14 days in Oregon Itinerary

14 days in Oregon Itinerary

Created using Inspirock Oregon tour builder

This plan was created by another user.  Make it your plan

Route & dates

14 days in Oregon Itinerary

Start: Minneapolis
Fly:  5​h 15​min
1
Portland
— 2 nights
Drive:  2​h
2
Astoria
— 3 nights
Drive:  3​h
3
Hood River
— 1 night
Drive:  1​h 15​min
4
Timberline Lodge
— 1 night
Drive:  1​h 30​min
5
Portland
— 2 nights
Drive:  2​h
6
Cannon Beach
— 3 nights
+2
bus + tram + Fly:  8​h 45​min
End: Minneapolis

2
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.
Escape the urban bustle at Sokol Blosser Winery and Oaks Bottom Wildlife Refuge. Your inner history buff will appreciate Pittock Mansion and The Grotto - National Sanctuary of Our Sorrowful Mother. Step out of Portland to go to McMinnville and see Evergreen Aviation & Space Museum, which is approximately 56 minutes away. There's still lots to do: steep yourself in history at Columbia River Highway, look for all kinds of wild species at Camassia Natural Area, and stroll through Forest Park.

To see photos, other places to visit, maps, and tourist information, use the Portland trip planner.

Minneapolis to Portland is an approximately 5.5-hour flight. You can also drive; or take a train. The time zone difference moving from Central Standard Time (CST) to Pacific Standard Time (PST) is minus 2 hours. Traveling from Minneapolis in June, you can expect nighttime temperatures to be a bit cooler in Portland, with lows of 56°F. Finish your sightseeing early on the 30th (Sun) so you can drive to Astoria.

Things to do in Portland

Parks Nature Historic Sites

Side Trips

Hyland Forest Park, Columbia River Highway, Camassia Natural Area, Evergreen Aviation & Space Museum, Sokol Blosser Winery
Highlights from your plan
Evergreen Aviation & Space Museum ©
Evergreen Aviation & Space Museum
Sokol Blosser Winery ©
Sokol Blosser Winery
Columbia River Highway ©
Columbia River Highway

3
nights
Astoria

Astoria ©
Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Astoria Oregon Riverwalk has been added to your itinerary. Get some cultural insight at Fort Clatsop National Memorial and Columbia River Maritime Museum. Escape the urban bustle at Astoria Column and Long Beach. Explore the numerous day-trip ideas around Astoria: Marsh's Free Museum (in Long Beach) and Don Nisbett Art Gallery (in Ilwaco). Next up on the itinerary: snap pictures at Astoria-Megler Bridge.

To find ratings, photos, and tourist information, go to the Astoria travel route planner.

Getting from Portland to Astoria by car takes about 2 hours. Other options: take a bus; or do a combination of train and bus. When traveling from Portland in June, plan for slightly colder days in Astoria, with highs around 66°F, while nights are about the same with lows around 52°F. Finish your sightseeing early on the 3rd (Wed) so you can drive to Hood River.

Things to do in Astoria

Parks Nature Historic Sites

Side Trips

Long Beach, Don Nisbett Art Gallery
Highlights from your plan
Fort Clatsop National Memorial ©
Fort Clatsop National Memorial
Columbia River Maritime Museum ©
Columbia River Maritime Museum
Astoria Column ©
Astoria Column

1
night
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. On the 4th (Thu), examine the collection at Columbia Gorge Discovery Center & Museum and then identify plant and animal life at Columbia River Gorge National Scenic Area.

To find other places to visit, more things to do, reviews, and tourist information, read Hood River day trip planner .

Drive from Astoria to Hood River in 3 hours. Alternatively, you can take a bus; or do a combination of bus and train. When traveling from Astoria in July, plan for somewhat warmer days in Hood River, with highs around 79°F, while nights are about the same with lows around 58°F. Cap off your sightseeing on the 4th (Thu) early enough to go by car to Timberline Lodge.

Things to do in Hood River

Nature Wildlife Parks

Side Trips

Columbia Gorge Discovery Center & Museum, Columbia River Gorge National Scenic Area
Highlights from your plan

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.
Start off your visit on the 5th (Fri): hit the slopes at Timberline Lodge and Ski Area and then stroll through Wildwood Recreation Site.

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

Getting from Hood River to Timberline Lodge by car takes about 1.5 hours. In July in Timberline Lodge, expect temperatures between 79°F during the day and 58°F at night. Finish your sightseeing early on the 5th (Fri) so you can drive to Portland.

