60 days in Oregon Itinerary

60 days in Oregon Itinerary

Created using Inspirock Oregon holiday planner
Make it your trip
Fly
1
Hood River
— 8 nights
Drive
2
Portland
— 9 nights
Drive
3
Astoria
— 6 nights
Drive
4
Tillamook
— 5 nights
Drive
5
Newport
— 10 nights
Drive
6
Coos Bay
— 7 nights
Drive
7
Brookings
— 5 nights
Drive
8
Bend
— 9 nights
Fly

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Hood River — 8 nights

The city of Hood River is the seat of Hood River County, Oregon, United States. Escape the urban bustle at Horsetail Falls- Columbia River Gorge and Mount Hood. Discover out-of-the-way places like Western Antique Aeroplane & Automobile Museum and Cathedral Ridge Winery. Change things up with these side-trips from Hood River: Timberline Lodge and Ski Area (in Timberline Lodge), River Rafting & Tubing (in Maupin) and Wahkeena Falls (in Troutdale). Next up on the itinerary: do a tasting at Mt. Hood Winery, explore and take pictures at Hood River County Fruit Loop, indulge your thirst for a good beer at Full Sail Brewing Company, and delve into the lush surroundings at Mt. Hood National Forest.

For where to stay, more things to do, photos, and more tourist information, read Hood River trip itinerary planner.

Dallas to Hood River is an approximately 5.5-hour flight. You can also drive; or take a bus. The time zone changes from Central Standard Time to Pacific Standard Time, which is usually a -2 hour difference. Plan for slightly colder temperatures traveling from Dallas in March, with highs in Hood River at 52°F and lows at 39°F. Finish your sightseeing early on the 29th (Tue) so you can drive to Portland.
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Parks · Nature · Outdoors · Winter Sports
Side Trips

Portland — 9 nights

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.
Explore hidden gems such as Willamette Valley and Forest Park. Get a sense of the local culture at Columbia River Highway and Wine Tours & Tastings. You'll find plenty of places to visit near Portland: The Oregon Garden (in Silverton), Willamette Valley Vineyards (in Turner) and Silver Falls State Park (in Drake Crossing). The adventure continues: get a dose of the wild on Volcano Lands - Private Tours, do a tasting at Domaine Serene, admire the landmark architecture of Vista House, and take a stroll through Northwest (Nob Hill).

To find more things to do, ratings, traveler tips, and more tourist information, refer to the Portland day trip tool.

Traveling by car from Hood River to Portland takes 1.5 hours. Alternatively, you can take a bus; or take a train. In March, plan for daily highs up to 57°F, and evening lows to 41°F. Wrap up your sightseeing on the 7th (Thu) to allow time to drive to Astoria.
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Parks · Wineries · Nature · Outdoors
Side Trips

Astoria — 6 nights

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Step off the beaten path and head to Fort Clatsop National Memorial and Astoria Oregon Riverwalk. We've included these beaches for you: Arcadia Beach State Recreation Area and Seaside Beach. Get out of town with these interesting Astoria side-trips: Cannon Beach (Tillamook Rock Light, Icefire Glassworks, &more) and Seaside (Turnaround at Seaside & Camp 18 Logging Museum & Restaurant). Next up on the itinerary: see the interesting displays at Flavel House Museum and appreciate the history behind Astoria Column.

For other places to visit, photos, more things to do, and more tourist information, use the Astoria trip itinerary maker.

You can drive from Portland to Astoria in 2 hours. Another option is to take a bus. While traveling from Portland, expect little chillier days and about the same nights in Astoria, ranging from highs of 58°F to lows of 43°F. Cap off your sightseeing on the 13th (Wed) early enough to go by car to Tillamook.
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Parks · Nature · Historic Sites · Outdoors
Side Trips

Tillamook — 5 nights

The city of Tillamook is the county seat of Tillamook County, Oregon, United States. Get in touch with nature at Cape Lookout State Park and Tillamook Forest Center. You'll discover tucked-away gems like Cape Meares Lighthouse and Cape Kiwanda State Natural Area. Explore the numerous day-trip ideas around Tillamook: Manzanita (Spas & Manzanita Beach), Oswald West State Park (in Cannon Beach) and Nehalem Bay State Park (in Nehalem). Next up on the itinerary: kick back and relax at Rockaway Beach Wayside and stroll around Clay Myers State Natural Area At Whalen Island.

To find other places to visit, where to stay, and tourist information, you can read our Tillamook trip builder tool.

