31 days in Oregon Itinerary

31 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary planner

This plan was created by another user. Make it your plan

Route & dates

Start: Portland
Drive:  2 h
1
Astoria
— 3 nights
Drive:  3 h 30 min
2
Newport
— 4 nights
Drive:  2 h 15 min
3
Coos Bay
— 3 nights
Drive:  3 h 15 min
4
Ashland
— 3 nights
Drive:  2 h
5
Crater Lake National Park
— 3 nights
Drive:  2 h 45 min
6
Bend
— 4 nights
Drive:  3 h 15 min
7
Hood River
— 4 nights
Drive:  1 h 15 min
8
Portland
— 6 nights
End: Portland

3
nights
Astoria

Astoria ©
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), Cannon Beach (Cannon Beach, Haystack Rock, &more) and Nehalem Bay State Park (in Nehalem). There's lots more to do: identify plant and animal life at Astoria Column, contemplate the long history of Fort Clatsop National Memorial, contemplate the waterfront views at Columbia River Maritime Museum, and admire the majestic nature at Fort Stevens State Park.

For more things to do, traveler tips, maps, and other tourist information, go to the Astoria trip itinerary website.

Portland to Astoria is an approximately 2- hour car ride. You can also take a bus. While traveling from Portland, expect slightly colder days and about the same nights in Astoria, ranging from highs of 66°F to lows of 52°F. Wrap up your sightseeing on the 8th (Tue) early enough to drive to Newport.

Things to do in Astoria

Parks Nature Historic Sites

Side Trips

Cannon Beach, Seaside, Nehalem Bay State Park
Highlights from your plan
Ecola State Park ©
Ecola State Park
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach

4
nights
Newport

Newport ©
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, stroll through Devils Punchbowl State Natural Area, take a leisurely stroll along Newport's Historic Bayfront, and meet the residents at Oregon Coast Aquarium.

For ratings, traveler tips, more things to do, 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

Side Trips

Yachats, Depoe Bay, Lincoln City Glass Center, Heceta Head Lighthouse
Highlights from your plan
Yachats coastline ©
Yachats coastline
Oregon Coast Aquarium ©
Oregon Coast Aquarium

3
nights
Coos Bay

Coos Bay ©
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: Bandon (Face Rock State Scenic Viewpoint & Coquille Point), Umpqua River Lighthouse, Museum,and Gift shop (in Winchester Bay) and Florence (Jessie M. Honeyman Memorial State Park & Sandland Adventures). 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 find maps, other places to visit, photos, 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

Side Trips

Bandon, Florence, Umpqua River Lighthouse, Museum,and Gift shop
Highlights from your plan
Shore Acres State Park ©
Shore Acres State Park
Sandland Adventures ©
Sandland Adventures
Face Rock State Scenic Viewpoint ©
Face Rock State Scenic Viewpoint

3
nights
Ashland

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), Grants Pass (The Glass Forge & Wildlife Images - Rehabilitation & Education Center) and Medford (Rogue River & Upper and Lower Table Rock). 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.

For where to stay, photos, traveler tips, 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

Side Trips

Cave Junction, Grants Pass, Medford, Del Rio Vineyards & Winery, Rogue Creamery
Highlights from your plan
River Rafting & Tubing
Lithia Park ©
Lithia Park

3
nights
Crater Lake National Park

Crater Lake National Park ©
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 Cleetwood Cove Trail.

For reviews, traveler tips, 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 take a bus. 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

Side Trip

Collier Memorial State Park
Highlights from your plan
Crater Lake National Park ©
Crater Lake National Park
Rim Dr ©
Rim Dr
Cleetwood Cove Trail ©
Cleetwood Cove Trail

4
nights
Bend

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.
Get out of town with these interesting Bend side-trips: Dee Wright Observatory (in Blue River), Smith Rock State Park (in Redmond) and Sisters (Sahalie and Koosah Falls & McKenzie Pass-Santiam Pass loop). And it doesn't end there: relax and float downstream with a rafting and tubing tour, explore and take pictures at Pilot Butte State Scenic Viewpoint, see the interesting displays at High Desert Museum, and take a peaceful walk through Deschutes National Forest.

To find where to stay, other places to visit, reviews, and tourist information, you can read our Bend online trip maker.

Traveling by car from Crater Lake National Park to Bend takes 3 hours. Alternatively, you can do a combination of taxi and bus. Traveling from Crater Lake National Park in June, things will get little chillier in Bend: highs are around 75°F and lows about 45°F. Finish your sightseeing early on the 25th (Fri) so you can drive to Hood River.

Things to do in Bend

Parks Nature Museums

Side Trips

Sisters, Dee Wright Observatory, Oregon Observatory, Smith Rock State Park
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
River Rafting & Tubing
Sahalie and Koosah Falls ©
Sahalie and Koosah Falls

4
nights
Hood River

Hood River ©
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, admire all the interesting features of Hood River County Fruit Loop, delve into the lush surroundings at Starvation Creek Ridge Loop, and immerse yourself in nature at Starvation Creek State Park.

For photos, ratings, more things to do, 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 do a combination of flight and bus; 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

Side Trips

Cascade Locks, Mosier, Oregon, Mt. Hood National Forest, Timberline Lodge and Ski Area
Highlights from your plan
Columbia River Gorge National Scenic Area ©
Columbia River Gorge National Scenic Area
Western Antique Aeroplane & Automobile Museum ©
Western Antique Aeroplane & Automobile Museum
Timberline Lodge and Ski Area ©
Timberline Lodge and Ski Area

6
nights
Portland

Portland ©
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 Multnomah Falls (in Bridal Veil), Silver Falls State Park (in Drake Crossing) and Molalla River State Park (in Canby). And it doesn't end there: admire the natural beauty at International Rose Test Garden, indulge your senses at some of the top wineries in the area, don't miss a visit to Pittock Mansion, and examine the collection at Oregon Museum of Science and Industry.

For where to stay, photos, ratings, 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 Tours

Side Trips

Guy Talbot State Park, Multnomah Falls, Silver Falls State Park, Molalla River State Park, Columbia River Highway
Highlights from your plan
International Rose Test Garden ©
International Rose Test Garden
Portland Japanese Garden ©
Portland Japanese Garden
Powell's City of Books ©
Powell's City of Books

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