57 days in Oregon Itinerary

57 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary maker

Plan created by another user. Make it yours
1
Hood River
— 6 nights
2
Astoria
— 5 nights
3
Tillamook
— 5 nights
4
Newport
— 6 nights
5
Florence
— 5 nights
6
Ashland
— 5 nights
7
Crater Lake National Park
— 4 nights
8
Bend
— 6 nights
9
Eugene
— 6 nights
10
Portland
— 7 nights

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6
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, Eagle Creek Trail, &more). Next up on the itinerary: look for all kinds of wild species at Columbia River Gorge National Scenic Area, tour the pleasant surroundings at Historic Columbia River Highway State Trail, hike along Horsetail Falls- Columbia River Gorge, and contemplate the geological forces at Mount Hood.

To see traveler tips, more things to do, maps, and other tourist information, go to the Hood River attractions planning website.

Amsterdam, The Netherlands to Hood River is an approximately 20.5-hour combination of flight and car. Traveling from Amsterdam to Hood River, you'll gain 9 hours due to the time zone difference. Expect a daytime high around 22°C in May, and nighttime lows around 11°C. Finish your sightseeing early on the 18th (Tue) so you can drive to Astoria.

Things to do in Hood River

Parks · Outdoors · Nature · Trails

Side Trips

Highlights from your plan
Columbia River Gorge National Scenic Area ©
Columbia River Gorge National Scenic Area
Historic Columbia River Highway State Trail ©
Timberline Lodge and Ski Area ©
Timberline Lodge and Ski Area

5
nights
Astoria

Astoria ©

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: pick up some new knowledge with 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 · Beaches

Side Trips

Highlights from your plan
Ecola State Park ©
Ecola State Park
Haystack Rock ©
Haystack Rock
Columbia River Maritime Museum ©
Columbia River Maritime Museum

5
nights
Tillamook

Tillamook ©
The city of Tillamook is the county seat of Tillamook County, Oregon, United States. Explore Tillamook's surroundings by going to Hug Point State Recreation Site (in Arch Cape), Oswald West State Park (in Cannon Beach) and Manzanita (Short Sands Beach & Manzanita Beach). Next up on the itinerary: 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 kick back and relax at Rockaway Beach Wayside.

For traveler tips, where to stay, reviews, and more tourist information, use the Tillamook trip itinerary tool.

Getting from Astoria to Tillamook by car takes about 2 hours. Other options: take a bus. Due to the time zone difference, you'll lose 1 hour traveling from Astoria to Tillamook. 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

Highlights from your plan
Oswald West State Park ©
Oswald West State Park
Cape Meares Lighthouse ©
Cape Meares Lighthouse
Three Capes Scenic Drive ©
Three Capes Scenic Drive

6
nights
Newport

Newport ©
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 Gleneden Beach State Park (in Gleneden Beach), Yachats (Wave Gallery, Yachats coastline, &more) and Lincoln City (Connie Hansen Garden Conservancy, Rock Your World: Pacific Northwest Gem & Jewelry Gallery, &more). The adventure continues: look for all kinds of wild species at Yaquina Head Outstanding Natural Area, take a leisurely stroll along Newport's Historic Bayfront, immerse yourself in nature at Seal Rock State Wayside, and stroll through Nye Beach.

To find more things to do, reviews, traveler tips, and more tourist information, use the Newport trip planner.

Getting from Tillamook to Newport by car takes about 2 hours. Other options: take a bus. The time zone difference moving from Mountain Standard Time to Pacific Standard Time is minus 1 hour. In May, plan for daily highs up to 17°C, and evening lows to 9°C. Wrap up your sightseeing on the 3rd (Thu) to allow time to drive to Florence.

Things to do in Newport

Parks · Nature · Museums · Outdoors

Side Trips

Highlights from your plan
Yachats coastline ©
Yachats coastline
Lincoln City Glass Center ©
Lincoln City Glass Center
Oregon Coast Aquarium ©
Oregon Coast Aquarium

5
nights
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. Explore the numerous day-trip ideas around Florence: Yachats (Devil's Churn & Cape Perpetua Visitor Center - Siuslaw National Forest), Butterfly Pavilion & Gardens at ECEC (in Elkton) and Coos Bay (Shore Acres State Park & Cape Arago State Park). 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

Highlights from your plan
Shore Acres State Park ©
Shore Acres State Park
Face Rock State Scenic Viewpoint ©
Face Rock State Scenic Viewpoint

5
nights
Ashland

Ashland is a city in Jackson County, in the State of Oregon. Change things up with these side-trips from Ashland: Del Rio Vineyards & Winery (in Gold Hill), Medford (Rogue River & Upper and Lower Table Rock) and Grants Pass (The Glass Forge, Wildlife Images - Rehabilitation & Education Center, &more). There's much more to do: stroll around Lithia Park, get curious at ScienceWorks Hands-On Museum, see a show at Oregon Shakespeare Festival, and get lost in a book at Ashland Library.

