Mt. Hood Outfitters offers guided tours and hikes around the Mt. Hood area (even a cool hike around the base of the volcano)! Their hiking trails range in difficulty so they are accessible to different skill levels!
Diala and her parents stumbled upon Multnomah Falls in October and fell in love with the incredible cascades! The vistas are easily accessible once parked, and it's less than a mile to get to the falls overlook. There is a cute giftshop with attached restaurant as well!
Scenic Sailing tours in Hood River is run by a lovely mother-son duo (who spent two years sailing from Portland to Dublin!) and offers small sailing tours of the Columbia River Gorge! It is a 2 hour private cruise for up to 6 passengers starting at $300.
Diala and her parents explored several vineyards during their visit to Mt. Hood in October and came across Analemma, a micro artisan vineyard located in the charming Mosier, Oregon region! They have a beautiful outdoor area as well as a cozy indoor setting!
Another lovely vineyard Diala and her parents visited! Idiot's grace has a great variety of wines to offer as well as a quaint outdoor area for lounging and enjoying drinks and small plates!
Experience Hood River via an electric bike tour! Sol Ride offers a variety of guided bike tours, but you can also rent individually and bike along wherever your heart desires!