Trail Difficulty
Trail Length
0 - 25+ miles
Trail Features
Thumbnail for - Tripster: Weekend Plans
Portland's best and spookiest celebrations of Halloween, Canopy by Hilton and Arc'teryx come to town, and fall hotel deals.
Thumbnail for - Rick Steves Makes a Case for Pot
The esteemed Washingtonian travel writer heads out on the road to promote marijuana legalization in Oregon.
Oct 8, 2014, 9:43am | 1 comment
Thumbnail for - Tripster: Weekend Plans
Cider. Fall foliage. Pumpkins, mushrooms, apples, pears, and cranberries. Get out and enjoy harvest season!
Oct 6, 2014, 5:53pm
Thumbnail for - Take a Hike in the Gorge and Reap the Rewards
For one weekend in October, hikers in the Columbia River Gorge can scoop up sweet discounts in Stevenson, Washington.
Oct 1, 2014, 12:00pm | 2 comments
Thumbnail for - The Ultimate Guide to Northwest Pumpkin Patches
We've scouted dozens of the best places to search for your perfect pumpkin, plus plenty of other family-friendly activities—from corn mazes to hay pyramids.
Sep 30, 2014, 4:00pm | 3 comments
Thumbnail for - Your Hood River Fruit Loop Field Guide
Apples! Chestnuts! Pears! Pumpkins! Explore the scenic Fruit Loop just east of Portland for all the u-picking you can handle this fall.
Sep 29, 2014, 4:00pm | 1 comment
Thumbnail for - From Around the World: Sept 29
How to eat healthy on the road, which countries travel the furthest for their honeymoons, and why you could be riding a 59,000 mile space elevator.
Sep 29, 2014, 1:15pm
Thumbnail for - How to Take Public Transit to Timberline
A carless trip to Mount Hood is easier than you think. You don’t even have to hitchhike.
Sep 29, 2014, 11:26am | 1 comment
Thumbnail for - Provenance Hotels Loves Boobies
Three Portland hotels offer feel-good deals for National Breast Cancer Month.
Sep 29, 2014, 11:16am | 1 comment

Rachel Ritchie is a Boston native who loves a good road trip, takes a plunge in the Pacific whenever she can, and prefers her hiking boots good and dirty. Marty Patail grew up in the German Alps, where traffic routinely stopped for cows crossing the road—an avid traveler, he is ever in search of good food, out-of-the-way stays, and warm weather. Join them as they deliver travel news, tips, and itineraries from around the region and beyond, helping you get inspired to get away. Email Rachel / Email Marty

Sign up for Portland Monthly's biweekly Tripster newsletter to get the latest travel news, inspiration, and deals.