7 days in Southern Oregon Itinerary

7 days in Southern Oregon Itinerary

Created using Inspirock Southern Oregon trip planner
©
Make it your trip
Fly
1
Crater Lake National Park
— 2 nights
Drive
2
Klamath Falls
— 1 night
Drive
3
Roseburg
— 1 night
Drive
4
Ashland
— 2 nights
Fly

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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.
Visiting Mill Creek Falls and Watchman Peak will get you outdoors. Explore hidden gems such as Pinnacles Overlook Hike and Joseph H. Stewart State Recreation Area. Change things up with a short trip to Natural Bridge Viewpoint in Prospect (about 44 minutes away). And it doesn't end there: tour the pleasant surroundings at Pinnacles Trail, trek along Sun Notch Trail, take in the dramatic scenery at Plaikni Falls, and get impressive views of Mount Scott.

To find other places to visit, ratings, reviews, and tourist information, use the Crater Lake National Park trip planner.

San Diego to Crater Lake National Park is an approximately 4-hour flight. You can also drive; or do a combination of bus and taxi. When traveling from San Diego in June, plan for somewhat warmer days and slightly colder nights in Crater Lake National Park: temperatures range from 86°F by day to 55°F at night. Finish your sightseeing early on the 20th (Sun) to allow enough time to drive to Klamath Falls.
Parks · Trails · Outdoors · Nature
Side Trip

Klamath Falls — 1 night

Klamath Falls is a city in and the county seat of Klamath County, Oregon, United States. On the 21st (Mon), tour the pleasant surroundings at Badger Run Wildlife Rehab, tee off at Running Y Ranch Golf Course, and then let little ones run wild at Moore Park.

To find other places to visit, photos, and tourist information, read our Klamath Falls holiday maker app.

You can drive from Crater Lake National Park to Klamath Falls in 1.5 hours. Expect a bit cooler temperatures when traveling from Crater Lake National Park in June; daily highs in Klamath Falls reach 79°F and lows reach 44°F. Finish your sightseeing early on the 21st (Mon) so you can travel to Roseburg.
Outdoors · Parks · Fun & Games · Golf

Roseburg — 1 night

Roseburg is a city in the U.S. state of Oregon. Kick off your visit on the 22nd (Tue): do a tasting at Reustle Prayer Rock Vineyards, do a tasting at HillCrest Winery and Distillery, then do a tasting at Paul O'Brien Winery, and finally walk around Stewart Park, Roseburg, Oregon.

For reviews, ratings, other places to visit, and tourist information, go to the Roseburg road trip planner.

Drive from Klamath Falls to Roseburg in 3 hours. Traveling from Klamath Falls in June, Roseburg is a bit warmer at night with lows of 55°F. Finish your sightseeing early on the 22nd (Tue) to allow enough time to travel to Ashland.
Wineries · Parks

Ashland — 2 nights

Ashland is a city in Jackson County, in the State of Oregon. On the 23rd (Wed), do a tasting at Del Rio Vineyards & Winery, then stop by Lillie Belle Farms, and then do a tasting at Belle Fiore Estate & Winery. On the 24th (Thu), you'll have a packed day of sightseeing: see the interesting displays at Crater Rock Museum, do a tasting at Red Lily Vineyards, then do a tasting at Schmidt Family Vineyards, and finally see the interesting displays at Bear Hotel Artworks Museum.

To see photos, where to stay, reviews, and tourist information, you can read our Ashland trip itinerary planner.

Traveling by car from Roseburg to Ashland takes 2 hours. In June, daily temperatures in Ashland can reach 86°F, while at night they dip to 55°F. Wrap up your sightseeing on the 24th (Thu) to allow time to fly back home.
Wineries · Museums · Shopping
Side Trips