See Southern Oregon! (btw Sacramento CA & Bend OR)

Travel Answers about Southern Oregon!

Visit our Ashland, Oregon facebook page:

Q: What is a must see between Sacramento, CA and Bend, OR?

My husband and I will be driving from Sacramento, CA, to Bend, OR, in early August, what are some must sees along the way?  I just discovered the Mt Shasta Lavender Farm will be closed for the season August 4 the day we will be doing our drive north.

A: Must see between Sacramento, CA and Bend, OR?

Food, Wine & Theatre in Ashland Oregon with JoshWillTravel
Food, Wine & Theatre in Ashland Oregon with JoshWillTravel

Ashland in Southern Oregon is just across the California border on the 5 freeway.

Home of the Oregon Shakespeare Festival and Southern Oregon University, the city is a great place to stop and stay overnight or for a few days.

The OSF theatre season runs February to November, and there are free Green Shows during the summer. There are several other theaters in town and nearby, and the university has a full schedule of music, dance and drama programs as well. The Britt Festival Pavilion hosts great concerts and the Oang Medford Armory always has events scheduled.

Lithia Park - Ashland, Oregon
Lithia Park – Ashland, Oregon

Lithia Park was just voted one of the best parks in the United States, and is right off downtown. There’s hiking, biking, sports, a playground, a lake for swimming, ice skating in winter and bandshell concerts in summer.

There are lots of really great restaurants in Ashland! Beasy’s On The Creek, Peerless Hotel & Restaurant, and Amuse to name just three of the best. Other food places of note are Callahan’s Lodge and Restaurant, New Sammy’s Cowboy Bistro outside Ashland, Puck’s Doughnuts and Noble Coffee in town.

The historic Ashland Springs Hotel with Lark’s Restaurant is located on Main Street and the Lithia Springs Resort is just north of town. Both are good choices if you’re staying overnight, and there are many other hotels, motels, B&Bs, and other accommodations available in Ashland or any of the neighboring towns.

Rogue Valley, Oregon (copyright 2013 JoshWillTravel)
Rogue Valley, Oregon (copyright 2013 JoshWillTravel)

There are great wineries that offer tastings throughout the Rogue, Applegate, Umpqua and Willamette Valleys like Weisinger’s Winery, RoxyAnn Winery and Grizzly Peak Winery, named for the mountain and there’s great hiking at Grizzly Peak Trail and Mt. Ashland Ski Resort.

Visit historic Jacksonville (Oregon) and drive by Medford, but be sure stop in Central Point at Lillie Belle Farms Artisan Chocolatesand the Rogue Creamery cheese shop before continuing north.

Visit our facebook page “Food, Wine and Theatre in Ashland, Oregon with JoshWillTravel” for more info:

Q: “Can’t miss” in Oregon Wine Country? Where’s best base? Best time to go?

We’re planning a trip to explore the best of Oregon’s wine country and would appreciate any insider suggestions as to when is the least expensive and least crowded time to go, where to stay to maximize the experience and what we should be sure to do!

It will be my boyfriend and I, less expensive is ideal, I prefer white wines but know this is red wine country!  Want to do as little driving as possible but understand that wineries are spread out….

Are there any festivals or events we should check out?

Oregon Shakespeare Festival (copyright 2014 JoshWillTravel)
Oregon Shakespeare Festival (copyright 2014 JoshWillTravel)

A: Oregon Wine Country!

Visit the Rogue Valley in southern Oregon.Stay in Ashland, home of the Oregon Shakespeare Festival. Visit historic Jacksonville, home of the Britt Festivals and Medford, home of the Harry & David Country Village.

There are lots of great wineries: Grizzly Peak Winery, RoxyAnn Winery, Weisinger’s Winery, Trium Wine, EdenVale Winery and many others. You’re also just south of the Applegate, Umpqua and Willamette Valley wineries, so there are great day trips available.

There are also many great restaurants, places to shop, tourist activities and nice places to stay in addition to the wine and theatre available in Ashland. Please see my other answers for more details!

There’s skiing at Mt. Ashland Ski Resort if there’s snow.

Another great day trip is north 2-1/2 hours to Crater Lake National Park

Crater Lake National Park in Southern Oregon
Crater Lake National Park in Southern Oregon

Q: Place to stay w/ Kids at Crater Lake?

Driving up to Crater Lake this summer w/ 3 kids in tow. Would love a recommendation for a place to stay for 2 nights as close as possible to the lake.

Place to stay w/ Kids at Crater Lake National Park?

A: The best place to stay inside the park is the historic Crater Lake Lodge inside the park on the rim of the lake. Spend the extra money and get a room with a view if available!

From the website:

Crater Lake Lodge has 71 rooms and is normally open mid May through mid October (2014 Operating Season is May 16 – October 12, 2013). Advance reservations are strongly recommended and can be made on-line or by calling (888) 774-2728 

Cabins At Mazama has 40 units and is located in the Mazama Village complex. It is open late May through early October (2014 Operating Season is May 23 – October 5, 2014). Reservations are recommended. (888) 774-2728


Accommodations for spring and summer book early and sell out fast! Check the website for info.

There are additional places to stay (motels and cabins for rent) and activities (rafting, fishing, horseback riding, and more) available outside the park near Lost Creek Lake, Prospect, Fort Klamath, along the Rogue River and Highway 62 down the mountain.




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