27 days in Oregon Itinerary
Created using Klarna Trips Oregon planner
Start: Portland
Drive
1
Astoria
— 3 nights
Drive
2
Newport
— 4 nights
Drive
3
Florence
— 4 nights
Drive
4
Coos Bay
— 4 nights
Drive
5
Bend
— 3 nights
Fly
6
Hood River
— 3 nights
Drive
7
Portland
— 5 nights
End: Portland
Fri, Nov 25 - Wed, Dec 21
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View full calendar
Astoria — 3 nights
©
Spirit of the Columbia
Change things up with these side-trips from Astoria: Cannon Beach (Hug Point State Park, Haystack Rock, &more), Manzanita Beach (in Manzanita) and Nehalem Bay State Park (in Nehalem). There's lots more to do: pause for some photo ops at Astoria Column, examine the collection at Seaside Inverted Experience, explore the striking landscape of Fort Clatsop National Memorial, and immerse yourself in nature at Fort Stevens State Park.
To find where to stay, ratings, other places to visit, and more tourist information, you can read our Astoria trip builder website.
Portland to Astoria is an approximately 2-hour car ride. You can also drive; or take a bus. In November, daily temperatures in Astoria can reach 55°F, while at night they dip to 42°F. Finish your sightseeing early on the 28th (Mon) so you can drive to Newport.
more
To find where to stay, ratings, other places to visit, and more tourist information, you can read our Astoria trip builder website.
Portland to Astoria is an approximately 2-hour car ride. You can also drive; or take a bus. In November, daily temperatures in Astoria can reach 55°F, while at night they dip to 42°F. Finish your sightseeing early on the 28th (Mon) so you can drive to Newport.
Side Trips
Find places to stay Nov 25 — 28:
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Highlights from your trip
Newport — 4 nights
©
Change things up with these side-trips from Newport: Yachats coastline (in Yachats) and Lincoln City (Prehistoric & Lincoln City Glass Center). There's much more to do: look for all kinds of wild species at Yaquina Head Outstanding Natural Area, kick back and relax at Nye Beach, get up close and personal with brilliant marine life at Oregon Coast Aquarium, and take a leisurely stroll along Newport's Historic Bayfront.
For photos, ratings, other places to visit, and other tourist information, read Newport tour planner.
You can drive from Astoria to Newport in 3.5 hours. Another option is to take a bus. In November, daytime highs in Newport are 54°F, while nighttime lows are 43°F. Finish your sightseeing early on the 2nd (Fri) so you can drive to Florence.
more
For photos, ratings, other places to visit, and other tourist information, read Newport tour planner.
You can drive from Astoria to Newport in 3.5 hours. Another option is to take a bus. In November, daytime highs in Newport are 54°F, while nighttime lows are 43°F. Finish your sightseeing early on the 2nd (Fri) so you can drive to Florence.
Side Trips
Find places to stay Nov 28 — Dec 2:
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with best proximity to your trip
Highlights from your trip
Florence — 4 nights
©
Change things up with these side-trips from Florence: Rochester Covered Bridge (in Sutherlin), Dean Creek Elk Viewing Area (in Reedsport) and Butterfly Pavilion & Gardens at ECEC (in Elkton).
To find where to stay, photos, and tourist information, you can read our Florence trip planner.
Traveling by car from Newport to Florence takes 1.5 hours. Alternatively, you can take a bus. In December, daily temperatures in Florence can reach 53°F, while at night they dip to 40°F. Wrap up your sightseeing on the 6th (Tue) to allow time to drive to Coos Bay.
more
To find where to stay, photos, and tourist information, you can read our Florence trip planner.
Traveling by car from Newport to Florence takes 1.5 hours. Alternatively, you can take a bus. In December, daily temperatures in Florence can reach 53°F, while at night they dip to 40°F. Wrap up your sightseeing on the 6th (Tue) to allow time to drive to Coos Bay.
Side Trips
Yachats, Rochester Covered Bridge, Dean Creek Elk Viewing Area, Butterfly Pavilion & Gardens at ECEC, Oregon Coast Hwy
Find places to stay Dec 2 — 6:
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with best proximity to your trip
Highlights from your trip
Coos Bay — 4 nights
©
Get out of town with these interesting Coos Bay side-trips: Bandon (Second Street Gallery, Circles in the Sand, &more).
