18 days in Oregon Itinerary

18 days in Oregon Itinerary

Created using Inspirock Oregon Trip Planner

Make it your trip
Fly
1
Portland
— 1 night
Drive
2
Astoria
— 2 nights
Drive
3
Rockaway Beach
— 2 nights
Drive
4
Newport
— 2 nights
Drive
5
Florence
— 2 nights
Drive
6
Salem
— 2 nights
Drive
7
Hood River
— 2 nights
Drive
8
Bend
— 3 nights
Fly

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Portland

— 1 night

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.
On the 6th (Tue), admire the majestic nature at Champoeg State Heritage Park, then see the interesting displays at Portland Art Museum, and then take in the dramatic natural features at Oneonta Gorge. Here are some ideas for day two: admire the striking features of Vista House, take in the dramatic scenery at Multnomah Falls, and then take in nature's colorful creations at The Grotto - National Sanctuary of Our Sorrowful Mother.

To see reviews, traveler tips, other places to visit, and more tourist information, go to the Portland road trip planner.

New York City to Portland is an approximately 9.5-hour flight. You can also drive; or take a train. The time zone changes from Eastern Standard Time (EST) to Pacific Standard Time (PST), which is usually a -3 hour difference. Traveling from New York City in October, plan for slightly colder nights in Portland, with lows around 49°F. Finish up your sightseeing early on the 7th (Wed) so you can go by car to Astoria.

Things to do in Portland

Parks · Nature · Historic Sites · Outdoors

Side Trips

Astoria

— 2 nights

Spirit of the Columbia

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Kick off your visit on the 8th (Thu): hike along Cathedral Tree Trail, see the interesting displays at Flavel House Museum, and then explore the striking landscape of Fort Clatsop National Memorial. Here are some ideas for day two: admire the majestic nature at Fort Stevens State Park, pick up some new knowledge with Columbia River Maritime Museum, then see the interesting displays at Heritage Museum, and finally examine the collection at Hanthorn Cannery Museum.

For more things to do, other places to visit, where to stay, and more tourist information, read our Astoria trip planner.

Traveling by car from Portland to Astoria takes 2 hours. Alternatively, you can take a bus. In October, plan for daily highs up to 63°F, and evening lows to 48°F. Finish your sightseeing early on the 9th (Fri) so you can drive to Rockaway Beach.

Things to do in Astoria

Parks · Nature · Museums · Historic Sites

Rockaway Beach

— 2 nights
Rockaway Beach is a city in Tillamook County, Oregon, United States. On the 10th (Sat), visit a coastal fixture at Cape Meares Lighthouse, steep yourself in history at Tillamook Air Museum, and then admire the majestic nature at Cape Lookout State Park. Keep things going the next day: take in the waterfront activity at Kelly's Brighton Marina, get engrossed in the history at Tillamook County Pioneer Museum, then see the interesting displays at Latimer Quilt & Textile Center, and finally examine the collection at Garibaldi Museum.

To see reviews, photos, other places to visit, and more tourist information, refer to the Rockaway Beach online vacation maker.

Traveling by car from Astoria to Rockaway Beach takes 1.5 hours. Due to the time zone difference, you'll lose 1 hour traveling from Astoria to Rockaway Beach. In October in Rockaway Beach, expect temperatures between 63°F during the day and 45°F at night. Wrap up your sightseeing on the 11th (Sun) to allow time to drive to Newport.

Things to do in Rockaway Beach

Museums · Parks · Nature · Historic Sites

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 12th (Mon): take in the waterfront at Yachats coastline, then get engrossed in the history at Little Log Church, then take in the dramatic natural features at Devil's Churn, and finally cruise along Cape Perpetua Visitor Center - Siuslaw National Forest. On the 13th (Tue), you'll have a packed day of sightseeing: stroll through Nye Beach, enjoy the sea views from Yaquina Head Lighthouse, and then take a leisurely stroll along Newport's Historic Bayfront.

To see other places to visit, more things to do, maps, and more tourist information, go to the Newport online travel planner.

