15 days in Central Oregon Itinerary
Created using Inspirock Central Oregon holiday maker
Start: Kansas City
Fly
1
Bend
— 3 nights
Drive
2
Madras
— 4 nights
Drive
3
Terrebonne
— 1 night
Drive
4
Prineville
— 2 nights
Drive
5
Redmond
— 1 night
Drive
6
Sunriver
— 3 nights
Drive to Roberts Field, Fly to Kansas City
End: Kansas City
Mon, Nov 7 - Mon, Nov 21
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Bend — 3 nights
Step out of Bend to go to Sisters and see Proxy Falls, which is approximately 1 hour away. There's lots more to do: admire the sheer force of Tumalo Falls, examine the collection at High Desert Museum, contemplate the geological forces at Newberry National Volcanic Monument, and trek along Falls Creek Trail to Green Lake.
To find other places to visit, ratings, more things to do, and tourist information, read our Bend trip builder tool.
Kansas City to Bend is an approximately 7-hour flight. You can also drive; or take a bus. The time zone changes from Central Standard Time (CST) to Pacific Standard Time (PST), which is usually a -2 hour difference. November in Bend sees daily highs of 48°F and lows of 28°F at night. Wrap up your sightseeing on the 10th (Thu) early enough to drive to Madras.
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To find other places to visit, ratings, more things to do, and tourist information, read our Bend trip builder tool.
Kansas City to Bend is an approximately 7-hour flight. You can also drive; or take a bus. The time zone changes from Central Standard Time (CST) to Pacific Standard Time (PST), which is usually a -2 hour difference. November in Bend sees daily highs of 48°F and lows of 28°F at night. Wrap up your sightseeing on the 10th (Thu) early enough to drive to Madras.
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Madras — 4 nights

Get out of town with these interesting Madras side-trips: Government Camp (Little Crater Lake & Trillium Lake) and Hood River (Mount Hood & Mirror Lake Trail).
To see reviews, more things to do, maps, and more tourist information, you can read our Madras road trip planner.
Getting from Bend to Madras by car takes about an hour. Other options: drive. Expect a daytime high around 50°F in November, and nighttime lows around 25°F. Finish your sightseeing early on the 14th (Mon) so you can drive to Terrebonne.
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To see reviews, more things to do, maps, and more tourist information, you can read our Madras road trip planner.
Getting from Bend to Madras by car takes about an hour. Other options: drive. Expect a daytime high around 50°F in November, and nighttime lows around 25°F. Finish your sightseeing early on the 14th (Mon) so you can drive to Terrebonne.
Side Trips
Highlights from your trip
Terrebonne — 1 night

Kick off your visit on the 14th (Mon): witness a stunning natural landmark at Cougar Hot Springs.
For ratings, other places to visit, more things to do, and other tourist information, read Terrebonne vacation planner.
Terrebonne is just a short distance from Madras. November in Terrebonne sees daily highs of 50°F and lows of 25°F at night. On the 15th (Tue), you're off to Prineville.
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For ratings, other places to visit, more things to do, and other tourist information, read Terrebonne vacation planner.
Terrebonne is just a short distance from Madras. November in Terrebonne sees daily highs of 50°F and lows of 25°F at night. On the 15th (Tue), you're off to Prineville.
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Prineville — 2 nights

Explore Prineville's surroundings by going to John Day Fossil Beds National Monument (in John Day) and John Day Fossil Beds National Monument, Painted Hills Unit (in Dayville).
To find ratings, other places to visit, more things to do, and tourist information, go to the Prineville day trip website.
Prineville is very close to Terrebonne. In November in Prineville, expect temperatures between 50°F during the day and 25°F at night. Wrap up your sightseeing on the 17th (Thu) early enough to drive to Redmond.
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To find ratings, other places to visit, more things to do, and tourist information, go to the Prineville day trip website.
Prineville is very close to Terrebonne. In November in Prineville, expect temperatures between 50°F during the day and 25°F at night. Wrap up your sightseeing on the 17th (Thu) early enough to drive to Redmond.
Side Trips
Highlights from your trip
Redmond — 1 night

Kick off your visit on the 18th (Fri): admire the majestic nature at Smith Rock State Park.
For photos, ratings, maps, and tourist information, read our Redmond travel itinerary planner.
Redmond is just a short distance from Prineville. November in Redmond sees daily highs of 50°F and lows of 25°F at night. Wrap up your sightseeing on the 18th (Fri) to allow time to drive to Sunriver.
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For photos, ratings, maps, and tourist information, read our Redmond travel itinerary planner.
Redmond is just a short distance from Prineville. November in Redmond sees daily highs of 50°F and lows of 25°F at night. Wrap up your sightseeing on the 18th (Fri) to allow time to drive to Sunriver.
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Sunriver — 3 nights

On the 19th (Sat), see the sky in a new way at Oregon Observatory and then tour the pleasant surroundings at Trail to Benham Falls. On the 20th (Sun), you'll have a packed day of sightseeing: take in the dramatic scenery at Salt Creek Falls and then look and learn at Dee Wright Observatory.
To find photos, other places to visit, traveler tips, and other tourist information, refer to the Sunriver trip planner.
Drive from Redmond to Sunriver in an hour. In November, plan for daily highs up to 48°F, and evening lows to 28°F. Wrap up your sightseeing on the 21st (Mon) to allow time to drive back home.
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To find photos, other places to visit, traveler tips, and other tourist information, refer to the Sunriver trip planner.
Drive from Redmond to Sunriver in an hour. In November, plan for daily highs up to 48°F, and evening lows to 28°F. Wrap up your sightseeing on the 21st (Mon) to allow time to drive 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.