15 days in Oregon Itinerary

15 days in Oregon Itinerary

Created using Inspirock Oregon tour planner

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Route & dates

15 days in Oregon Itinerary

Start: Oklahoma City
Fly:  8​h 45​min
1
Bend
— 3 nights
Drive:  3​h 15​min
2
Hood River
— 2 nights
bus:  1​h 15​min
3
Portland
— 3 nights
Drive:  1​h 30​min
4
Cannon Beach
— 2 nights
Drive:  4​h
5
Florence
— 2 nights
Drive:  4​h 15​min
6
Ashland
— 2 nights
bus + Fly:  8​h 45​min
End: Oklahoma City

3
nights
Bend

Bend ©
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.
Venture out of the city with trips to Artists Gallery Sunriver (in Sunriver), Smith Rock State Park (in Redmond) and Sisters (Sahalie and Koosah Falls & McKenzie Pass-Santiam Pass loop). There's much more to do: explore the activities along Deschutes River, delve into the lush surroundings at Shevlin Park, walk around Drake Park, and look and learn at Oregon Observatory.

To find traveler tips and more tourist information, use the Bend trip maker site .

Oklahoma City to Bend is an approximately 9-hour flight. You can also do a combination of flight and bus; or drive. The time zone difference moving from Central Standard Time to Pacific Standard Time is minus 2 hours. Expect a bit cooler temperatures when traveling from Oklahoma City in July; daily highs in Bend reach 85°F and lows reach 52°F. Wrap up your sightseeing on the 20th (Sat) to allow time to drive to Hood River.

Things to do in Bend

Parks Nature Outdoors

Side Trips

Sisters, Sunriver, Smith Rock State Park, Dee Wright Observatory
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
Oregon Observatory ©
Oregon Observatory
Deschutes National  Forest ©
Deschutes National Forest

2
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Start off your visit on the 21st (Sun): see human ingenuity at work at Bonneville Lock & Dam, examine the collection at Columbia Gorge Discovery Center & Museum, and then tour the pleasant surroundings at Historic Columbia River Highway State Trail. On the 22nd (Mon), you'll have a packed day of sightseeing: see the interesting displays at Western Antique Aeroplane & Automobile Museum, explore the activities along Columbia River Gorge National Scenic Area, and then snap pictures at Bridge of the Gods.

For maps, photos, more things to do, and tourist information, read Hood River online itinerary planner .

Drive from Bend to Hood River in 3.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. Traveling from Bend in July, you will find days in Hood River are slightly colder (79°F), and nights are a bit warmer (58°F). Finish up your sightseeing early on the 22nd (Mon) so you can catcht the bus to Portland.

Things to do in Hood River

Parks Nature Wildlife

Side Trips

Cascade Locks, Columbia River Gorge National Scenic Area, Columbia Gorge Discovery Center & Museum, Historic Columbia River Highway State Trail
Highlights from your plan
Bonneville Lock & Dam ©
Bonneville Lock & Dam

3
nights
Portland

Portland ©
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.
Get out of town with these interesting Portland side-trips: Multnomah Falls (in Bridal Veil), Schreiner's Iris Gardens (in Salem) and Evergreen Aviation & Space Museum (in McMinnville). There's still lots to do: take in nature's colorful creations at Portland Japanese Garden, get outside with Portland Timbers, experience rural life at Kruger's Farm, and walk around South Park Blocks.

To find ratings, maps, photos, and more tourist information, go to the Portland trip itinerary website .

You can take a bus from Hood River to Portland in 1.5 hours. Alternatively, you can drive; or take a train. In July, daytime highs in Portland are 83°F, while nighttime lows are 59°F. Finish up your sightseeing early on the 25th (Thu) so you can go by car to Cannon Beach.

Things to do in Portland

Parks Outdoors Museums

Side Trips

Schreiner's Iris Gardens, Multnomah Falls, Evergreen Aviation & Space Museum
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
International Rose Test Garden ©
International Rose Test Garden
Powell's City of Books ©
Powell's City of Books

2
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. On the 26th (Fri), admire the majestic nature at Oswald West State Park, then immerse yourself in nature at Ecola State Park, then pause for some photo ops at Seaside Beach Lewis and Clark Monument, and finally pause for some photo ops at Astoria Column. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Cannon Beach, then take in the dramatic natural features at Haystack Rock, and then immerse yourself in nature at Hug Point State Park.

To see ratings, maps, traveler tips, and other tourist information, refer to the Cannon Beach online trip itinerary maker .

Getting from Portland to Cannon Beach by car takes about 1.5 hours. Other options: take a bus. When traveling from Portland in July, plan for a bit cooler days and about the same nights in Cannon Beach: temperatures range from 69°F by day to 55°F at night. Cap off your sightseeing on the 27th (Sat) early enough to go by car to Florence.

Things to do in Cannon Beach

Parks Nature Outdoors

Side Trips

Astoria Column, Seaside Beach Lewis and Clark Monument
Highlights from your plan
Ecola State Park ©
Ecola State Park
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach

2
nights
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. Start off your visit on the 28th (Sun): take a memorable drive along Cape Perpetua Visitor Center - Siuslaw National Forest, take a leisurely stroll along Yachats coastline, then walk around Governor Patterson Memorial State Recreation Site, and finally explore the striking landscape at Thor's Well. Keep things going the next day: cruise along Oregon Coast Hwy, enjoy some diversion at Sand Master Park, and then try for a hole-in-one at Sandland Adventures.

For traveler tips, where to stay, maps, and tourist information, read our Florence day trip planning site .

Drive from Cannon Beach to Florence in 4 hours. Alternatively, you can do a combination of bus and flight; or take a bus. July in Florence sees daily highs of 67°F and lows of 54°F at night. Finish your sightseeing early on the 29th (Mon) to allow enough time to drive to Ashland.

Things to do in Florence

Outdoors Scenic Drive Parks

Side Trips

Yachats, Oregon Coast Hwy, Governor Patterson Memorial State Recreation Site
Highlights from your plan
Yachats coastline ©
Yachats coastline
Sand Master Park - Sandboarding ©
Sand Master Park - Sandboarding

2
nights
Ashland

Ashland is a city in Jackson County, in the State of Oregon. Kick off your visit on the 30th (Tue): explore the activities along Rogue River, then stop by Tudor Guild Shop, and then let the river carry you with a rafting and tubing tour.

To see photos, more things to do, maps, and other tourist information, go to the Ashland road trip planning website .

You can drive from Florence to Ashland in 4.5 hours. Other options are to take a bus; or do a combination of bus and flight. When traveling from Florence in July, plan for much hotter days and a bit warmer nights in Ashland: temperatures range from 94°F by day to 61°F at night. Wrap up your sightseeing by early afternoon on the 31st (Wed) to allow time for travel back home.

Things to do in Ashland

Parks Tours Adventure

Side Trip

Rogue River
Highlights from your plan
River Rafting & Tubing
Lithia Park ©
Lithia Park
Rogue River ©
Rogue River

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