22 days in Oregon Itinerary

22 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary maker

Make it your trip
Fly
1
Bend
— 2 nights
Drive
2
Ashland
— 2 nights
Drive
3
Brookings
— 3 nights
Drive
4
Bandon
— 2 nights
Drive
5
Florence
— 1 night
Drive
6
Newport
— 2 nights
Drive
7
Cannon Beach
— 2 nights
Drive
8
Astoria
— 3 nights
Drive
9
Portland
— 4 nights
Fly

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Bend

— 2 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.
On the 29th (Mon), indulge your thirst for a good beer at Atlas Cider Co, contemplate the waterfront views at Hosmer Lake, and then contemplate the waterfront views at Todd Lake. On the 30th (Tue), you'll have a packed day of sightseeing: grab your bike and head to Deschutes River Trail, then delve into the lush surroundings at Shevlin Park, and then relax and float downstream with a rafting and tubing tour.

Inspirock's itinerary builder makes planning a Bend trip simple and quick.

Louisville to Bend is an approximately 10.5-hour flight. You can also drive; or do a combination of bus and train. The time zone changes from Eastern Standard Time to Pacific Standard Time, which is usually a -3 hour difference. Expect little chillier evenings in Bend when traveling from Louisville in July, with lows around 52°F. Wrap up your sightseeing by early afternoon on the 31st (Wed) to allow enough time to drive to Ashland.

Things to do in Bend

Parks · Nature · Outdoors · Trails

Ashland

— 2 nights
Ashland is a city in Jackson County, in the State of Oregon. Keep things going the next day: see a show at Oregon Shakespeare Festival, walk around Lithia Park, and then let the river carry you with a rafting and tubing tour.

Before you visit Ashland, use our trip planner to discover what you can do and see there.

Traveling by car from Bend to Ashland takes 4.5 hours. Alternatively, you can fly; or take a bus. In July, Ashland is a bit warmer than Bend - with highs of 94°F and lows of 61°F. Finish your sightseeing early on the 2nd (Fri) to allow enough time to travel to Brookings.

Things to do in Ashland

Parks · Outdoors · Tours · Adventure

Side Trip

Brookings

— 3 nights
Brookings is a city in Curry County, Oregon, United States. Relax by the water at Enderts Beach and Point St George Park. Escape the urban bustle at California Coastal Trail and Jedediah Smith Redwoods State Park. Venture out of the city with trips to Trillium Falls Hike (in Orick) and Wilson Creek Beach (in Klamath). There's still lots to do: trek along Oregon Redwood Trail, explore and take pictures at Welcome to California, sample the tasty concoctions at Chetco Brewing Company, and stroll around Azalea Park.

For reviews, more things to do, other places to visit, and more tourist information, read our Brookings trip planning site.

You can drive from Ashland to Brookings in 3 hours. When traveling from Ashland in August, plan for colder days in Brookings, with highs around 68°F, while nights are slightly colder with lows around 53°F. Wrap up your sightseeing on the 5th (Mon) early enough to travel to Bandon.

Things to do in Brookings

Parks · Outdoors · Trails · Beaches

Side Trips

Bandon

— 2 nights
Bandon is a city in Coos County, Oregon, United States, on the south side of the mouth of the Coquille River. On the 6th (Tue), tour the pleasant surroundings at South Slough National Estuarine Research Reserve, stop by Face Rock Creamery, then take in the dramatic natural features at Face Rock State Scenic Viewpoint, and finally kick back and relax at Coquille Point. Get ready for a full day of sightseeing on the 7th (Wed): look for all kinds of wild species at West Coast Game Park Safari, enjoy the sea views from Cape Blanco Lighthouse, and then kick back and relax at Bastendorff Beach.

For other places to visit, reviews, and tourist information, go to the Bandon trip planner.

You can drive from Brookings to Bandon in 2 hours. In August, plan for daily highs up to 68°F, and evening lows to 54°F. Wrap up your sightseeing on the 7th (Wed) to allow time to drive to Florence.

Things to do in Bandon

Parks · Wildlife · Outdoors · Beaches

Side Trips

Florence

— 1 night
Florence is a coastal city in Lane County, in the U.S. Start off your visit on the 8th (Thu): take a memorable drive along Cape Perpetua Visitor Center - Siuslaw National Forest, take in the dramatic natural features at Thor's Well, then enjoy the sea views from Heceta Head Lighthouse, and finally kick back and relax at Heceta Beach.

