12 days in Oregon Itinerary

12 days in Oregon Itinerary

Created using Inspirock Oregon holiday planner

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Make it your trip
Drive
1
Timberline Lodge
— 2 nights
Drive
2
Hood River
— 2 nights
Fly
3
Bend
— 2 nights
Drive
4
Crater Lake National Park
— 1 night
Drive
5
Brookings
— 1 night
Drive
6
Florence
— 1 night
Drive
7
Cannon Beach
— 2 nights
Drive

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Timberline Lodge

— 2 nights
Perched high on the south face of one of the most iconic peaks in the Pacific Northwest, Timberline Lodge is the ski and snowboarding area known for the eponymous historic lodge, the design of which emphasizes the area's natural beauty.
You've now added Timberline Lodge and Ski Area to your itinerary. On the 11th (Sun), hit the slopes at Mt. Hood Meadows, take a peaceful walk through Ramona Falls Trail, and then contemplate the long history of Timberline Lodge and Ski Area.

For more things to do, reviews, photos, and other tourist information, go to the Timberline Lodge online trip itinerary planner.

Welches to Timberline Lodge is an approximately half hour car ride. September in Timberline Lodge sees daily highs of 71°F and lows of 57°F at night. Wrap up your sightseeing on the 12th (Mon) to allow time to drive to Hood River.

Things to do in Timberline Lodge

Winter Sports · Nature · Parks · Outdoors

Side Trips

Find places to stay Sep 10 — 12:

Hood River

— 2 nights
The city of Hood River is the seat of Hood River County, Oregon, United States. Kick off your visit on the 12th (Mon): see the interesting displays at Western Antique Aeroplane & Automobile Museum and then do a tasting at Marchesi Vineyards. Get ready for a full day of sightseeing on the next day: contemplate the geological forces at Mount Hood and then explore the activities along Columbia River Gorge National Scenic Area.

To see where to stay, reviews, maps, and tourist information, read our Hood River trip maker app.

Traveling by car from Timberline Lodge to Hood River takes 1.5 hours. In September, daytime highs in Hood River are 71°F, while nighttime lows are 57°F. Finish your sightseeing early on the 14th (Wed) to allow enough time to fly to Bend.

Things to do in Hood River

Nature · Parks · Museums · Wineries

Side Trip

Find places to stay Sep 12 — 14:

Bend

— 2 nights
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 14th (Wed): admire the majestic nature at Smith Rock State Park, then take in the exciting artwork at The Art of Alfred A. Dolezal Gallery, and then take in the dramatic scenery at Tumalo Falls. Keep things going the next day: see Off-Road Tours, tour the pleasant surroundings at Pilot Butte State Scenic Viewpoint, and then hike along Falls Creek Trail to Green Lake.

To see maps, more things to do, where to stay, and other tourist information, you can read our Bend tour itinerary maker app.

You can fly from Hood River to Bend in 2.5 hours. Alternatively, you can drive; or take a bus. Traveling from Hood River in September, plan for little chillier nights in Bend, with lows around 44°F. Wrap up your sightseeing on the 16th (Fri) early enough to drive to Crater Lake National Park.

Things to do in Bend

Parks · Outdoors · Trails · Nature

Side Trip

Find places to stay Sep 14 — 16:

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.
Kick off your visit on the 16th (Fri): explore the wealth of natural beauty at Crater Lake National Park.

To find more things to do, maps, reviews, and other tourist information, refer to the Crater Lake National Park road trip site.

Traveling by car from Bend to Crater Lake National Park takes 2.5 hours. Alternatively, you can do a combination of bus and taxi. Traveling from Bend in September, things will get a bit warmer in Crater Lake National Park: highs are around 83°F and lows about 53°F. Cap off your sightseeing on the 17th (Sat) early enough to travel to Brookings.

Things to do in Crater Lake National Park

Nature · Parks
Find places to stay Sep 16 — 17:
Highlights from your trip

Brookings

— 1 night
Brookings is a city in Curry County, Oregon, United States. Kick off your visit on the 17th (Sat): cruise along Samuel H. Boardman State Scenic Corridor and then stroll through Lone Ranch Beach.

To find ratings, traveler tips, more things to do, and other tourist information, read our Brookings tour builder app.

Getting from Crater Lake National Park to Brookings by car takes about 4 hours. When traveling from Crater Lake National Park in September, plan for slightly colder days and about the same nights in Brookings: temperatures range from 69°F by day to 53°F at night. Cap off your sightseeing on the 18th (Sun) early enough to travel to Florence.

Things to do in Brookings

Outdoors · Beaches · Parks · Scenic Drive
Find places to stay Sep 17 — 18:

Florence

— 1 night
Florence is a coastal city in Lane County, in the U.S. state of Oregon. On the 18th (Sun), visit a coastal fixture at Heceta Head Lighthouse and then cruise along Cape Perpetua Visitor Center - Siuslaw National Forest.

For traveler tips, other places to visit, reviews, and other tourist information, refer to the Florence trip maker.

Traveling by car from Brookings to Florence takes 3.5 hours. In September in Florence, expect temperatures between 68°F during the day and 52°F at night. Finish your sightseeing early on the 19th (Mon) so you can drive to Cannon Beach.

Things to do in Florence

Nature · Parks · Outdoors · Historic Sites

Side Trip

Find places to stay Sep 18 — 19:

Cannon Beach

— 2 nights
Cannon Beach is a city in Clatsop County, Oregon, United States. Cannon Beach is known for nature, beaches, and museums. Your trip includes some of its best attractions: enjoy the sand and surf at Haystack Rock, tour the pleasant surroundings at Manzanita Beach, shop like a local with Icefire Glassworks, and admire the majestic nature at Hug Point State Park.

To find photos, reviews, ratings, and more tourist information, you can read our Cannon Beach trip planning site.

Drive from Florence to Cannon Beach in 4 hours. Alternatively, you can take a bus; or do a combination of bus and train. September in Cannon Beach sees daily highs of 69°F and lows of 52°F at night. Finish your sightseeing early on the 21st (Wed) to allow enough time to drive back home.

Things to do in Cannon Beach

Parks · Nature · Beaches · Outdoors

Side Trip

Find places to stay Sep 19 — 21:

Oregon travel guide

4.5
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.