29 days in Oregon Itinerary

29 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary planner

Make it your trip
1
Portland
— 6 nights
Drive
2
Hood River
— 4 nights
Fly
3
Florence
— 4 nights
Drive
4
Coos Bay
— 4 nights
Drive
5
Newport
— 5 nights
Drive
6
Astoria
— 5 nights
Drive

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Portland

— 6 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 Bravuro Cellars (in Newberg), Evergreen Aviation & Space Museum (in McMinnville) and Dundee (Winderlea Vineyard and Winery & Sokol Blosser Winery). The adventure continues: stop by Powell's City of Books, take in nature's colorful creations at Portland Japanese Garden, examine the collection at Portland Art Museum, and take in the dramatic scenery at Multnomah Falls.

To see maps, traveler tips, other places to visit, and tourist information, read Portland day trip site.

The Route module shows you all the different ways you can get to Portland. In November, daytime highs in Portland are 53°F, while nighttime lows are 42°F. Cap off your sightseeing on the 13th (Sat) early enough to go by car to Hood River.

Things to do in Portland

Parks · Tours · Museums · Outdoors

Side Trips

Hood River

— 4 nights
The city of Hood River is the seat of Hood River County, Oregon, United States. Hood River is known for wineries, nature, and trails. Your trip includes some of its best attractions: explore the activities along Columbia River Gorge National Scenic Area, take a memorable drive along Hood River County Fruit Loop, get a taste of the local shopping with Art on Oak, and see the interesting displays at Fire Museum in City Hall.

To find traveler tips, reviews, and other tourist information, go to the Hood River trip itinerary app.

You can drive from Portland to Hood River in 1.5 hours. Other options are to take a bus; or take a train. Traveling from Portland in November, expect a bit cooler with lows of 36°F in Hood River. Cap off your sightseeing on the 17th (Wed) early enough to catch the flight to Florence.

Things to do in Hood River

Parks · Nature · Outdoors · Museums

Side Trips

Florence

— 4 nights
Florence is a coastal city in Lane County, in the U.S. state of Oregon. You'll find plenty of places to visit near Florence: Rochester Covered Bridge (in Sutherlin), Butterfly Pavilion & Gardens at ECEC (in Elkton) and Oakland Oregon Museum (in Oakland). There's much more to do: experience the excitement of Sandland Adventures, explore and take pictures at Cape Perpetua Visitor Center - Siuslaw National Forest, enjoy the sea views from Heceta Head Lighthouse, and take in the pleasant sights at Strawberry Hill Wayside.

To see traveler tips, ratings, maps, and more tourist information, go to the Florence trip app.

Getting from Hood River to Florence by flight takes about 2.5 hours. Other options: drive; or take a bus. Expect somewhat warmer temperatures when traveling from Hood River in November; daily highs in Florence reach 58°F and lows reach 44°F. Cap off your sightseeing on the 21st (Sun) early enough to go by car to Coos Bay.

Things to do in Florence

Outdoors · Parks · Nature · Scenic Drive

Side Trips

Coos Bay

— 4 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 out of town with these interesting Coos Bay side-trips: Roseburg (HillCrest Winery and Distillery, Douglas County Museum of Natural & Cultural History, &more) and Bandon (Face Rock State Scenic Viewpoint, Face Rock Creamery, &more). There's still lots to do: immerse yourself in nature at Shore Acres State Park, explore the different monuments and memorials at Marshfield Pioneer Cemetery, don't miss a visit to Steve Prefontaine Murals, and play a few rounds at Bandon Dunes Golf Resort.

To find ratings, reviews, photos, and other tourist information, read our Coos Bay trip maker.

Traveling by car from Florence to Coos Bay takes 1.5 hours. In November, plan for daily highs up to 58°F, and evening lows to 44°F. Finish up your sightseeing early on the 25th (Thu) so you can travel to Newport.

Things to do in Coos Bay

Parks · Nature · Museums · Wineries

Side Trips

Newport

— 5 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 Yachats (Yachats coastline & Little Log Church) and Lincoln City (Freed Gallery, Prehistoric, &more). And it doesn't end there: tour the pleasant surroundings at Yaquina Head Outstanding Natural Area, take in the waterfront at Newport's Historic Bayfront, visit a coastal fixture at Yaquina Head Lighthouse, and kick back and relax at Nye Beach.

To find photos, other places to visit, ratings, and tourist information, read Newport trip itinerary maker website.

Traveling by car from Coos Bay to Newport takes 2.5 hours. In November in Newport, expect temperatures between 54°F during the day and 43°F at night. Wrap up your sightseeing on the 30th (Tue) early enough to drive to Astoria.

Things to do in Newport

Parks · Nature · Museums · Outdoors

Side Trips

Astoria

— 5 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: Seaside (Turnaround at Seaside & Seaside Aquarium), Cannon Beach (Haystack Rock, Cannon Beach, &more) and Nehalem Bay State Park (in Nehalem). There's still lots to do: appreciate the history behind Astoria Column, admire the majestic nature at Fort Stevens State Park, explore the striking landscape of Fort Clatsop National Memorial, and make a trip to Seaside Beach Lewis and Clark Monument.

For where to stay, photos, more things to do, and more tourist information, go to the Astoria day trip site.

Traveling by car from Newport to Astoria takes 3.5 hours. Alternatively, you can take a bus. In November, daytime highs in Astoria are 55°F, while nighttime lows are 42°F. Cap off your sightseeing on the 5th (Sun) early enough to go by car back home.

Things to do in Astoria

Parks · Nature · Historic Sites · Outdoors

Side Trips

Oregon travel guide

4.4
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.