60 days in Oregon Itinerary

60 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary planner
Make it your trip
Fly to Portland, Bus to Newport
1
Newport
— 21 nights
Drive
2
Brookings
— 9 nights
Drive
3
Bend
— 14 nights
Fly
4
Tillamook
— 15 nights
Fly

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Newport — 21 nights

A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
Venture out of the city with trips to Willamette Valley Vineyards (in Turner), Drift Creek Falls Trail (in Otis) and Evergreen Aviation & Space Museum (in McMinnville). There's much more to do: tour the pleasant surroundings at Yaquina Head Outstanding Natural Area, visit a coastal fixture at Heceta Head Lighthouse, kick back and relax at Devils Punchbowl State Natural Area, and explore the fascinating underground world of Sea Lion Caves.

To find ratings, traveler tips, where to stay, and tourist information, read our Newport attractions planning site.

Dallas to Newport is an approximately 9.5-hour combination of flight and bus. You can also drive; or take a bus. The time zone difference moving from Central Standard Time to Pacific Standard Time is minus 2 hours. Expect little chillier temperatures when traveling from Dallas in March; daily highs in Newport reach 53°F and lows reach 41°F. You'll set off for Brookings on the 11th (Mon).
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Parks · Outdoors · Museums · Nature
Side Trips

Brookings — 9 nights

Brookings is a city in Curry County, Oregon, United States. Explore Brookings' surroundings by going to Cave Junction (Oregon Caves National Monument and Preserve & Eight Dollar Mountain Botanical Area), Ophir Beach (in Ophir) and Gold Beach (Prehistoric Gardens, The Mary D Hume, &more). There's still lots to do: cruise along Samuel H. Boardman State Scenic Corridor, immerse yourself in nature at Alfred A Loeb State Park, stroll around Azalea Park, and get great views at Natural Bridges Viewpoint.

To see traveler tips, more things to do, photos, and other tourist information, use the Brookings tour itinerary planning site.

Traveling by car from Newport to Brookings takes 4.5 hours. In April, daily temperatures in Brookings can reach 59°F, while at night they dip to 44°F. Finish your sightseeing early on the 20th (Wed) to allow enough time to travel to Bend.
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Parks · Outdoors · Nature · Beaches
Side Trips

Bend — 14 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.
Explore Bend's surroundings by going to Quail Run Golf Course (in La Pine), Peter Skene Ogden State Park (in Terrebonne) and Smith Rock State Park (in Redmond). There's still lots to do: see the interesting displays at High Desert Museum, take a peaceful walk through Deschutes National Forest, let the river carry you with a rafting and tubing tour, and hike along Pilot Butte State Scenic Viewpoint.

To find where to stay, photos, more things to do, and other tourist information, read Bend trip builder tool.

Getting from Brookings to Bend by car takes about 6 hours. Other options: do a combination of car and flight. Traveling from Brookings in April, you can expect nighttime temperatures to be slightly colder in Bend, with lows of 33°F. Wrap up your sightseeing on the 4th (Wed) early enough to fly to Tillamook.
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Parks · Outdoors · Nature · Trails
Side Trips

Tillamook — 15 nights

The city of Tillamook is the county seat of Tillamook County, Oregon, United States. You'll find plenty of places to visit near Tillamook: Kelly's Brighton Marina (in Rockaway Beach), Manzanita (Short Sands Beach, Manzanita Golf Course, &more) and Pacific City (Pelican Brewing Company & Cape Kiwanda State Natural Area). There's still lots to do: visit a coastal fixture at Cape Meares Lighthouse, look for gifts at Blue Heron Cheese & Wine Company, enjoy the sand and surf at Rockaway Beach Wayside, and immerse yourself in nature at Nehalem Bay State Park.

To see photos, more things to do, and more tourist information, use the Tillamook driving holiday tool.

Traveling by flight from Bend to Tillamook takes 2.5 hours. Alternatively, you can drive; or take a bus. You'll lose 1 hour traveling from Bend to Tillamook due to the time zone difference. When traveling from Bend in May, plan for slightly colder days in Tillamook, with highs around 62°F, while nights are somewhat warmer with lows around 46°F. Wrap up your sightseeing on the 19th (Thu) early enough to fly back home.
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Parks · Outdoors · Nature · Beaches
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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