15 days in Oregon Itinerary

15 days in Oregon Itinerary

Created using Inspirock Oregon travel planner

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Route & dates

15 days in Oregon Itinerary

Start: Los Angeles
Fly + bus:  5​h 30​min
1
Ashland
— 1 night
Drive:  4​h 15​min
2
Florence
— 2 nights
Drive:  4​h
3
Cannon Beach
— 3 nights
Drive:  1​h 30​min
4
Portland
— 3 nights
bus:  1​h 15​min
5
Hood River
— 3 nights
Drive:  3​h 15​min
6
Bend
— 2 nights
Fly:  5​h 15​min
End: Los Angeles

1
night
Ashland

Ashland is a city in Jackson County, in the State of Oregon. Start off your visit on the 3rd (Sat): learn about winemaking at Caprice Vineyards.

To find out how to plan a trip to Ashland, use our trip itinerary maker.

Los Angeles to Ashland is an approximately 5.5-hour combination of flight and bus. You can also drive; or take a bus. When traveling from Los Angeles in August, plan for a bit warmer days and little chillier nights in Ashland: temperatures range from 93°F by day to 60°F at night. Finish up your sightseeing early on the 4th (Sun) so you can go by car to Florence.

Things to do in Ashland

Tours Adventure Outdoors

Side Trips

Caprice Vineyards, Rogue River
Highlights from your plan
River Rafting & Tubing
Rogue River ©
Rogue River
Caprice Vineyards ©
Caprice Vineyards

2
nights
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. On the 5th (Mon), take in the dramatic scenery at Sweet Creek Falls, then have some family-friendly fun at Sandland Adventures, and then enjoy some diversion at Sand Master Park. Get ready for a full day of sightseeing on the next day: stroll through Cape Perpetua Visitor Center - Siuslaw National Forest, then take a leisurely stroll along Yachats coastline, and then admire all the interesting features of Oregon Coast Hwy.

To find traveler tips, maps, and more tourist information, you can read our Florence trip itinerary site .

You can drive from Ashland to Florence in 4.5 hours. Alternatively, you can take a bus; or do a combination of bus and flight. When traveling from Ashland in August, plan for cooler days in Florence, with highs around 68°F, while nights are a bit cooler with lows around 54°F. Wrap up your sightseeing on the 6th (Tue) early enough to drive to Cannon Beach.

Things to do in Florence

Outdoors Scenic Drive Parks

Side Trips

Yachats, Sweet Creek Falls, Oregon Coast Hwy
Highlights from your plan
Sand Master Park - Sandboarding ©
Sand Master Park - Sandboarding
Yachats coastline ©
Yachats coastline

3
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Kids will enjoy Haystack Rock and Rockaway Beach Wayside. Change things up with a short trip to Astoria Column in Astoria (about 42 minutes away). The adventure continues: kick back and relax at Cannon Beach, identify plant and animal life at Hug Point State Recreation Site, stop by Cannon Beach Bookstore, and tour the pleasant surroundings at Manzanita Beach.

Ask Inspirock to suggest an itinerary and make planning a trip to Cannon Beach fast, fun, and easy.

You can drive from Florence to Cannon Beach in 4 hours. Other options are to do a combination of bus and flight; or take a bus. In August, daily temperatures in Cannon Beach can reach 71°F, while at night they dip to 55°F. Wrap up your sightseeing on the 9th (Fri) to allow time to drive to Portland.

Things to do in Cannon Beach

Parks Beaches Outdoors

Side Trips

Seaside Beach Lewis and Clark Monument, Manzanita Beach, Astoria Column, Hug Point State Recreation Site, Rockaway Beach Wayside
Highlights from your plan
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach
Hug Point State Recreation Site ©
Hug Point State Recreation Site

3
nights
Portland

Portland ©
A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
Bring the kids along to Powell's City of Books and Eastbank Esplanade. Step out of Portland to go to McMinnville and see Evergreen Aviation & Space Museum, which is approximately 56 minutes away. There's still lots to do: take in nature's colorful creations at Portland Japanese Garden, explore the engaging exhibits at Portland Children's Museum, try for a hole-in-one at Oaks Amusement Park, and get outside with Portland Timbers.

To see other places to visit, photos, more things to do, and tourist information, read our Portland trip planner .

You can drive from Cannon Beach to Portland in 1.5 hours. Another option is to take a bus. While traveling from Cannon Beach, expect a bit warmer days and about the same nights in Portland, ranging from highs of 85°F to lows of 60°F. Wrap up your sightseeing on the 12th (Mon) to allow time to take a bus to Hood River.

Things to do in Portland

Theme Parks Fun & Games Parks

Side Trip

Evergreen Aviation & Space Museum
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
Oregon Zoo ©
Oregon Zoo
Powell's City of Books ©
Powell's City of Books

3
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Explore the numerous day-trip ideas around Hood River: Timberline Lodge and Ski Area (in Timberline Lodge) and Cascade Locks (Bonneville Lock & Dam & Punchbowl Waterfall). There's much more to do: look for all kinds of wild species at Columbia River Gorge National Scenic Area, delve into the lush surroundings at Mt. Hood National Forest, walk around Starvation Creek State Park, and see the interesting displays at Columbia Gorge Discovery Center & Museum.

For reviews, other places to visit, more things to do, and other tourist information, you can read our Hood River trip planner .

Take a bus from Portland to Hood River in 1.5 hours. Alternatively, you can drive; or take a train. In August, daytime highs in Hood River are 81°F, while nighttime lows are 60°F. Finish your sightseeing early on the 15th (Thu) so you can drive to Bend.

Things to do in Hood River

Nature Parks Wildlife

Side Trips

Cascade Locks, Columbia Gorge Discovery Center & Museum, Mt. Hood National Forest, Columbia River Gorge National Scenic Area, Timberline Lodge and Ski Area
Highlights from your plan
Bonneville Lock & Dam ©
Bonneville Lock & Dam

2
nights
Bend

Bend ©
An old logging town at the crux of the high desert and ponderosa pine forest, Bend melds a love of the outdoors with cosmopolitan flair.
Kick off your visit on the 16th (Fri): tour the pleasant surroundings at Deschutes River Trail, look and learn at Oregon Observatory, and then immerse yourself in nature at Smith Rock State Park. On the 17th (Sat), you'll have a packed day of sightseeing: take in the dramatic natural features at Balancing Rocks, take a peaceful walk through Deschutes National Forest, then contemplate the waterfront views at Deschutes River, and finally walk around Drake Park.

For more things to do, photos, ratings, and tourist information, refer to the Bend trip planner .

Traveling by car from Hood River to Bend takes 3.5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. Traveling from Hood River in August, expect a bit cooler with lows of 52°F in Bend. Wrap up your sightseeing on the 17th (Sat) early enough to travel back home.

Things to do in Bend

Parks Nature Trails

Side Trips

Oregon Observatory, Smith Rock State Park
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
Oregon Observatory ©
Oregon Observatory
Deschutes National  Forest ©
Deschutes National Forest

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