For traveler tips, photos, ratings, and tourist information, refer to the Ashland online tour planner.

Traveling by car from Florence to Ashland takes 4.5 hours. Alternatively, you can take a bus; or fly. While traveling from Florence, expect much hotter days and about the same nights in Ashland, ranging from highs of 35°C to lows of 15°C. Cap off your sightseeing on the 13th (Sun) early enough to go by car to Crater Lake National Park.

Things to do in Ashland

Parks · Nature · Museums · Tours

Side Trips

Highlights from your plan
River Rafting & Tubing
Lithia Park ©
Lithia Park

4
nights
Crater Lake National Park

Crater Lake National Park ©
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: Prospect (Mill Creek Falls & Natural Bridge Viewpoint) and Umpqua National Forest (in Umpqua). Spend the 14th (Mon) exploring nature at Crater Lake National Park. Next up on the itinerary: admire the sheer force of Toketee Falls, identify plant and animal life at Rogue River Gorge Viewpoint, trek along Watchman Peak, and stroll through Garfield Peak.

For photos, where to stay, reviews, and other tourist information, use the Crater Lake National Park trip itinerary builder tool.

Drive from Ashland to Crater Lake National Park in 2 hours. Alternatively, you can do a combination of bus and taxi. In June, daytime highs in Crater Lake National Park are 35°C, while nighttime lows are 15°C. Cap off your sightseeing on the 17th (Thu) early enough to go by car to Bend.

Things to do in Crater Lake National Park

Parks · Nature · Trails · Outdoors

Side Trips

Highlights from your plan
Crater Lake National Park ©
Crater Lake National Park
Rogue River Gorge Viewpoint ©
Rogue River Gorge Viewpoint
Mill Creek Falls ©
Mill Creek Falls

6
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.
Explore the numerous day-trip ideas around Bend: Smith Rock State Park (in Redmond), Sisters (McKenzie Pass-Santiam Pass loop & Sahalie and Koosah Falls) and Fort Rock State Natural Area (in Fort Rock). And it doesn't end there: examine the collection at High Desert Museum, admire the sheer force of Tumalo Falls, get outside with RiverStone Adventures, and explore the striking landscape at Crack in the Ground.

For where to stay, photos, maps, and other tourist information, use the Bend trip planner.

You can drive from Crater Lake National Park to Bend in 3 hours. Another option is to do a combination of taxi and bus. Traveling from Crater Lake National Park in June, expect Bend to be slightly colder, temps between 28°C and 8°C. Cap off your sightseeing on the 23rd (Wed) early enough to go by car to Eugene.

Things to do in Bend

Parks · Nature · Outdoors · Museums

Side Trips

Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
High Desert Museum ©
High Desert Museum
Sahalie and Koosah Falls ©
Sahalie and Koosah Falls

6
nights
Eugene

Eugene ©
Eugene is a city of the Pacific Northwest located in the U.S. Get out of town with these interesting Eugene side-trips: The Historic Carousel and Museum (in Albany), Discovery Garden (in Roseburg) and Wildlife Safari (in Winston). There's still lots to do: walk around Hendricks Park, identify plant and animal life at William L. Finley National Wildlife Refuge, take in nature's colorful creations at Owen Rose Garden, and snap pictures at Rochester Covered Bridge.

To find where to stay, reviews, photos, and more tourist information, you can read our Eugene day trip planning website.

Traveling by car from Bend to Eugene takes 3 hours. Alternatively, you can take a bus. In June, daily temperatures in Eugene can reach 30°C, while at night they dip to 11°C. Finish your sightseeing early on the 29th (Tue) so you can drive to Portland.

Things to do in Eugene

Parks · Wildlife · Outdoors · Trails

Side Trips

Highlights from your plan
Wildlife Safari ©
Wildlife Safari
Hendricks Park ©
Hendricks Park
The Historic Carousel and Museum ©
The Historic Carousel and Museum

7
nights
Portland

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.
Explore the numerous day-trip ideas around Portland: Salem (Willamette Valley Fruit Company, Schreiner's Iris Gardens, &more), Oneonta Gorge (in Cascade Locks) and Multnomah Falls (in Bridal Veil). Dedicate the 2nd (Fri) to wine at some of the top wineries in the area. There's lots more to do: take in nature's colorful creations at Portland Japanese Garden, admire the striking features of Pittock Mansion, see the interesting displays at Oregon Museum of Science and Industry, and meet the residents at Oregon Zoo.

For reviews, traveler tips, where to stay, and more tourist information, you can read our Portland online travel route planner.

Traveling by car from Eugene to Portland takes 2 hours. Alternatively, you can fly; or take a bus. Expect somewhat warmer evenings in Portland when traveling from Eugene in June, with lows around 15°C. Finish your sightseeing early on the 6th (Tue) so you can travel back home.

Things to do in Portland

Parks · Tours · Wineries · Nature

Side Trips

Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
International Rose Test Garden ©
International Rose Test Garden
Powell's City of Books ©
Powell's City of Books

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