30 days in Oregon Itinerary

30 days in Oregon Itinerary

Created using Inspirock Oregon itinerary maker

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Route & dates

30 days in Oregon Itinerary

Start: Columbus
+2
Fly + tram + bus:  10​h 45​min
1
Hood River
— 3 nights
Drive:  1​h 15​min
2
Timberline Lodge
— 1 night
Drive:  2​h 30​min
3
Bend
— 4 nights
Drive:  3​h 30​min
4
Klamath Falls
— 4 nights
Drive:  1​h 30​min
5
Ashland
— 2 nights
Drive:  4​h 15​min
6
Florence
— 3 nights
Drive:  1​h 15​min
7
Newport
— 2 nights
Drive:  2​h 45​min
8
Cannon Beach
— 3 nights
Drive:  1​h 30​min
9
Portland
— 6 nights
Fly:  8​h
End: Columbus

3
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Step out of the city life by going to Columbia River Gorge National Scenic Area and Mount Hood. Beacon Rock and Stonehenge Memorial will appeal to history buffs. Take a break from Hood River with a short trip to Schreiner Farms in Lyle, about 38 minutes away. There's much more to do: examine the collection at Western Antique Aeroplane & Automobile Museum, hike along Horsetail Falls- Columbia River Gorge, explore the activities along Sturgeon Viewing Pond and Interpretive Center, and snap pictures at Bridge of the Gods.

For more things to do, other places to visit, maps, and tourist information, refer to the Hood River tour itinerary maker .

Columbus to Hood River is an approximately 11-hour combination of flight and bus. You can also do a combination of flight and train; or drive. The time zone difference moving from Eastern Standard Time (EST) to Pacific Standard Time (PST) is minus 3 hours. Prepare for little chillier weather when traveling from Columbus in June: high temperatures in Hood River hover around 72°F and lows are around 55°F. Finish your sightseeing early on the 3rd (Wed) so you can drive to Timberline Lodge.

Things to do in Hood River

Parks Nature Outdoors

Side Trips

Cascade Locks, Columbia River Gorge National Scenic Area, Schreiner Farms, Stonehenge Memorial, Beacon Rock
Highlights from your plan
Mount Hood ©
Mount Hood
Beacon Rock ©
Beacon Rock

1
night
Timberline Lodge

Timberline Lodge ©
Perched high on the south face of one of the most iconic peaks in the Pacific Northwest, Timberline Lodge is the ski and snowboarding area known for the eponymous historic lodge, the design of which emphasizes the area's natural beauty.
Kick off your visit on the 4th (Thu): take a peaceful walk through Mt. Hood National Forest and then hit the slopes at Timberline Lodge and Ski Area.

To see more things to do, where to stay, photos, and more tourist information, go to the Timberline Lodge trip planner .

Drive from Hood River to Timberline Lodge in 1.5 hours. Expect a daytime high around 79°F in July, and nighttime lows around 58°F. Wrap up your sightseeing on the 4th (Thu) to allow time to travel to Bend.

Things to do in Timberline Lodge

Nature Winter Sports Historic Sites

Side Trip

Mt. Hood National Forest
Highlights from your plan
Timberline Lodge and Ski Area ©
Timberline Lodge and Ski Area
Mt. Hood National Forest ©
Mt. Hood National Forest

4
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.
Get outdoors at Smith Rock State Park and River Rafting & Tubing. The adventure continues: take a peaceful walk through Deschutes National Forest, contemplate the geological forces at Newberry National Volcanic Monument, get a new perspective on nature at High Desert Museum, and take in the dramatic scenery at Tumalo Falls.

To see reviews, where to stay, and more tourist information, read our Bend holiday maker website .

Drive from Timberline Lodge to Bend in 2.5 hours. Traveling from Timberline Lodge in July, you will find days in Bend are somewhat warmer (85°F), and nights are a bit cooler (52°F). Finish your sightseeing early on the 8th (Mon) to allow enough time to travel to Klamath Falls.

Things to do in Bend

Parks Nature Outdoors

Side Trip

Smith Rock State Park
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
High Desert Museum ©
High Desert Museum
River Rafting & Tubing

4
nights
Klamath Falls

Klamath Falls ©
Klamath Falls is a city in and the county seat of Klamath County, Oregon, United States. Escape the urban bustle at Crater Lake National Park and Rim Dr. Explore the numerous day-trip ideas around Klamath Falls: Crater Lake National Park (Watchman Peak, Rim Village Visitor Center, & more) and Lava Beds National Monument (in Tulelake).

For maps, traveler tips, and tourist information, use the Klamath Falls visit site .

Traveling by car from Bend to Klamath Falls takes 2.5 hours. Expect a daytime high around 88°F in July, and nighttime lows around 50°F. Finish your sightseeing early on the 12th (Fri) to allow enough time to drive to Ashland.

Things to do in Klamath Falls

Parks Nature Outdoors

Side Trips

Crater Lake National Park, Lava Beds National Monument
Highlights from your plan
Crater Lake National Park ©
Crater Lake National Park
Lava Beds National Monument ©
Lava Beds National Monument
Rim Dr ©
Rim Dr

2
nights
Ashland

Ashland is a city in Jackson County, in the State of Oregon. On the 13th (Sat), relax and float downstream with a rafting and tubing tour, walk around Lithia Park, and then catch a live performance at Oregon Shakespeare Festival. On your second day here, contemplate the long history of Historic Pinehurst Inn, contemplate the long history of Butte Creek Mill, and then stroll the grounds of Jacksonville Cemetery.