Getting from Astoria to Tillamook by car takes about 2 hours. Other options: take a bus. The time zone difference moving from Pacific Standard Time (PST) to Mountain Standard Time (MST) is 1 hour. In April, daytime highs in Tillamook are 58°F, while nighttime lows are 41°F. Cap off your sightseeing on the 18th (Mon) early enough to go by car to Newport.
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Parks · Nature · Beaches · Outdoors
Side Trips

Newport — 10 nights

A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
Your itinerary includes some good beach time at Nye Beach and Roads End State Recreation Site. You'll discover tucked-away gems like Yachats coastline and Devil's Churn. Venture out of the city with trips to Thor's Well (in Yachats), Lincoln City (Beachtown Charities Thrift and Gift, Prehistoric, &more) and Florence (Heceta Beach & Hobbit Trail). The adventure continues: kick back and relax at Fogarty Creek State Recreation Area, take in the dramatic natural features at Cape Foulweather, get curious at Hatfield Marine Science Center, and get a new perspective on things with Boat Tours & Water Sports.

For traveler tips, more things to do, photos, and more tourist information, read our Newport day trip app.

You can drive from Tillamook to Newport in 2 hours. Alternatively, you can take a bus. The time zone changes from Mountain Standard Time to Pacific Standard Time, which is usually a -1 hour difference. In April, daytime highs in Newport are 55°F, while nighttime lows are 42°F. Wrap up your sightseeing on the 28th (Thu) to allow time to drive to Coos Bay.
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Parks · Outdoors · Beaches · Museums
Side Trips

Coos Bay — 7 nights

Coos Bay is a city located in Coos County, Oregon, United States, where the Coos River enters Coos Bay on the Pacific Ocean. Get a sense of the local culture at Cape Blanco Lighthouse and Coquille River Lighthouse. You'll explore the less-touristy side of things at Wildlife Safari and Oregon Dunes National Recreation Area. Explore Coos Bay's surroundings by going to Umpqua River Lighthouse, Museum,and Gift shop (in Winchester Bay), Jessie M. Honeyman Memorial State Park (in Florence) and Face Rock State Scenic Viewpoint (in Bandon). Next up on the itinerary: admire the majestic nature at Shore Acres State Park, see Off-Road Tours, cast your line with Betty Kay Charter, and play a few rounds at Bandon Dunes Golf Resort.

To find photos, ratings, and other tourist information, refer to the Coos Bay trip itinerary planning app.

You can drive from Newport to Coos Bay in 2.5 hours. Another option is to drive. In April, daily temperatures in Coos Bay can reach 58°F, while at night they dip to 44°F. Wrap up your sightseeing on the 5th (Thu) to allow time to drive to Brookings.
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Parks · Nature · Wildlife · Outdoors
Side Trips

Brookings — 5 nights

Brookings is a city in Curry County, Oregon, United States. Discover out-of-the-way places like Harris Beach State Park and Alfred A Loeb State Park. Take a break from the city and head to Samuel H. Boardman State Scenic Corridor and Lone Ranch Beach. You'll find plenty of places to visit near Brookings: Oregon Caves National Monument and Preserve (in Cave Junction) and Gold Beach (Rogue River Bridge, The Mary D Hume, &more). There's more to do: walk around Azalea Park and take a memorable drive along Welcome to California.

To see reviews, other places to visit, and tourist information, read our Brookings road trip planning tool.

You can drive from Coos Bay to Brookings in 2.5 hours. Alternatively, you can drive. May in Brookings sees daily highs of 63°F and lows of 48°F at night. Wrap up your sightseeing on the 10th (Tue) to allow time to drive to Bend.
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Parks · Nature · Outdoors · Scenic Drive
Side Trips

Bend — 9 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.
Do some cultural sightseeing at Old Mill District and The Art of Alfred A. Dolezal Gallery. Step out of the city life by going to Newberry National Volcanic Monument and Tumalo Falls. Venture out of the city with trips to City of Sisters (in Sisters), Salt Creek Falls (in Oakridge) and Wizard Falls Fish Hatchery (in Camp Sherman). There's much more to do: hit the slopes at Mt. Bachelor Ski Area, stroll through Trail to Benham Falls, get outside with Outdoor Activities, and admire the majestic nature at Tumalo State Park.

For traveler tips, ratings, more things to do, and other tourist information, refer to the Bend day trip site.

You can drive from Brookings to Bend in 6 hours. Alternatively, you can drive. Traveling from Brookings in May, expect little chillier with lows of 40°F in Bend. Wrap up your sightseeing by early afternoon on the 19th (Thu) to allow time for the flight back home.
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Parks · Nature · Outdoors · Wildlife
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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