3 Itineraries Featuring Oregon Landmarks

Here’s your invitation to explore the beauty of Oregon on a weekend trip from the heart of Willamette Valley wine country. With three unique itineraries to choose from, you’ll have the chance to experience the best of what the state has to offer, from the majestic Mt. Hood to the stunning beaches and the eclectic City of Roses – with plenty of Dundee Hills wine tasting too.

48-Hour Itinerary: Exploring Oregon’s Landscapes

Start your day with a visit to the stunning and majestic Mt. Hood, the tallest mountain in Oregon and a popular tourist destination. Take a scenic drive up to Timberline Lodge and enjoy breathtaking views of the surrounding area. Once you’re back in Dundee Hills, stop by the following wineries – each featuring its own picturesque view:

48-Hour Itinerary: Relax at the Beach

Take a scenic drive along the coast and enjoy views of the Pacific Ocean. Stop at Pacific City, less than 90-minutes from Dundee, and relax on the beach. Venture to a nearby beach town like Newport or quaint Cannon Beach to enjoy a bite to eat and a sunset bonfire. You’ll pass numerous wineries on your way home from your beachy adventure. These wineries on the south side of the Dundee Hills are clustered together, which will let you maximize your time tasting award-winning wines:

48-Hour Itinerary: A Taste of Oregon’s History & Portland’s Uniqueness

History buffs should start their day with a visit to the Oregon Historical Society Museum in Portland, which showcases the state’s rich history and cultural heritage. If art is more your style, head across the Park Blocks to the Portland Art Museum. A few blocks away is Portland’s legendary farmer’s market, open every Saturday year-round, and home to food carts as well as farm stands. Jaunt a few blocks to your north to visit Powell’s Books, the largest independent bookstore in the world (a whole city block!). When you’re ready for some wine, enjoy the following spots on your way back into Dundee:

Oregon has something to offer everyone. So, what are you waiting for? Plan your next weekend getaway to this beautiful region and explore the best that Oregon has to offer!

Interested in crafting your own itinerary? Create an account on our website, start exploring profiles of each of our members, including  our restaurants, and save your favorites into an itinerary you can customize as your trip gets closer.

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