22 days in Oregon Itinerary

22 days in Oregon Itinerary

Created using Inspirock Oregon route planner

Make it your trip
Fly
1
Bend
— 3 nights
Drive
2
Crater Lake National Park
— 2 nights
Drive
3
Ashland
— 2 nights
Drive
4
Newport
— 3 nights
Drive
5
Astoria
— 2 nights
Drive
6
Hood River
— 3 nights
Drive
7
Portland
— 5 nights
Fly

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Bend

— 3 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.
You'll visit kid-friendly attractions like River Rafting & Tubing and Deschutes National Forest. Explore Bend's surroundings by going to Smith Rock State Park (in Redmond), Dee Wright Observatory (in Blue River) and McKenzie Pass-Santiam Pass loop (in Sisters). There's much more to do: see the sky in a new way at Oregon Observatory, walk around Drake Park, take in the exciting artwork at Artists Gallery Sunriver, and see the interesting displays at High Desert Museum.

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

Tel Aviv, Israel to Bend is an approximately 21-hour flight. The time zone changes from Israel Standard Time (IST) to Pacific Standard Time (PST), which is usually a -10 hour difference. Expect a bit cooler weather when traveling from Tel Aviv in June: highs in Bend hover around 28°C, while lows dip to 8°C. Finish your sightseeing early on the 5th (Sat) to allow enough time to drive to Crater Lake National Park.

Things to do in Bend

Museums · Parks · Nature · Outdoors

Side Trips

Find places to stay Jun 2 — 5:

Crater Lake National Park

— 2 nights
Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.
Start off your visit on the 6th (Sun): explore the striking landscape of Crater Lake National Park. On the next day, admire all the interesting features of Rogue-Umpqua Scenic Byway, then take in the dramatic scenery at Mill Creek Falls, and then cruise along Rim Dr.

For where to stay, ratings, traveler tips, and tourist information, read Crater Lake National Park road trip planning site.

You can drive from Bend to Crater Lake National Park in 2.5 hours. Another option is to do a combination of bus and taxi. Traveling from Bend in June, things will get somewhat warmer in Crater Lake National Park: highs are around 35°C and lows about 15°C. Wrap up your sightseeing on the 7th (Mon) to allow time to drive to Ashland.

Things to do in Crater Lake National Park

Nature · Parks · Scenic Drive · Outdoors

Side Trips

Find places to stay Jun 5 — 7:

Ashland

— 2 nights
Ashland is a city in Jackson County, in the State of Oregon. Kick off your visit on the 8th (Tue): walk around Lithia Park, look for gifts at Rogue Creamery, then catch a live performance at Oregon Shakespeare Festival, and finally get interesting insight from Tours. Get ready for a full day of sightseeing on the 9th (Wed): explore the world behind art at Grants Pass Museum of Art, take in the exciting artwork at The Glass Forge, then see the interesting displays at Bear Hotel Artworks Museum, and finally explore the activities along Rogue River.

To find ratings, photos, and tourist information, you can read our Ashland road trip website.

Traveling by car from Crater Lake National Park to Ashland takes 2 hours. Alternatively, you can do a combination of taxi and bus. Expect a daytime high around 35°C in June, and nighttime lows around 15°C. Wrap up your sightseeing on the 9th (Wed) to allow time to drive to Newport.

Things to do in Ashland

Parks · Museums · Nature · Nightlife

Side Trips

Find places to stay Jun 7 — 9:

Newport

— 3 nights
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
Bring the kids along to Yaquina Head Outstanding Natural Area and Oregon Coast Aquarium. Get out of town with these interesting Newport side-trips: Yachats (Yachats coastline, Cape Perpetua Visitor Center - Siuslaw National Forest, &more) and Florence (Heceta Head Lighthouse & Sandland Adventures). The adventure continues: kick back and relax at Devils Punchbowl State Natural Area, grab your bike and head to Mike Miller Park, and visit a coastal fixture at Yaquina Head Lighthouse.

For where to stay, traveler tips, maps, and other tourist information, use the Newport vacation planner.

Traveling by car from Ashland to Newport takes 5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. Traveling from Ashland in June, expect nights in Newport to be slightly colder, around 10°C, while days are colder, around 19°C. Wrap up your sightseeing on the 12th (Sat) early enough to drive to Astoria.

Things to do in Newport

Parks · Outdoors · Nature · Historic Sites

Side Trips

Find places to stay Jun 9 — 12:

Astoria

— 2 nights

Spirit of the Columbia

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
On the 13th (Sun), don't miss a visit to Seaside Beach Lewis and Clark Monument, then admire the majestic nature at Ecola State Park, then tour the pleasant surroundings at Haystack Rock, and finally kick back and relax at Cannon Beach. On your second day here, admire the majestic nature at Oswald West State Park, look for gifts at Cloud and Leaf Bookstore, then admire the majestic nature at Fort Stevens State Park, and finally appreciate the history behind Astoria Column.

To find more things to do, other places to visit, where to stay, and other tourist information, read our Astoria journey builder website.

You can drive from Newport to Astoria in 3.5 hours. Another option is to take a bus. June in Astoria sees daily highs of 22°C and lows of 13°C at night. Finish your sightseeing early on the 14th (Mon) to allow enough time to drive to Hood River.

Things to do in Astoria

Parks · Nature · Beaches · Outdoors

Side Trips

Find places to stay Jun 12 — 14:

Hood River

— 3 nights
The city of Hood River is the seat of Hood River County, Oregon, United States. Kids will enjoy Columbia River Gorge National Scenic Area and Mt. Hood National Forest. Venture out of the city with trips to Timberline Lodge and Ski Area (in Timberline Lodge) and Bonneville Lock & Dam (in Cascade Locks). Next up on the itinerary: examine the collection at Western Antique Aeroplane & Automobile Museum, cruise along Hood River County Fruit Loop, contemplate the geological forces at Mount Hood, and immerse yourself in nature at Starvation Creek State Park.

For maps, traveler tips, other places to visit, and other tourist information, go to the Hood River online tour planner.

Traveling by car from Astoria to Hood River takes 3 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Astoria in June, you will find days in Hood River are a bit warmer (26°C), and nights are about the same (15°C). Finish up your sightseeing early on the 17th (Thu) so you can go by car to Portland.

Things to do in Hood River

Parks · Nature · Outdoors · Winter Sports

Side Trips

Find places to stay Jun 14 — 17:

Portland

— 5 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.
Bring the kids along to International Rose Test Garden and Pittock Mansion. Change things up with these side-trips from Portland: Silver Falls State Park (in Drake Crossing) and Multnomah Falls (in Bridal Veil). The adventure continues: admire the natural beauty at Portland Japanese Garden, stop by Powell's City of Books, get a dose of the wild on Volcano Lands - Private Tours, and learn about wildlife with up-close encounters at Oregon Zoo.

To see maps, other places to visit, and more tourist information, refer to the Portland online visit planner.

Getting from Hood River to Portland by car takes about 1.5 hours. Other options: take a bus; or take a train. June in Portland sees daily highs of 29°C and lows of 15°C at night. Finish your sightseeing early on the 22nd (Tue) so you can fly back home.

Things to do in Portland

Parks · Nature · Outdoors · Wildlife

Side Trips

Find places to stay Jun 17 — 22:

Oregon travel guide

4.5
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.