35 days in Oregon Itinerary

35 days in Oregon Itinerary

Created using Inspirock Oregon Trip Planner

Make it your trip
Fly
1
Portland
— 5 nights
Drive
2
Hood River
— 3 nights
Drive
3
Astoria
— 4 nights
Drive
4
Tillamook
— 2 nights
Drive
5
Salem
— 3 nights
Drive
6
Corvallis
— 2 nights
Drive
7
Newport
— 3 nights
Drive
8
Florence
— 2 nights
Drive
9
Eugene
— 2 nights
Drive
10
Roseburg
— 2 nights
Drive
11
Bandon
— 3 nights
Drive
12
Ashland
— 2 nights
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Portland

— 5 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.
Venture out of the city with trips to Newberg (Adelsheim Vineyard & Penner-Ash Wine Cellars). There's much more to do: stop by Powell's City of Books, have fun and explore at Portland Children's Museum, hunt for treasures at Portland Saturday Market, and admire the landmark architecture of Pittock Mansion.

To find photos, maps, and more tourist information, you can read our Portland tour planning website.

New York City to Portland is an approximately 9.5-hour flight. You can also drive; or take a train. The time zone difference when traveling from New York City to Portland is minus 3 hours. In November in Portland, expect temperatures between 53°F during the day and 42°F at night. Finish your sightseeing early on the 28th (Sat) to allow enough time to drive to Hood River.

Things to do in Portland

Shopping · Museums · Breweries & Distilleries · Outdoors

Side Trips

Hood River

— 3 nights
The city of Hood River is the seat of Hood River County, Oregon, United States. Explore the numerous day-trip ideas around Hood River: Timberline Lodge and Ski Area (in Timberline Lodge) and Bonneville Lock & Dam (in Cascade Locks). There's lots more to do: examine the collection at Western Antique Aeroplane & Automobile Museum, cruise along Hood River County Fruit Loop, do a tasting at Pheasant Valley Winery, and snap pictures at Bridge of the Gods.

For more things to do, where to stay, ratings, and tourist information, go to the Hood River tour planner.

Traveling by car from Portland to Hood River takes 1.5 hours. Alternatively, you can take a bus; or take a train. Plan for little chillier nights when traveling from Portland in November since evenings lows in Hood River dip to 36°F. Wrap up your sightseeing on the 1st (Tue) early enough to drive to Astoria.

Things to do in Hood River

Wineries · Museums · Scenic Drive · Parks

Side Trips

Astoria

— 4 nights

Spirit of the Columbia

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Get out of town with these interesting Astoria side-trips: Cannon Beach (Oswald West State Park, Bruce's Candy Kitchen, &more), Seaside (The Buzz on Broadway, Seaside Candyman, &more) and Spa Manzanita (in Manzanita). There's still lots to do: pick up some new knowledge with Columbia River Maritime Museum, learn about winemaking at Shallon Winery, don't miss a visit to Goonies House, and look for gifts at Beach Books.

For photos, maps, reviews, and other tourist information, you can read our Astoria online journey maker.

You can drive from Hood River to Astoria in 3 hours. Other options are to take a bus; or do a combination of train and bus. Plan for somewhat warmer temperatures traveling from Hood River in December, with highs in Astoria at 49°F and lows at 37°F. Cap off your sightseeing on the 5th (Sat) early enough to go by car to Tillamook.

Things to do in Astoria

Parks · Nature · Spas · Beaches

Side Trips

Tillamook

— 2 nights
The city of Tillamook is the county seat of Tillamook County, Oregon, United States. On the 6th (Sun), visit a coastal fixture at Cape Meares Lighthouse, then examine the collection at Garibaldi Museum, and then relax and rejuvenate at Pauseful Massage & Botanicals. On the 7th (Mon), you'll have a packed day of sightseeing: look for gifts at Blue Heron Cheese & Wine Company, explore and take pictures at Three Capes Scenic Drive, and then contemplate the long history of Tillamook Air Museum.

To see maps, where to stay, traveler tips, and tourist information, you can read our Tillamook tour itinerary maker website.

Traveling by car from Astoria to Tillamook takes 2 hours. Alternatively, you can take a bus. The time zone difference moving from Pacific Standard Time (PST) to Mountain Standard Time (MST) is 1 hour. December in Tillamook sees daily highs of 49°F and lows of 36°F at night. Wrap up your sightseeing on the 7th (Mon) to allow time to drive to Salem.

Things to do in Tillamook

Museums · Historic Sites · Scenic Drive · Outdoors

Side Trips

Salem

— 3 nights
Salem is the capital of the U.S. Explore the numerous day-trip ideas around Salem: Carlton (Carlton Winemakers Studio & Soter Vineyards) and Stoller Family Estate (in Dayton). There's lots more to do: do a tasting at Left Coast Estate, contemplate the long history of Bush's Pasture Park, find something for the whole family at Enchanted Forest Theme Park, and deepen your understanding at Willamette University.

To find maps, more things to do, and tourist information, you can read our Salem trip planning tool.

Drive from Tillamook to Salem in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Tillamook to Salem, you'll gain 1 hour due to the time zone difference. In December in Salem, expect temperatures between 47°F during the day and 35°F at night. Finish up your sightseeing early on the 10th (Thu) so you can go by car to Corvallis.

Things to do in Salem

Wineries · Theme Parks · Parks · Historic Sites

Side Trips

Corvallis

— 2 nights
Corvallis is a city in central western Oregon, United States. Start off your visit on the 11th (Fri): deepen your understanding at Oregon State University, look for all kinds of wild species at Bald Hill Natural Area, and then cool off at Osborn Aquatic Center. Keep things going the next day: examine the collection at The Historic Carousel and Museum, then examine the collection at Albany Regional Museum, and then admire the natural beauty at Talking Water Gardens.

