32 days in Oregon Itinerary

32 days in Oregon Itinerary

Created using Inspirock Oregon tour itinerary planner
Make it your trip
Fly to Portland International Airport, Drive to Tillamook
1
Tillamook
— 3 nights
Drive
2
Astoria
— 4 nights
Drive
3
Newport
— 4 nights
Drive
4
Florence
— 4 nights
Drive
5
Ashland
— 5 nights
Drive
6
Bend
— 3 nights
Fly
7
Portland
— 7 nights
Fly

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Tillamook — 3 nights

The city of Tillamook is the county seat of Tillamook County, Oregon, United States. Do some cultural sightseeing at Cape Meares Lighthouse and Tillamook Air Museum. Venture out of the city with trips to Hug Point State Recreation Site (in Arch Cape), Oswald West State Park (in Cannon Beach) and Manzanita (Manzanita Beach & Short Sands Beach).

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

Erbil, Iraq to Tillamook is an approximately 26-hour combination of flight and car. You'll gain 10 hours traveling from Erbil to Tillamook due to the time zone difference. When traveling from Erbil in May, plan for much colder days and slightly colder nights in Tillamook: temperatures range from 19°C by day to 9°C at night. Finish your sightseeing early on the 2nd (Thu) so you can drive to Astoria.
Parks · Beaches · Outdoors · Historic Sites
Side Trips

Astoria — 4 nights

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Fort Clatsop National Memorial and Lightship Columbia will appeal to history buffs. Get some cultural insight at Columbia River Maritime Museum and Icefire Glassworks. Explore Astoria's surroundings by going to Cannon Beach (Ecola State Park, Haystack Rock, &more). There's more to do: see the interesting displays at Flavel House Museum and appreciate the history behind Astoria Column.

To find more things to do, photos, maps, and tourist information, go to the Astoria visit app.

Getting from Tillamook to Astoria 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 June in Astoria, expect temperatures between 22°C during the day and 13°C at night. Finish up your sightseeing early on the 6th (Mon) so you can go by car to Newport.
Parks · Nature · Historic Sites · Museums
Side Trip

Newport — 4 nights

A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
Yaquina Head Lighthouse and Artists's Co-op Gallery are good opportunities to explore the local culture. Museum-lovers will appreciate Lincoln City Glass Center and Alderhouse Glass Blowers. You'll find plenty of places to visit near Newport: Lincoln City (Mossy Creek Pottery & Beachtown Charities Thrift and Gift). There's much more to do: engage your brain at Hatfield Marine Science Center, tour the pleasant surroundings at Yaquina Head Outstanding Natural Area, kick back and relax at Devils Punchbowl State Natural Area, and get up close to creatures of the deep with Marine Discovery Tours.

For other places to visit, more things to do, photos, and other tourist information, go to the Newport route builder tool.

Traveling by car from Astoria to Newport takes 3.5 hours. Alternatively, you can take a bus. When traveling from Astoria in June, plan for little chillier days and about the same nights in Newport: temperatures range from 19°C by day to 10°C at night. Wrap up your sightseeing on the 10th (Fri) to allow time to drive to Florence.
Museums · Shopping · Parks · Wildlife
Side Trip

Florence — 4 nights

Florence is a coastal city in Lane County, in the U.S. state of Oregon. Popular historic sites such as Heceta Head Lighthouse and Umpqua River Lighthouse, Museum,and Gift shop are in your itinerary. You'll explore and learn at Oakland Oregon Museum and Bandon Historical Society Museum. You'll find plenty of places to visit near Florence: Cape Perpetua Visitor Center - Siuslaw National Forest (in Yachats), Coquille River Lighthouse (in Bandon) and Shore Acres State Park (in Coos Bay). Next up on the itinerary: experience the excitement of Sandland Adventures.

To find more things to do, other places to visit, ratings, and other tourist information, read our Florence route maker app.

You can drive from Newport to Florence in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 21°C in June, and nighttime lows around 13°C. Finish your sightseeing early on the 14th (Tue) to allow enough time to drive to Ashland.
Historic Sites · Museums · Parks · Outdoors
Side Trips

Ashland — 5 nights

Ashland is a city in Jackson County, in the State of Oregon. Get a sense of the local culture at The Glass Forge and Jacksonville Cemetery. Get some historical perspective at Historic Pinehurst Inn and EdenVale Winery. Get out of town with these interesting Ashland side-trips: Crater Lake National Park (in Crater Lake National Park) and Butte Creek Mill (in Eagle Point). There's still lots to do: stroll around Lithia Park, awaken your taste buds at Main Street Adventure Tours, and catch a live performance at Oregon Shakespeare Festival.

For traveler tips, reviews, where to stay, and more tourist information, go to the Ashland attractions planner.

You can drive from Florence to Ashland in 4.5 hours. Other options are to take a bus; or take a bus. Expect much hotter weather when traveling from Florence in June: highs in Ashland hover around 35°C, while lows dip to 15°C. Cap off your sightseeing on the 19th (Sun) early enough to go by car to Bend.
Historic Sites · Parks · Wineries · Nature
Side Trips

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.
Museum-lovers will appreciate High Desert Museum and Artists Gallery Sunriver. Do some cultural sightseeing at Erickson Aircraft Collection and The Art of Alfred A. Dolezal Gallery. Explore the numerous day-trip ideas around Bend: The Museum at Warm Springs (in Warm Springs) and Smith Rock State Park (in Redmond). There's still lots to do: stroll around Drake Park.

To find ratings, other places to visit, maps, and tourist information, refer to the Bend trip planner.

Traveling by car from Ashland to Bend takes 4.5 hours. Alternatively, you can fly; or take a bus. In June, Bend is little chillier than Ashland - with highs of 28°C and lows of 8°C. Cap off your sightseeing on the 22nd (Wed) early enough to catch the flight to Portland.
Museums · Parks · Shopping · Nature
Side Trips

Portland — 7 nights

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.
Satisfy your inner culture vulture at Timberline Lodge and Ski Area and Cellar Door Wine Tours. Deepen your sense of the past at sights like Columbia River Highway and Eastbank Esplanade. Get out of town with these interesting Portland side-trips: Adelsheim Vineyard (in Newberg), The Oregon Garden (in Silverton) and Evergreen Aviation & Space Museum (in McMinnville). There's still lots to do: admire the natural beauty at Schreiner's Iris Gardens, look for gifts at Powell's City of Books, sample the tasty concoctions at Clear Creek Distillery, and examine the collection at Oregon Museum of Science and Industry.

To see where to stay, more things to do, ratings, and other tourist information, you can read our Portland trip planning website.

Traveling by flight from Bend to Portland takes 2.5 hours. Alternatively, you can drive; or take a bus. Traveling from Bend in June, plan for somewhat warmer nights in Portland, with lows around 15°C. Wrap up your sightseeing by early afternoon on the 29th (Wed) to allow time for travel back home.
Parks · Historic Sites · Tours · Wineries
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.