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115 East MainAshland, ORGet a Map

Begin your journey at Allyson's of Ashland (115 East Main, 541.482.2884) a wonderful wine store and gourmet shop. Here you can talk to the staff about the regional wine style, price points and which wineries are most fun to visit. Here you can happily participate in an Allyson's Friday ritual - you guessed it, wine and cheese tasting.

Ashland, ORGet a Map

Having had more cheese than was strictly necessary we walk about block and take a refreshing walk in Lithia Park. This 93-acre vista of colorful landscaping follows Ashland Creek through undeveloped woodlands, a Japanese garden, duck ponds, a formal rose garden, groves of sycamore trees and during the winter there is even ice skating!

15 N. First StreetAshland, OHGet a Map

Amuse serves dinner in an elegant and contemporary atmosphere. Choose from a variety of delicious entrees after browsing the carefully selected wine list focuses on a wide array of excellent Oregon and California wines.

15 S. Pioneer StreetAshland, ORGet a Map

End your evening with a show at the OSF with your group. The authentic Festival Experience encompasses a rich offering of offstage events to enliven your visit, including backstage tours, talks by OSF artists and much more.

1475 Kubli RoadGrants Pass, ORGet a Map

Start with the farthest drive, a 50-minute trip to Troon Vineyards (troonvineyard.com) in the Applegate Valley. Troon excels with an astonishing number of varieties - the Zinfandel is a visitor favorite.

Medford, ORGet a Map

We head back towards Ashland by way of Medford for our second vineyard visit. But before we taste again its time for a hike to Table Rocks and a view of the entire Rogue River Valley. An easy 2.8 loop (or a much harder 5.2 version!) lays the valley at our feet, and really clears our heads for the next stop.

3285 Hillcrest RoadMedford, ORGet a Map

After the hike your group is only five minutes away from the Roxyann Tasting Room. Here in addition the Roxyann wines (don't miss the Claret) you will be treated to tastes from other small production wineries -such as Trium.

51 Water StreetAshland, ORGet a Map

Spend the rest of the afternoon at the Blue Giraffe Spa. Pamper yourselves with all kinds of spa services at Ashlands finest full-service spa.

2210 South Pacific HighwayTalent, ORGet a Map

Enjoy a farewell dinner in the nearby town of Talent. The obscure and tiny New Sammy's Cowboy Bistro boasts a massive cellar and an owner with truly encyclopedic wine knowledge. Afterwards, head back to Ashland for some live music (and finally some beer for the beer connoisseurs) at Black Sheep pub.

51 North Main StreetAshland, ORGet a Map

Finally it's back to Ashland for some live music (and finally some beer for the beer connoisseurs) at Black Sheep pub.