58 days in Southern Oregon Itinerary

58 days in Southern Oregon Itinerary

Created using Inspirock Southern Oregon tour planner

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Plan created by another user. Make it yours
Fly to Rogue Valley International Medford Airport, Drive to Jacksonville
1
Jacksonville
— 12 nights
Drive
2
Cave Junction
— 11 nights
Drive
3
Winston
— 11 nights
Drive
4
Crater Lake National Park
— 12 nights
Drive
5
Klamath Falls
— 11 nights
Fly

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12
nights
Jacksonville

Jacksonville is a city in Jackson County, Oregon, United States, about 5mi west of Medford. The Glass Forge and Crater Rock Museum will appeal to museum buffs. Do some cultural sightseeing at ScienceWorks Hands-On Museum and Gathering Glass Studio. You'll find plenty of places to visit near Jacksonville: Plaisance Ranch (in Williams), Grants Pass (Bear Hotel Artworks Museum, Wildlife Images - Rehabilitation & Education Center, &more) and Ashland (Dana Campbell Vineyards, North Mountain Park, &more). The adventure continues: explore the different monuments and memorials at Jacksonville Cemetery, walk around Medford Railroad Park, take in the dramatic natural features at Upper and Lower Table Rock, and browse the collection at Jacksonville Library.

To find more things to do, reviews, where to stay, and more tourist information, use the Jacksonville day trip tool.

Tampa to Jacksonville is an approximately 10-hour combination of flight and car. You can also drive. Traveling from Tampa to Jacksonville, you'll gain 3 hours due to the time zone difference. Expect slightly colder weather when traveling from Tampa in October: highs in Jacksonville hover around 71°F, while lows dip to 44°F. Wrap up your sightseeing on the 18th (Fri) to allow time to drive to Cave Junction.

Things to do in Jacksonville

Wineries · Parks · Museums · Nature

Side Trips

Highlights from your trip

11
nights
Cave Junction

Cave Junction, incorporated in 1948, is a city in Josephine County, Oregon, United States. Family-friendly places like Oregon Caves National Monument and Preserve and Eight Dollar Mountain Botanical Area will thrill your kids. Take a break from the city and head to Great Cats World Park and Tiger Preservation Center. The adventure continues: examine the collection at Siskiyou Smokejumper Base Museum and look for gifts at Taylor's Sausage Country Store.

Make your Cave Junction itinerary with Inspirock to find out what to see and where to go.

Drive from Jacksonville to Cave Junction in 1.5 hours. Traveling from Jacksonville in October, you will find days in Cave Junction are slightly colder (64°F), and nights are a bit warmer (50°F). On the 29th (Tue), you'll travel to Winston.

Things to do in Cave Junction

Parks · Wildlife · Nature · Museums
Highlights from your trip

11
nights
Winston

Winston is a city in Douglas County, Oregon, United States. Museum-lovers will get to explore Oakland Oregon Museum and Noah's Ark Biblical History Museum. Get some cultural insight at Douglas County Museum of Natural & Cultural History and Abacela. Explore Winston's surroundings by going to Rochester Covered Bridge (in Sutherlin) and Roseburg (Reustle Prayer Rock Vineyards, Susan Creek Campground, &more). There's still lots to do: look for all kinds of wild species at Wildlife Safari, learn about winemaking at Becker Vineyard, walk around Stewart Park, Roseburg, Oregon, and experience rural life at Riversdale Valley Farm.

To find more things to do, maps, where to stay, and more tourist information, refer to the Winston trip planner.

Drive from Cave Junction to Winston in 2 hours. In October, daytime highs in Winston are 69°F, while nighttime lows are 48°F. On the 9th (Sat), you're off to Crater Lake National Park.

Things to do in Winston

Parks · Wineries · Outdoors · Trails

Side Trips

Highlights from your trip
Wildlife Safari ©
Must see
Wildlife Safari
4.5
Watson Falls ©
Waterfall
Watson Falls
4.9
Oakland Oregon Museum ©
History Museum
Oakland Oregon Museum
4.8

12
nights
Crater Lake National Park

Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.
Step out of the city life by going to Crater Lake National Park and Cleetwood Cove Trail. Venture out of the city with trips to Prospect (Union Creek Trail, Mill Creek Falls, &more). The adventure continues: take a memorable drive along Rim Dr, step off the mainland to explore Wizard Island, stroll through Garfield Peak, and steep yourself in history at Rim Village Visitor Center.

To find more things to do, ratings, other places to visit, and other tourist information, refer to the Crater Lake National Park trip itinerary planning tool.

Traveling by car from Winston to Crater Lake National Park takes 2.5 hours. In November, plan for daily highs up to 55°F, and evening lows to 38°F. You'll set off for Klamath Falls on the 21st (Thu).

Things to do in Crater Lake National Park

Parks · Nature · Outdoors · Trails

Side Trip

Highlights from your trip
Rim Dr ©
Must see
Rim Dr
4.8

11
nights
Klamath Falls

Klamath Falls is a city in and the county seat of Klamath County, Oregon, United States. Do some cultural sightseeing at Klamath County Museum and Baldwin Hotel Museum. Get in touch with nature at Moore Park and Badger Run Wildlife Rehab. Explore the numerous day-trip ideas around Klamath Falls: Diamond Lake (in Medford) and Historic Pinehurst Inn (in Ashland). The adventure continues: admire the masterpieces at The Favell Museum Native American Artifacts and Contemporary Western Art, enjoy some diversion at Klamath Falls Skatepark, explore by horseback at OC and E Woods Line State Trail, and explore the activities along Wood River Wetland.

For other places to visit, ratings, maps, and tourist information, use the Klamath Falls trip itinerary tool.

Getting from Crater Lake National Park to Klamath Falls by car takes about 1.5 hours. Prepare for a bit cooler weather when traveling from Crater Lake National Park in November: high temperatures in Klamath Falls hover around 50°F and lows are around 27°F. On the 2nd (Mon), you're off to home.

Things to do in Klamath Falls

Parks · Outdoors · Museums · Fun & Games

Side Trips

Highlights from your trip
Moore Park ©
Playground
Moore Park
4.8
Klamath County Museum ©
History Museum
Klamath County Museum
4.7