To see reviews, traveler tips, more things to do, and tourist information, read our Corvallis online sightseeing planner.

Drive from Salem to Corvallis in an hour. In December in Corvallis, expect temperatures between 45°F during the day and 34°F at night. Cap off your sightseeing on the 12th (Sat) early enough to go by car to Newport.

Things to do in Corvallis

Parks · Museums · Wildlife · Theme Parks

Side Trip

Newport

— 3 nights
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
Get out of town with these interesting Newport side-trips: Cape Perpetua Visitor Center - Siuslaw National Forest (in Yachats) and Lincoln City (Rock Your World: Pacific Northwest Gem & Jewelry Gallery & Robert's Bookshop). Next up on the itinerary: look for all kinds of wild species at Yaquina Head Outstanding Natural Area, take some stellar pictures from Rocky Creek State Scenic Viewpoint, look for gifts at The Chocolate Frog, and browse the exhibits of Hatfield Marine Science Center.

For traveler tips, where to stay, more things to do, and tourist information, refer to the Newport travel itinerary planner.

Getting from Corvallis to Newport by car takes about an hour. In December, plan for daily highs up to 49°F, and evening lows to 39°F. Finish your sightseeing early on the 15th (Tue) to allow enough time to drive to Florence.

Things to do in Newport

Parks · Outdoors · Shopping · Beaches

Side Trips

Florence

— 2 nights
Florence is a coastal city in Lane County, in the U.S. Kick off your visit on the 16th (Wed): explore the striking landscape of Oregon Dunes National Recreation Area, then shop like a local with Umpqua River Lighthouse, Museum,and Gift shop, and then see the interesting displays at Given Back Bird Houses Working Museum. Keep things going the next day: experience the excitement of Sandland Adventures, then admire the majestic nature at Jessie M. Honeyman Memorial State Park, and then view the masterpieces at Backstreet Gallery.

To find other places to visit, ratings, and other tourist information, read our Florence visit site.

You can drive from Newport to Florence in 1.5 hours. Another option is to take a bus. December in Florence sees daily highs of 53°F and lows of 40°F at night. Finish your sightseeing early on the 17th (Thu) so you can drive to Eugene.

Things to do in Florence

Nature · Parks · Museums · Shopping

Side Trips

Eugene

— 2 nights
Eugene is a city of the Pacific Northwest located in the U.S. On the 18th (Fri), boost your wellbeing at Onsen, then do a tasting at King Estate Winery, and then do a tasting at Sweet Cheeks Winery. On the 19th (Sat), you'll have a packed day of sightseeing: gain insight at University of Oregon, indulge your thirst for a good beer at The Better Living Room by Ninkasi Brewing, and then browse the eclectic array of goods at Eugene Saturday Market.

To find where to stay, maps, other places to visit, and more tourist information, you can read our Eugene day trip site.

You can drive from Florence to Eugene in 1.5 hours. Alternatively, you can take a bus. Traveling from Florence in December, things will get a bit cooler in Eugene: highs are around 46°F and lows about 33°F. Cap off your sightseeing on the 19th (Sat) early enough to go by car to Roseburg.

Things to do in Eugene

Wineries · Spas · Shopping · Breweries & Distilleries

Roseburg

— 2 nights
Roseburg is a city in the U.S. Kick off your visit on the 20th (Sun): do a tasting at Abacela, learn about winemaking at Girardet Vineyards & Winery, and then learn about winemaking at HillCrest Winery and Distillery. On your second day here, experience rural life at Riversdale Valley Farm, learn about winemaking at Becker Vineyard, and then look for all kinds of wild species at Wildlife Safari.

To find reviews, photos, where to stay, and tourist information, read Roseburg online journey planner.

Traveling by car from Eugene to Roseburg takes 1.5 hours. In December, plan for daily highs up to 48°F, and evening lows to 37°F. Finish your sightseeing early on the 21st (Mon) so you can drive to Bandon.

Things to do in Roseburg

Wineries · Parks · Wildlife

Side Trip

Bandon

— 3 nights
Bandon is a city in Coos County, Oregon, United States, on the south side of the mouth of the Coquille River. Venture out of the city with trips to Coos Bay (Coos Art Museum & Shore Acres State Park) and Port Orford (Cape Blanco Lighthouse & Cape Blanco State Park). It doesn't end there: stop by Face Rock Creamery and tee off at Bandon Crossings Golf Course.

To find more things to do, photos, and more tourist information, read our Bandon vacation planner.

You can drive from Roseburg to Bandon in 2 hours. In December in Bandon, expect temperatures between 53°F during the day and 40°F at night. Wrap up your sightseeing on the 24th (Thu) early enough to drive to Ashland.

Things to do in Bandon

Outdoors · Golf · Nature · Parks

Side Trips

Ashland

— 2 nights
Ashland is a city in Jackson County, in the State of Oregon. On the 25th (Fri), explore the world behind art at Schneider Museum of Art, do a tasting at Schmidt Family Vineyards, then learn about winemaking at Troon Vineyard, and finally do a tasting at DANCIN Vineyards. On the 26th (Sat), you'll have a packed day of sightseeing: look for gifts at Rogue Creamery, learn about winemaking at Paschal Winery & Vineyard, and then relax and rejuvenate at The Blue Giraffe Spa.

For reviews, photos, ratings, and other tourist information, read our Ashland online road trip planner.

Getting from Bandon to Ashland by car takes about 4 hours. Other options: take a bus; or take a bus. Traveling from Bandon in December, expect Ashland to be a bit cooler, temps between 46°F and 32°F. Finish your sightseeing early on the 26th (Sat) to allow enough time to travel back home.

Things to do in Ashland

Wineries · Shopping · Spas · 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.