31 days in Oregon Itinerary

31 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary planner

Make it your trip
Drive
1
Astoria
— 3 nights
Drive
2
Newport
— 4 nights
Drive
3
Coos Bay
— 3 nights
Drive
4
Ashland
— 3 nights
Drive
5
Crater Lake National Park
— 3 nights
Drive
6
Bend
— 4 nights
Drive
7
Hood River
— 4 nights
Drive
8
Portland
— 6 nights

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Astoria

— 3 nights

Spirit of the Columbia

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Venture out of the city with trips to Jewell Meadows Wildlife Area (in Seaside), Nehalem Bay State Park (in Nehalem) and Cannon Beach (Cannon Beach, Haystack Rock, &more). And it doesn't end there: identify plant and animal life at Astoria Column, expand your horizons at Columbia River Maritime Museum, explore the striking landscape of Fort Clatsop National Memorial, and steep yourself in history at Lewis & Clark Salt Works.

For reviews, maps, ratings, and tourist information, use the Astoria travel route planner.

Portland to Astoria is an approximately 2-hour car ride. You can also take a bus. Traveling from Portland in June, you will find days in Astoria are slightly colder (66°F), and nights are about the same (52°F). Finish up your sightseeing early on the 8th (Tue) so you can go by car to Newport.

Things to do in Astoria

Parks · Nature · Historic Sites · Beaches

Side Trips

Newport

— 4 nights
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
Explore the numerous day-trip ideas around Newport: Lincoln City Glass Center (in Lincoln City), Heceta Head Lighthouse (in Florence) and Yachats (Devil's Churn, Cape Perpetua Visitor Center - Siuslaw National Forest, &more). Next up on the itinerary: look for all kinds of wild species at Yaquina Head Outstanding Natural Area, take in the waterfront at Newport's Historic Bayfront, tour the pleasant surroundings at Nye Beach, and meet the residents at Oregon Coast Aquarium.

To find other places to visit, ratings, reviews, and tourist information, read our Newport trip itinerary tool.

Getting from Astoria to Newport by car takes about 3.5 hours. Other options: take a bus. When traveling from Astoria in June, plan for a bit cooler days in Newport, with highs around 61°F, while nights are about the same with lows around 48°F. Cap off your sightseeing on the 12th (Sat) early enough to travel to Coos Bay.

Things to do in Newport

Parks · Nature · Outdoors · Beaches

Side Trips

Coos Bay

— 3 nights
Coos Bay is a city located in Coos County, Oregon, United States, where the Coos River enters Coos Bay on the Pacific Ocean. You'll find plenty of places to visit near Coos Bay: Florence (Jessie M. Honeyman Memorial State Park & Sandland Adventures), Bandon (Face Rock State Scenic Viewpoint & Coquille Point) and Umpqua River Lighthouse, Museum,and Gift shop (in Winchester Bay). Next up on the itinerary: immerse yourself in nature at Shore Acres State Park and play a few rounds at Bandon Dunes Golf Resort.

To see more things to do, reviews, traveler tips, and more tourist information, read our Coos Bay travel route planner.

Traveling by car from Newport to Coos Bay takes 2.5 hours. Expect a daytime high around 65°F in June, and nighttime lows around 52°F. Wrap up your sightseeing on the 15th (Tue) early enough to travel to Ashland.

Things to do in Coos Bay

Parks · Nature · Outdoors · Wildlife

Side Trips

Ashland

— 3 nights
Ashland is a city in Jackson County, in the State of Oregon. Explore the numerous day-trip ideas around Ashland: Cave Junction (Siskiyou Smokejumper Base Museum & Tiger Preservation Center), Medford (Rogue River & Upper and Lower Table Rock) and Grants Pass (The Glass Forge & Wildlife Images - Rehabilitation & Education Center). The adventure continues: take a tour by water with Boat Tours & Water Sports, see a show at Oregon Shakespeare Festival, walk around Lithia Park, and look for gifts at Rogue Creamery.

