21 days in Oregon Itinerary

21 days in Oregon Itinerary

Created using Inspirock Oregon tour builder

Plan created by another user. Make it yours
Fly to Boise, Bus to Baker City
1
Baker City
— 1 night
Drive
2
Bend
— 3 nights
Drive
3
Hood River
— 4 nights
Drive
4
Astoria
— 4 nights
Drive
5
Lincoln City
— 3 nights
Drive
6
Portland
— 5 nights
Fly

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1
night
Baker City

Baker City is a city in and the county seat of Baker County, Oregon, United States. Start off your visit on the 2nd (Sun): take an in-depth tour of Baker Heritage Museum, take an in-depth tour of National Historic Oregon Trail Interpretive Center, then grab your bike and head to Baker City Mini-Loop, and finally explore the different monuments and memorials at Chinese Cemetery.

To see reviews, ratings, other places to visit, and tourist information, read our Baker City trip itinerary builder site.

New York City to Baker City is an approximately 14-hour combination of flight and bus. You can also drive; or take a bus. The time zone difference when traveling from New York City to Baker City is minus 3 hours. Expect colder evenings in Baker City when traveling from New York City in August, with lows around 46°F. Cap off your sightseeing on the 2nd (Sun) early enough to travel to Bend.

Things to do in Baker City

Museums · Outdoors · Trails · Parks

3
nights
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.
Museum-lovers will get to explore High Desert Museum and Dee Wright Observatory. Visiting River Rafting & Tubing and Smith Rock State Park will get you outdoors. There's still lots to do: see the sky in a new way at Oregon Observatory, walk around Drake Park, take a peaceful walk through Deschutes National Forest, and get a new perspective on nature at Sunriver Nature Center.

To see where to stay, traveler tips, maps, and tourist information, read Bend trip planning app.

Drive from Baker City to Bend in 5 hours. Plan for a bit warmer nights when traveling from Baker City in August since evenings lows in Bend dip to 52°F. Wrap up your sightseeing on the 5th (Wed) to allow time to drive to Hood River.

Things to do in Bend

Museums · Parks · Nature · Childrens Museums

Side Trips

4
nights
Hood River

The city of Hood River is the seat of Hood River County, Oregon, United States. Get in touch with nature at Columbia River Gorge National Scenic Area and Timberline Lodge and Ski Area. Museum-lovers will appreciate Western Antique Aeroplane & Automobile Museum and Art on Oak. Step out of Hood River to go to Moro and see Sherman County Historical Museum, which is approximately 1h 10 min away. There's much more to do: see the interesting displays at Columbia Gorge Discovery Center & Museum, hike along Historic Columbia River Highway State Trail, learn about all things military at Fort Dalles Museum and Anderson Homestead, and get outside with Big Winds.

For traveler tips, maps, more things to do, and other tourist information, read our Hood River online trip builder.

Getting from Bend to Hood River by car takes about 3.5 hours. Other options: fly; or take a bus. Traveling from Bend in August, expect somewhat warmer with lows of 60°F in Hood River. Finish your sightseeing early on the 9th (Sun) so you can drive to Astoria.

Things to do in Hood River

Parks · Nature · Museums · Wildlife

Side Trips

4
nights
Astoria

Spirit of the Columbia

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
You'll explore and learn at Columbia River Maritime Museum and Seaside Inverted Experience. Fort Clatsop National Memorial and Lewis & Clark Salt Works will appeal to history buffs. Explore Astoria's surroundings by going to Cannon Beach (Haystack Rock, Oswald West State Park, &more) and Hug Point State Recreation Site (in Arch Cape). There's lots more to do: appreciate the history behind Astoria Column, immerse yourself in nature at Fort Stevens State Park, and stop by Beach Books.

To see other places to visit, traveler tips, reviews, and other tourist information, go to the Astoria trip planner.

Traveling by car from Hood River to Astoria takes 3 hours. Alternatively, you can take a bus; or do a combination of train and bus. Plan for slightly colder temperatures traveling from Hood River in August, with highs in Astoria at 71°F and lows at 55°F. Wrap up your sightseeing on the 13th (Thu) early enough to drive to Lincoln City.

Things to do in Astoria

Parks · Nature · Outdoors · Beaches

Side Trips

3
nights
Lincoln City

Lincoln City is a city in Lincoln County, Oregon, United States. Escape the urban bustle at Cape Perpetua Visitor Center - Siuslaw National Forest and Yaquina Head Outstanding Natural Area. Give yourself a bit of retail therapy at Lincoln City Glass Center and Earthworks Gallery. Get out of town with these interesting Lincoln City side-trips: Yaquina Head Lighthouse (in Newport) and Tillamook (Tillamook Air Museum & Cape Meares Lighthouse). The adventure continues: shop like a local with Alderhouse Glass Blowers, take in the exciting artwork at Freed Gallery, get engrossed in the history at Prehistoric, and look for gifts at Rock Your World: Pacific Northwest Gem & Jewelry Gallery.

To see reviews, other places to visit, and tourist information, read our Lincoln City itinerary builder app.

Traveling by car from Astoria to Lincoln City takes 3 hours. Alternatively, you can take a bus. While traveling from Astoria, expect slightly colder days and about the same nights in Lincoln City, ranging from highs of 64°F to lows of 51°F. Finish your sightseeing early on the 16th (Sun) to allow enough time to drive to Portland.

Things to do in Lincoln City

Museums · Historic Sites · Shopping · Parks

Side Trips

5
nights
Portland

City of Roses

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.
Museum-lovers will appreciate Evergreen Aviation & Space Museum and Live Laugh Love Art. Step out of the city life by going to Multnomah Falls and Oneonta Gorge. Step out of Portland with an excursion to Willamette Valley Vineyards Wine Center in McMinnville--about 56 minutes away. There's lots more to do: look for gifts at Powell's City of Books, explore the engaging exhibits at Portland Children's Museum, steep yourself in history at Columbia River Highway, and examine the collection at Oregon Museum of Science and Industry.

To see more things to do, photos, other places to visit, and more tourist information, refer to the Portland online trip planner.

Getting from Lincoln City to Portland by car takes about 2 hours. Other options: take a bus. Traveling from Lincoln City in August, you will find days in Portland are much warmer (85°F), and nights are a bit warmer (60°F). You will have some time to spend on the 21st (Fri) before leaving for home.

Things to do in Portland

Museums · Parks · Historic Sites · Shopping

Side Trips

Oregon travel guide

4.5
Gardens · State Parks · Specialty Museums
A land of many faces, Oregon is at once a state of rugged rocky coastlines and deep forests, as well as vibrant cities and small towns packed with award-winning restaurants and trendy shops. With nearly half of its land covered by dense fir, redwood, and pine forests, the state protects varied plant and animal life inside three national parks. In addition to pristine waterfalls, beaches, and lakes perfect for a holiday in nature, Oregon also offers numerous urban tourist attractions. Portland, the state's largest metropolis, notably includes more breweries than any other city in the world, and its central location makes it an ideal base for day trips to Oregon's emerging wine region and many parks.