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We plan to be in the Willamette Valley for 2 days. Please suggest a town where we can say that would be convenient for touring the vineyards and sampling some good food without being too touristy.

Three places came to mind when I read your question.  They are McMinnville, Eugene and Albany!  Three very different Oregon towns each offering what you are looking for.  First of all, McMinnville is situated more in the Northern region of wine country.  It’s has a bustling downtown with lots of restaurants and shops and very…

I will be traveling from Portland to Baker City and want to take 2 days for the trip. I love art/sculpture, local crafts, scenery and small towns. Can you suggest a good overnight point for my first night?

I recommend a driving route on the Old West Highway (26) that will take you over Mt Hood, through small towns along Highway 26 and along the scenic John Day River directly to Baker City. The total driving time is about 7 hours. For your first night—if you’re up for driving—is the quaint town of…

What are some fun festivals in Eastern Oregon?

A great music festival is the  The Bronze, Blues & Brews music festival. Over Labor Day weekend is Juniper Jam, a great showcase of regional musicians in the folk/rock tradition. I highly recommend both. Two important cultural festivals include the Maxville Gathering that celebrates the logging history in Oregon and the annual Nez Perce art…

We live in Northern CA and are looking to go visit a town in Oregon that has nice scenery, shopping, quaint hotels, things to do but not too long of a driving distance since we are looking at a long weekend away – possibly over Thanksgiving. What do you recommend?

It sounds like the town of Ashland is right up your alley. Just off Interstate 5 and just north of the California border, this town is, arguably the region’s main tourist destination. It boasts a wide variety of restaurants and accommodations, including boutique hotels and many bed-and-breakfasts, plus the Oregon Shakespeare Festival, Cabaret Theater and…

We’ll be visiting Oregon in August and driving from Portland to Hood River one day, and then to Bend the next day. What would be the best way to experience Mt. Hood? Is there any way to get to the snow in that period of time?

The best way to experience Mount Hood, especially if you want to get up close to some snow, is to visit Timberline Lodge. You won’t get any closer to the mountain. They do a great lunch buffet, for a very reasonable price using many local ingredients. Take a ride up on the ski lift to…

When and where do people go clamming and crabbing?

Crabbing and clamming don’t always go hand in hand.  You want to have minus tide for good clamming so that the beds are exposed. For crabbing, ideally you want a small tidal exchange so that the current isn’t too great. You will find the most low tides in May, June and July but twice every…

What to visit in Eastern Oregon for 2 days?

Two days in Oregon will give you time to explore the Oregon Trail and native American history, including the Tamástslikt Cultural Institute around Pendleton or further east in Baker City at the Oregon Trail Interpretive Center. Check out geologic history in the Painted Hills and the John Day Fossil Beds, including the amazing Thomas Condon Paleontology…

Can you ski at Mt. Hood in the summer?

The summer skiing on Mount Hood rocks! We were just up skiing on Hood yesterday and it was an amazing day. When are you coming, do you need to rent gear, and what would say your ability level is currently? Can’t wait to have you out here in Oregon! Have a fantastic day and can’t…

My husband and I are planning a trip to Bend in August. We have a 14 month-old and would like to hike somewhere that isn’t too difficult and has some safe swimming holes. Any suggestions?

A great hiking option, relatively flat, is the Deschutes River Trail, which runs right through Bend. The trail system is awesome!  People do swim at McKay Park, but it’s not really safe or a swimming  hole, necessarily. If you want that, I’d head up to Elk Lake. Especially in August, the water is warm and definitely…

Where is there good berry picking in the Bandon area?

The South Coast is one of the best places to U-pick blueberries, with the prime location being Langlois, just south of Bandon and north of Port Orford. There are a couple of family-run farms just off Highway 101 that mark their location with signs. Look for Jensen’s, which is organic. Berrying usually is at its height in August,…

We are in Roseburg & want to go to Eastern Oregon beyond Crater Lake and head north towards Ione with our travel trailer. We like hiking and biking too. Where should we stop and what should we see on the way?

If you go north from Crater Lake toward Bend on 97, you can then head east on Highway 26. You will pass through wonderful small towns between Prineville and Mitchell as well as plenty of campgrounds and hiking options in the Ochoco National Forest. From Mitchell, you can follow the John Day River on Oregon 19,…

My fiance and I are planning on spending our honeymoon in the Bend area. We would like to see as much as we can in 5 days. We would like to see the coast or tidepools, or maybe go on some hikes. What are some great spots to visit for a young active couple on a budget? What is the best way to organize our trip so that we can get the most out of it?

