30 days in Oregon Itinerary

30 days in Oregon Itinerary

Created using Inspirock Oregon itinerary maker

Plan created by another user.Make it yours

Route & dates

Start: Columbus
Fly:  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. Take a break from the city and head to Columbia River Gorge National Scenic Area and Beacon Rock. Explore Hood River's surroundings by going to Schreiner Farms (in Lyle) and Stonehenge Memorial (in Goldendale). Next up on the itinerary: hit the slopes at Mount Hood, take in the views from Bridge of the Gods, hike along Horsetail Falls- Columbia River Gorge, and learn about winemaking at Marchesi Vineyards.

Plan a Hood River trip in moments using our itinerary builder.

Columbus to Hood River is an approximately 11-hour flight. You can also drive; or do a combination of bus and train. Due to the time zone difference, you'll gain 3 hours traveling from Columbus to Hood River. In June, Hood River is a bit cooler than Columbus - with highs of 72°F and lows of 55°F. Finish up your sightseeing early on the 3rd (Wed) so you can go by car to Timberline Lodge.

Things to do in Hood River

Parks Nature Outdoors

Side Trips

Cascade Locks, Schreiner Farms, Beacon Rock, Columbia River Gorge National Scenic Area, Stonehenge Memorial
Highlights from your plan
Columbia River Gorge National Scenic Area ©
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.
On the 4th (Thu), take a peaceful walk through Mt. Hood National Forest and then take in the awesome beauty at Timberline Lodge and Ski Area.

To see photos, other places to visit, and tourist information, use the Timberline Lodge trip itinerary planning website.

You can drive from Hood River to Timberline Lodge in 1.5 hours. July in Timberline Lodge sees daily highs of 79°F and lows of 58°F at night. Cap off your sightseeing on the 4th (Thu) early enough to travel to Bend.

Things to do in Timberline Lodge

Nature Historic Sites Parks

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.
Step out of the city life by going to River Rafting & Tubing and Smith Rock State Park. There's still lots to do: explore the striking landscape of Deschutes National Forest, trek along Pilot Butte State Scenic Viewpoint, indulge your thirst for a good beer at Atlas Cider Co, and explore the activities along Deschutes River.

To find reviews, traveler tips, where to stay, and other tourist information, read Bend online trip itinerary builder.

Drive from Timberline Lodge to Bend in 2.5 hours. While traveling from Timberline Lodge, expect somewhat warmer days and slightly colder nights in Bend, ranging from highs of 85°F to lows of 52°F. Finish your sightseeing early on the 8th (Mon) so you can 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
River Rafting & Tubing
Deschutes National  Forest
Deschutes National Forest

4
nights
Klamath Falls

Klamath Falls ©
Klamath Falls is a city in and the county seat of Klamath County, Oregon, United States. Visiting Crater Lake National Park and Watchman Peak will get you outdoors. You'll find plenty of places to visit near Klamath Falls: Lava Beds National Monument (in Tulelake) and Crater Lake National Park (Rim Dr, Rim Village Visitor Center, &more).

For maps, reviews, and tourist information, go to the Klamath Falls trip itinerary planner.

Traveling by car from Bend to Klamath Falls takes 2.5 hours. In July, daytime highs in Klamath Falls are 88°F, while nighttime lows are 50°F. Finish your sightseeing early on the 12th (Fri) so you can 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. Start off your visit on the 13th (Sat): take a memorable tour with Tours, stroll around Lithia Park, and then catch a live performance at Oregon Shakespeare Festival. Keep things going the next day: contemplate the long history of Historic Pinehurst Inn, steep yourself in history at Butte Creek Mill, and then explore the different monuments and memorials at Jacksonville Cemetery.

To see other places to visit, more things to do, reviews, and tourist information, read our Ashland trip planner.

Traveling by car from Klamath Falls to Ashland takes 1.5 hours. Prepare for a bit warmer weather when traveling from Klamath Falls in July: high temperatures in Ashland hover around 94°F and lows are around 61°F. Finish up your sightseeing early on the 14th (Sun) so you can go by car to Florence.

