In the City
Beer Fest - International Beer Fest June 28 - June 30 at North Park Blocks 235 NW Park Ave, Portland http://www.portland-beerfest.com/tickets.php
Portland Saturday (and Sunday) Market - outdoor arts and crafts market in Portland, Oregon. It is the largest continuously operated outdoor market in the United States. http://www.portlandsaturdaymarket.com/
Forest Park - One of the largest urban forests with hiking trails and great city views!
Powells Book Store - largest independent new and used bookstore in the world!
Interntional Rose Garden, Japanese Garden, Portland Zoo
Food Trucks - Portland is known for their many MANY food trucks. One of our favorite spots is Cartopia at 1207 SE Hawthorne Blvd, Portland.
In the Gorge
Latourell Falls - Easy 2.5 loop hike with two waterfalls. Easy parking and is ~30 miles from Portland. Big reward, little effort.
One of our favorites! 3.3 miles out and back trail rated moderate. It has a couple difficult parts where you need to trek over some rocks. Has parking off the highway and is ~70 miles from Portland. We like to stop at Mt Hood Brewing Co on the way home :)
On a clear day, one of the best views of Mt. Hood. It has a 1.9 mile flat loop trail around the lake and is ~ 60 miles from Portland. We've had a blast at this lake renting inflatable paddle boards! Rental link: (http://ottosskishop.com/rentals/stand-up-paddleboard-rentals/) located in Sandy and right on the way to the lake.
Moderate flat 7 mile loop trail with an 120 foot waterfall mid way through. It's ~50 miles from Portland and would take most people between 4-6 hours.
Tom, Dick, and Harry Mountain
Starts at the trailhead for Mirror Lake about 55 miles away from Portland. It's rate moderate, but and has some exhausting switchbacks but the view at the top is well worth it! It has incredible views of Mt Hood, Mirror lake, and the surrounding cascades on a clear day.
Silver Falls State Park
Oregon's largest state park with TEN waterfalls - four of which have trails that allow you to pass behind the flow of the falls. The park is ~54 miles South of Portland.
Tillamook Cheese Factory
Less than an hour southwest of Portland, the Willamette Valley has more than 250 wineries! Our favorites are located in Dundee and Dayton OR.
Some of them are: