5 days in Oregon Itinerary

5 days in Oregon Itinerary

Created using Inspirock Oregon trip planner

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

Route & dates

5 days in Oregon Itinerary

Start: Philadelphia
Fly:  8​h
1
Portland
— Few hours
Drive:  1​h 30​min
2
Cannon Beach
— 1 night
Drive:  3​h
3
Hood River
— 3 nights
+2
bus + tram + Fly:  10​h
End: Philadelphia

few
hours
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.
On the 10th (Tue), steep yourself in history at Pittock Mansion and then admire the natural beauty at Portland Japanese Garden.

To see photos, ratings, maps, and tourist information, you can read our Portland holiday maker .

Philadelphia to Portland is an approximately 8-hour flight. You can also do a combination of train and flight; or drive. Due to the time zone difference, you'll gain 3 hours traveling from Philadelphia to Portland. Traveling from Philadelphia in September, you can expect nighttime temperatures to be a bit cooler in Portland, with lows of 55°F. Wrap up your sightseeing on the 10th (Tue) to allow time to drive to Cannon Beach.

Things to do in Portland

Historic Sites Parks
Highlights from your plan
Pittock Mansion ©
Pittock Mansion
Portland Japanese Garden ©
Portland Japanese Garden

1
night
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Start off your visit on the 11th (Wed): kick back and relax at Cannon Beach, then stroll through Haystack Rock, and then admire the majestic nature at Hug Point State Park.

For more things to do, reviews, traveler tips, and other tourist information, go to the Cannon Beach vacation planning tool .

You can drive from Portland to Cannon Beach in 1.5 hours. Alternatively, you can take a bus. Traveling from Portland in September, you will find days in Cannon Beach are a bit cooler (69°F), and nights are about the same (52°F). Cap off your sightseeing on the 11th (Wed) early enough to go by car to Hood River.

Things to do in Cannon Beach

Parks Outdoors Nature
Highlights from your plan
Cannon Beach ©
Cannon Beach
Hug Point State Park ©
Hug Point State Park

3
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Start off your visit on the 12th (Thu): see the interesting displays at Western Antique Aeroplane & Automobile Museum, stroll around Starvation Creek State Park, then hit the slopes at Timberline Lodge and Ski Area, and finally take in the exciting artwork at Art on Oak. Get ready for a full day of sightseeing on the next day: look for all kinds of wild species at Columbia River Gorge National Scenic Area, then see the interesting displays at Columbia Gorge Discovery Center & Museum, and then learn about winemaking at Sunshine Mill Winery.

To find where to stay, reviews, traveler tips, and tourist information, use the Hood River journey builder tool .

You can drive from Cannon Beach to Hood River in 3 hours. Alternatively, you can take a bus; or do a combination of bus and train. Expect a daytime high around 71°F in September, and nighttime lows around 57°F. You will leave for home on the 14th (Sat).

Things to do in Hood River

Nature Wildlife Parks

Side Trips

The Dalles, Columbia River Gorge National Scenic Area, Timberline Lodge and Ski Area, Starvation Creek State Park
Highlights from your plan
Timberline Lodge and Ski Area ©
Timberline Lodge and Ski Area

Similar Plans

9 days in Oregon BY A USER FROM UNITED STATES August, teens, kids, outdoors, relaxing, beaches, historic sites, wildlife, slow & easy, popular sights PREFERENCES: August, teens, kids, outdoors, relaxing, beaches, historic sites, wildlife ATTRACTION STYLE: Popular sights PACE: Slow & easy 7 days in Oregon BY A USER FROM SINGAPORE April, relaxing, historic sites, shopping, popular sights PREFERENCES: April, relaxing, historic sites, shopping ATTRACTION STYLE: Popular sights PACE: Medium 6 days in Oregon BY A USER FROM UNITED STATES May, relaxing, beaches, wildlife, popular & hidden gems PREFERENCES: May, relaxing, beaches, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Oregon BY A USER FROM UNITED STATES July, teens, kids, culture, outdoors, relaxing, shopping, popular sights PREFERENCES: July, teens, kids, culture, outdoors, relaxing, shopping ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Oregon BY A USER FROM UNITED KINGDOM October, kids, popular sights PREFERENCES: October, kids ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Oregon BY A USER FROM THAILAND July, culture, outdoors, relaxing, beaches, shopping, popular & hidden gems PREFERENCES: July, culture, outdoors, relaxing, beaches, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 6 days in Oregon BY A USER FROM CANADA May, outdoors, relaxing, romantic, beaches, popular sights PREFERENCES: May, outdoors, relaxing, romantic, beaches ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Oregon BY A USER FROM UNITED STATES July, popular & hidden gems PREFERENCES: July ATTRACTION STYLE: Popular & hidden gems PACE: Medium 6 days in Oregon BY A USER FROM UNITED STATES June, popular & hidden gems PREFERENCES: June ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Oregon BY A USER FROM UNITED STATES July, outdoors, relaxing, romantic, wildlife, popular sights PREFERENCES: July, outdoors, relaxing, romantic, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Oregon BY A USER FROM UNITED STATES June, popular & hidden gems PREFERENCES: June ATTRACTION STYLE: Popular & hidden gems PACE: Medium 9 days in Oregon BY A USER FROM BANGLADESH July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium
View more plans