@Greg Moran Any idea what their price range is? They'll find a multitude small towns to chose from around the Portland Metro area.
A few towns they might want to check out:
White Salmon, WA / Hood River, OR - These towns are across from one another (and there a bunch of other smaller communities nearby) with so much going for them.
Downtown Vancouver, WA - I love the Hough and Arnada neighborhoods for walkability.
Astoria, OR and the northern OR Coast (Seaside, Warrenton, Gearhart) - winter weather might be a little much for them but Astoria is so charming. (Goonies was filmed there!).
Central Oregon Coast (Newport, Lincoln City, Neskowin, Pacific City) - again, winters are a little stormy/rainy, but great little (or in the case of Lincoln City, medium-sized) towns.
Newberg, Dundee, McMinneville, OR - The Oregon Wine country... small towns with an increasingly Napa/Sonoma vibe.
Portland Proper - Nearly every neighborhood in Portland is like a little "town". Multnomah Village in SW and St Johns in N PDX are especially "small-town-like", but Alberta, Hawthorne, NE 42nd, Montavilla, Sellwood/moreland, Woodstock, etc... the list goes on.
Troutdale, OR - Gateway to the Columbia River Gorge with a lovely little downtown.
Longview, WA / Kalama, WA / Ridgefield, WA / Battle Ground, WA - depending on price point there might be some more affordable homes in these areas. (Not to say there aren't some spectacular properties at a higher price point too.)
Further from Portland:
Ashland & Medford, OR - Southern Oregon, Ashland is a great little college town with (when it opens back up) the amazing Oregon Shakespeare Festival.
Bend, Sisters, Tumalo, Prineville, Redmond - Oregon's high desert. Bend's gotten very costly, but lots of smaller towns at a less crazy price.
I'm sure others can chime in. Caveat, I'm a lender, not a realtor... but I get around a good bit and finance homes in all of these communities. :)
Julee