28 days in Oregon Itinerary

28 days in Oregon Itinerary

Created using Inspirock Oregon tour itinerary maker

Make it your trip
Fly
1
Astoria
— 3 nights
Drive
2
Yachats
— 3 nights
Drive
3
Coos Bay
— 3 nights
Drive
4
Ashland
— 3 nights
Drive
5
Bend
— 4 nights
Fly
6
Hood River
— 4 nights
Drive
7
Portland
— 6 nights
Fly

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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 Manzanita (Manzanita Beach & Short Sands Beach), Cannon Beach (Haystack Rock, Cannon Beach, &more) and Hug Point State Recreation Site (in Arch Cape). And it doesn't end there: admire the majestic nature at Fort Stevens State Park, relax and rejuvenate at Malama Day Spa, don't miss a visit to Seafarers' Park, and get up close and personal with brilliant marine life at Seaside Aquarium.

To see photos, other places to visit, ratings, and more tourist information, refer to the Astoria trip planning site.

Manila, Philippines to Astoria is an approximately 20.5-hour flight. You'll gain 16 hours traveling from Manila to Astoria due to the time zone difference. In February, Astoria is cooler than Manila - with highs of 12°C and lows of 4°C. Cap off your sightseeing on the 4th (Thu) early enough to go by car to Yachats.

Things to do in Astoria

Parks · Outdoors · Beaches · Nature

Side Trips

Yachats

— 3 nights
Yachats is a small coastal city in Lincoln County, Oregon, United States. Change things up with these side-trips from Yachats: Florence (Ocean Dunes Golf Links & Sandland Adventures). The adventure continues: admire all the interesting features of Cape Perpetua Visitor Center - Siuslaw National Forest, admire the majestic nature at Smelt Sands State Park, visit a coastal fixture at Heceta Head Lighthouse, and take in the waterfront at Yachats coastline.

To find where to stay, other places to visit, photos, and tourist information, read Yachats journey website.

Getting from Astoria to Yachats by car takes about 4 hours. Other options: do a combination of bus and flight; or take a bus. Expect a daytime high around 12°C in February, and nighttime lows around 5°C. Cap off your sightseeing on the 7th (Sun) early enough to go by car to Coos Bay.

Things to do in Yachats

Outdoors · Parks · Scenic Drive · Nature

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. Get out of town with these interesting Coos Bay side-trips: Bandon (Bandon South Jetty County Park & Face Rock State Scenic Viewpoint) and Oregon Route 38 (in Reedsport). And it doesn't end there: admire the majestic nature at Shore Acres State Park, tee off at Bandon Dunes Golf Resort, contemplate the long history of Marshfield Pioneer Cemetery, and stroll through Bastendorff Beach.

To see ratings, where to stay, maps, and more tourist information, use the Coos Bay trip planner.

Traveling by car from Yachats to Coos Bay takes 2 hours. In February, plan for daily highs up to 15°C, and evening lows to 6°C. Finish your sightseeing early on the 10th (Wed) so you can travel to Ashland.

Things to do in Coos Bay

Parks · Nature · Outdoors · Scenic Drive

Side Trips

Ashland

— 3 nights
Ashland is a city in Jackson County, in the State of Oregon. Venture out of the city with trips to Kriselle Cellars (in Gold Hill) and Grants Pass (The Kitchen Company & The Glass Forge). Next up on the itinerary: walk around Lithia Park, have fun and explore at ScienceWorks Hands-On Museum, relax and float downstream with a rafting and tubing tour, and catch a live performance at Oregon Shakespeare Festival.

For photos, ratings, where to stay, and tourist information, refer to the Ashland online holiday planner.

You can drive from Coos Bay to Ashland in 3.5 hours. Traveling from Coos Bay in February, Ashland is little chillier at night with lows of 1°C. Cap off your sightseeing on the 13th (Sat) early enough to go by car to Bend.

Things to do in Ashland

Museums · Spas · Wineries · Adventure

Side Trips

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.
Explore Bend's surroundings by going to Smith Rock State Park (in Redmond), Peter Skene Ogden State Park (in Terrebonne) and Crooked River Scenic Drive (in Prineville). There's much more to do: see the interesting displays at High Desert Museum, look and learn at Oregon Observatory, see what you can catch with a fishing tour, and indulge your thirst for a good beer at Atlas Cider Co.

To find other places to visit, ratings, photos, and other tourist information, you can read our Bend trip itinerary tool.

Drive from Ashland to Bend in 4.5 hours. Alternatively, you can fly; or take a bus. Traveling from Ashland in February, expect Bend to be slightly colder, temps between 9°C and -3°C. Wrap up your sightseeing on the 17th (Wed) to allow time to fly to Hood River.

Things to do in Bend

Parks · Outdoors · Nature · Museums

Side Trips

Hood River

— 4 nights
The city of Hood River is the seat of Hood River County, Oregon, United States. You'll find plenty of places to visit near Hood River: Bonneville Lock & Dam (in Cascade Locks), Timberline Summit Pass (in Government Camp) and Timberline Lodge and Ski Area (in Timberline Lodge). And it doesn't end there: explore the activities along Columbia River Gorge National Scenic Area, indulge your thirst for a good beer at Full Sail Brewing Company, examine the collection at Fire Museum in City Hall, and take in the views from Bridge of the Gods.

For other places to visit, ratings, traveler tips, and more tourist information, use the Hood River attractions planning site.

Fly from Bend to Hood River in 2.5 hours. Alternatively, you can drive; or take a bus. Traveling from Bend in February, expect a bit warmer with lows of 3°C in Hood River. Finish up your sightseeing early on the 21st (Sun) so you can go by car to Portland.

Things to do in Hood River

Parks · Nature · Outdoors · Wildlife

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.
Explore Portland's surroundings by going to Multnomah Falls (in Bridal Veil), Evergreen Aviation & Space Museum (in McMinnville) and Carlton Winemakers Studio (in Carlton). Dedicate the 25th (Thu) to wine at some of the top wineries in the area. There's still lots to do: stop by Powell's City of Books, take in nature's colorful creations at Portland Japanese Garden, examine the collection at Oregon Museum of Science and Industry, and stroll through Hoyt Arboretum.

To see traveler tips, reviews, and tourist information, read Portland journey planner.

Traveling by car from Hood River to Portland takes 1.5 hours. Alternatively, you can take a bus; or take a train. In February, daily temperatures in Portland can reach 12°C, while at night they dip to 3°C. On the 27th (Sat), you're off to home.

Things to do in Portland

Wineries · Tours · Parks · Museums

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.