57 days in Oregon Itinerary

57 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary maker

Make it your trip
Fly to Seattle Tacoma International Airport, Drive to Hood River
1
Hood River
— 6 nights
Drive
2
Astoria
— 5 nights
Drive
3
Tillamook
— 5 nights
Drive
4
Newport
— 6 nights
Drive
5
Florence
— 5 nights
Drive
6
Ashland
— 5 nights
Drive
7
Crater Lake National Park
— 4 nights
Drive
8
Bend
— 6 nights
Drive
9
Eugene
— 6 nights
Drive
10
Portland
— 7 nights
Fly

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Hood River

— 6 nights
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, Eagle Creek Trail, &more). There's lots more to do: tour the pleasant surroundings at Columbia River Gorge National Scenic Area, trek along Historic Columbia River Highway State Trail, snap pictures at Bridge of the Gods, and take a memorable drive along Hood River County Fruit Loop.

To find photos, ratings, reviews, and tourist information, read Hood River trip itinerary maker tool.

Amsterdam, The Netherlands to Hood River is an approximately 20.5-hour combination of flight and car. You'll gain 9 hours traveling from Amsterdam to Hood River due to the time zone difference. May in Hood River sees daily highs of 22°C and lows of 11°C at night. Wrap up your sightseeing on the 18th (Tue) early enough to drive to Astoria.

Things to do in Hood River

Parks · Outdoors · Nature · Trails

Side Trips

Astoria

— 5 nights

Spirit of the Columbia

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Venture out of the city with trips to Cannon Beach (Hug Point State Park, Haystack Rock, &more) and Seaside (Seaside Aquarium, Turnaround at Seaside, &more). There's still lots to do: explore the activities along Columbia River Maritime Museum, appreciate the history behind Seaside Beach Lewis and Clark Monument, immerse yourself in nature at Fort Stevens State Park, and stroll through Fort Clatsop National Memorial.

To see photos, more things to do, ratings, and other tourist information, use the Astoria travel route planner.

You can drive from Hood River to Astoria in 3 hours. Other options are to take a bus; or do a combination of train and bus. Traveling from Hood River in May, expect nights in Astoria to be about the same, around 10°C, while days are a bit cooler, around 19°C. Finish your sightseeing early on the 23rd (Sun) so you can drive to Tillamook.

Things to do in Astoria

Parks · Nature · Historic Sites · Outdoors

Side Trips

Tillamook

— 5 nights
The city of Tillamook is the county seat of Tillamook County, Oregon, United States. Explore Tillamook's surroundings by going to Oswald West State Park (in Cannon Beach), Manzanita (Short Sands Beach & Manzanita Beach) and Hug Point State Recreation Site (in Arch Cape). The adventure continues: visit a coastal fixture at Cape Meares Lighthouse, steep yourself in history at Tillamook Air Museum, admire the majestic nature at Nehalem Bay State Park, and take in the awesome beauty at Neahkahnie Mountain.

For traveler tips, more things to do, where to stay, and other tourist information, read our Tillamook vacation planner.

Traveling by car from Astoria to Tillamook takes 2 hours. Alternatively, you can take a bus. The time zone changes from Pacific Standard Time to Mountain Standard Time, which is usually a 1 hour difference. In May, daily temperatures in Tillamook can reach 19°C, while at night they dip to 9°C. Cap off your sightseeing on the 28th (Fri) early enough to go by car to Newport.

Things to do in Tillamook

Parks · Nature · Outdoors · Beaches

Side Trips

Newport

— 6 nights
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
Explore Newport's surroundings by going to Yachats (Wave Gallery, Yachats coastline, &more), Gleneden Beach State Park (in Gleneden Beach) and Lincoln City (Connie Hansen Garden Conservancy, Rock Your World: Pacific Northwest Gem & Jewelry Gallery, &more). There's much more to do: get up close and personal with brilliant marine life at Oregon Coast Aquarium, engage your brain at Hatfield Marine Science Center, appreciate the history behind Fishermen's Memorial Sanctuary, and admire the majestic nature at Devils Punchbowl State Natural Area.

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

You can drive from Tillamook to Newport in 2 hours. Another option is to take a bus. The time zone difference moving from Mountain Standard Time to Pacific Standard Time is minus 1 hour. May in Newport sees daily highs of 17°C and lows of 9°C at night. Finish your sightseeing early on the 3rd (Thu) so you can drive to Florence.

Things to do in Newport

Parks · Nature · Museums · Outdoors

Side Trips

Florence

— 5 nights
Florence is a coastal city in Lane County, in the U.S. state of Oregon. Explore the numerous day-trip ideas around Florence: Yachats (Devil's Churn & Cape Perpetua Visitor Center - Siuslaw National Forest), Coos Bay (Shore Acres State Park & Cape Arago State Park) and Butterfly Pavilion & Gardens at ECEC (in Elkton). There's lots more to do: immerse yourself in nature at Face Rock State Scenic Viewpoint, tee off at Bandon Dunes Golf Resort, explore the fascinating underground world of Sea Lion Caves, and take in the dramatic scenery at Watson Falls.

To see photos, more things to do, traveler tips, and more tourist information, refer to the Florence trip planning app.