Things to do in Timberline Lodge

Nature Historic Sites Winter Sports

Side Trip

Wildwood Recreation Site
Highlights from your plan
Timberline Lodge and Ski Area ©
Timberline Lodge and Ski Area
Wildwood Recreation Site ©
Wildwood Recreation Site

2
nights
Portland

Portland ©
Kick off your visit on the 5th (Fri): make a trip to Pioneer Courthouse Square. On the next day, steep yourself in history at Fort Vancouver National Historic Site, tour the pleasant surroundings at Tom McCall Waterfront Park, then browse the eclectic array of goods at Portland Saturday Market, and finally examine the collection at Oregon Museum of Science and Industry.

To find other places to visit, reviews, traveler tips, and other tourist information, use the Portland online itinerary planner .

Traveling by car from Timberline Lodge to Portland takes 1.5 hours. Cap off your sightseeing on the 7th (Sun) early enough to travel back home.

Things to do in Portland

Tours Parks Shopping

Side Trip

Fort Vancouver | National Historic Site
Highlights from your plan
International Rose Test Garden ©
International Rose Test Garden
Portland Saturday Market ©
Portland Saturday Market

3
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Your day-by-day itinerary now includes Oswald West State Park. Kick off your visit on the 8th (Mon): immerse yourself in nature at Oswald West State Park, stop by Blue Heron Cheese & Wine Company, and then kick back and relax at Manzanita Beach. On the 9th (Tue), you'll have a packed day of sightseeing: immerse yourself in nature at Hug Point State Park, stroll through Haystack Rock, and then kick back and relax at Cannon Beach.

To see ratings, more things to do, photos, and more tourist information, you can read our Cannon Beach route planner.

You can drive from Portland to Cannon Beach in 2 hours. Another option is to take a bus. When traveling from Portland in July, plan for a bit cooler days in Cannon Beach, with highs around 69°F, while nights are about the same with lows around 55°F. Wrap up your sightseeing by early afternoon on the 10th (Wed) to allow enough time to travel back home.

Things to do in Cannon Beach

Parks Outdoors Beaches

Side Trips

Hug Point State Recreation Site, Blue Heron Cheese & Wine Company, Manzanita Beach
Highlights from your plan
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach
Oswald West State Park ©
Oswald West State Park

Similar Plans

15 days in Oregon BY A USER FROM UNITED STATES July, outdoors, historic sites, popular & hidden gems PREFERENCES: July, outdoors, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in Oregon BY A USER FROM UNITED KINGDOM June, outdoors, relaxing, beaches, historic sites, wildlife, popular & hidden gems PREFERENCES: June, outdoors, relaxing, beaches, historic sites, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in Montana, Idaho & Oregon BY A USER FROM UNITED STATES June, outdoors, historic sites, popular & hidden gems PREFERENCES: June, outdoors, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 17 days in Washington State, Oregon & California BY A USER FROM CANADA April, popular sights PREFERENCES: April ATTRACTION STYLE: Popular sights PACE: Medium 15 days in Utah & Oregon BY A USER FROM UNITED STATES June, culture, outdoors, historic sites, popular & hidden gems PREFERENCES: June, culture, outdoors, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 17 days in Oregon & California BY A USER FROM UNITED STATES June, teens, kids, culture, outdoors, relaxing, beaches, shopping, wildlife, popular sights PREFERENCES: June, teens, kids, culture, outdoors, relaxing, beaches, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 13 days in Oregon BY A USER FROM UNITED STATES June, popular & hidden gems PREFERENCES: June ATTRACTION STYLE: Popular & hidden gems PACE: Medium 54 days in United States BY A USER FROM UNITED STATES August, popular & hidden gems PREFERENCES: August ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in Washington State, Oregon & California BY A USER FROM CANADA June, culture, relaxing, historic sites, popular & hidden gems PREFERENCES: June, culture, relaxing, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in Utah, Idaho & Oregon BY A USER FROM UNITED STATES June, teens, outdoors, relaxing, historic sites, museums, popular sights PREFERENCES: June, teens, outdoors, relaxing, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium 31 days in Oregon BY A USER FROM CANADA September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 60 days in Oregon BY A USER FROM UNITED STATES April, popular sights PREFERENCES: April ATTRACTION STYLE: Popular sights PACE: Medium
View more plans