22 days in Oregon Itinerary

Created using Inspirock Oregon tour itinerary planner
Make it your trip
Fly
1
Ashland
— 1 night
Drive
2
Crater Lake National Park
— 2 nights
Drive
3
Bend
— 3 nights
Fly
4
Hood River
— 3 nights
Drive
5
Portland
— 5 nights
Drive
6
Cannon Beach
— 2 nights
Drive
7
Newport
— 2 nights
Drive
8
Florence
— 3 nights
Fly

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Ashland — 1 night

Ashland is a city in Jackson County, in the State of Oregon. Start off your visit on the 3rd (Sun): explore the activities along Rogue River, catch a live performance at Oregon Shakespeare Festival, and then walk around Lithia Park. Keep things going the next day: see the interesting displays at Bear Hotel Artworks Museum, view the masterpieces at The Glass Forge, and then let the river carry you with a rafting and tubing tour.

To find photos, traveler tips, ratings, and more tourist information, use the Ashland attractions planning app.

El Paso to Ashland is an approximately 6-hour flight. You can also drive; or take a bus. The time zone changes from Mountain Standard Time to Pacific Standard Time, which is usually a -1 hour difference. Plan for slightly colder nights when traveling from El Paso in August since evenings lows in Ashland dip to 60°F. Wrap up your sightseeing on the 4th (Mon) to allow time to drive to Crater Lake National Park.
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Tours · Adventure · Outdoors · Parks
Side Trips

Crater Lake National Park — 2 nights

Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.
On the 5th (Tue), explore the striking landscape of Crater Lake National Park. Keep things going the next day: stroll through Pinnacles Trail, then tour the pleasant surroundings at Pinnacles Overlook Hike, then trek along Cleetwood Cove Trail, and finally cruise along Rim Dr.

For other places to visit, maps, photos, and other tourist information, go to the Crater Lake National Park road trip planning site.

You can drive from Ashland to Crater Lake National Park in 2 hours. Alternatively, you can do a combination of bus and taxi. In August, daytime highs in Crater Lake National Park are 93°F, while nighttime lows are 60°F. Wrap up your sightseeing on the 6th (Wed) to allow time to drive to Bend.
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Parks · Nature · Outdoors · Trails

Bend — 3 nights

An old logging town at the crux of the high desert and ponderosa pine forest, Bend melds a love of the outdoors with cosmopolitan flair.
Explore the numerous day-trip ideas around Bend: McKenzie Pass-Santiam Pass loop (in Sisters), Dee Wright Observatory (in Blue River) and Smith Rock State Park (in Redmond). Next up on the itinerary: take a memorable tour with Tours, look and learn at Oregon Observatory, get engrossed in the history at Des Chutes Historical Museum, and contemplate the waterfront views at Deschutes River.

For more things to do, where to stay, maps, and more tourist information, read our Bend day trip site.

You can drive from Crater Lake National Park to Bend in 2.5 hours. Alternatively, you can do a combination of taxi and bus. Expect a bit cooler temperatures when traveling from Crater Lake National Park in August; daily highs in Bend reach 84°F and lows reach 52°F. Finish up your sightseeing early on the 9th (Sat) so you can catch the flight to Hood River.
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Museums · Nature · Parks · Outdoors
Side Trips

Hood River — 3 nights

The city of Hood River is the seat of Hood River County, Oregon, United States. Explore Hood River's surroundings by going to Timberline Lodge and Ski Area (in Government Camp) and River Rafting & Tubing (in Maupin). There's much more to do: contemplate the waterfront views at Columbia River Gorge National Scenic Area, brush up on your military savvy at Fort Dalles Museum and Anderson Homestead, get impressive views of Mount Hood, and immerse yourself in nature at Starvation Creek State Park.

For other places to visit, where to stay, photos, and other tourist information, refer to the Hood River online itinerary planner.

You can fly from Bend to Hood River in 2.5 hours. Alternatively, you can drive; or take a bus. Traveling from Bend in August, plan for somewhat warmer nights in Hood River, with lows around 60°F. Wrap up your sightseeing on the 12th (Tue) early enough to drive to Portland.
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Nature · Parks · Outdoors · Museums
Side Trips

Portland — 5 nights

City of Roses

A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
Venture out of the city with trips to Multnomah Falls (in Bridal Veil) and Oneonta Gorge (in Cascade Locks). And it doesn't end there: take in nature's colorful creations at Portland Japanese Garden, stop by Powell's City of Books, examine the collection at Oregon Museum of Science and Industry, and get to know the resident critters at Oregon Zoo.

