16 days in Oregon Itinerary

16 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary maker

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Route & dates

16 days in Oregon Itinerary

Start: Washington DC
Fly:  10​h 15​min
1
Bend
— 2 nights
Drive:  5​h 15​min
2
Brookings
— 3 nights
Drive:  3​h 45​min
3
Florence
— 1 night
Drive:  1​h 15​min
4
Newport
— 1 night
Drive:  3​h 30​min
5
Astoria
— 2 nights
Drive:  2​h
6
Portland
— 2 nights
Bus:  1​h 15​min
7
Hood River
— 4 nights
+2
Bus + Tram + Fly:  9​h 30​min
End: Washington DC

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.
Get ready for a full day of sightseeing on the next day: take an in-depth tour of High Desert Museum, then explore the activities along Deschutes River, and then take a peaceful walk through Deschutes National Forest.

To see traveler tips, more things to do, where to stay, and other tourist information, read Bend road trip planning app .

Washington DC to Bend is an approximately 10.5-hour flight. You can also do a combination of subway, bus, and flight; or drive. The time zone difference when traveling from Washington DC to Bend is minus 3 hours. Plan for a bit cooler nights when traveling from Washington DC in August since evenings lows in Bend dip to 52°F. Wrap up your sightseeing on the 5th (Mon) to allow time to travel to Brookings.

Things to do in Bend

Parks Nature Wildlife

Side Trips

Smith Rock State Park, McKenzie Pass-Santiam Pass loop
Highlights from your plan
Deschutes National  Forest ©
Deschutes National Forest
McKenzie Pass-Santiam Pass loop ©
McKenzie Pass-Santiam Pass loop
Smith Rock State Park ©
Smith Rock State Park

3
nights
Brookings

Brookings ©
Brookings is a city in Curry County, Oregon, United States. Eschew the tourist crowds and head to Crescent Beach and Fern Canyon. Get outdoors at Prairie Creek Redwoods State Park and Stout Grove. Change things up with these side-trips from Brookings: Trees of Mystery (in Klamath), Redwood National Park (Enderts Beach, Trillium Falls Hike, & more) and Crescent City (Jedediah Smith Redwoods State Park, Point St George Park, & more).

Use Inspirock's suggestions to plan your Brookings trip and find the best activities and attractions for your vacation.

Traveling by car from Bend to Brookings takes 5.5 hours. Alternatively, you can do a combination of car and flight. Traveling from Bend in August, expect nights in Brookings to be about the same, around 53°F, while days are a bit cooler, around 68°F. Finish up your sightseeing early on the 8th (Thu) so you can travel to Florence.

Things to do in Brookings

Parks Nature Outdoors

Side Trips

Crescent City, Redwood National Park, Fern Canyon, Prairie Creek Redwoods State Park, Trees of Mystery
Highlights from your plan
Fern Canyon ©
Fern Canyon
Prairie Creek Redwoods State Park ©
Crescent Beach ©
Crescent Beach

1
night
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. On the 9th (Fri), putt your heart out at Sandland Adventures, then enjoy some diversion at Sand Master Park, then cruise along Cape Perpetua Visitor Center - Siuslaw National Forest, and finally visit a coastal fixture at Heceta Head Lighthouse.

For where to stay, ratings, photos, and more tourist information, read our Florence trip app .

Drive from Brookings to Florence in 3.5 hours. In August in Florence, expect temperatures between 68°F during the day and 54°F at night. Wrap up your sightseeing on the 9th (Fri) early enough to drive to Newport.

Things to do in Florence

Outdoors Nature Scenic Drive

Side Trip

Cape Perpetua Visitor Center - Siuslaw National Forest
Highlights from your plan
Sandland Adventures ©
Sandland Adventures
Sand Master Park - Sandboarding ©
Sand Master Park - Sandboarding

1
night
Newport

Newport ©
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
On the 10th (Sat), take in the waterfront at Newport's Historic Bayfront, then admire the majestic nature at Devils Punchbowl State Natural Area, then identify plant and animal life at Yaquina Head Outstanding Natural Area, and finally kick back and relax at Nye Beach.

