60 days in Oregon Itinerary

60 days in Oregon Itinerary

Created using Inspirock Oregon tour planner

Make it your trip
Fly
1
Bend
— 7 nights
Drive
2
Crater Lake National Park
— 6 nights
Drive
3
Ashland
— 4 nights
Drive
4
Bandon
— 7 nights
Drive
5
Florence
— 6 nights
Drive
6
Newport
— 7 nights
Drive
7
Astoria
— 6 nights
Drive
8
Portland
— 8 nights
Drive
9
Hood River
— 8 nights
Fly

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Bend

— 7 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.
Bring the kids along to River Rafting & Tubing and Deschutes National Forest. Get out of town with these interesting Bend side-trips: Smith Rock State Park (in Redmond), Peter Skene Ogden State Park (in Terrebonne) and Steelhead Falls (in Crooked River Ranch). There's still lots to do: see the sky in a new way at Oregon Observatory, examine the collection at High Desert Museum, hike along Pilot Butte State Scenic Viewpoint, and explore the landscape on two wheels at Deschutes River Trail.

For where to stay, maps, traveler tips, and other tourist information, read our Bend tour planning website.

Seattle to Bend is an approximately 2.5-hour flight. You can also drive; or take a bus. Plan for a bit cooler nights when traveling from Seattle in June since evenings lows in Bend dip to 45°F. Finish up your sightseeing early on the 8th (Tue) so you can go by car to Crater Lake National Park.

Things to do in Bend

Parks · Nature · Outdoors · Trails

Side Trips

Crater Lake National Park

— 6 nights
Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.
You'll find plenty of places to visit near Crater Lake National Park: Prospect (Mill Creek Falls & National Creek Falls). Spend the 9th (Wed) exploring nature at Crater Lake National Park. The adventure continues: cruise along Rim Dr, admire all the interesting features of Rogue-Umpqua Scenic Byway, stroll through Rogue River Gorge Viewpoint, and take in the dramatic scenery at Toketee Falls.

For reviews and tourist information, refer to the Crater Lake National Park trip itinerary app.

You can drive from Bend to Crater Lake National Park in 2.5 hours. Alternatively, you can do a combination of bus and taxi. Traveling from Bend in June, expect Crater Lake National Park to be somewhat warmer, temps between 86°F and 55°F. Wrap up your sightseeing on the 14th (Mon) to allow time to drive to Ashland.

Things to do in Crater Lake National Park

Parks · Nature · Outdoors · Trails

Side Trips

Ashland

— 4 nights
Ashland is a city in Jackson County, in the State of Oregon. Attractions like River Rafting & Tubing and Oregon Caves National Monument and Preserve make great kid-friendly stops. You'll find plenty of places to visit near Ashland: Grants Pass (Bear Hotel Artworks Museum, Wildlife Images - Rehabilitation & Education Center, &more), Pacific Crest National Scenic Trail (in Dufur) and Medford (Upper and Lower Table Rock, Rogue River, &more). There's still lots to do: walk around Lithia Park, look for gifts at Rogue Creamery, and catch a live performance at Oregon Shakespeare Festival.

For traveler tips, where to stay, and other tourist information, use the Ashland day trip tool.

Traveling by car from Crater Lake National Park to Ashland takes 2 hours. Alternatively, you can do a combination of taxi and bus. In June, plan for daily highs up to 86°F, and evening lows to 55°F. Finish your sightseeing early on the 18th (Fri) so you can drive to Bandon.

Things to do in Ashland

Parks · Nature · Outdoors · Trails

Side Trips

Bandon

— 7 nights
Bandon is a city in Coos County, Oregon, United States, on the south side of the mouth of the Coquille River. Kids will enjoy Face Rock State Scenic Viewpoint and Wildlife Safari. Venture out of the city with trips to Stewart Park, Roseburg, Oregon (in Roseburg), Coos Bay (Cape Arago State Park, Shore Acres State Park, &more) and Port Orford (Cape Blanco Lighthouse, Cape Blanco State Park, &more). The adventure continues: tee off at Bandon Dunes Golf Resort, stroll through Coquille Point, take an in-depth tour of Bandon Historical Society Museum, and look for all kinds of wild species at South Slough National Estuarine Research Reserve.

Planning Bandon trip won't be overwhelming when you use Inspirock's itinerary maker.

Getting from Ashland to Bandon by car takes about 4 hours. Other options: take a bus; or take a bus. Expect cooler weather when traveling from Ashland in June: highs in Bandon hover around 65°F, while lows dip to 52°F. Wrap up your sightseeing on the 25th (Fri) early enough to drive to Florence.

