13 days in Oregon Itinerary

13 days in Oregon Itinerary

Created using Inspirock Oregon sightseeing planner

Plan created by another user. Make it yours
1
Portland
— 2 nights
2
Cannon Beach
— 2 nights
3
Hood River
— 2 nights
4
Bend
— 2 nights
5
Crater Lake National Park
— 2 nights
6
Medford
— 2 nights

S M T W T F S
27
28
29
30
1
2
3
4
5
6
7
8
9
10

2
nights
Portland

Portland ©

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.
When in Portland, make a side trip to see Multnomah Falls in Bridal Veil, approximately Bridal Veil away. And it doesn't end there: take in nature's colorful creations at Portland Japanese Garden, take an unforgettable tour with Envi Adventures, sample some tasty brews at a beer tour and tasting, and head outdoors with Portland Timbers.

For maps, more things to do, where to stay, and tourist information, go to the Portland online trip itinerary builder.

Orlando to Portland is an approximately 9-hour flight. You can also drive; or do a combination of bus and train. The time zone difference moving from Eastern Standard Time (EST) to Pacific Standard Time (PST) is minus 3 hours. Prepare for slightly colder weather when traveling from Orlando in September: high temperatures in Portland hover around 76°F and lows are around 55°F. Wrap up your sightseeing on the 29th (Tue) to allow time to drive to Cannon Beach.

Things to do in Portland

Side Trips

Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
International Rose Test Garden ©
International Rose Test Garden
Powell's City of Books ©
Powell's City of Books

2
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. On the 30th (Wed), kick back and relax at Haystack Rock, then admire the majestic nature at Hug Point State Park, then immerse yourself in nature at Ecola State Park, and finally indulge in some personalized pampering at some of the best spas. Keep things going the next day: enjoy the sand and surf at Manzanita Beach, immerse yourself in nature at Oswald West State Park, then take an in-depth tour of Cannon Beach History Center and Museum, and finally kick back and relax at Cannon Beach.

To see reviews, where to stay, traveler tips, and tourist information, go to the Cannon Beach route tool.

You can drive from Portland to Cannon Beach in 1.5 hours. Alternatively, you can take a bus. When traveling from Portland in September, plan for little chillier days in Cannon Beach, with highs around 69°F, while nights are about the same with lows around 52°F. Finish your sightseeing early on the 1st (Thu) so you can drive to Hood River.

Things to do in Cannon Beach

Parks · Nature · Outdoors · Beaches

Side Trip

Highlights from your plan
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach
Ecola State Park ©
Ecola State Park

2
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Kick off your visit on the 2nd (Fri): explore the activities along Columbia River Gorge National Scenic Area, then examine the collection at Columbia Gorge Discovery Center & Museum, and then examine the collection at Fire Museum in City Hall. Get ready for a full day of sightseeing on the 3rd (Sat): trek along Historic Columbia River Highway State Trail, then take a memorable drive along Hood River County Fruit Loop, and then see the interesting displays at Western Antique Aeroplane & Automobile Museum.

To see ratings, maps, photos, and other tourist information, go to the Hood River tour itinerary planning tool.

Getting from Cannon Beach to Hood River by car takes about 3 hours. Other options: take a bus; or do a combination of bus and train. October in Hood River sees daily highs of 67°F and lows of 45°F at night. Cap off your sightseeing on the 3rd (Sat) early enough to go by car to Bend.

Things to do in Hood River

Parks · Museums · Wildlife · Outdoors

Side Trips

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

2
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.
On the 4th (Sun), walk around Drake Park, then let the river carry you with a rafting and tubing tour, then get outside with RiverStone Adventures, and finally delve into the lush surroundings at Deschutes National Forest. Keep things going the next day: see the interesting displays at High Desert Museum and then immerse yourself in nature at Smith Rock State Park.

To find reviews, maps, and other tourist information, read Bend vacation builder app.

Traveling by car from Hood River to Bend takes 3.5 hours. Alternatively, you can fly; or take a bus. Traveling from Hood River in October, things will get little chillier in Bend: highs are around 62°F and lows about 37°F. Wrap up your sightseeing on the 5th (Mon) early enough to drive to Crater Lake National Park.

Things to do in Bend

Parks · Outdoors · Nature · Museums

Side Trip

Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
High Desert Museum ©
High Desert Museum
Deschutes National  Forest
Deschutes National Forest

2
nights
Crater Lake National Park

Crater Lake National Park ©
Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.
On the 6th (Tue), explore the wealth of natural beauty at Crater Lake National Park. Here are some ideas for day two: cruise along Rogue-Umpqua Scenic Byway, then trek along Pinnacles Trail, then hike along Pinnacles Overlook Hike, and finally take a memorable drive along Rim Dr.

