58 days in Southern Oregon Itinerary

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

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 46-hour car ride. 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.

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 Taylor's Sausage Country Store will thrill your kids. Take a break from the city and head to Great Cats World Park and Eight Dollar Mountain Botanical Area. The adventure continues: examine the collection at Siskiyou Smokejumper Base Museum and look for all kinds of wild species at Tiger Preservation Center.

Make your Cave Junction itinerary with Klarna Trips 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.

Winston is a city in Douglas County, Oregon, United States. Museum-lovers will get to explore Oakland Oregon Museum and Douglas County Museum of Natural & Cultural History. Attractions like Wildlife Safari and Noah's Ark Biblical History Museum make great kid-friendly stops. You'll find plenty of places to visit near Winston: Roseburg (Reustle Prayer Rock Vineyards, Susan Creek Campground, &more), Watson Falls (in Idleyld Park) and Rochester Covered Bridge (in Sutherlin). There's lots more to do: experience rural life at Riversdale Valley Farm, learn about winemaking at Tesoaria Vineyard & Winery, walk around Micelli Park, and take in nature's colorful creations at Discovery Garden.

For photos, more things to do, traveler tips, and other tourist information, read our Winston online day trip planner.

Traveling by car from Cave Junction to Winston takes 2 hours. Expect a daytime high around 69°F in October, and nighttime lows around 48°F. On the 9th (Sat), you're off to 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 in the dramatic scenery at Toketee Falls, hike along Sun Notch Trail, steep yourself in history at Rim Village Visitor Center, and admire all the interesting features of Rim Dr.

To find reviews, traveler tips, ratings, and other tourist information, use the Crater Lake National Park day trip planning app.

You can drive from Winston to Crater Lake National Park in 2.5 hours. Expect a daytime high around 55°F in November, and nighttime lows around 38°F. On the 21st (Thu), you're off to 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 The Children's Museum of Klamath Falls. 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). There's lots more to do: explore the world behind art at The Favell Museum Native American Artifacts and Contemporary Western Art, enjoy some diversion at Klamath Falls Skatepark, see the interesting displays at Baldwin Hotel Museum, and perfect your strike at Epicenter.

To see where to stay, maps, reviews, and other tourist information, you can read our Klamath Falls day trip planning website.

Traveling by car from Crater Lake National Park to Klamath Falls takes 1.5 hours. Traveling from Crater Lake National Park in November, expect Klamath Falls to be a bit cooler, temps between 50°F and 27°F. You'll set off for home on the 2nd (Mon).