Things to do in Ashland

Historic Sites Adventure Tours

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. Visiting Sand Master Park - Sandboarding and Sea Lion Caves will get you outdoors. Change things up with these side-trips from Florence: Yachats (Cape Perpetua Visitor Center - Siuslaw National Forest & Devil's Churn) and Oregon Dunes National Recreation Area (in Reedsport). The adventure continues: visit a coastal fixture at Heceta Head Lighthouse, try for a hole-in-one at Sandland Adventures, and explore the striking landscape at Thor's Well.

Plan my Florence trip by asking Inpirock to come up with tips and suggestions.

Traveling by car from Ashland to Florence takes 4.5 hours. Alternatively, you can take a bus; or fly. Traveling from Ashland in July, you will find days in Florence are much colder (67°F), and nights are a bit cooler (54°F). Cap off your sightseeing on the 17th (Wed) early enough to go by car to Newport.

Things to do in Florence

Nature Parks Outdoors

Side Trips

Yachats, Oregon Dunes National Recreation Area
Highlights from your plan
Sand Master Park - Sandboarding ©
Sand Master Park - Sandboarding
Oregon Dunes National Recreation Area
Oregon Dunes National Recreation Area

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.
Start off your visit on the 18th (Thu): enjoy the sea views from Yaquina Head Lighthouse, look for all kinds of wild species at Yaquina Head Outstanding Natural Area, and then enjoy the sand and surf at Devils Punchbowl State Natural Area. On the 19th (Fri), you'll have a packed day of sightseeing: take in the waterfront at Newport's Historic Bayfront, thenlook for gifts at Made in Oregon, thenobserve the fascinating underwater world at Oregon Coast Aquarium, and finally enjoy the sand and surf at Nye Beach.

To find reviews, more things to do, other places to visit, and tourist information, you can read our Newport online holiday planner.

Drive from Florence to Newport in 1.5 hours. Alternatively, you can take a bus. July in Newport sees daily highs of 63°F and lows of 50°F at night. Finish your sightseeing early on the 19th (Fri) so you can drive to Cannon Beach.

Things to do in Newport

Parks Beaches Outdoors
Highlights from your plan
Devils Punchbowl State Natural Area ©
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. Visiting Haystack Rock and Fort Clatsop National Memorial will get you outdoors. When in Cannon Beach, make a side trip to see Astoria Column in Astoria, approximately Astoria away. The adventure continues: admire the majestic nature at Ecola State Park, appreciate the history behind Seaside Beach Lewis and Clark Monument, and kick back and relax at Cannon Beach.

For photos, maps, traveler tips, and tourist information, read our Cannon Beach day trip planning website.

Traveling by car from Newport to Cannon Beach takes 3 hours. Alternatively, you can take a bus. When traveling from Newport in July, plan for a bit warmer days and about the same nights in Cannon Beach: temperatures range from 69°F by day to 55°F at night. Wrap up your sightseeing on the 22nd (Mon) to allow 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
Haystack Rock ©
Haystack Rock
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 some historical perspective at The Grotto - National Sanctuary of Our Sorrowful Mother and McLean House. Get outdoors at Multnomah Falls and Camassia Natural Area. Take a break from Portland with a short trip 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. There's lots more to do: take in nature's colorful creations at International Rose Test Garden, trek along Forest Park, get to know the resident critters at Oregon Zoo, and learn the secrets of beer at a beer tour and tasting.

To find reviews, traveler tips, photos, and tourist information, you can read our Portland online trip itinerary builder.

You can drive from Cannon Beach to Portland in 1.5 hours. Alternatively, you can take a bus. While traveling from Cannon Beach, expect somewhat warmer days and about the same nights in Portland, ranging from highs of 83°F to lows of 59°F. On the 28th (Sun), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Portland

Parks Tours Wineries

Side Trips

West Linn, Oneonta Gorge, Multnomah Falls, Columbia River Highway
Highlights from your plan
International Rose Test Garden ©
International Rose Test Garden
Multnomah Falls ©
Multnomah Falls
Forest Park ©
Forest Park

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