I take it you haven’t been here before? I’ll tell you my top five highlights for the Bend area: The High Desert Museum, the Cascade Lakes Scenic Byway, The Deschutes River Trail, Downtown Bend and Mirror Pond, and The Old Mill District on the Deschutes River. I would devote a day to driving the mountains (Cascade Lakes)…

The men want to fish for 2 days in late September. We would like to see the best of the Oregon Coast and some inland. Suggestions?

That time frame is ideal for salmon on both the Columbia River and the Oregon Coast. Tillamook and Nehalem Bays will be heating up (Nearest towns are Tillamook, Garibaldi, Rockaway and Nehalem.  The guys can fish while the girls shop, beach comb or explore.  I would suggest Garibaldi House as a  very nice place to stay. Boat rentals…

Heading from Canada to Crater Lake and Florence. Could you recommend bars in those areas with unique local beers? Many thanks from a thirsty wanderer!

In Florence, your best bets are the Beachcomber Pub (20 taps, with some nice southern Willamette Valley picks) or Wakonda Brewing Co.  I actually haven’t been to Wakonda yet, but the reviews are impressive. Crater Lake isn’t ringed with pubs, so take some beer with you.  Oh, and if you’re taking OR 58 from Eugene down…

We will be staying in Newport in mid-September and would like suggestions for a scenic route to drive to Mt. Hood. We would like to see some of the scenic sights in Central Oregon along the way. Is the Three Sisters area too far off the path?

Well, seeing the Sisters on the way to Mt. Hood isn’t exactly the direct route, but if you are up for a leisurely driving tour of the state, it’s a lovely way to go! From Newport you can head east over the Cascades, seeing many lovely sights along the way. From Bend, head north on Hwy 97…

I was wondering if you could tell me the best area to visit mid-July for fishing. I have two boys ages 13 and 15 that love to fish. -Tammy H.

Here are a few great options around the state to visit with good fishing for the boys: In southern Oregon, Diamond Lake is nice and you can also visit Crater Lake. On the central/southern Oregon Coast check out Siltcoos Lake. On the northern Oregon Coast, Fort Stevens State Park is a great option.  It’s rich in…

I’m coming to Ashland to see the Oregon Shakespeare Festival. I want to check out some breweries, some wineries, some natural wonders…. I’d LOVE some ‘local’ (that is, somewhat off-the-obvious-path) suggestions of things to check out. -Kristin G.

You’re on the right track with plans to partake of the Oregon Shakespeare Festival, Ashland’s claim to fame. If you haven’t already, see the Mail Tribune newspaper’s guide to the festival for news and reviews. If you want to take in the region’s primary natural wonders, plan a day to visit Crater Lake, Oregon’s only national park, or…

I want to combine a trip to Portland with a visit to the Willamette Valley. What would you plan to see and how should we travel from Portland to the Willamette Valley?

I really love your question!  I live in the Willamette Valley but have a loft in the Pearl District in Portland. The main thing you have to do in Portland is EAT!!!  Take advantage of one of the many great walking tours of the city. From Portland, I would travel to and through the Willamette Valley on…

We are planning a business trip to Ashland in late July. Could you tell me of interesting sites in that area? Any ideas for day trips? Any wineries?

If you’re planning a trip to Ashland, don’t miss Oregon Shakespeare Festival, arguably the town’s claim to fame. See the Mail Tribune newspaper’s guide to the festival. A nice day trip from Ashland is Jacksonville, a national historic landmark that hosts the outdoor Britt Music Festival concert series into October. Or go on an artisan-food tasting tour in Central…

My sister and I are looking to relocate to Portland, but don’t know where to start. We would like a neighborhood that is pedestrian-friendly. Where one can walk to near by restaurants, grocery stores, banks, etc. ight budget since we are unemployed due that we are taking care of our Mom. What part of Portland would you recommend to us that would be a nice and safe place, yet housing would be inexpensive? – Natalia T.

Portland has lots of pedestrian-friendly neighborhoods – check out these posts on my blog along with the discussions in the comments: “Best Thing About Your Neighborhood” and “Top 5 Portland Neighborhoods for Car Free Living.” In general the further out you get from downtown, the more affordable housing becomes.  Some neighborhoods I would recommend that…