14 days in Central Oregon Itinerary
Created using Inspirock Central Oregon trip planner
Start: North Bend
Drive
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Bend
— 13 nights
Drive
End: North Bend
Mon, Nov 7 - Sun, Nov 20
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Bend — 13 nights

Get in touch with nature at Deschutes River Trail and Phil's Trailhead. You'll discover tucked-away gems like Proxy Falls and Shevlin Park. You'll find plenty of places to visit near Bend: Camp Sherman (Wizard Falls Fish Hatchery, Camp Sherman Store on the Metolius River, &more), Sisters (Sahalie and Koosah Falls, Hoodoo Ski Area, &more) and Crooked River Ranch (Crooked River Ranch Golf Course & Steelhead Falls). Next up on the itinerary: take a memorable drive along Crooked River Scenic Drive, take in the awesome beauty at Tumalo Mountain, take in the dramatic scenery at Tumalo Falls, and hit the slopes at Oregon Trail of Dreams.
To find photos, traveler tips, and tourist information, you can read our Bend journey planner.
North Bend to Bend is an approximately 4.5-hour car ride. Expect a bit cooler temperatures when traveling from North Bend in November; daily highs in Bend reach 48°F and lows reach 28°F. Finish up your sightseeing early on the 20th (Sun) so you can go by car back home.
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To find photos, traveler tips, and tourist information, you can read our Bend journey planner.
North Bend to Bend is an approximately 4.5-hour car ride. Expect a bit cooler temperatures when traveling from North Bend in November; daily highs in Bend reach 48°F and lows reach 28°F. Finish up your sightseeing early on the 20th (Sun) so you can go by car back home.
Side Trips
Highlights from your trip
Central Oregon travel guide
The Cascade Mountains catch most of the precipitation from the Pacific Ocean, leaving residents of Central Oregon on the mountains' eastern side with an average of 300 sunny days per year for hiking, mountain biking, fishing, kayaking, whitewater rafting, golfing, skiing, and rock-climbing. The weather and terrain are so inviting for outdoor activities that many people have moved to the region specifically for this purpose. The combination of plentiful sunshine and volcanic soil from the Cascades has given rise to a booming wine industry, and you'll find scenic wineries throughout the area. Bend serves as the de facto capital of Central Oregon, which encompasses three counties and numerous small towns, and offers a mix of fine dining, microbreweries, and lively pubs.