11 days in Oregon Itinerary

11 days in Oregon Itinerary

Created using Inspirock Oregon visit planner

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Route & dates

11 days in Oregon Itinerary

Start: Miami
Fly:  10​h 30​min
1
Portland
— 2 nights
Drive:  1​h 30​min
2
Cannon Beach
— 2 nights
Drive:  2​h 45​min
3
Newport
— 2 nights
Drive:  5​h 15​min
4
Ashland
— 1 day
Drive:  4​h 30​min
5
Bend
— 2 nights
Fly:  11​h 15​min
End: Miami

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.
On the 11th (Thu), look for gifts at Powell's City of Books. Get ready for a full day of sightseeing on the 12th (Fri): contemplate the waterfront views at Columbia River Gorge National Scenic Area and then admire the sheer force of Multnomah Falls.

To find maps, other places to visit, where to stay, and tourist information, you can read our Portland road trip planning site .

Miami to Portland is an approximately 10.5-hour flight. You can also do a combination of train and flight; or drive. The time zone changes from Eastern Standard Time to Pacific Standard Time, which is usually a -3 hour difference. Expect little chillier temperatures when traveling from Miami in July; daily highs in Portland reach 83°F and lows reach 59°F. Finish your sightseeing early on the 13th (Sat) so you can drive to Cannon Beach.

Things to do in Portland

Parks Nature Wildlife

Side Trips

Multnomah Falls, Columbia River Gorge National Scenic Area, Oneonta Gorge
Highlights from your plan
Multnomah Falls ©
Multnomah Falls
Oneonta Gorge ©
Oneonta Gorge

2
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. On the 14th (Sun), look for all kinds of wild species at Astoria Column, then stroll through Haystack Rock, and then tour the pleasant surroundings at Cannon Beach. On the 15th (Mon), you'll have a packed day of sightseeing: tour the pleasant surroundings at Rockaway Beach Wayside, immerse yourself in nature at Oswald West State Park, and then admire the majestic nature at Ecola State Park.

To see traveler tips, reviews, ratings, and tourist information, use the Cannon Beach travel route planning site .

You can drive from Portland to Cannon Beach in 1.5 hours. Alternatively, you can take a bus. Expect slightly colder weather when traveling from Portland in July: highs in Cannon Beach hover around 69°F, while lows dip to 55°F. Wrap up your sightseeing on the 15th (Mon) early enough to drive to Newport.

Things to do in Cannon Beach

Parks Nature Outdoors

Side Trips

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

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 16th (Tue): explore the striking landscape at Thor's Well, cruise along Cape Perpetua Visitor Center - Siuslaw National Forest, then take a leisurely stroll along Yachats coastline, and finally immerse yourself in nature at Yachats State Park. Get ready for a full day of sightseeing on the 17th (Wed): admire the majestic nature at Fogarty Creek State Recreation Area, then take a tour by water with Boat Tours & Water Sports, and then look for all kinds of wild species at Yaquina Head Outstanding Natural Area.

For maps, other places to visit, reviews, and other tourist information, read our Newport trip itinerary builder .

You can drive from Cannon Beach to Newport in 3 hours. Alternatively, you can take a bus. Traveling from Cannon Beach in July, things will get a bit cooler in Newport: highs are around 63°F and lows about 50°F. Cap off your sightseeing on the 17th (Wed) early enough to go by car to Ashland.

Things to do in Newport

Parks Outdoors Wildlife

Side Trips

Yachats, Depoe Bay
Highlights from your plan
Yaquina Head Outstanding Natural Area ©
Yachats coastline ©
Yachats coastline

1
day
Ashland

Ashland is a city in Jackson County, in the State of Oregon. Kick off your visit on the 18th (Thu): identify plant and animal life at North Mountain Park, then let the river carry you with a rafting and tubing tour, and then explore the activities along Rogue River.

To find ratings, other places to visit, reviews, and tourist information, use the Ashland trip app .

Getting from Newport to Ashland by car takes about 5.5 hours. Other options: do a combination of bus and flight; or take a bus. When traveling from Newport in July, plan for warmer days in Ashland, with highs around 94°F, while nights are somewhat warmer with lows around 61°F. Cap off your sightseeing on the 18th (Thu) early enough to go by car to Bend.

Things to do in Ashland

Parks Adventure Outdoors

Side Trip

Rogue River
Highlights from your plan
River Rafting & Tubing
Rogue River ©
Rogue River
North Mountain Park ©
North Mountain Park

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.
Kick off your visit on the 19th (Fri): delve into the lush surroundings at Deschutes National Forest, then immerse yourself in nature at Smith Rock State Park, and then stroll around Drake Park. Keep things going the next day: get a new perspective on nature at High Desert Museum and then take a tour by water with Boat Tours & Water Sports.

For reviews, traveler tips, and more tourist information, go to the Bend online tour itinerary planner .

You can drive from Ashland to Bend in 4.5 hours. Other options are to do a combination of bus and flight; or take a bus. Prepare for slightly colder weather when traveling from Ashland in July: high temperatures in Bend hover around 85°F and lows are around 52°F. Wrap up your sightseeing on the 20th (Sat) to allow time to travel back home.

Things to do in Bend

Parks Nature Museums

Side Trip

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

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