14 days in Oregon Itinerary

14 days in Oregon Itinerary

Created using Inspirock Oregon itinerary planner

Make it your trip
Fly
1
Hood River
— 1 night
Drive
2
Pendleton
— 1 night
Drive
3
Bend
— 1 night
Drive
4
Crater Lake National Park
— 1 night
Drive
5
Eugene
— 1 night
Drive
6
Salem
— 2 nights
Drive
7
Astoria
— 1 night
Drive
8
Cannon Beach
— 2 nights
Drive
9
Portland
— 3 nights
Fly

S M T W T F S
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Hood River

— 1 night
The city of Hood River is the seat of Hood River County, Oregon, United States. Kick off your visit on the 13th (Sun): see the interesting displays at Western Antique Aeroplane & Automobile Museum and then walk around Port Marina Park. On your second day here, head outdoors with Big Winds, then contemplate the waterfront views at Columbia River Gorge National Scenic Area, and then hike along Historic Columbia River Highway State Trail.

To see where to stay, ratings, maps, and other tourist information, refer to the Hood River trip maker tool.

Philadelphia to Hood River is an approximately 10.5-hour flight. You can also drive; or do a combination of train and subway. Traveling from Philadelphia to Hood River, you'll gain 3 hours due to the time zone difference. Prepare for a bit cooler weather when traveling from Philadelphia in June: high temperatures in Hood River hover around 72°F and lows are around 55°F. Finish your sightseeing early on the 14th (Mon) so you can travel to Pendleton.

Things to do in Hood River

Parks · Nature · Wildlife · Outdoors

Side Trips

Pendleton

— 1 night
Pendleton is a city in Umatilla County, Oregon, United States. Start off your visit on the 15th (Tue): take an in-depth tour of Pendleton Roundup & Happy Canyon Hall of Farme, then learn more about the world around you at Tamastslikt Cultural Institute, then explore the engaging exhibits at Children's Museum of Eastern Oregon, and finally look for gifts at Alexander's Chocolate Classics.

To see more things to do, photos, reviews, and other tourist information, go to the Pendleton road trip app.

Drive from Hood River to Pendleton in 2.5 hours. While traveling from Hood River, expect a bit warmer days and about the same nights in Pendleton, ranging from highs of 82°F to lows of 53°F. Cap off your sightseeing on the 15th (Tue) early enough to travel to Bend.

Things to do in Pendleton

Museums · Childrens Museums · Shopping

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 16th (Wed), examine the collection at High Desert Museum, then relax and float downstream with a rafting and tubing tour, and then stroll around Drake Park.

To find ratings, other places to visit, reviews, and tourist information, refer to the Bend itinerary maker tool.

Traveling by car from Pendleton to Bend takes 4.5 hours. Plan for little chillier temperatures traveling from Pendleton in June, with highs in Bend at 75°F and lows at 45°F. Finish your sightseeing early on the 16th (Wed) so you can drive to Crater Lake National Park.

Things to do in Bend

Museums · Outdoors · Tours · 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 17th (Thu): explore the striking landscape of Crater Lake National Park.

To find where to stay, maps, and tourist information, refer to the Crater Lake National Park trip planner.

Getting from Bend to Crater Lake National Park by car takes about 2.5 hours. Other options: do a combination of bus and taxi. In June, Crater Lake National Park is somewhat warmer than Bend - with highs of 86°F and lows of 55°F. Wrap up your sightseeing on the 17th (Thu) early enough to drive to Eugene.

Things to do in Crater Lake National Park

Nature · Parks
Highlights from your trip

Eugene

— 1 night
Eugene is a city of the Pacific Northwest located in the U.S. Kick off your visit on the 18th (Fri): look for gifts at Down to Earth Home, Garden, & Gift, take in nature's colorful creations at Owen Rose Garden, then indulge your senses at Cork and Barrel - Tours, and finally identify plant and animal life at Cascades Raptor Center.

For photos, more things to do, ratings, and other tourist information, read our Eugene trip site.

You can drive from Crater Lake National Park to Eugene in 4 hours. Alternatively, you can do a combination of taxi and train. Traveling from Crater Lake National Park in June, expect Eugene to be little chillier, temps between 78°F and 49°F. Cap off your sightseeing on the 18th (Fri) early enough to go by car to Salem.

