57 days in Oregon Itinerary

57 days in Oregon Itinerary

Created using Inspirock Oregon trip planner

Plan created by another user. Make it yours
1
Medford
— 3 nights
2
Eugene
— 6 nights
3
Bend
— 6 nights
4
Hood River
— 5 nights
5
Portland
— 9 nights
6
Astoria
— 5 nights
7
Tillamook
— 4 nights
8
Newport
— 6 nights
9
Florence
— 4 nights
10
Bandon
— 4 nights
11
Brookings
— 4 nights

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3
nights
Medford

Medford ©
Medford is a city in, and county seat of, Jackson County, Oregon, United States. DANCIN Vineyards and Rogue Valley ZipLine Adventure are good opportunities to explore the local culture. Discover out-of-the-way places like Upper and Lower Table Rock and Klamath County Museum. Change things up with these side-trips from Medford: Red Lily Vineyards (in Jacksonville), Cave Junction (Tiger Preservation Center, Great Cats World Park, &more) and Grants Pass (Riverside Park, The Glass Forge, &more). Next up on the itinerary: hike along Natural Bridge Loop, look for gifts at Rogue Creamery, contemplate the waterfront views at Rogue River, and get curious at ScienceWorks Hands-On Museum.

For more things to do, reviews, where to stay, and other tourist information, read our Medford trip site.

San Francisco to Medford is an approximately 4-hour flight. You can also drive. Plan for slightly colder nights when traveling from San Francisco in March since evenings lows in Medford dip to 39°F. Finish your sightseeing early on the 21st (Sun) so you can travel to Eugene.

Things to do in Medford

Parks · Wineries · Outdoors · Nature

Side Trips

Highlights from your plan
Upper and Lower Table Rock ©
Upper and Lower Table Rock
Rogue Valley ZipLine Adventure ©
Rogue Valley ZipLine Adventure

6
nights
Eugene

Eugene ©
Eugene is a city of the Pacific Northwest located in the U.S. The Historic Carousel and Museum and Scio Museum will appeal to museum buffs. Get some cultural insight at King Estate Winery and Shelton McMurphey Johnson House. Change things up with these side-trips from Eugene: Colliding Rivers Viewpoint (in Glide), Wildlife Safari (in Winston) and Roseburg (Stewart Park, Roseburg, Oregon, Abacela, &more). And it doesn't end there: grab your bike and head to Willamette River Trail, walk around Skinner Butte Park, identify plant and animal life at Cascades Raptor Center, and indulge your thirst for a good beer at The Better Living Room by Ninkasi Brewing.

To find photos, ratings, other places to visit, and other tourist information, read our Eugene trip itinerary planner.

Getting from Medford to Eugene by car takes about 3 hours. In March, daily temperatures in Eugene can reach 57°F, while at night they dip to 39°F. Cap off your sightseeing on the 27th (Sat) early enough to go by car to Bend.

Things to do in Eugene

Parks · Wineries · Museums · Wildlife

Side Trips

Highlights from your plan
Wildlife Safari ©
Wildlife Safari
The Historic Carousel and Museum ©
The Historic Carousel and Museum
Cascades Raptor Center ©
Cascades Raptor Center

6
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.
Take a break from the city and head to Newberry National Volcanic Monument and Deschutes National Forest. Get a sense of the local culture at Old Mill District and Oregon Observatory. Explore Bend's surroundings by going to Quail Run Golf Course (in La Pine), Salt Creek Falls (in Oakridge) and Sisters (Sahalie and Koosah Falls & City of Sisters). The adventure continues: hit the slopes at Mt. Bachelor Ski Area, explore the landscape on two wheels at Trail to Benham Falls, see Off-Road Tours, and see what you can catch with a fishing tour.

For traveler tips, more things to do, maps, and more tourist information, read our Bend trip builder website.

You can drive from Eugene to Bend in 3 hours. Alternatively, you can take a bus. Traveling from Eugene in March, expect a bit cooler with lows of 31°F in Bend. Cap off your sightseeing on the 2nd (Fri) early enough to go by car to Hood River.

Things to do in Bend

Parks · Nature · Outdoors · Tours

Side Trips

Highlights from your plan
Newberry National Volcanic Monument ©
Newberry National Volcanic Monument
Deschutes National  Forest
Deschutes National Forest
Pilot Butte State Scenic Viewpoint ©
Pilot Butte State Scenic Viewpoint

5
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Satisfy your inner culture vulture at Western Antique Aeroplane & Automobile Museum and Cathedral Ridge Winery. Eschew the tourist crowds and head to Horsetail Falls- Columbia River Gorge and Mt. Hood Winery. You'll find plenty of places to visit near Hood River: River Rafting & Tubing (in Maupin), Trillium Lake (in Government Camp) and Bonneville Lock & Dam (in Cascade Locks). Next up on the itinerary: admire the sheer force of Wahkeena Falls, contemplate the long history of Timberline Lodge and Ski Area, explore the activities along Sturgeon Viewing Pond and Interpretive Center, and admire all the interesting features of Columbia Gorge Scenic Highway.

