31 days in Oregon Itinerary

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: Evergreen Aviation & Space Museum (in McMinnville) and Multnomah Falls (in Bridal Veil). Dedicate the 4th (Tue) to wine at some of the top wineries in the area. And it doesn't end there: admire the natural beauty at International Rose Test Garden, walk around Tom McCall Waterfront Park, hike along Forest Park, and look for gifts at Powell's City of Books.

To see maps, traveler tips, photos, and other tourist information, use the Portland road trip planning tool.

Vancouver, Canada to Portland is an approximately 4.5-hour flight. You can also drive; or take a bus. Traveling from Vancouver in July, you will find days in Portland are a bit warmer (33°C), and nights are about the same (17°C). Finish up your sightseeing early on the 5th (Wed) so you can go by car to Hood River.

The city of Hood River is the seat of Hood River County, Oregon, United States. Change things up with these side-trips from Hood River: River Rafting & Tubing (in Maupin), Government Camp (Trillium Lake, Timberline Lodge and Ski Area, &more) and Bonneville Lock & Dam (in Cascade Locks). Next up on the itinerary: contemplate the waterfront views at Columbia River Gorge National Scenic Area, admire the majestic nature at Starvation Creek State Park, get impressive views of Mount Hood, and hike along Historic Columbia River Highway State Trail.

To see more things to do, where to stay, traveler tips, and tourist information, you can read our Hood River road trip planning site.

You can drive from Portland to Hood River in 1.5 hours. Other options are to take a bus; or take a train. In July in Hood River, expect temperatures between 30°C during the day and 17°C at night. Finish up your sightseeing early on the 9th (Sun) so you can catch the flight to Bend.

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.

You'll find plenty of places to visit near Bend: Smith Rock State Park (in Redmond), Dee Wright Observatory (in Blue River) and Sisters (McKenzie Pass-Santiam Pass loop, Spas, &more). There's much more to do: let the river carry you with a rafting and tubing tour, get engrossed in the history at Des Chutes Historical Museum, learn more about the world around you at Sunriver Nature Center, and get impressive views of Newberry National Volcanic Monument.

For reviews, photos, ratings, and other tourist information, read Bend attractions planner.

Traveling by flight from Hood River to Bend takes 2.5 hours. Alternatively, you can drive; or take a bus. When traveling from Hood River in July, plan for somewhat warmer days and little chillier nights in Bend: temperatures range from 34°C by day to 13°C at night. Finish up your sightseeing early on the 14th (Fri) so you can go by car to Crater Lake National Park.

Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.

Get out of town with these interesting Crater Lake National Park side-trips: Collier Memorial State Park (in Chiloquin) and National Creek Falls (in Prospect). Spend the 15th (Sat) exploring nature at Crater Lake National Park. Next up on the itinerary: explore and take pictures at Rim Dr, step off the mainland to explore Wizard Island, identify plant and animal life at Rogue River Gorge Viewpoint, and admire the sheer force of Whitehorse Falls.

To see where to stay, more things to do, reviews, and more tourist information, read Crater Lake National Park trip itinerary planner.

Getting from Bend to Crater Lake National Park by car takes about 2.5 hours. Other options: do a combination of bus and taxi. Plan for somewhat warmer temperatures traveling from Bend in July, with highs in Crater Lake National Park at 40°C and lows at 19°C. Wrap up your sightseeing on the 17th (Mon) to allow time to drive to Ashland.

Ashland is a city in Jackson County, in the State of Oregon. Kick off your visit on the 18th (Tue): catch a live performance at Oregon Shakespeare Festival and then let the river carry you with a rafting and tubing tour. On the 19th (Wed), you'll have a packed day of sightseeing: view the masterpieces at The Glass Forge, see the interesting displays at Bear Hotel Artworks Museum, then contemplate the waterfront views at Rogue River, then take in the exciting artwork at Gathering Glass Studio, and finally walk around Lithia Park.

To see other places to visit, maps, photos, and tourist information, read Ashland online holiday builder.

Traveling by car from Crater Lake National Park to Ashland takes 2 hours. Alternatively, you can do a combination of taxi and bus. July in Ashland sees daily highs of 40°C and lows of 19°C at night. Finish up your sightseeing early on the 19th (Wed) so you can go by car to Florence.

Florence is a coastal city in Lane County, in the U.S. state of Oregon. Venture out of the city with trips to Coos Bay (Shore Acres State Park & Cape Arago State Park), Yachats (Cape Perpetua Visitor Center - Siuslaw National Forest & Devil's Churn) and Bandon (Face Rock State Scenic Viewpoint & Circles in the Sand). There's much more to do: experience the excitement of Sandland Adventures, explore the striking landscape at Thor's Well, take in the pleasant sights at Strawberry Hill Wayside, and explore the fascinating underground world of Sea Lion Caves.

To see more things to do, other places to visit, maps, and other tourist information, read our Florence trip planner.

Getting from Ashland to Florence by car takes about 4.5 hours. Other options: take a bus; or take a bus. Traveling from Ashland in July, you will find days in Florence are much colder (22°C), and nights are little chillier (14°C). Wrap up your sightseeing on the 23rd (Sun) to allow time to drive to Newport.

A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.

You'll find plenty of places to visit near Newport: Lincoln City Glass Center (in Lincoln City) and Yachats (Bazalgette the Whale at Whale Park & Yachats coastline). The adventure continues: observe the fascinating underwater world at Oregon Coast Aquarium, look for all kinds of wild species at Yaquina Head Outstanding Natural Area, cruise along Otter Crest Loop, and take in the views from Yaquina Bay Bridge.

To see ratings, more things to do, reviews, and more tourist information, you can read our Newport online tour planner.

Traveling by car from Florence to Newport takes 1.5 hours. Alternatively, you can take a bus. In July, daytime highs in Newport are 20°C, while nighttime lows are 11°C. Wrap up your sightseeing on the 27th (Thu) early enough to drive to Astoria.

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.

You'll find plenty of places to visit near Astoria: Cedar Wetlands Preserve (in Rockaway Beach), Cannon Beach (Cannon Beach, Haystack Rock, &more) and Manzanita Beach (in Manzanita). And it doesn't end there: pause for some photo ops at Astoria Column, don't miss a visit to Seaside Beach Lewis and Clark Monument, explore the striking landscape of Fort Clatsop National Memorial, and stroll around Seafarers' Park.

To find more things to do, reviews, other places to visit, and other tourist information, you can read our Astoria road trip planning app.

You can drive from Newport to Astoria in 3.5 hours. Alternatively, you can take a bus. When traveling from Newport in July, plan for somewhat warmer days in Astoria, with highs around 24°C, while nights are about the same with lows around 15°C. Finish your sightseeing early on the 31st (Mon) to allow enough time to drive back home.