4 days in Redmond, Winston & Roseburg Itinerary

4 days in Redmond, Winston & Roseburg Itinerary

Created using Inspirock Oregon journey planner

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Plan created by another user. Make it yours
Drive
1
Redmond
— 1 night
Drive
2
Winston
— 1 night
Drive
3
Roseburg
— 1 night
Drive

S M T W T F S
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1
night
Redmond

Redmond is a city in Deschutes County, Oregon, United States. Kick off your visit on the 22nd (Sat): stroll around Drake Park, stroll around Sam Johnson Park, and then immerse yourself in nature at Smith Rock State Park. Get ready for a full day of sightseeing on the next day: learn something new at The Art of Alfred A. Dolezal Gallery, then look and learn at Oregon Observatory, and then get interesting insight from Tours.

You can plan Redmond trip in no time by asking Inspirock to help create your itinerary.

Portland to Redmond is an approximately 3-hour car ride. Traveling from Portland in June, you can expect nighttime temperatures to be slightly colder in Redmond, with lows of 43°F. Wrap up your sightseeing on the 23rd (Sun) early enough to travel to Winston.

Things to do in Redmond

Parks · Outdoors · Tours · Adventure

Side Trips

Highlights from your trip
Oregon Observatory ©
Observatory
Oregon Observatory
4.7

1
night
Winston

Winston is a city in Douglas County, Oregon, United States. Kick off your visit on the 24th (Mon): get engrossed in the history at Noah's Ark Biblical History Museum and then identify plant and animal life at Wildlife Safari.

Use Inspirock's suggestions to plan your Winston trip and find the best activities and attractions for your vacation.

You can drive from Redmond to Winston in 4 hours. Traveling from Redmond in June, you can expect nighttime temperatures to be a bit warmer in Winston, with lows of 55°F. Finish your sightseeing early on the 24th (Mon) to allow enough time to drive to Roseburg.

Things to do in Winston

Parks · Wildlife · Museums
Highlights from your trip
Wildlife Safari ©
Must see
Wildlife Safari
4.5

1
night
Roseburg

Roseburg is a city in the U.S. Kick off your visit on the 25th (Tue): walk around Stewart Park, Roseburg, Oregon, then walk around Colliding Rivers Park, and then stroll through Susan Creek Campground.

For ratings, maps, more things to do, and other tourist information, you can read our Roseburg road trip planning site.

Roseburg is just a short distance from Winston. In June, daytime highs in Roseburg are 81°F, while nighttime lows are 55°F. Finish up your sightseeing early on the 25th (Tue) so you can travel back home.

Things to do in Roseburg

Parks · Outdoors · Wildlife · Trails

Side Trip

Highlights from your trip
Susan Creek Campground ©
Biking Trail
Susan Creek Campground
4.1