Getting from Newport to Florence by car takes about 1.5 hours. Other options: take a bus. June in Florence sees daily highs of 21°C and lows of 13°C at night. Wrap up your sightseeing on the 8th (Tue) to allow time to drive to Ashland.

Things to do in Florence

Parks · Nature · Outdoors · Scenic Drive

Side Trips

Ashland

— 5 nights
Ashland is a city in Jackson County, in the State of Oregon. Change things up with these side-trips from Ashland: Medford (Rogue River & Upper and Lower Table Rock), Del Rio Vineyards & Winery (in Gold Hill) and Grants Pass (The Glass Forge, Wildlife Images - Rehabilitation & Education Center, &more). Next up on the itinerary: stroll around Lithia Park, examine the collection at Siskiyou Smokejumper Base Museum, relax and float downstream with a rafting and tubing tour, and take in the exciting artwork at Gathering Glass Studio.

To see other places to visit, reviews, and more tourist information, read our Ashland trip itinerary maker site.

Traveling by car from Florence to Ashland takes 4.5 hours. Alternatively, you can take a bus; or take a bus. Traveling from Florence in June, you will find days in Ashland are warmer (35°C), and nights are about the same (15°C). Wrap up your sightseeing on the 13th (Sun) early enough to drive to Crater Lake National Park.

Things to do in Ashland

Parks · Nature · Museums · Nightlife

Side Trips

Crater Lake National Park

— 4 nights
Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.
Get out of town with these interesting Crater Lake National Park side-trips: Umpqua National Forest (in Umpqua) and Prospect (Mill Creek Falls & Natural Bridge Viewpoint). Spend the 14th (Mon) exploring nature at Crater Lake National Park. There's lots more to do: take in the dramatic scenery at Toketee Falls, hike along Watchman Peak, and stroll through Garfield Peak.

For where to stay, reviews, traveler tips, and more tourist information, you can read our Crater Lake National Park trip planner.

Drive from Ashland to Crater Lake National Park in 2 hours. Alternatively, you can do a combination of bus and taxi. In June, plan for daily highs up to 35°C, and evening lows to 15°C. Finish your sightseeing early on the 17th (Thu) so you can drive to Bend.

Things to do in Crater Lake National Park

Parks · Nature · Outdoors · Trails

Side Trips

Bend

— 6 nights
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.
Explore the numerous day-trip ideas around Bend: Fort Rock State Natural Area (in Fort Rock), Sisters (McKenzie Pass-Santiam Pass loop & Sahalie and Koosah Falls) and Smith Rock State Park (in Redmond). Next up on the itinerary: examine the collection at High Desert Museum, admire the sheer force of Tumalo Falls, explore the landscape on two wheels at Deschutes River Trail, and take in the dramatic natural features at Crack in the Ground.

For maps, reviews, photos, and other tourist information, refer to the Bend itinerary planner.

Drive from Crater Lake National Park to Bend in 2.5 hours. Alternatively, you can do a combination of taxi and bus. Traveling from Crater Lake National Park in June, things will get slightly colder in Bend: highs are around 28°C and lows about 8°C. Finish your sightseeing early on the 23rd (Wed) to allow enough time to drive to Eugene.

Things to do in Bend

Parks · Nature · Outdoors · Museums

Side Trips

Eugene

— 6 nights
Eugene is a city of the Pacific Northwest located in the U.S. state of Oregon. Get out of town with these interesting Eugene side-trips: Discovery Garden (in Roseburg), The Historic Carousel and Museum (in Albany) and Wildlife Safari (in Winston). And it doesn't end there: stroll around Hendricks Park, stroll through William L. Finley National Wildlife Refuge, take in nature's colorful creations at Owen Rose Garden, and snap pictures at Rochester Covered Bridge.

To see reviews, more things to do, and more tourist information, read our Eugene itinerary maker.

You can drive from Bend to Eugene in 3 hours. Another option is to take a bus. June in Eugene sees daily highs of 30°C and lows of 11°C at night. Finish up your sightseeing early on the 29th (Tue) so you can go by car to Portland.

Things to do in Eugene

Parks · Wildlife · Outdoors · Trails

Side Trips

Portland

— 7 nights

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.
Explore the numerous day-trip ideas around Portland: Oneonta Gorge (in Cascade Locks), Salem (Willamette Valley Fruit Company, Schreiner's Iris Gardens, &more) and Multnomah Falls (in Bridal Veil). Dedicate the 2nd (Fri) to wine at some of the top wineries in the area. There's much more to do: admire the natural beauty at Portland Japanese Garden, don't miss a visit to Pittock Mansion, meet the residents at Oregon Zoo, and see the interesting displays at Oregon Museum of Science and Industry.

To find more things to do, reviews, ratings, and tourist information, you can read our Portland trip itinerary planning app.

Drive from Eugene to Portland in 2 hours. Alternatively, you can fly; or take a bus. Traveling from Eugene in June, Portland is somewhat warmer at night with lows of 15°C. Wrap up your sightseeing on the 6th (Tue) to allow time to fly back home.

Things to do in Portland

Parks · Tours · Wineries · Nature

Side Trips

Oregon travel guide

4.4
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.