For other places to visit, reviews, photos, and other tourist information, read our Crater Lake National Park visit app.

Drive from Bend to Crater Lake National Park in 3 hours. Alternatively, you can do a combination of bus and taxi. In October, Crater Lake National Park is somewhat warmer than Bend - with highs of 71°F and lows of 44°F. Cap off your sightseeing on the 7th (Wed) early enough to go by car to Medford.

Things to do in Crater Lake National Park

Parks · Nature · Outdoors · Scenic Drive

Side Trip

Highlights from your plan
Crater Lake National Park ©
Crater Lake National Park
Rim Dr ©
Rim Dr
Pinnacles Trail ©
Pinnacles Trail

2
nights
Medford

Medford ©
Medford is a city in, and county seat of, Jackson County, Oregon, United States. On the 8th (Thu), contemplate the waterfront views at Rogue River, stop by Rogue Creamery, and then whizz through the canopy at Rogue Valley ZipLine Adventure.

To see other places to visit, traveler tips, and tourist information, refer to the Medford tour builder website.

You can drive from Crater Lake National Park to Medford in 2 hours. In October, plan for daily highs up to 71°F, and evening lows to 44°F. You'll set off for home on the 9th (Fri).

Things to do in Medford

Outdoors · Adventure · Tours · Wineries

Side Trip

Highlights from your plan
Rogue Valley ZipLine Adventure ©
Rogue Valley ZipLine Adventure
Rogue River ©
Rogue River
Rogue Creamery ©
Rogue Creamery

Similar plans

14 days in Oregon BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, romantic, beaches, museums, shopping, wildlife, popular & hidden gems Preferences: July, culture, outdoors, relaxing, romantic, beaches, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 30 days in Oregon & Washington State BY A USER FROM UNITED STATES September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems Preferences: September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 17 days in United States BY A USER FROM UNITED STATES September, outdoors, relaxing, beaches, historic sites, museums, wildlife, hidden gems Preferences: September, outdoors, relaxing, beaches, historic sites, museums, wildlife Attraction style: Hidden gems Pace: Medium 11 days in Oregon BY A USER FROM UNITED STATES September, culture, outdoors, relaxing, romantic, beaches, historic sites, wildlife, popular & hidden gems Preferences: September, culture, outdoors, relaxing, romantic, beaches, historic sites, wildlife Attraction style: Popular & hidden gems Pace: Medium 14 days in Oregon BY A USER FROM UNITED STATES June, kids, outdoors, historic sites, popular & hidden gems Preferences: June, kids, outdoors, historic sites Attraction style: Popular & hidden gems Pace: Medium 15 days in United States BY A USER FROM UNITED STATES August, outdoors, relaxing, romantic, beaches, wildlife, popular & hidden gems Preferences: August, outdoors, relaxing, romantic, beaches, wildlife Attraction style: Popular & hidden gems Pace: Medium 12 days in United States BY A USER FROM UNITED STATES August, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights Preferences: August, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular sights Pace: Medium 18 days in United States BY A USER FROM UNITED STATES August, culture, outdoors, relaxing, beaches, museums, shopping, wildlife, popular & hidden gems Preferences: August, culture, outdoors, relaxing, beaches, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 15 days in New York City, Washington DC & Oregon BY A USER FROM UNITED KINGDOM April, culture, outdoors, shopping, wildlife, popular sights Preferences: April, culture, outdoors, shopping, wildlife Attraction style: Popular sights Pace: Medium 21 days in United States BY A USER FROM UNITED STATES June, teens, culture, outdoors, beaches, historic sites, museums, wildlife, popular & hidden gems Preferences: June, teens, culture, outdoors, beaches, historic sites, museums, wildlife Attraction style: Popular & hidden gems Pace: Medium 25 days in United States BY A USER FROM UNITED STATES November, teens, kids, outdoors, relaxing, beaches, historic sites, wildlife, popular & hidden gems Preferences: November, teens, kids, outdoors, relaxing, beaches, historic sites, wildlife Attraction style: Popular & hidden gems Pace: Medium 27 days in Oregon & Houston BY A USER FROM UNITED STATES August, teens, culture, outdoors, relaxing, fast-paced, hidden gems Preferences: August, teens, culture, outdoors, relaxing Attraction style: Hidden gems Pace: Fast-paced
See more plans