To find where to stay, other places to visit, photos, and more tourist information, go to the Ashland online attractions planner.

You can drive from Coos Bay to Ashland in 3.5 hours. Traveling from Coos Bay in June, you will find days in Ashland are much hotter (86°F), and nights are about the same (55°F). Finish your sightseeing early on the 18th (Fri) so you can drive to Crater Lake National Park.

Things to do in Ashland

Parks · Nature · Museums · Wildlife

Side Trips

Crater Lake National Park

— 3 nights
Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.
Change things up with a short trip to Collier Memorial State Park in Chiloquin (about 36 minutes away). There's much more to do: explore the wealth of natural beauty at Crater Lake National Park, cruise along Rim Dr, admire the sheer force of Toketee Falls, and trek along Garfield Peak.

To find other places to visit, more things to do, and tourist information, read our Crater Lake National Park trip planner.

Traveling by car from Ashland to Crater Lake National Park takes 2 hours. Alternatively, you can do a combination of bus and taxi. In June in Crater Lake National Park, expect temperatures between 86°F during the day and 55°F at night. Finish your sightseeing early on the 21st (Mon) to allow enough time to drive to Bend.

Things to do in Crater Lake National Park

Parks · Nature · Outdoors · Trails

Side Trip

Bend

— 4 nights
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.
Change things up with these side-trips from Bend: Smith Rock State Park (in Redmond), Sisters (Sahalie and Koosah Falls & McKenzie Pass-Santiam Pass loop) and Dee Wright Observatory (in Blue River). There's much more to do: let the river carry you with a rafting and tubing tour, see the interesting displays at High Desert Museum, look and learn at Oregon Observatory, and walk around Drake Park.

For where to stay, other places to visit, and tourist information, go to the Bend tour itinerary planning site.

Drive from Crater Lake National Park to Bend in 2.5 hours. Alternatively, you can do a combination of taxi and bus. Prepare for little chillier weather when traveling from Crater Lake National Park in June: high temperatures in Bend hover around 75°F and lows are around 45°F. Cap off your sightseeing on the 25th (Fri) early enough to go by car to Hood River.

Things to do in Bend

Parks · Nature · Museums · Outdoors

Side Trips

Hood River

— 4 nights
The city of Hood River is the seat of Hood River County, Oregon, United States. Explore Hood River's surroundings by going to Bonneville Lock & Dam (in Cascade Locks) and Timberline Lodge and Ski Area (in Timberline Lodge). There's much more to do: identify plant and animal life at Columbia River Gorge National Scenic Area, stroll through Historic Columbia River Highway State Trail, delve into the lush surroundings at Starvation Creek Ridge Loop, and immerse yourself in nature at Starvation Creek State Park.

For where to stay, ratings, traveler tips, and other tourist information, read Hood River road trip tool.

You can drive from Bend to Hood River in 3.5 hours. Alternatively, you can fly; or take a bus. Plan for somewhat warmer nights when traveling from Bend in June since evenings lows in Hood River dip to 55°F. Finish your sightseeing early on the 29th (Tue) to allow enough time to drive to Portland.

Things to do in Hood River

Parks · Nature · Wildlife · Outdoors

Side Trips

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 Silver Falls State Park (in Drake Crossing), Multnomah Falls (in Bridal Veil) and Molalla River State Park (in Canby). And it doesn't end there: admire the natural beauty at International Rose Test Garden, see the interesting displays at Oregon Museum of Science and Industry, indulge your senses at some of the top wineries in the area, and meet the residents at Oregon Zoo.

To find ratings, photos, traveler tips, and more tourist information, refer to the Portland vacation planner.

You can drive from Hood River to Portland in 1.5 hours. Alternatively, you can take a bus; or take a train. In June, plan for daily highs up to 77°F, and evening lows to 56°F. Finish up your sightseeing early on the 5th (Mon) so you can travel back home.

Things to do in Portland

Parks · Nature · Wineries · Tours

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.