Start your trip to Newport by creating a personalized itinerary on Inspirock.

Getting from Florence to Newport by car takes about 1.5 hours. Other options: take a bus. In August in Newport, expect temperatures between 64°F during the day and 51°F at night. Finish your sightseeing early on the 10th (Sat) to allow enough time to drive to Astoria.

Things to do in Newport

Parks Beaches Outdoors
Highlights from your plan
Nye Beach ©
Nye Beach
Yaquina Head Outstanding Natural Area ©
Devils Punchbowl State Natural Area ©

2
nights
Astoria

Astoria ©
Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
On the 11th (Sun), immerse yourself in nature at Oswald West State Park, kick back and relax at Cannon Beach, then kick back and relax at Haystack Rock, and finally pause for some photo ops at Astoria Column. Get ready for a full day of sightseeing on the next day: admire the majestic nature at Ecola State Park, admire the majestic nature at Fort Stevens State Park, then explore the galleries of Columbia River Maritime Museum, and finally snap pictures at Astoria-Megler Bridge.

To find where to stay, reviews, photos, and tourist information, go to the Astoria trip tool .

Getting from Newport to Astoria by car takes about 3.5 hours. Other options: take a bus. Traveling from Newport in August, expect nights in Astoria to be about the same, around 55°F, while days are a bit warmer, around 71°F. Cap off your sightseeing on the 12th (Mon) early enough to go by car to Portland.

Things to do in Astoria

Parks Nature Beaches

Side Trip

Cannon Beach
Highlights from your plan
Oswald West State Park ©
Oswald West State Park
Haystack Rock ©
Haystack Rock
Ecola State Park ©
Ecola State Park

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 13th (Tue), get outside with Portland Timbers, admire the natural beauty at International Rose Test Garden, then take in nature's colorful creations at Portland Japanese Garden, then look for gifts at Powell's City of Books, and finally admire the sheer force of Multnomah Falls. On the next day, get impressive views of Mountt St Helens National Volcanic Monument, then trek along Wildwood Trail, then hike along Forest Park, and finally look for all kinds of wild species at Oaks Bottom Wildlife Refuge.

For maps, reviews, other places to visit, and other tourist information, read Portland tour planner.

You can drive from Astoria to Portland in 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Astoria in August, you will find days in Portland are a bit warmer (85°F), and nights are about the same (60°F). Cap off your sightseeing on the 14th (Wed) early enough to catcht the bus to Hood River.

Things to do in Portland

Parks Outdoors Nature

Side Trips

Mountt St Helens National Volcanic Monument, Multnomah Falls
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
Forest Park ©
Forest Park
Multnomah Falls ©
Multnomah Falls

4
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Visiting Timberline Lodge and Ski Area and Skyline Trail will get you outdoors. You'll discover tucked-away gems like Mount St. Helens and Little Zigzag Falls. There's lots more to do: fly down the slopes at Mount Hood, identify plant and animal life at Columbia River Gorge National Scenic Area, tour the pleasant surroundings at Wind Mountain Hiking Trail, and see the interesting displays at Western Antique Aeroplane & Automobile Museum.

To see ratings, maps, more things to do, and more tourist information, go to the Hood River day trip planning site .

Traveling by bus from Portland to Hood River takes 1.5 hours. Alternatively, you can drive; or take a train. In August, daytime highs in Hood River are 81°F, while nighttime lows are 60°F. On the 18th (Sun), you'll have the morning to explore before heading back home.

Things to do in Hood River

Parks Nature Outdoors

Side Trips

Little Zigzag Falls, Columbia River Gorge National Scenic Area, Starvation Creek State Park, Wind Mountain Hiking Trail, Mount St. Helens
Highlights from your plan
Skyline Trail ©
Skyline Trail
Mount Hood ©
Mount Hood

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