The wineries around Oregon City provide a laid-back atmosphere as you tour the countryside with less than 10 minutes of driving between each stop. You can follow the timeline below to make it to all four wineries in one day, but if it feels too rushed for you, we suggest you stop and smell the "rosés." You can always make another visit back to complete your Wine Trail! If you do want to visit all four during their hours of operation, you’ll need to plan to do this itinerary on a Saturday. Bonus: all of these wineries allow well-behaved dogs on leashes at their tasting rooms, so you can enjoy Pinots with your pup!