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Ultimate Oregon

Trip Information

Number of Nights: 9

Seasons: Year Round

Start / End: Portland, OR

Average Price: $4125

Detailed Itinerary

Start: Portland, OR

Starting from Portland, this road trip will take you away from the hustle and bustle of city life. Learn more about Portland.

Portland to Oregon Coast: 80 miles

3 nights Oregon Coast

The state of Oregon has 362 miles of gorgeous coastline along the Pacific Ocean, making it an ideal vacation destination for everyone. You will find a plethora of charming towns along the Oregon Coast perfect for overnights or weekend getaways. Some of the most popular towns include Seaside, Cannon Beach, Newport, Pacific City, Bandon, and Astoria, but there are even more where you can stop to explore. Lining the coast, you will find magnificent state parks like Harris Beach, Cape Blanco, Shores Acres, and many more as well as recreation areas like the Oregon Dunes. The Oregon coastline itself, of course, offers a wide range of beach activities that the whole family will enjoy. The Oregon coast will surprise you with its beauty and adventures. Learn more about the Oregon Coast.

Oregon Coast to Crater Lake: 185 miles

2 nights Crater Lake National Park

Travel from the coast along the Waterfall Highway to Crater Lake National Park. The Lake was formed when Mount Mazama erupted on epic proportions and left behind the deepest lake in the US. As one of the clearest lakes in the world, Crater Lake has inspired and awed countless visitors. People come from miles around to marvel at its wide expanse of glistening water. You can take to the lake for boating, swimming, and visiting the stunning Wizard Island. Around Crater Lake, you will find hiking trails, camping spots, and charming little towns waiting to welcome you with open arms. Learn more about Crater Lake NP.

Crater Lake to Bend: 100 miles

2 nights Bend

Sitting on the eastern edge of the Deschutes National Forest is the quaint mountain town of Bend. This once logging town has transformed into an outdoor enthusiast playground. Not too far from Bend, you will be able to explore 80,000-year-old lava tubes, go canoeing on Hosmer Lake, and experience all that the nearby national forests have to offer. In town, we suggest taking the time to learn about Native American history at the Deschutes Historical Museum, watching a concert at the Les Schwab Amphitheater, and pig out on ice cream after a tour of the Goody’s Factory. With two nights in Bend, you will see why this town is such a great place to explore. Learn more about Bend, OR.

Bend to Hood River: 145 miles

2 nights Hood River Area

Next stop is the Columbia River Gorge and the windsurfing capital of the world, Hood River. This quaint little town is a popular weekend getaway destination for those looking to unplug from the hustle and bustle of life and reconnect with nature. There is something for every kind of outdoor lover in Hood River. You can try your hand at windsurfing, paddle the White Salmon in a river raft, drive the scenic Fruit Loop, take to the trails for mountain biking, and so much more. In the historic downtown, you will find charming restaurants, specialty shops, and art galleries. Make it a morning event by starting with the Hood River Farmers Market, where you can pick up fresh produce and locally-crafted souvenirs then seek out the waterfalls of the Columbia River Gorge.. No matter where you go in Hood River, your whole family is going to love it! Learn more about Hood River,OR.

Hood River to Portland: 65 miles

End: Portland, OR