28 days in Oregon Itinerary

28 days in Oregon Itinerary

Created using Inspirock Oregon vacation planner

Plan created by another user. Make it yours
1
Portland
— 4 nights
2
Hood River
— 4 nights
3
Bend
— 3 nights
4
Crater Lake National Park
— 2 nights
5
Ashland
— 2 nights
6
Eugene
— 2 nights
7
Florence
— 2 nights
8
Newport
— 3 nights
9
Tillamook
— 2 nights
10
Astoria
— 3 nights

S M T W T F S
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31

4
nights
Portland

Portland ©

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.
You'll find plenty of places to visit near Portland: Multnomah Falls (in Bridal Veil) and Evergreen Aviation & Space Museum (in McMinnville). Dedicate the 6th (Tue) to wine at some of the top wineries in the area. There's still lots to do: take in nature's colorful creations at Portland Japanese Garden, examine the collection at Oregon Museum of Science and Industry, learn about wildlife with up-close encounters at Oregon Zoo, and look for all kinds of wild species at Volcano Lands - Private Tours.

To find photos, more things to do, traveler tips, and other tourist information, read Portland online sightseeing planner.

Vancouver, Canada to Portland is an approximately 4.5-hour flight. You can also drive; or take a bus. Expect a bit warmer weather when traveling from Vancouver in October: highs in Portland hover around 22°C, while lows dip to 11°C. Wrap up your sightseeing on the 8th (Thu) to allow time to drive to Hood River.

Things to do in Portland

Tours · Wineries · Museums · Parks

Side Trips

Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
Powell's City of Books ©
Powell's City of Books
International Rose Test Garden ©
International Rose Test Garden

4
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Explore the numerous day-trip ideas around Hood River: Bonneville Lock & Dam (in Cascade Locks) and Timberline Lodge and Ski Area (in Timberline Lodge). And it doesn't end there: identify plant and animal life at Columbia River Gorge National Scenic Area, snap pictures at Bridge of the Gods, do a tasting at Marchesi Vineyards, and hike along Historic Columbia River Highway State Trail.

Use Inspirock's suggestions to plan your Hood River trip and find the best activities and attractions for your vacation.

You can drive from Portland to Hood River in 1.5 hours. Other options are to take a bus; or take a train. October in Hood River sees daily highs of 22°C and lows of 8°C at night. Finish your sightseeing early on the 12th (Mon) so you can drive to Bend.

Things to do in Hood River

Parks · Nature · Wildlife · Outdoors

Side Trips

Highlights from your plan
Columbia River Gorge National Scenic Area ©
Western Antique Aeroplane & Automobile Museum ©
Bonneville Lock & Dam ©
Bonneville Lock & Dam

3
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: Crescent Moon Ranch (in Terrebonne), Sisters (Sahalie and Koosah Falls & McKenzie Pass-Santiam Pass loop) and Smith Rock State Park (in Redmond). The adventure continues: see the interesting displays at High Desert Museum, take in the dramatic scenery at Tumalo Falls, tour the pleasant surroundings at Newberry National Volcanic Monument, and contemplate the waterfront views at Deschutes River.

To see maps, reviews, traveler tips, and tourist information, refer to the Bend itinerary planning app.

Getting from Hood River to Bend by car takes about 3.5 hours. Other options: fly; or take a bus. Plan for slightly colder temperatures traveling from Hood River in October, with highs in Bend at 19°C and lows at 3°C. Cap off your sightseeing on the 15th (Thu) early enough to go by car to Crater Lake National Park.

Things to do in Bend

Parks · Nature · Museums · Outdoors

Side Trips

Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
High Desert Museum ©
High Desert Museum
McKenzie Pass-Santiam Pass loop ©
McKenzie Pass-Santiam Pass loop

2
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.
On the 16th (Fri), explore the wealth of natural beauty at Crater Lake National Park. Get ready for a full day of sightseeing on the next day: take a memorable drive along Rogue-Umpqua Scenic Byway, take your sightseeing to a higher altitude at Watchman Peak, and then cruise along Rim Dr.

For where to stay, other places to visit, ratings, and tourist information, read Crater Lake National Park trip website.

Getting from Bend to Crater Lake National Park by car takes about 3 hours. Other options: do a combination of bus and taxi. Expect a bit warmer temperatures when traveling from Bend in October; daily highs in Crater Lake National Park reach 25°C and lows reach 7°C. Finish your sightseeing early on the 17th (Sat) so you can drive to Ashland.

Things to do in Crater Lake National Park

Parks · Nature · Outdoors · Scenic Drive

Side Trip

Highlights from your plan
Crater Lake National Park ©
Crater Lake National Park
Rim Dr ©
Rim Dr
Watchman Peak ©
Watchman Peak

2
nights
Ashland

Ashland ©
Ashland is a city in Jackson County, in the State of Oregon. On the 18th (Sun), relax in the rural setting at Rolling Hills Alpacas, catch a live performance at Oregon Shakespeare Festival, and then walk around Lithia Park. Here are some ideas for day two: view the masterpieces at The Glass Forge, kick your exploration up a notch at Rogue Valley ZipLine Adventure, and then explore the activities along Rogue River.

To see where to stay, traveler tips, other places to visit, and other tourist information, refer to the Ashland tour itinerary planning website.

Traveling by car from Crater Lake National Park to Ashland takes 2 hours. Alternatively, you can do a combination of taxi and bus. In October in Ashland, expect temperatures between 25°C during the day and 7°C at night. Finish up your sightseeing early on the 19th (Mon) so you can go by car to Eugene.