Traveling by car from Rockaway Beach to Newport takes 2 hours. Due to the time zone difference, you'll gain 1 hour traveling from Rockaway Beach to Newport. In October in Newport, expect temperatures between 60°F during the day and 48°F at night. Wrap up your sightseeing on the 13th (Tue) to allow time to drive to Florence.

Things to do in Newport

Parks · Outdoors · Nature · Beaches

Side Trip

Florence

— 2 nights
Florence is a coastal city in Lane County, in the U.S. Kick off your visit on the 14th (Wed): admire the majestic nature at Jessie M. Honeyman Memorial State Park, visit a coastal fixture at Heceta Head Lighthouse, and then hike along Hobbit Trail. Keep things going the next day: see the interesting displays at Siuslaw Pioneer Museum, experience the excitement of Sandland Adventures, and then explore the wealth of natural beauty at Oregon Dunes National Recreation Area.

For maps, more things to do, other places to visit, and more tourist information, refer to the Florence trip tool.

Traveling by car from Newport to Florence takes 1.5 hours. Alternatively, you can take a bus. October in Florence sees daily highs of 64°F and lows of 49°F at night. Finish your sightseeing early on the 15th (Thu) to allow enough time to drive to Salem.

Things to do in Florence

Parks · Nature · Outdoors · Trails

Side Trip

Salem

— 2 nights
Salem is the capital of the U.S. Kick off your visit on the 16th (Fri): contemplate the long history of Deepwood Museum & Gardens, examine the collection at Willamette Heritage Center, then examine the collection at Gilbert House Children's Museum, then take an in-depth tour of Bush House Museum, and finally walk around Bush's Pasture Park. Get ready for a full day of sightseeing on the next day: take an in-depth tour of Powerland Heritage Park, admire the majestic nature at Silver Falls State Park, and then tour the pleasant surroundings at The Oregon Garden.

To see where to stay, photos, reviews, and more tourist information, refer to the Salem trip itinerary maker site.

Traveling by car from Florence to Salem takes 3 hours. Alternatively, you can do a combination of bus and train; or take a bus. In October, plan for daily highs up to 66°F, and evening lows to 46°F. Finish your sightseeing early on the 17th (Sat) so you can drive to Hood River.

Things to do in Salem

Parks · Historic Sites · Museums · Nature

Side Trips

Hood River

— 2 nights
The city of Hood River is the seat of Hood River County, Oregon, United States. Start off your visit on the 18th (Sun): examine the collection at Columbia Gorge Discovery Center & Museum, get to know the fascinating history of Columbia Hills State Park, and then brush up on your military savvy at Fort Dalles Museum and Anderson Homestead. Here are some ideas for day two: see the interesting displays at Western Antique Aeroplane & Automobile Museum.

To find where to stay, more things to do, other places to visit, and more tourist information, read Hood River trip planning website.

Traveling by car from Salem to Hood River takes 2 hours. Alternatively, you can take a bus; or take a train. In October, plan for daily highs up to 67°F, and evening lows to 45°F. Wrap up your sightseeing by early afternoon on the 19th (Mon) to allow enough time to drive to Bend.

Things to do in Hood River

Museums · Parks · Nature · Historic Sites

Side Trips

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.
You'll discover tucked-away gems like Newberry National Volcanic Monument and Tumalo Falls. Get outdoors at Pilot Butte State Scenic Viewpoint and Smith Rock State Park. Next up on the itinerary: explore the striking landscape of Deschutes National Forest, see the interesting displays at Petersen Rock Garden and Museum, learn more about the world around you at Sunriver Nature Center, and explore the fascinating underground world of Lava River Cave.

For reviews, where to stay, more things to do, and more tourist information, refer to the Bend trip itinerary maker app.

You can drive from Hood River to Bend in 3.5 hours. Alternatively, you can fly; or take a bus. Expect slightly colder temperatures when traveling from Hood River in October; daily highs in Bend reach 62°F and lows reach 37°F. Wrap up your sightseeing on the 22nd (Thu) early enough to travel back home.

Things to do in Bend

Parks · Nature · Outdoors · Museums

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.