60 days in Oregon Itinerary
Created using Klarna Trips Oregon trip builder
Start: Los Angeles
Fly
1
Bend
— 5 nights
Fly
2
Hood River
— 6 nights
Drive
3
Portland
— 9 nights
Drive
4
Astoria
— 7 nights
Drive
5
Newport
— 7 nights
Drive
6
Florence
— 6 nights
Drive
7
Coos Bay
— 6 nights
Drive
8
Grants Pass
— 6 nights
Drive
9
Eugene
— 7 nights
Fly
End: Los Angeles
Thu, Dec 1 - Sun, Jan 29
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View full calendar
Bend — 5 nights
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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 Sisters (The Collection Gallery, Hoodoo Ski Area, &more), Bowman Museum (in Prineville) and Smith Rock State Park (in Redmond). There's lots more to do: see the interesting displays at High Desert Museum, contemplate the waterfront views at Deschutes River, wander the wide-open spaces of Brasada Ranch, and stroll through Mt. Bachelor Ski Area.
To find where to stay, other places to visit, reviews, and tourist information, refer to the Bend trip planning tool.
Los Angeles to Bend is an approximately 4-hour flight. You can also drive; or take a bus. In December, Bend is much colder than Los Angeles - with highs of 40°F and lows of 22°F. Wrap up your sightseeing on the 6th (Tue) to allow time to fly to Hood River.
Side Trips
Find places to stay Dec 1 — 6:
Highlights from your trip
Hood River — 6 nights
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The city of Hood River is the seat of Hood River County, Oregon, United States. You'll find plenty of places to visit near Hood River: Government Camp (Little Zigzag Falls, Trillium Lake, &more), Bonneville Lock & Dam (in Cascade Locks) and Mt. Hood Meadows (in Parkdale). The adventure continues: contemplate the waterfront views at Columbia River Gorge National Scenic Area, delve into the lush surroundings at Starvation Creek Ridge Loop, see the interesting displays at Western Antique Aeroplane & Automobile Museum, and tour the pleasant surroundings at Historic Columbia River Highway State Trail.
Planning Hood River trip won't be overwhelming when you use Klarna Trips's itinerary maker.
You can fly from Bend to Hood River in 2.5 hours. Alternatively, you can drive; or take a bus. Traveling from Bend in December, Hood River is a bit warmer at night with lows of 30°F. Finish your sightseeing early on the 12th (Mon) to allow enough time to drive to Portland.
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Planning Hood River trip won't be overwhelming when you use Klarna Trips's itinerary maker.
You can fly from Bend to Hood River in 2.5 hours. Alternatively, you can drive; or take a bus. Traveling from Bend in December, Hood River is a bit warmer at night with lows of 30°F. Finish your sightseeing early on the 12th (Mon) to allow enough time to drive to Portland.
Side Trips
Government Camp, Cascade Locks, The Dalles, Historic Columbia River Highway State Trail, Columbia River Gorge National Scenic Area
Find places to stay Dec 6 — 12:
Highlights from your trip
Portland — 9 nights
©
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.Change things up with these side-trips from Portland: Sokol Blosser Tasting Room & Winery (in Dundee), Multnomah Falls (in Bridal Veil) and Salem's Riverfront Carousel (in Salem). There's much more to do: look for gifts at Powell's City of Books, admire the natural beauty at Portland Japanese Garden, make a trip to Pittock Mansion, and admire nature's wide array of creatures at Oregon Zoo.
To see more things to do, traveler tips, other places to visit, and other tourist information, use the Portland route planning website.
Traveling by car from Hood River to Portland takes 1.5 hours. Alternatively, you can take a bus; or take a train. In December in Portland, expect temperatures between 45°F during the day and 35°F at night. Finish up your sightseeing early on the 21st (Wed) so you can go by car to Astoria.
Side Trips
West Linn, Live Laugh Love Art, Tualatin Hills Nature Park, Sokol Blosser Tasting Room & Winery, Evergreen Aviation & Space Museum
Find places to stay Dec 12 — 21:
Highlights from your trip
Astoria — 7 nights
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Spirit of the Columbia
Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.Explore the numerous day-trip ideas around Astoria: Seaside (Turnaround at Seaside & Seaside Aquarium), Cannon Beach (Tillamook Rock Light, Ecola State Park, &more) and Cape Meares Lighthouse (in Tillamook). Spend the 25th (Sun) exploring nature at Fort Clatsop National Memorial. Next up on the itinerary: immerse yourself in nature at Fort Stevens State Park, see the interesting displays at Seaside Inverted Experience, appreciate the history behind Astoria Column, and walk around Tapiola Park.
For traveler tips, photos, reviews, and tourist information, you can read our Astoria trip planner.
Traveling by car from Portland to Astoria takes 2 hours. Alternatively, you can take a bus. In December, daytime highs in Astoria are 49°F, while nighttime lows are 37°F. Cap off your sightseeing on the 28th (Wed) early enough to go by car to Newport.
Side Trips
Find places to stay Dec 21 — 28:
Highlights from your trip
Newport — 7 nights
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A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.Change things up with these side-trips from Newport: Yachats (Yachats coastline & Bazalgette the Whale at Whale Park), Beachcrest Brewing Company (in Gleneden Beach) and Lincoln City (Rock Your World: Pacific Northwest Gem & Jewelry Gallery, Chinook Winds Casino & Convention Center, &more). There's still lots to do: get up close and personal with brilliant marine life at Oregon Coast Aquarium, take a leisurely stroll along Newport's Historic Bayfront, don't miss a visit to Boiler Bay State Wayside, and enjoy the sand and surf at Nye Beach.