To see photos, maps, ratings, and more tourist information, refer to the Portland vacation maker.

Traveling by car from Hood River to Portland takes 1.5 hours. Alternatively, you can take a bus; or take a train. In August in Portland, expect temperatures between 85°F during the day and 60°F at night. Finish up your sightseeing early on the 17th (Sun) so you can go by car to Cannon Beach.
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Parks · Outdoors · Trails · Tours
Side Trips

Cannon Beach — 2 nights

Cannon Beach is a city in Clatsop County, Oregon, United States. Kick off your visit on the 18th (Mon): stroll through Haystack Rock, admire the majestic nature at Ecola State Park, then take in the exciting artwork at Bronze Coast Gallery, and finally tour the pleasant surroundings at Cannon Beach. On the 19th (Tue), you'll have a packed day of sightseeing: admire the majestic nature at Nehalem Bay State Park, hike along Cedar Wetlands Preserve, then admire the majestic nature at Oswald West State Park, and finally immerse yourself in nature at Hug Point State Park.

To see other places to visit, ratings, where to stay, and other tourist information, use the Cannon Beach trip planner.

Traveling by car from Portland to Cannon Beach takes 1.5 hours. Alternatively, you can take a bus. Traveling from Portland in August, things will get little chillier in Cannon Beach: highs are around 71°F and lows about 55°F. Wrap up your sightseeing on the 19th (Tue) early enough to drive to Newport.
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Parks · Nature · Outdoors · Beaches
Side Trips

Newport — 2 nights

A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
Start off your visit on the 20th (Wed): get up close and personal with brilliant marine life at Oregon Coast Aquarium, then take a leisurely stroll along Yachats coastline, then pause for some photo ops at Bazalgette the Whale at Whale Park, and finally kick back and relax at Devils Punchbowl State Natural Area. On the next day, look for all kinds of wild species at Yaquina Head Outstanding Natural Area, then enjoy the sea views from Yaquina Head Lighthouse, then shop like a local with Lincoln City Glass Center, and finally walk around Whale Park.

To see other places to visit, more things to do, ratings, and other tourist information, use the Newport online journey planner.

You can drive from Cannon Beach to Newport in 3 hours. Another option is to take a bus. Expect little chillier weather when traveling from Cannon Beach in August: highs in Newport hover around 64°F, while lows dip to 51°F. Wrap up your sightseeing on the 21st (Thu) early enough to drive to Florence.
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Parks · Nature · Zoos & Aquariums · Historic Sites
Side Trips

Florence — 3 nights

Florence is a coastal city in Lane County, in the U.S. state of Oregon. Explore the numerous day-trip ideas around Florence: Cape Perpetua Visitor Center - Siuslaw National Forest (in Yachats) and Cape Arago State Park (in Coos Bay). The adventure continues: experience the excitement of Sandland Adventures, make a trip to Tsunami Gallery, take a memorable drive along Oregon Coast Hwy, and visit a coastal fixture at Heceta Head Lighthouse.

For reviews, maps, ratings, and more tourist information, go to the Florence visit planner.

Traveling by car from Newport to Florence takes 1.5 hours. Alternatively, you can take a bus. In August in Florence, expect temperatures between 68°F during the day and 54°F at night. Wrap up your sightseeing on the 24th (Sun) early enough to fly back home.
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Nature · Parks · Outdoors · Scenic Drive
Side Trips

Oregon travel guide

4.5
Gardens · State Parks · Specialty Museums
A land of many faces, Oregon is at once a state of rugged rocky coastlines and deep forests, as well as vibrant cities and small towns packed with award-winning restaurants and trendy shops. With nearly half of its land covered by dense fir, redwood, and pine forests, the state protects varied plant and animal life inside three national parks. In addition to pristine waterfalls, beaches, and lakes perfect for a holiday in nature, Oregon also offers numerous urban tourist attractions. Portland, the state's largest metropolis, notably includes more breweries than any other city in the world, and its central location makes it an ideal base for day trips to Oregon's emerging wine region and many parks.
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