16 days in Oregon Itinerary

16 days in Oregon Itinerary

Created using Inspirock Oregon travel planner
©
Make it your trip
Fly
1
Bend
— 3 nights
Drive
2
Bandon
— 1 night
Drive
3
Florence
— 2 nights
Drive
4
Depoe Bay
— 2 nights
Drive
5
Astoria
— 3 nights
Drive
6
Hood River
— 4 nights
Fly

S M T W T F S
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Bend — 3 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.
Step out of the city life by going to Off-Road Tours and Sahalie and Koosah Falls. You'll discover tucked-away gems like Lava River Cave and Deschutes River. Explore Bend's surroundings by going to McKenzie Pass-Santiam Pass loop (in Sisters) and Dee Wright Observatory (in Blue River). There's still lots to do: take a peaceful walk through Deschutes National Forest, trek along Pilot Butte State Scenic Viewpoint, get interesting insight from Tours, and get impressive views of Newberry National Volcanic Monument.

Discover how to plan a Bend trip in just a few steps with Inspirock's itinerary builder.

Tallahassee to Bend is an approximately 10-hour flight. You can also drive; or take a bus. The time zone difference when traveling from Tallahassee to Bend is minus 3 hours. When traveling from Tallahassee in September, plan for a bit cooler days in Bend, with highs around 73°F, while nights are colder with lows around 44°F. Finish up your sightseeing early on the 26th (Mon) so you can go by car to Bandon.
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Parks · Nature · Outdoors · Tours
Side Trips

Bandon — 1 night

Bandon is a city in Coos County, Oregon, United States, on the south side of the mouth of the Coquille River. Start off your visit on the 27th (Tue): tee off at Bandon Dunes Golf Resort, then admire the majestic nature at Bullards Beach State Park, then identify plant and animal life at Face Rock State Scenic Viewpoint, and finally stroll through Circles in the Sand.

For photos, maps, traveler tips, and tourist information, refer to the Bandon driving holiday planner.

Getting from Bend to Bandon by car takes about 5 hours. Other options: do a combination of bus and car. When traveling from Bend in September, plan for little chillier days in Bandon, with highs around 68°F, while nights are somewhat warmer with lows around 52°F. Finish your sightseeing early on the 27th (Tue) so you can drive to Florence.
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Parks · Nature · Outdoors · Golf

Florence — 2 nights

Florence is a coastal city in Lane County, in the U.S. state of Oregon. On the 28th (Wed), explore the striking landscape at Thor's Well, explore the striking landscape at Devil's Churn, then take a leisurely stroll along Yachats coastline, and finally stroll through Hobbit Trail. Get ready for a full day of sightseeing on the 29th (Thu): make a trip to Tsunami Gallery, look for all kinds of wild species at Dean Creek Elk Viewing Area, then immerse yourself in nature at Jessie M. Honeyman Memorial State Park, and finally make a trip to Siuslaw River Bridge.

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

Getting from Bandon to Florence by car takes about 1.5 hours. Other options: take a bus. In September in Florence, expect temperatures between 68°F during the day and 52°F at night. Finish your sightseeing early on the 29th (Thu) so you can drive to Depoe Bay.
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Parks · Nature · Trails · Wildlife
Side Trips

Depoe Bay — 2 nights

Depoe Bay is a city in Lincoln County, Oregon, United States, located on U.S. Route 101 next to the Pacific Ocean. Start off your visit on the 30th (Fri): immerse yourself in nature at Beverly Beach State Park, then stroll through Nye Beach, then admire the majestic nature at South Beach State Park, and finally trek along Ocean to Bay Trail. Get ready for a full day of sightseeing on the next day: look for all kinds of wild species at Wildlife Areas, then explore the striking landscape at Cape Foulweather, and then admire all the interesting features of Otter Crest Loop.

Plan trip to Depoe Bay with our itinerary maker to find out where to go and what to do.

Getting from Florence to Depoe Bay by car takes about 1.5 hours. Expect a daytime high around 64°F in September, and nighttime lows around 50°F. Wrap up your sightseeing on the 1st (Sat) to allow time to drive to Astoria.
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Parks · Outdoors · Nature · Beaches
Side Trips

Astoria — 3 nights

Spirit of the Columbia

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Take a break from the city and head to Hug Point State Park and Astoria Oregon Riverwalk. Explore hidden gems such as Flavel House Museum and Turnaround at Seaside. Explore the numerous day-trip ideas around Astoria: Oswald West State Park (in Cannon Beach) and Manzanita Beach (in Manzanita). There's still lots to do: contemplate the long history of Lewis & Clark Salt Works, look for gifts at Fernhill Glass, and explore the wealth of natural beauty at Fort Clatsop National Memorial.

To find where to stay, traveler tips, and more tourist information, go to the Astoria trip itinerary tool.

Traveling by car from Depoe Bay to Astoria takes 3 hours. In October in Astoria, expect temperatures between 63°F during the day and 48°F at night. Finish your sightseeing early on the 4th (Tue) so you can drive to Hood River.
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Parks · Nature · Historic Sites · Outdoors
Side Trips

Hood River — 4 nights

The city of Hood River is the seat of Hood River County, Oregon, United States. You'll discover tucked-away gems like Oneonta Gorge and Trillium Lake. Step out of the city life by going to Bonneville Hatchery and Mirror Lake Trail. You'll find plenty of places to visit near Hood River: River Rafting & Tubing (in Maupin) and Timberline Lodge and Ski Area (in Timberline Lodge). The adventure continues: see the interesting displays at Western Antique Aeroplane & Automobile Museum and tour the pleasant surroundings at Mount Hood.

For photos, other places to visit, traveler tips, and other tourist information, refer to the Hood River vacation planner.

Traveling by car from Astoria to Hood River takes 3 hours. Alternatively, you can take a bus; or do a combination of bus and train. In October, daytime highs in Hood River are 67°F, while nighttime lows are 45°F. You'll set off for home on the 8th (Sat).
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Parks · Nature · Outdoors · Trails
Side Trips

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.
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