Things to do in Bandon

Parks · Nature · Outdoors · Wildlife

Side Trips

Florence

— 6 nights
Florence is a coastal city in Lane County, in the U.S. state of Oregon. Kids will appreciate attractions like Sandland Adventures and Jessie M. Honeyman Memorial State Park. Get out of town with these interesting Florence side-trips: Reedsport (Oregon Dunes National Recreation Area & Dean Creek Elk Viewing Area) and Yachats (Devil's Churn & Cape Perpetua Visitor Center - Siuslaw National Forest). And it doesn't end there: enjoy the sea views from Heceta Head Lighthouse, see the interesting displays at Siuslaw Pioneer Museum, explore the striking landscape at Thor's Well, and take in the views from Siuslaw River Bridge.

To find maps, other places to visit, ratings, and other tourist information, read our Florence trip planning site.

Traveling by car from Bandon to Florence takes 1.5 hours. Alternatively, you can take a bus. In June, daily temperatures in Florence can reach 65°F, while at night they dip to 52°F. Cap off your sightseeing on the 1st (Thu) early enough to go by car to Newport.

Things to do in Florence

Parks · Nature · Outdoors · Scenic Drive

Side Trips

Newport

— 7 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 Oregon Coast Aquarium and Yaquina Head Outstanding Natural Area. Venture out of the city with trips to Lincoln City (Prehistoric & Mossy Creek Pottery), Yachats (Earthworks Gallery, Yachats coastline, &more) and Drift Creek Falls Trail (in Otis). Next up on the itinerary: tour the pleasant surroundings at Devils Punchbowl State Natural Area, admire the majestic nature at Seal Rock State Wayside, take a leisurely stroll along Newport's Historic Bayfront, and take in the dramatic natural features at Cape Foulweather.

For where to stay, reviews, more things to do, and other tourist information, you can read our Newport travel planner.

Getting from Florence to Newport by car takes about 1.5 hours. Other options: take a bus. In July, plan for daily highs up to 63°F, and evening lows to 50°F. Finish your sightseeing early on the 8th (Thu) so you can drive to Astoria.

Things to do in Newport

Parks · Outdoors · Nature · Trails

Side Trips

Astoria

— 6 nights

Spirit of the Columbia

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Kids will enjoy Haystack Rock and Oswald West State Park. Venture out of the city with trips to Manzanita Beach (in Manzanita), Seaside (Arcadia Beach State Recreation Area & Seaside Aquarium) and Cannon Beach (Cannon Beach, Ecola State Park, &more). There's much more to do: appreciate the history behind Astoria Column, contemplate the waterfront views at Clatsop Spit, admire the majestic nature at Nehalem Bay State Park, and enjoy the sand and surf at Hug Point State Recreation Site.

For reviews, traveler tips, and tourist information, go to the Astoria trip planning app.

You can drive from Newport to Astoria in 3.5 hours. Another option is to take a bus. Traveling from Newport in July, expect nights in Astoria to be about the same, around 55°F, while days are a bit warmer, around 69°F. Wrap up your sightseeing on the 14th (Wed) to allow time to drive to Portland.

Things to do in Astoria

Parks · Nature · Beaches · Outdoors

Side Trips

Portland

— 8 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 Oregon Zoo. Explore Portland's surroundings by going to Latourell Falls (in Corbett), Silver Falls State Park (in Drake Crossing) and Multnomah Falls (in Bridal Veil). There's lots more to do: take in nature's colorful creations at Portland Japanese Garden, delve into the lush surroundings at The Grotto - National Sanctuary of Our Sorrowful Mother, examine the collection at Oregon Museum of Science and Industry, and admire the striking features of Pittock Mansion.

To find photos, ratings, and other tourist information, use the Portland route builder site.

Drive from Astoria to Portland in 2 hours. Alternatively, you can take a bus. While traveling from Astoria, expect somewhat warmer days and about the same nights in Portland, ranging from highs of 83°F to lows of 59°F. Wrap up your sightseeing on the 22nd (Thu) to allow time to drive to Hood River.

Things to do in Portland

Parks · Nature · Outdoors · Wildlife

Side Trips

Hood River

— 8 nights
The city of Hood River is the seat of Hood River County, Oregon, United States. Attractions like Columbia River Gorge National Scenic Area and Mt. Hood National Forest make great kid-friendly stops. Venture out of the city with trips to Government Camp (Little Crater Lake & Little Zigzag Falls), Timberline Lodge and Ski Area (in Timberline Lodge) and Cascade Locks (Punchbowl Waterfall, Bonneville Lock & Dam, &more). And it doesn't end there: examine the collection at Western Antique Aeroplane & Automobile Museum, tour the pleasant surroundings at Bonneville Hatchery, get impressive views of Mount Hood, and delve into the lush surroundings at Starvation Creek Ridge Loop.

To see photos, where to stay, other places to visit, and tourist information, read Hood River trip itinerary site.

Drive from Portland to Hood River in 1.5 hours. Alternatively, you can take a bus; or take a train. In July, daily temperatures in Hood River can reach 79°F, while at night they dip to 58°F. Finish your sightseeing early on the 30th (Fri) to allow enough time to fly back home.

Things to do in Hood River

Parks · Nature · Wildlife · Outdoors

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.