A really nice local trail located right in town! Plenty of parking in the neighborhood off the Hazel Ave entrance. An easy walking trail & dog friendly! You could run or walk here, it's at least 2-3 miles long.
Local winery about 15 minutes up the road from downtown Hood River. They have a gorgeous patio with great views & a nice selection of reds & whites! Locals will recommend you visit this winery & then Grateful Vineyard for a wine tour experience.
The famous Multnomah Falls! You will pass Oregon's tallest waterfall on the way into town from Portland, it is a must see! You can just visit the lower viewpoint or hike up the trail to the upper falls if you're feeling adventurous. This is an attraction for all ages and abilities!