Things to do in Ashland

Outdoors · Wineries · Tours · Parks

Side Trips

Highlights from your plan
The Glass Forge ©
The Glass Forge
Lithia Park ©
Lithia Park
Rogue Valley ZipLine Adventure ©
Rogue Valley ZipLine Adventure

2
nights
Eugene

Eugene
Eugene is a city of the Pacific Northwest located in the U.S. Kick off your visit on the 20th (Tue): let the river carry you with Helfrich River Outfitters, then trek along McKenzie River National Recreation Trail, and then don't miss a visit to The Office Bridge. Get ready for a full day of sightseeing on the next day: relax in the rural setting at Bush's Fern View Farms, identify plant and animal life at Cascades Raptor Center, and then indulge your senses at Cork and Barrel - Tours.

To see other places to visit, photos, more things to do, and more tourist information, read Eugene trip planner.

Getting from Ashland to Eugene by car takes about 3.5 hours. Other options: take a bus; or fly. When traveling from Ashland in October, plan for slightly colder days and about the same nights in Eugene: temperatures range from 22°C by day to 8°C at night. Finish your sightseeing early on the 21st (Wed) so you can drive to Florence.

Things to do in Eugene

Outdoors · Tours · Wildlife · Parks

Side Trips

Highlights from your plan
McKenzie River National Recreation Trail
McKenzie River National Recreation Trail
Cascades Raptor Center ©
Cascades Raptor Center
Helfrich River Outfitters ©
Helfrich River Outfitters

2
nights
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. On the 22nd (Thu), get great views at Strawberry Hill Wayside, then cruise along Cape Perpetua Visitor Center - Siuslaw National Forest, then take in the dramatic natural features at Thor's Well, and finally explore the striking landscape at Devil's Churn. Here are some ideas for day two: explore the fascinating underground world of Sea Lion Caves, cruise along Oregon Coast Hwy, then see the interesting displays at Given Back Bird Houses Working Museum, and finally visit a coastal fixture at Heceta Head Lighthouse.

To find reviews, other places to visit, traveler tips, and other tourist information, go to the Florence trip itinerary app.

Getting from Eugene to Florence by car takes about 1.5 hours. Other options: take a bus. In October in Florence, expect temperatures between 20°C during the day and 11°C at night. Finish your sightseeing early on the 23rd (Fri) so you can drive to Newport.

Things to do in Florence

Parks · Nature · Outdoors · Scenic Drive

Side Trips

Highlights from your plan
Oregon Coast Hwy
Oregon Coast Hwy
Devil's Churn ©
Devil's Churn

3
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: Yachats coastline (in Yachats) and Lincoln City Glass Center (in Lincoln City). There's still lots to do: look for all kinds of wild species at Yaquina Head Outstanding Natural Area, stop by Ainslee's Salt Water Taffy, walk around Whale Park, and kick back and relax at Fogarty Creek State Recreation Area.

To see ratings, more things to do, photos, and more tourist information, go to the Newport trip planner.

You can drive from Florence to Newport in 1.5 hours. Alternatively, you can take a bus. In October, daytime highs in Newport are 18°C, while nighttime lows are 10°C. Finish your sightseeing early on the 26th (Mon) to allow enough time to drive to Tillamook.

Things to do in Newport

Parks · Museums · Outdoors · Wildlife

Side Trips

Highlights from your plan
Yachats coastline ©
Yachats coastline
Oregon Coast Aquarium ©
Oregon Coast Aquarium
Newport's Historic Bayfront ©
Newport's Historic Bayfront

2
nights
Tillamook

Tillamook ©
The city of Tillamook is the county seat of Tillamook County, Oregon, United States. On the 27th (Tue), immerse yourself in nature at Nehalem Bay State Park, then admire the majestic nature at Oswald West State Park, and then go for a stroll along the water at Kelly's Brighton Marina. Get ready for a full day of sightseeing on the next day: take a memorable drive along Three Capes Scenic Drive, then contemplate the long history of Tillamook Air Museum, and then identify plant and animal life at Kilchis Point Reserve.

To find other places to visit, reviews, and more tourist information, go to the Tillamook day trip site.

Traveling by car from Newport to Tillamook takes 2 hours. Alternatively, you can take a bus. The time zone difference moving from Pacific Standard Time to Mountain Standard Time is 1 hour. In October, plan for daily highs up to 20°C, and evening lows to 8°C. Finish your sightseeing early on the 28th (Wed) so you can drive to Astoria.

Things to do in Tillamook

Parks · Nature · Wildlife · Outdoors

Side Trips

Highlights from your plan
Oswald West State Park ©
Oswald West State Park
Nehalem Bay State Park ©
Nehalem Bay State Park
Tillamook Air Museum ©
Tillamook Air Museum

3
nights
Astoria

Astoria ©

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 (Hug Point State Park, Haystack Rock, &more). Spend the 31st (Sat) exploring nature at Fort Clatsop National Memorial. Next up on the itinerary: stroll through Astoria Column, see the interesting displays at Seaside Inverted Experience, immerse yourself in nature at Fort Stevens State Park, and pause for some photo ops at Seaside Beach Lewis and Clark Monument.

To see ratings, reviews, traveler tips, and other tourist information, refer to the Astoria road trip site.

Drive from Tillamook to Astoria in 2 hours. Alternatively, you can take a bus. Traveling from Tillamook to Astoria, you'll gain 1 hour due to the time zone difference. October in Astoria sees daily highs of 20°C and lows of 10°C at night. Wrap up your sightseeing on the 31st (Sat) early enough to drive back home.

Things to do in Astoria

Parks · Nature · Historic Sites · Outdoors

Side Trips

Highlights from your plan
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach
Ecola State Park ©
Ecola State Park

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