To find where to stay, other places to visit, traveler tips, and tourist information, use the Florence journey builder site.

Traveling by car from Bandon to Florence takes 1.5 hours. Alternatively, you can take a bus. In August, plan for daily highs up to 68°F, and evening lows to 54°F. Finish up your sightseeing early on the 8th (Thu) so you can go by car to Newport.

Things to do in Florence

Parks · Outdoors · Nature · Scenic Drive

Side Trip

Newport

— 2 nights
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
Kick off your visit on the 9th (Fri): hike along Devils Punchbowl State Natural Area, visit a coastal fixture at Yaquina Head Lighthouse, and then look for all kinds of wild species at Yaquina Head Outstanding Natural Area. On the next day, immerse yourself in nature at Beverly Beach State Park, then tour the pleasant surroundings at Fogarty Creek State Recreation Area, and then kick back and relax at Nye Beach.

To see reviews, more things to do, ratings, and other tourist information, read Newport trip itinerary maker website.

Traveling by car from Florence to Newport takes 1.5 hours. Alternatively, you can take a bus. In August in Newport, expect temperatures between 64°F during the day and 51°F at night. Finish your sightseeing early on the 10th (Sat) so you can drive to Cannon Beach.

Things to do in Newport

Parks · Beaches · Nature · Outdoors

Side Trips

Cannon Beach

— 2 nights
Cannon Beach is a city in Clatsop County, Oregon, United States. Start off your visit on the 11th (Sun): admire the majestic nature at Hug Point State Park, then tour the pleasant surroundings at Haystack Rock, and then kick back and relax at Cannon Beach. Here are some ideas for day two: visit a coastal fixture at Tillamook Rock Light, look for gifts at Sesame and Lillies, brush up on your knowledge of spirits at Cannon Beach Distillery, then take an in-depth tour of Cannon Beach History Center and Museum, and finally kick back and relax at Tolovana Beach State Recreation Site.

To see where to stay, other places to visit, traveler tips, and tourist information, go to the Cannon Beach trip planner.

Traveling by car from Newport to Cannon Beach takes 3 hours. Alternatively, you can take a bus. When traveling from Newport in August, plan for somewhat warmer days in Cannon Beach, with highs around 71°F, while nights are about the same with lows around 55°F. Finish your sightseeing early on the 12th (Mon) to allow enough time to drive to Astoria.

Things to do in Cannon Beach

Parks · Beaches · Nature · Outdoors

Astoria

— 3 nights

Spirit of the Columbia

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Take a break from the city and head to Long Beach and Discovery Trail. Eschew the tourist crowds and head to Clark's Dismal Nitch and Clatsop Spit. There's lots more to do: pause for some photo ops at Astoria Column, admire the majestic nature at Fort Stevens State Park, admire the sheer force of Young River Falls, and walk around Seafarers' Park.

To see reviews, where to stay, and more tourist information, refer to the Astoria holiday planner.

Getting from Cannon Beach to Astoria by car takes about an hour. Other options: take a bus. Expect a daytime high around 71°F in August, and nighttime lows around 55°F. Wrap up your sightseeing on the 15th (Thu) to allow time to drive to Portland.

Things to do in Astoria

Parks · Nature · Outdoors · Beaches

Side Trips

Portland

— 4 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.
Visit Fort Vancouver | National Historic Site and Timberline Lodge and Ski Area for their historical value. Eschew the tourist crowds and head to Mount Hood and Forest Park. Next up on the itinerary: contemplate the long history of Columbia River Highway, admire the natural beauty at Portland Japanese Garden, delve into the lush surroundings at Mt. Hood National Forest, and stop by Powell's City of Books.

You can plan Portland trip in no time by asking Inspirock to help create your itinerary.

Traveling by car from Astoria to Portland takes 2 hours. Alternatively, you can take a bus. When traveling from Astoria in August, plan for a bit warmer days in Portland, with highs around 85°F, while nights are about the same with lows around 60°F. You will have some time to spend on the 19th (Mon) before leaving for home.

Things to do in Portland

Parks · Nature · Winter Sports · Outdoors

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.