8 days in Oregon Itinerary

8 days in Oregon Itinerary

Created using Inspirock Oregon trip planner

Make it your trip
Fly
1
Portland
— 2 nights
Drive
2
Hood River
— 1 night
Drive
3
Bend
— 1 night
Drive
4
Crater Lake National Park
— 1 night
Drive
5
Ashland
— 2 nights
Fly

S M T W T F S
18
19
20
21
22
23
24
25
26
27
28
29
30
31

Portland

— 2 nights

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.
Explore Portland's surroundings by going to Multnomah Falls (in Bridal Veil) and Cannon Beach (Cannon Beach, Haystack Rock, &more). Next up on the itinerary: take in nature's colorful creations at International Rose Test Garden, learn the secrets of beer at a beer tour and tasting, and stop by Powell's City of Books.

To find reviews, maps, other places to visit, and more tourist information, read our Portland trip planning site.

New York City to Portland is an approximately 9.5-hour flight. You can also drive; or take a train. The time zone changes from Eastern Standard Time to Pacific Standard Time, which is usually a -3 hour difference. Expect little chillier evenings in Portland when traveling from New York City in July, with lows around 59°F. Finish your sightseeing early on the 25th (Sun) to allow enough time to drive to Hood River.

Things to do in Portland

Parks · Nature · Outdoors · Beaches

Side Trips

Hood River

— 1 night
The city of Hood River is the seat of Hood River County, Oregon, United States. On the 26th (Mon), experience rural life at Hood River Lavender Farms, look for all kinds of wild species at Columbia River Gorge National Scenic Area, and then stroll through Historic Columbia River Highway State Trail.

To find maps, more things to do, photos, and tourist information, read our Hood River trip itinerary website.

You can drive from Portland to Hood River in 1.5 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 79°F in July, and nighttime lows around 58°F. Finish up your sightseeing early on the 26th (Mon) so you can go by car to Bend.

Things to do in Hood River

Parks · Nature · Wildlife · Trails

Side Trips

Bend

— 1 night
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 27th (Tue), walk around Drake Park, then relax and float downstream with a rafting and tubing tour, then explore the activities along Deschutes River, and finally take a peaceful walk through Deschutes National Forest.

For other places to visit, traveler tips, where to stay, and other tourist information, read Bend day trip planning tool.

You can drive from Hood River to Bend in 3.5 hours. Other options are to fly; or take a bus. Expect somewhat warmer weather when traveling from Hood River in July: highs in Bend hover around 85°F, while lows dip to 52°F. Cap off your sightseeing on the 27th (Tue) early enough to go by car to Crater Lake National Park.

Things to do in Bend

Parks · Nature · Outdoors · Adventure

Crater Lake National Park

— 1 night
Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.
Start off your visit on the 28th (Wed): explore the wealth of natural beauty at Crater Lake National Park.

To find ratings, where to stay, photos, and other tourist information, use the Crater Lake National Park journey maker tool.

Getting from Bend to Crater Lake National Park by car takes about 2.5 hours. Other options: do a combination of bus and taxi. Traveling from Bend in July, expect Crater Lake National Park to be a bit warmer, temps between 94°F and 61°F. Wrap up your sightseeing on the 28th (Wed) early enough to drive to Ashland.

Things to do in Crater Lake National Park

Parks · Nature
Highlights from your trip

Ashland

— 2 nights
Ashland is a city in Jackson County, in the State of Oregon. Kick off your visit on the 29th (Thu): relax and float downstream with a rafting and tubing tour, walk around Lithia Park, and then explore the activities along Rogue River.

For traveler tips, reviews, photos, and tourist information, read Ashland tour itinerary tool.

Drive from Crater Lake National Park to Ashland in 2 hours. Alternatively, you can do a combination of taxi and bus. In July, daily temperatures in Ashland can reach 94°F, while at night they dip to 61°F. Finish your sightseeing early on the 30th (Fri) so you can travel back home.

Things to do in Ashland

Parks · Outdoors · Adventure · Nature

Side Trip

Oregon travel guide

4.5
Gardens · State Parks · Specialty Museums
A land of many faces, Oregon is at once a state of rugged rocky coastlines and deep forests, as well as vibrant cities and small towns packed with award-winning restaurants and trendy shops. With nearly half of its land covered by dense fir, redwood, and pine forests, the state protects varied plant and animal life inside three national parks. In addition to pristine waterfalls, beaches, and lakes perfect for a holiday in nature, Oregon also offers numerous urban tourist attractions. Portland, the state's largest metropolis, notably includes more breweries than any other city in the world, and its central location makes it an ideal base for day trips to Oregon's emerging wine region and many parks.