8 days in Oregon Itinerary
Created using Inspirock Oregon trip itinerary planner
Start: Denver
Fly
1
Medford
— 2 nights
Drive
2
Crater Lake National Park
— 2 nights
Drive
3
Ashland
— 1 night
Drive
4
Cave Junction
— 2 nights
Drive
End: Denver
Wed, Aug 10 - Wed, Aug 17
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Medford — 2 nights

On the 10th (Wed), explore the activities along Rogue River and then trek along Natural Bridge Loop. On the 11th (Thu), you'll have a packed day of sightseeing: take an unorthodox tour of The Oregon Vortex House of Mystery, then get a taste of the local shopping with The Glass Forge, and then take in the dramatic natural features at Upper and Lower Table Rock.
To find where to stay, more things to do, and tourist information, refer to the Medford travel itinerary planner.
Denver to Medford is an approximately 4.5-hour flight. You can also drive; or do a combination of train and bus. The time zone changes from Mountain Standard Time (MST) to Pacific Standard Time (PST), which is usually a -1 hour difference. Traveling from Denver in August, you will find days in Medford are a bit warmer (93°F), and nights are about the same (60°F). Wrap up your sightseeing on the 12th (Fri) to allow time to drive to Crater Lake National Park.
more
To find where to stay, more things to do, and tourist information, refer to the Medford travel itinerary planner.
Denver to Medford is an approximately 4.5-hour flight. You can also drive; or do a combination of train and bus. The time zone changes from Mountain Standard Time (MST) to Pacific Standard Time (PST), which is usually a -1 hour difference. Traveling from Denver in August, you will find days in Medford are a bit warmer (93°F), and nights are about the same (60°F). Wrap up your sightseeing on the 12th (Fri) to allow time to drive to Crater Lake National Park.
Side Trips
Highlights from your trip
Crater Lake National Park — 2 nights

Kick off your visit on the 12th (Fri): explore the wealth of natural beauty at Crater Lake National Park. Keep things going the next day: head off the coast to Wizard Island, trek along Cleetwood Cove Trail, then cruise along Rim Dr, and finally take in the dramatic scenery at Vidae Falls.
To find more things to do, maps, where to stay, and other tourist information, you can read our Crater Lake National Park journey builder.
You can drive from Medford to Crater Lake National Park in 2 hours. Expect a daytime high around 93°F in August, and nighttime lows around 60°F. Finish your sightseeing early on the 14th (Sun) to allow enough time to drive to Ashland.
more
To find more things to do, maps, where to stay, and other tourist information, you can read our Crater Lake National Park journey builder.
You can drive from Medford to Crater Lake National Park in 2 hours. Expect a daytime high around 93°F in August, and nighttime lows around 60°F. Finish your sightseeing early on the 14th (Sun) to allow enough time to drive to Ashland.
Highlights from your trip
Ashland — 1 night
Kick off your visit on the 14th (Sun): catch a live performance at Oregon Shakespeare Festival, relax and float downstream with a rafting and tubing tour, then stop by Bloomsbury Books, and finally stroll around Lithia Park.
To see other places to visit, traveler tips, and more tourist information, refer to the Ashland trip site.
Traveling by car from Crater Lake National Park to Ashland takes 2 hours. Alternatively, you can do a combination of taxi and bus. In August, daily temperatures in Ashland can reach 93°F, while at night they dip to 60°F. Finish your sightseeing early on the 15th (Mon) so you can drive to Cave Junction.
more
To see other places to visit, traveler tips, and more tourist information, refer to the Ashland trip site.
Traveling by car from Crater Lake National Park to Ashland takes 2 hours. Alternatively, you can do a combination of taxi and bus. In August, daily temperatures in Ashland can reach 93°F, while at night they dip to 60°F. Finish your sightseeing early on the 15th (Mon) so you can drive to Cave Junction.
Highlights from your trip
Cave Junction — 2 nights

On the 15th (Mon), examine the collection at Siskiyou Smokejumper Base Museum, then look for all kinds of wild species at Great Cats World Park, and then explore the activities along South Fork of the Smith River. Here are some ideas for day two: look for gifts at Taylor's Sausage Country Store, explore the fascinating underground world of Oregon Caves National Monument and Preserve, and then look for all kinds of wild species at Eight Dollar Mountain Botanical Area.
Before you visit Cave Junction, use our trip planner to discover what you can do and see there.
You can drive from Ashland to Cave Junction in 1.5 hours. When traveling from Ashland in August, plan for much colder days and a bit cooler nights in Cave Junction: temperatures range from 68°F by day to 53°F at night. Finish your sightseeing early on the 17th (Wed) so you can drive back home.
more
Before you visit Cave Junction, use our trip planner to discover what you can do and see there.
You can drive from Ashland to Cave Junction in 1.5 hours. When traveling from Ashland in August, plan for much colder days and a bit cooler nights in Cave Junction: temperatures range from 68°F by day to 53°F at night. Finish your sightseeing early on the 17th (Wed) so you can drive back home.
Side Trip
Highlights from your trip
Oregon travel guide
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.