To find more things to do, photos, other places to visit, and tourist information, refer to the Coos Bay day trip site.
You can drive from Florence to Coos Bay in 1.5 hours. Expect a daytime high around 53°F in December, and nighttime lows around 40°F. Finish your sightseeing early on the 10th (Sat) so you can drive to Bend.
more
To find more things to do, photos, other places to visit, and tourist information, refer to the Coos Bay day trip site.
You can drive from Florence to Coos Bay in 1.5 hours. Expect a daytime high around 53°F in December, and nighttime lows around 40°F. Finish your sightseeing early on the 10th (Sat) so you can drive to Bend.
Side Trips
Find places to stay Dec 6 — 10:
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Bend — 3 nights
©
Step out of Bend to go to Redmond and see Smith Rock State Park, which is approximately 38 minutes away. There's much more to do: examine the collection at High Desert Museum, hike along Pilot Butte State Scenic Viewpoint, brush up on your knowledge of spirits at Oregon Spirit Distillers, and admire the sheer force of Tumalo Falls.
To see traveler tips, where to stay, other places to visit, and tourist information, use the Bend journey maker tool.
You can drive from Coos Bay to Bend in 5 hours. Plan for little chillier temperatures traveling from Coos Bay in December, with highs in Bend at 40°F and lows at 22°F. Cap off your sightseeing on the 13th (Tue) early enough to catch the flight to Hood River.
more
To see traveler tips, where to stay, other places to visit, and tourist information, use the Bend journey maker tool.
You can drive from Coos Bay to Bend in 5 hours. Plan for little chillier temperatures traveling from Coos Bay in December, with highs in Bend at 40°F and lows at 22°F. Cap off your sightseeing on the 13th (Tue) early enough to catch the flight to Hood River.
Side Trips
Find places to stay Dec 10 — 13:
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with best proximity to your trip
Highlights from your trip
Hood River — 3 nights
©
Hood River is known for wineries, nature, and trails. Your trip includes some of its best attractions: contemplate the waterfront views at Columbia River Gorge National Scenic Area, examine the collection at Columbia Gorge Discovery Center & Museum, do a tasting at Sunshine Mill Winery, and hike along Historic Columbia River Highway State Trail.
For traveler tips, more things to do, reviews, and more tourist information, read Hood River vacation maker website.
Traveling by flight from Bend to Hood River takes 2.5 hours. Alternatively, you can drive; or take a bus. Plan for somewhat warmer nights when traveling from Bend in December since evenings lows in Hood River dip to 30°F. Finish your sightseeing early on the 16th (Fri) so you can drive to Portland.
more
For traveler tips, more things to do, reviews, and more tourist information, read Hood River vacation maker website.
Traveling by flight from Bend to Hood River takes 2.5 hours. Alternatively, you can drive; or take a bus. Plan for somewhat warmer nights when traveling from Bend in December since evenings lows in Hood River dip to 30°F. Finish your sightseeing early on the 16th (Fri) so you can drive to Portland.
Side Trips
Find places to stay Dec 13 — 16:
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with best proximity to your trip
Portland — 5 nights
©
City of Roses
Explore Portland's surroundings by going to Multnomah Falls (in Bridal Veil) and Evergreen Aviation & Space Museum (in McMinnville). Dedicate the 20th (Tue) to wine at some of the top wineries in the area. And it doesn't end there: look for gifts at Powell's City of Books, surround yourself with nature on Volcano Lands - Private Tours, admire the landmark architecture of Pittock Mansion, and examine the collection at Portland Art Museum.
To find reviews and tourist information, refer to the Portland day trip planner.
Traveling by car from Hood River to Portland takes 1.5 hours. Alternatively, you can drive; or take a bus; or take a train. In December, plan for daily highs up to 45°F, and evening lows to 35°F. Wrap up your sightseeing on the 21st (Wed) early enough to travel back home.
more
To find reviews and tourist information, refer to the Portland day trip planner.
Traveling by car from Hood River to Portland takes 1.5 hours. Alternatively, you can drive; or take a bus; or take a train. In December, plan for daily highs up to 45°F, and evening lows to 35°F. Wrap up your sightseeing on the 21st (Wed) early enough to travel back home.
Side Trips
Find places to stay Dec 16 — 21:
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with best proximity to your trip
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.