To see reviews, maps, and more tourist information, read our Newport travel app.
You can drive from Astoria to Newport in 3.5 hours. Another option is to take a bus. In December, daytime highs in Newport are 49°F, while nighttime lows are 39°F. Wrap up your sightseeing on the 4th (Wed) early enough to drive to Florence.
Side Trips
Find places to stay Dec 28 — Jan 4:
Highlights from your trip
Florence — 6 nights
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Florence is a coastal city in Lane County, in the U.S. state of Oregon. Venture out of the city with trips to Yachats (Devil's Churn & Cape Perpetua Visitor Center - Siuslaw National Forest) and Reedsport (Umpqua Discovery Center & Mindpower Gallery). And it doesn't end there: catch some excitement at Sandland Adventures, enjoy the sea views from Heceta Head Lighthouse, cruise along Oregon Coast Hwy, and snap pictures at Siuslaw River Bridge.
To see reviews, ratings, photos, and more tourist information, refer to the Florence trip planner.
Traveling by car from Newport to Florence takes 1.5 hours. Alternatively, you can take a bus. In January, daily temperatures in Florence can reach 55°F, while at night they dip to 40°F. Cap off your sightseeing on the 10th (Tue) early enough to go by car to Coos Bay.
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To see reviews, ratings, photos, and more tourist information, refer to the Florence trip planner.
Traveling by car from Newport to Florence takes 1.5 hours. Alternatively, you can take a bus. In January, daily temperatures in Florence can reach 55°F, while at night they dip to 40°F. Cap off your sightseeing on the 10th (Tue) early enough to go by car to Coos Bay.
Side Trips
Find places to stay Jan 4 — 10:
Highlights from your trip
Coos Bay — 6 nights
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Coos Bay is a city located in Coos County, Oregon, United States, where the Coos River enters Coos Bay on the Pacific Ocean. Venture out of the city with trips to Bandon (Coquille River Lighthouse, Circles in the Sand, &more). And it doesn't end there: admire the majestic nature at Shore Acres State Park, make a trip to Steve Prefontaine Murals, get up close and personal with brilliant marine life at Charleston Marine Life Center, and play a few rounds at Bandon Dunes Golf Resort.
For photos, more things to do, reviews, and other tourist information, use the Coos Bay trip website.
Drive from Florence to Coos Bay in 1.5 hours. In January, daily temperatures in Coos Bay can reach 55°F, while at night they dip to 40°F. Wrap up your sightseeing on the 16th (Mon) early enough to drive to Grants Pass.
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For photos, more things to do, reviews, and other tourist information, use the Coos Bay trip website.
Drive from Florence to Coos Bay in 1.5 hours. In January, daily temperatures in Coos Bay can reach 55°F, while at night they dip to 40°F. Wrap up your sightseeing on the 16th (Mon) early enough to drive to Grants Pass.
Side Trips
Find places to stay Jan 10 — 16:
Highlights from your trip
Grants Pass — 6 nights
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Grants Pass is a city in, and the county seat of, Josephine County, Oregon, United States. Explore Grants Pass' surroundings by going to Brookings (Azalea Park & Secret Beach), Ashland (Gathering Glass Studio, Lithia Park, &more) and Crater Lake National Park (in Crater Lake National Park). There's lots more to do: take in the exciting artwork at The Glass Forge, relax and rejuvenate at Angelica Day Spa & Boutique, look for gifts at Rogue Creamery, and take in the views from The Wimer Covered Bridge.
To find reviews, ratings, other places to visit, and tourist information, you can read our Grants Pass trip planner.
You can drive from Coos Bay to Grants Pass in 3 hours. Traveling from Coos Bay in January, expect Grants Pass to be a bit cooler, temps between 43°F and 34°F. Wrap up your sightseeing on the 22nd (Sun) early enough to drive to Eugene.
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To find reviews, ratings, other places to visit, and tourist information, you can read our Grants Pass trip planner.
You can drive from Coos Bay to Grants Pass in 3 hours. Traveling from Coos Bay in January, expect Grants Pass to be a bit cooler, temps between 43°F and 34°F. Wrap up your sightseeing on the 22nd (Sun) early enough to drive to Eugene.
Side Trips
Find places to stay Jan 16 — 22:
Highlights from your trip
Eugene — 7 nights
©
Eugene is a city of the Pacific Northwest located in the U.S. state of Oregon. Get out of town with these interesting Eugene side-trips: Corvallis (The Arts Center, 2 Towns Ciderhouse, &more), Roseburg (Melrose Vineyards & Two Shy Brewing) and Albany (Albany Antique Mall, The Historic Carousel and Museum, &more). There's still lots to do: look for all kinds of wild species at Cascades Raptor Center, walk around Pre's Trail, look for gifts at Oregon Wine Lab, and admire the masterpieces at Jordan Schnitzer Museum of Art.
To see photos, traveler tips, where to stay, and tourist information, go to the Eugene vacation tool.
You can drive from Grants Pass to Eugene in 2.5 hours. In January in Eugene, expect temperatures between 47°F during the day and 34°F at night. Finish your sightseeing early on the 29th (Sun) to allow enough time to fly back home.
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To see photos, traveler tips, where to stay, and tourist information, go to the Eugene vacation tool.
You can drive from Grants Pass to Eugene in 2.5 hours. In January in Eugene, expect temperatures between 47°F during the day and 34°F at night. Finish your sightseeing early on the 29th (Sun) to allow enough time to fly back home.
Side Trips
Find places to stay Jan 22 — 29:
Highlights from your trip
Oregon travel guide
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.
