Great post. Do you mind if I re-post it on my blog?

    Written on April 29th, 2010 / Flag this Comment
  2. Theresa Payne says…

    I used to promise my Son we would move to Oregon. I have never ever even seen it once. I do not have my Son anymore but I still wanna see Oregon. I wonder how different things would have turned out had I kept my promise. Thank You for a Chance! Tess

    Written on May 5th, 2010 / Flag this Comment
  3. Chris Becker says…

    We love travelling through the Willamette valley every year as we head out to the coast. Too bad you exclude Canadians from entering to win the trip. It kind of makes me feel as if you don’t want us there. Oh well we’re still coming!

    Written on May 5th, 2010 / Flag this Comment
  4. Robbie Chandler says…

    This looks like a great trip. It will be a lot of fun!

    Written on May 5th, 2010 / Flag this Comment
  5. Michael Anderson says…

    Hey Theresa,

    I have traveled to Oregon over a dozen times; you will absolutely love it! There are SO many facets to Oregon and vast diversity. For the past 15+ years my wife and I have been saying we MUST move to Oregon.

    Written on May 6th, 2010 / Flag this Comment
  6. sarah says…

    Oregon is at the top of my list for places to visit and this is COMPLETELY up my alley…wow.

    Written on May 6th, 2010 / Flag this Comment
  7. Mikki Anderson says…

    I am a northern California then Pacific Northwest transplant to southern California and feel like a fish out of water. Owning a business has us locked in and with the difficult economy, we cannot think about selling at this time though our plan is to one day retire in Oregon.

    I would be so grateful to win this cycling trip in Oregon!! Whoo Hoo…miracles do happen…

    Written on May 6th, 2010 / Flag this Comment
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