Things to do in Eugene

Parks · Wineries · Tours · Wildlife

Side Trip

Salem

— 2 nights
Salem is the capital of the U.S. Kick off your visit on the 19th (Sat): examine the collection at The Historic Carousel and Museum, then examine the collection at Evergreen Aviation & Space Museum, and then do a tasting at K&M Wines. On your second day here, savor the flavors at Sokol Blosser Winery, then do a tasting at Winter's Hill Estate, and then awaken your taste buds at Cellar Door Wine Tours.

For where to stay, ratings, and more tourist information, use the Salem road trip tool.

You can drive from Eugene to Salem in 1.5 hours. Alternatively, you can take a train; or take a bus. In June in Salem, expect temperatures between 78°F during the day and 53°F at night. Finish your sightseeing early on the 20th (Sun) to allow enough time to drive to Astoria.

Things to do in Salem

Wineries · Museums · Tours · Nature

Side Trips

Astoria

— 1 night

Spirit of the Columbia

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
On the 21st (Mon), snap pictures at Astoria-Megler Bridge, then admire the majestic nature at Fort Stevens State Park, then pause for some photo ops at Chief Comcomly Memorial, and finally appreciate the history behind Astoria Column.

To find reviews, ratings, traveler tips, and tourist information, use the Astoria trip site.

Traveling by car from Salem to Astoria takes 3 hours. Alternatively, you can take a bus; or do a combination of train and bus. When traveling from Salem in June, plan for little chillier days in Astoria, with highs around 66°F, while nights are about the same with lows around 52°F. Finish your sightseeing early on the 21st (Mon) to allow enough time to drive to Cannon Beach.

Things to do in Astoria

Parks · Nature · Wildlife

Cannon Beach

— 2 nights
Cannon Beach is a city in Clatsop County, Oregon, United States. On the 22nd (Tue), view the masterpieces at Cannon Beach Gallery, admire the majestic nature at Ecola State Park, then immerse yourself in nature at Hug Point State Park, and finally kick back and relax at Haystack Rock. Keep things going the next day: enjoy the sand and surf at Cannon Beach, then immerse yourself in nature at Oswald West State Park, then look for gifts at Cloud and Leaf Bookstore, and finally immerse yourself in nature at Nehalem Bay State Park.

To find more things to do, reviews, other places to visit, and tourist information, you can read our Cannon Beach day trip planning app.

Drive from Astoria to Cannon Beach in an hour. Alternatively, you can take a bus. In June, plan for daily highs up to 66°F, and evening lows to 52°F. Wrap up your sightseeing on the 23rd (Wed) to allow time to drive to Portland.

Things to do in Cannon Beach

Parks · Nature · Beaches · Outdoors

Side Trips

Portland

— 3 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.
Kick off your visit on the 24th (Thu): admire the natural beauty at Portland Japanese Garden, admire the natural beauty at International Rose Test Garden, then admire the striking features of Pittock Mansion, then take in nature's colorful creations at Lan Su Chinese Garden, and finally stop by Powell's City of Books. Get ready for a full day of sightseeing on the next day: meet the residents at Oregon Zoo, then see the interesting displays at Oregon Museum of Science and Industry, and then take in the dramatic scenery at Multnomah Falls.

To find ratings, other places to visit, and tourist information, use the Portland journey planner.

Traveling by car from Cannon Beach to Portland takes 1.5 hours. Alternatively, you can take a bus. Traveling from Cannon Beach in June, expect nights in Portland to be about the same, around 56°F, while days are a bit warmer, around 77°F. You'll have a few hours on the 26th (Sat) to wrap things up before traveling home.

Things to do in Portland

Parks · Zoos & Aquariums · Museums · 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.

Oregon Coast travel guide

4.2
State Parks · Beaches · Geologic Formations
The Beaver State
Saved from the pitfalls of modern urban development by government decisions made in the 1910s, the Oregon coast remains one of the country's most picturesque natural places to visit, featuring more than 80 state parks. Tourism from around the world thrives here all year long, with visitors eager to drive up and down this scenic stretch of the Pacific coastline, marked by rocky headlands and lush vegetation. Crossed by rivers and dotted with dense forests, the area offers nature lovers a chance to boat, fish, hike, and whale-watch. Start your Oregon vacation by exploring the northern end of the coastline, famous for its vibrant beach resorts and quaint seaside retreats.