To see ratings, reviews, other places to visit, and other tourist information, refer to the Ashland journey planner .

Traveling by car from Klamath Falls to Ashland takes 1.5 hours. Plan for somewhat warmer temperatures traveling from Klamath Falls in July, with highs in Ashland at 94°F and lows at 61°F. Wrap up your sightseeing on the 14th (Sun) to allow time to drive to Florence.

Things to do in Ashland

Historic Sites Outdoors Adventure

Side Trips

Jacksonville Cemetery, Butte Creek Mill
Highlights from your plan
River Rafting & Tubing
Butte Creek Mill ©
Butte Creek Mill
Jacksonville Cemetery ©
Jacksonville Cemetery

3
nights
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. Escape the urban bustle at Cape Perpetua Visitor Center - Siuslaw National Forest and Sea Lion Caves. When in Florence, make a side trip to see Devil's Churn in Yachats, approximately 32 minutes away. Spend the 17th (Wed) exploring nature at Oregon Dunes National Recreation Area. There's still lots to do: enjoy the sea views from Heceta Head Lighthouse, get your game on at Sandland Adventures, tour or see a game at Sand Master Park, and explore the striking landscape at Thor's Well.

For where to stay, reviews, traveler tips, and more tourist information, you can read our Florence trip itinerary app .

Drive from Ashland to Florence in 4.5 hours. Alternatively, you can take a bus; or do a combination of bus and flight. When traveling from Ashland in July, plan for much colder days and little chillier nights in Florence: temperatures range from 67°F by day to 54°F at night. Wrap up your sightseeing on the 17th (Wed) early enough to drive to Newport.

Things to do in Florence

Parks Nature Outdoors

Side Trips

Yachats, Oregon Dunes National Recreation Area
Highlights from your plan
Sand Master Park ©
Sand Master Park
Heceta Head Lighthouse ©
Heceta Head Lighthouse

2
nights
Newport

Newport ©
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 18th (Thu): enjoy the sea views from Yaquina Head Lighthouse, then look for all kinds of wild species at Yaquina Head Outstanding Natural Area, and then immerse yourself in nature at Devils Punchbowl State Natural Area. Get ready for a full day of sightseeing on the next day: take in the waterfront at Newport's Historic Bayfront, then look for gifts at Made in Oregon, then observe the fascinating underwater world at Oregon Coast Aquarium, and finally kick back and relax at Nye Beach.

To see more things to do, ratings, traveler tips, and tourist information, refer to the Newport trip planner .

You can drive from Florence to Newport in 1.5 hours. Another option is to take a bus. In July in Newport, expect temperatures between 63°F during the day and 50°F at night. Finish your sightseeing early on the 19th (Fri) to allow enough time to drive to Cannon Beach.

Things to do in Newport

Parks Outdoors Beaches
Highlights from your plan
Devils Punchbowl State Natural Area ©
Yaquina Head Lighthouse ©
Yaquina Head Lighthouse
Nye Beach ©
Nye Beach

3
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Get in touch with nature at Haystack Rock and Fort Clatsop National Memorial. Change things up with a short trip to Astoria Column in Astoria (about 42 minutes away). There's lots more to do: immerse yourself in nature at Ecola State Park, kick back and relax at Cannon Beach, and pause for some photo ops at Seaside Beach Lewis and Clark Monument.

To find maps, where to stay, traveler tips, and tourist information, go to the Cannon Beach tour planner.

Traveling by car from Newport to Cannon Beach takes 3 hours. Alternatively, you can take a bus. Traveling from Newport in July, you will find days in Cannon Beach are somewhat warmer (69°F), and nights are about the same (55°F). Finish your sightseeing early on the 22nd (Mon) to allow enough time to drive to Portland.

Things to do in Cannon Beach

Parks Nature Historic Sites

Side Trips

Astoria, Seaside Beach Lewis and Clark Monument
Highlights from your plan
Fort Clatsop National Memorial ©
Fort Clatsop National Memorial
Ecola State Park ©
Ecola State Park
Cannon Beach ©
Cannon Beach

6
nights
Portland

Portland ©
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.
Get in touch with nature at Multnomah Falls and Oregon Zoo. Your inner history buff will appreciate Pittock Mansion and McLean House. Step out of Portland with an excursion to Oneonta Gorge in Cascade Locks--about 42 minutes away. Dedicate the 25th (Thu) to wine at some of the top wineries in the area. Next up on the itinerary: take in nature's colorful creations at Portland Japanese Garden, hike along Forest Park, test your problem-solving skills at popular escape rooms, and learn the secrets of beer at a beer tour and tasting.

For ratings, traveler tips, maps, and more tourist information, go to the Portland attractions planner.

Getting from Cannon Beach to Portland by car takes about 1.5 hours. Other options: take a bus. Traveling from Cannon Beach in July, you will find days in Portland are a bit warmer (83°F), and nights are about the same (59°F). Wrap up your sightseeing by early afternoon on the 28th (Sun) to allow enough time to travel back home.

Things to do in Portland

Tours Parks Nature

Side Trips

West Linn, Columbia River Highway, Oneonta Gorge, Multnomah Falls
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
Multnomah Falls ©
Multnomah Falls
Pittock Mansion ©
Pittock Mansion

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