22 days in Oregon Itinerary

22 days in Oregon Itinerary

Created using Inspirock Oregon vacation maker

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Route & dates

22 days in Oregon Itinerary

Start: San Francisco
Fly + Drive:  4​h 30​min
1
Brookings
— 3 nights
Drive:  4​h
2
Florence
— 2 nights
Drive:  1​h 30​min
3
Newport
— 2 nights
Drive:  3​h 30​min
4
Astoria
— 4 nights
Drive:  2​h
5
Portland
— 4 nights
bus:  1​h 30​min
6
Hood River
— 3 nights
Drive:  3​h 30​min
7
Bend
— 3 nights
Fly:  5​h
End: San Francisco

3
nights
Brookings

Brookings ©
Brookings is a city in Curry County, Oregon, United States. Discover out-of-the-way places like Stout Grove and California Coastal Trail. Step out of the city life by going to Redwood National Park and Jedediah Smith Redwoods State Park. Change things up with these side-trips from Brookings: Klamath (Trees of Mystery & Wilson Creek Beach), Trillium Falls Hike (in Redwood National Park) and Northcoast Marine Mammal Center (in Crescent City).

To find maps, other places to visit, ratings, and other tourist information, refer to the Brookings travel itinerary planner.

San Francisco to Brookings is an approximately 4.5-hour combination of flight and car. You can also drive. Traveling from San Francisco in August, things will get little chillier in Brookings: highs are around 68°F and lows about 53°F. Finish your sightseeing early on the 28th (Wed) to allow enough time to travel to Florence.

Things to do in Brookings

Parks Outdoors Trails

Side Trips

Crescent City, Redwood National Park, Klamath
Highlights from your plan
Redwood National Park ©
Redwood National Park
Trillium Falls Hike ©
Trillium Falls Hike
California Coastal Trail ©
California Coastal Trail

2
nights
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. Kick off your visit on the 29th (Thu): take in the dramatic natural features at Thor's Well, cruise along Cape Perpetua Visitor Center - Siuslaw National Forest, then enjoy the sea views from Heceta Head Lighthouse, and finally try for a hole-in-one at Sandland Adventures. Get ready for a full day of sightseeing on the next day: take a memorable drive along Oregon Coast Hwy, enjoy some diversion at Sand Master Park, and then take in the dramatic scenery at Sweet Creek Falls.

Plan a Florence trip in moments using our itinerary builder.

Traveling by car from Brookings to Florence takes 3.5 hours. In August, plan for daily highs up to 68°F, and evening lows to 54°F. Wrap up your sightseeing on the 30th (Fri) early enough to drive to Newport.

Things to do in Florence

Outdoors Nature Scenic Drive

Side Trips

Yachats, Oregon Coast Hwy, Sweet Creek Falls
Highlights from your plan
Thor's Well ©
Thor's Well
Sand Master Park - Sandboarding ©
Sand Master Park - Sandboarding

2
nights
Newport

Newport ©
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
On the 31st (Sat), immerse yourself in nature at Devils Punchbowl State Natural Area, then visit a coastal fixture at Yaquina Head Lighthouse, and then look for all kinds of wild species at Yaquina Head Outstanding Natural Area. On your second day here, take in the waterfront at Newport's Historic Bayfront, enjoy the sand and surf at Nye Beach, then shop like a local with Alderhouse Glass Blowers, and finally get a taste of the local shopping with Lincoln City Glass Center.

For photos, maps, and more tourist information, you can read our Newport trip itinerary website .

You can drive from Florence to Newport in 1.5 hours. Another option is to take a bus. Expect a daytime high around 64°F in August, and nighttime lows around 51°F. Wrap up your sightseeing on the 1st (Sun) early enough to drive to Astoria.

Things to do in Newport

Parks Outdoors Beaches

Side Trip

Lincoln City
Highlights from your plan
Nye Beach ©
Nye Beach
Lincoln City Glass Center ©
Lincoln City Glass Center
Devils Punchbowl State Natural Area ©

4
nights
Astoria

Astoria ©
Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Your itinerary includes some good beach time at Haystack Rock and Cannon Beach. Appreciate the collections at Columbia River Maritime Museum and Seaside Inverted Experience. Venture out of the city with trips to Cannon Beach (Ecola State Park & Oswald West State Park). Spend the 5th (Thu) exploring nature at Fort Clatsop National Memorial. There's still lots to do: take in the views from Astoria-Megler Bridge, steep yourself in history at Clark's Dismal Nitch, appreciate the history behind Astoria Column, and take an in-depth tour of Seaside Museum & Historical Society.

