13 days in Oregon Itinerary

13 days in Oregon Itinerary

Created using Inspirock Oregon journey planner

Make it your trip
Fly
1
Bend
— 2 nights
Drive
2
Crater Lake National Park
— 2 nights
Drive
3
Florence
— 2 nights
Drive
4
Newport
— 2 nights
Drive
5
Cannon Beach
— 2 nights
Drive
6
Portland
— 2 nights
Fly

S M T W T F S
19
20
21
22
23
24
25
26
27
28
29
30
31
1

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.
On the 21st (Tue), take a tour by water with Boat Tours & Water Sports and then contemplate the waterfront views at North and South Twin Lakes. Get ready for a full day of sightseeing on the next day: contemplate the geological forces at Newberry National Volcanic Monument, grab your bike and head to Deschutes River Trail, and then delve into the lush surroundings at Shevlin Park.

To see maps, reviews, where to stay, and tourist information, you can read our Bend tour itinerary planner.

Chicago to Bend is an approximately 8-hour flight. You can also drive; or do a combination of train and bus. You'll gain 2 hours traveling from Chicago to Bend due to the time zone difference. Traveling from Chicago in July, Bend is little chillier at night with lows of 52°F. Cap off your sightseeing on the 22nd (Wed) early enough to go by car to Crater Lake National Park.

Things to do in Bend

Parks · Outdoors · Nature · Trails

Crater Lake National Park

— 2 nights
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 23rd (Thu): take a memorable drive along Rim Dr, take your sightseeing to a higher altitude at Watchman Peak, then trek along Castle Crest Wildflower Trail, and finally hike along Pinnacles Trail. Get ready for a full day of sightseeing on the 24th (Fri): tour the pleasant surroundings at Rogue River Gorge Viewpoint, take a memorable drive along Rogue-Umpqua Scenic Byway, then admire the sheer force of National Creek Falls, and finally delve into the lush surroundings at Umpqua National Forest.

Make your Crater Lake National Park itinerary with Inspirock to find out what to see and where to go.

Traveling by car from Bend to Crater Lake National Park takes 2.5 hours. Alternatively, you can do a combination of bus and taxi. In July, Crater Lake National Park is somewhat warmer than Bend - with highs of 94°F and lows of 61°F. Finish your sightseeing early on the 24th (Fri) to allow enough time to drive to Florence.

Things to do in Crater Lake National Park

Outdoors · Parks · Scenic Drive · Trails

Side Trips

Florence

— 2 nights
Florence is a coastal city in Lane County, in the U.S. state of Oregon. Kick off your visit on the 25th (Sat): hike along Hobbit Trail, head outdoors with Sand Master Park - Sandboarding, and then kick back and relax at Heceta Beach. On the next day, take in the exciting artwork at Backstreet Gallery, catch some excitement at Sandland Adventures, then tour the pleasant surroundings at Dean Creek Elk Viewing Area, and finally take in the dramatic natural features at Thor's Well.

To see where to stay, more things to do, photos, and other tourist information, use the Florence sightseeing planner.

You can drive from Crater Lake National Park to Florence in 5 hours. Alternatively, you can do a combination of taxi, train, and bus. Expect cooler weather when traveling from Crater Lake National Park in July: highs in Florence hover around 67°F, while lows dip to 54°F. Finish your sightseeing early on the 26th (Sun) to allow enough time to drive to Newport.

Things to do in Florence

Outdoors · Parks · Trails · Wildlife

Side Trips

Newport

— 2 nights
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 27th (Mon): admire the majestic nature at Alsea Bay Bridge Interpretive Center, admire the majestic nature at Seal Rock State Wayside, and then enjoy the sand and surf at Nye Beach. On the 28th (Tue), you'll have a packed day of sightseeing: browse the fresh offerings at Newport Farmer's Market, take in the waterfront at Newport Bay Fishing Pier, stop by Oregon Oyster Farms, then immerse yourself in nature at Smelt Sands State Park, and finally admire the majestic nature at Yachats State Park.

To find traveler tips, ratings, maps, and other tourist information, read our Newport road trip planning app.

Traveling by car from Florence to Newport takes 1.5 hours. Alternatively, you can take a bus. July in Newport sees daily highs of 63°F and lows of 50°F at night. Finish your sightseeing early on the 28th (Tue) so you can drive to Cannon Beach.

Things to do in Newport

Parks · Nature · Shopping · Beaches

Side Trips

Cannon Beach

— 2 nights
Cannon Beach is a city in Clatsop County, Oregon, United States. Kick off your visit on the 29th (Wed): make a trip to Seaside Beach Lewis and Clark Monument, then appreciate the history behind Astoria Column, then tour the pleasant surroundings at Haystack Rock, and finally admire the majestic nature at Hug Point State Park. Get ready for a full day of sightseeing on the next day: stop by Bruce's Candy Kitchen, then shop like a local with Icefire Glassworks, and then kick back and relax at Cannon Beach.

To see ratings, photos, reviews, and more tourist information, refer to the Cannon Beach route planner.

Drive from Newport to Cannon Beach in 3 hours. Alternatively, you can take a bus. Traveling from Newport in July, expect nights in Cannon Beach to be about the same, around 55°F, while days are somewhat warmer, around 69°F. Finish your sightseeing early on the 30th (Thu) to allow enough time to drive to Portland.

Things to do in Cannon Beach

Parks · Nature · Beaches · Outdoors

Side Trips

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.
Kick off your visit on the 31st (Fri): pick up some local products at Portland Farmers Market - Office Location, then take in the pleasant sights at Wintler Community Park, then take in the dramatic scenery at Multnomah Falls, and finally take in the dramatic scenery at Wahkeena Falls.

For where to stay, photos, and other tourist information, refer to the Portland trip planner.

Traveling by car from Cannon Beach to Portland takes 1.5 hours. Alternatively, you can take a bus. Expect somewhat warmer weather when traveling from Cannon Beach in July: highs in Portland hover around 83°F, while lows dip to 59°F. On the 1st (Sat), you'll have the morning to explore before heading back home.

Things to do in Portland

Parks · Nature · Shopping · Beaches

Side Trips

Oregon travel guide

4.4
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.