13 days in Oregon Itinerary

13 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary builder

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Route & dates

13 days in Oregon Itinerary

Start: San Jose
Fly:  11​h 45​min
1
Portland
— 2 nights
Bus:  1​h 15​min
2
Hood River
— 1 night
Drive:  3​h
3
Cannon Beach
— 2 nights
Drive:  2​h 45​min
4
Newport
— 2 nights
Drive:  1​h 15​min
5
Florence
— 1 night
Drive:  4​h 30​min
6
Bend
— 2 nights
Fly:  13​h 15​min
End: San Jose

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.
Kids will appreciate attractions like Powell's City of Books and Oregon Museum of Science and Industry. Take a break from Portland with a short trip to Multnomah Falls in Bridal Veil, about 46 minutes away. There's much more to do: take in nature's colorful creations at Portland Japanese Garden, don't miss a visit to Pioneer Courthouse Square, admire nature's wide array of creatures at Oregon Zoo, and examine the collection at Portland Art Museum.

Plan my trip to Portland with suggested itineraries provided by Inspirock.

San Jose, Costa Rica to Portland is an approximately 12-hour flight. You can also drive. Traveling from San Jose to Portland, you'll gain 2 hours due to the time zone difference. Expect cooler temperatures when traveling from San Jose in April; daily highs in Portland reach 20°C and lows reach 8°C. Finish up your sightseeing early on the 4th (Thu) so you can go by car to Hood River.

Things to do in Portland

Parks Museums Nature

Side Trip

Multnomah Falls
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
Multnomah Falls ©
Multnomah Falls
Powell's City of Books ©
Powell's City of Books

1
night
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. On the 5th (Fri), stroll through Historic Columbia River Highway State Trail, do a tasting at Phelps Creek Vineyards, and then explore the activities along Columbia River Gorge National Scenic Area.

For more things to do, maps, photos, and other tourist information, you can read our Hood River trip planner.

Getting from Portland to Hood River by car takes about 1.5 hours. Other options: take a bus; or take a train. Traveling from Portland in April, expect nights in Hood River to be about the same, around 7°C, while days are little chillier, around 17°C. Wrap up your sightseeing on the 5th (Fri) to allow time to drive to Cannon Beach.

Things to do in Hood River

Parks Nature Wildlife

Side Trips

Columbia River Gorge National Scenic Area, Historic Columbia River Highway State Trail
Highlights from your plan
Phelps Creek Vineyards ©
Phelps Creek Vineyards

2
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Start off your visit on the 6th (Sat): enjoy the sand and surf at Cannon Beach, take in the dramatic natural features at Haystack Rock, and then admire all the interesting features of Astoria Column. Keep things going the next day: immerse yourself in nature at Ecola State Park, look for gifts at Bronze Coast Gallery, then look for gifts at Beach Books, and finally admire the majestic nature at Oswald West State Park.

To see where to stay, reviews, other places to visit, and tourist information, you can read our Cannon Beach holiday builder tool .

You can drive from Hood River to Cannon Beach in 3 hours. Other options are to take a bus; or do a combination of train and bus. In April in Cannon Beach, expect temperatures between 17°C during the day and 7°C at night. Finish your sightseeing early on the 7th (Sun) so you can drive to Newport.

Things to do in Cannon Beach

Parks Nature Beaches

Side Trips

Beach Books, Astoria Column
Highlights from your plan
Haystack Rock ©
Haystack Rock
Ecola State Park ©
Ecola State Park
Cannon Beach ©
Cannon Beach

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.
On the 8th (Mon), take a memorable drive along Cape Perpetua Visitor Center - Siuslaw National Forest, stop by The Chocolate Frog, and then identify plant and animal life at Yaquina Head Outstanding Natural Area. Keep things going the next day: meet the residents at Oregon Coast Aquarium, take in the waterfront at Yachats coastline, and then admire the majestic nature at Seal Rock State Wayside.

For reviews, traveler tips, photos, and more tourist information, use the Newport trip planner .

Getting from Cannon Beach to Newport by car takes about 3 hours. Other options: take a bus. In April in Newport, expect temperatures between 15°C during the day and 6°C at night. Wrap up your sightseeing on the 9th (Tue) to allow time to drive to Florence.

Things to do in Newport

Parks Nature Wildlife

Side Trips

Yachats, Seal Rock State Wayside, The Chocolate Frog
Highlights from your plan

1
night
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. Kick off your visit on the 10th (Wed): try for a hole-in-one at Sandland Adventures, then stroll through Heceta Beach, and then enjoy some diversion at Sand Master Park.

To find traveler tips, other places to visit, more things to do, and more tourist information, refer to the Florence online trip itinerary planner .

You can drive from Newport to Florence in 1.5 hours. Another option is to take a bus. In April, daytime highs in Florence are 17°C, while nighttime lows are 7°C. Wrap up your sightseeing on the 10th (Wed) to allow time to drive to Bend.

Things to do in Florence

Outdoors Fun & Games Beaches
Highlights from your plan
Sand Master Park - Sandboarding ©
Sand Master Park - Sandboarding
Sandland Adventures ©
Sandland Adventures
Heceta Beach ©
Heceta Beach

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 11th (Thu), immerse yourself in nature at Smith Rock State Park, then take a stroll through City of Sisters, and then take a memorable drive along McKenzie Pass-Santiam Pass loop. Get ready for a full day of sightseeing on the next day: get a new perspective on nature at High Desert Museum and then take a peaceful walk through Deschutes National Forest.

To see maps, traveler tips, ratings, and more tourist information, read Bend travel itinerary planner .

You can drive from Florence to Bend in 4.5 hours. Alternatively, you can take a bus. Plan for a bit cooler nights when traveling from Florence in April since evenings lows in Bend dip to 0°C. Cap off your sightseeing on the 12th (Fri) early enough to travel back home.

Things to do in Bend

Parks Nature Museums

Side Trips

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

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