To find traveler tips, ratings, where to stay, and other tourist information, use the Astoria trip itinerary builder website .

You can drive from Newport to Astoria in 3.5 hours. Another option is to take a bus. In September in Astoria, expect temperatures between 69°F during the day and 52°F at night. Finish your sightseeing early on the 5th (Thu) to allow enough time to drive to Portland.

Things to do in Astoria

Parks Nature Historic Sites

Side Trips

Cannon Beach, Seaside, Clark's Dismal Nitch
Highlights from your plan
Oswald West State Park ©
Oswald West State Park
Fort Clatsop National Memorial ©
Fort Clatsop National Memorial
Haystack Rock ©
Haystack Rock

4
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.
Satisfy your inner culture vulture at Columbia River Highway and Pittock Mansion. Museum-lovers will appreciate Evergreen Aviation & Space Museum and Portland Puppet Museum. You'll find plenty of places to visit near Portland: Multnomah Falls (in Bridal Veil), Sokol Blosser Winery (in Dundee) and Oneonta Gorge (in Cascade Locks). And it doesn't end there: admire the natural beauty at Portland Japanese Garden, take in the spiritual surroundings of First Presbyterian Church, stop by Powell's City of Books, and tour the pleasant surroundings at Wildwood Trail.

Take the guesswork out of planning a Portland vacation by using our trip itinerary maker.

You can drive from Astoria to Portland in 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Astoria in September, you will find days in Portland are somewhat warmer (76°F), and nights are about the same (55°F). Cap off your sightseeing on the 9th (Mon) early enough to catcht the bus to Hood River.

Things to do in Portland

Parks Outdoors Nature

Side Trips

Multnomah Falls, Oneonta Gorge, Sokol Blosser Winery, Columbia River Highway, Evergreen Aviation & Space Museum
Highlights from your plan
Columbia River Highway ©
Columbia River Highway
Oneonta Gorge ©
Oneonta Gorge
Evergreen Aviation & Space Museum ©
Evergreen Aviation & Space Museum

3
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Get a sense of the local culture at Timberline Lodge and Ski Area and Western Antique Aeroplane & Automobile Museum. You'll explore and learn at Columbia Gorge Discovery Center & Museum and Fire Museum in City Hall. There's much more to do: get impressive views of Mount Hood, stroll through Historic Columbia River Highway State Trail, take in the exciting artwork at Art on Oak, and look for all kinds of wild species at Columbia River Gorge National Scenic Area.

For where to stay, ratings, photos, and other tourist information, read our Hood River road trip tool .

You can take a bus from Portland to Hood River in 1.5 hours. Alternatively, you can drive; or take a train. Traveling from Portland in September, expect nights in Hood River to be about the same, around 57°F, while days are a bit cooler, around 71°F. Wrap up your sightseeing on the 12th (Thu) to allow time to drive to Bend.

Things to do in Hood River

Nature Parks Outdoors

Side Trips

The Dalles, Starvation Creek State Park, Columbia River Gorge National Scenic Area, Timberline Lodge and Ski Area, Historic Columbia River Highway State Trail
Highlights from your plan
Mount Hood ©
Mount Hood
Timberline Lodge and Ski Area ©
Timberline Lodge and Ski Area

3
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.
Appreciate the collections at Dee Wright Observatory and High Desert Museum. Explore hidden gems such as Deschutes National Forest and Sahalie and Koosah Falls. Explore Bend's surroundings by going to Smith Rock State Park (in Redmond) and McKenzie Pass-Santiam Pass loop (in Sisters). There's still lots to do: explore the activities along Deschutes River and walk around Shevlin Park.

To see maps, other places to visit, photos, and tourist information, refer to the Bend trip builder website .

You can drive from Hood River to Bend in 3.5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. Traveling from Hood River in September, you can expect nighttime temperatures to be slightly colder in Bend, with lows of 44°F. Finish your sightseeing early on the 15th (Sun) to allow enough time to travel back home.

Things to do in Bend

Parks Nature Museums

Side Trips

Sisters, Smith Rock State Park, Dee Wright Observatory
Highlights from your plan
Deschutes National  Forest ©
Deschutes National Forest
Sahalie and Koosah Falls ©
Sahalie and Koosah Falls
Dee Wright Observatory ©
Dee Wright Observatory

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