To find more things to do, photos, reviews, and other tourist information, go to the Hood River road trip website.

Traveling by car from Bend to Hood River takes 3.5 hours. Alternatively, you can fly; or take a bus. Traveling from Bend in April, expect a bit warmer with lows of 43°F in Hood River. Wrap up your sightseeing on the 7th (Wed) early enough to drive to Portland.

Things to do in Hood River

Parks · Nature · Outdoors · Museums

Side Trips

Highlights from your plan
Mount Hood ©
Mount Hood
Timberline Lodge and Ski Area ©
Timberline Lodge and Ski Area

9
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 explore and learn at Live Laugh Love Art and Rice NW Museum of Rocks and Minerals. Give yourself a bit of retail therapy at Northwest (Nob Hill) and Portland Saturday Market. Explore Portland's surroundings by going to Corbett (Latourell Falls, Vista House, &more), Oneonta Gorge (in Cascade Locks) and Portland Women's Forum State Scenic Viewpoint (in Troutdale). There's much more to do: hike along Forest Park, wander the streets of Multnomah Village, take an in-depth tour of Oregon Historical Society, and learn about winemaking at Willamette Valley Vineyards.

To see photos, more things to do, maps, and other tourist information, read our Portland trip planner.

Getting from Hood River to Portland by car takes about 1.5 hours. Other options: take a bus; or take a train. In April in Portland, expect temperatures between 63°F during the day and 45°F at night. Finish your sightseeing early on the 16th (Fri) to allow enough time to drive to Astoria.

Things to do in Portland

Parks · Nature · Museums · Outdoors

Side Trips

Highlights from your plan
Willamette Valley ©
Willamette Valley
Columbia River Highway ©
Columbia River Highway
Willamette Valley Vineyards ©
Willamette Valley Vineyards

5
nights
Astoria

Astoria ©

Spirit of the Columbia

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Your cultural itinerary includes sights like Fort Clatsop National Memorial and Flavel House Museum. Museum-lovers will appreciate Camp 18 Logging Museum & Restaurant and Icefire Glassworks. Get out of town with these interesting Astoria side-trips: Cannon Beach (Cannon Beach Gallery, Hug Point State Park, &more) and Seaside (Tillamook Head, Seaside Beach, &more). There's still lots to do: explore the striking landscape of The Lewis And Clark National And State Historical Parks, enjoy the sea views from Lightship Columbia, trek along Astoria Oregon Riverwalk, and make a trip to Goonies House.

To see more things to do, reviews, ratings, and tourist information, use the Astoria online trip maker.

You can drive from Portland to Astoria in 2 hours. Another option is to take a bus. Traveling from Portland in April, you will find days in Astoria are slightly colder (58°F), and nights are about the same (43°F). Wrap up your sightseeing on the 21st (Wed) early enough to drive to Tillamook.

Things to do in Astoria

Parks · Historic Sites · Nature · Outdoors

Side Trips

Highlights from your plan
Fort Clatsop National Memorial ©
Fort Clatsop National Memorial
Flavel House Museum ©
Flavel House Museum

4
nights
Tillamook

Tillamook ©
The city of Tillamook is the county seat of Tillamook County, Oregon, United States. Escape the urban bustle at Cape Lookout State Park and Manzanita Beach. Your cultural itinerary includes sights like Cape Meares Lighthouse and International Police Museum. Get out of town with these interesting Tillamook side-trips: Kelly's Brighton Marina (in Rockaway Beach), Oswald West State Park (in Cannon Beach) and Nehalem Bay State Park (in Nehalem). The adventure continues: stroll through Rockaway Beach Wayside, trot along with Green Acres Beach & Trail Rides, admire the sheer force of Munson Creek Falls, and kick back and relax at Cape Kiwanda State Natural Area.

Plan a Tillamook trip in moments using our itinerary builder.

Getting from Astoria to Tillamook by car takes about 2 hours. Other options: take a bus. The time zone difference when traveling from Astoria to Tillamook is 1 hour. In April, daytime highs in Tillamook are 58°F, while nighttime lows are 41°F. Cap off your sightseeing on the 25th (Sun) early enough to go by car to Newport.

Things to do in Tillamook

Parks · Nature · Outdoors · Beaches

Side Trips

Highlights from your plan
Cape Meares Lighthouse ©
Cape Meares Lighthouse
Cape Kiwanda State Natural Area ©
Cape Kiwanda State Natural Area
Rockaway Beach Wayside ©
Rockaway Beach Wayside

6
nights
Newport

Newport ©
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
Your itinerary includes some good beach time at Nye Beach and Roads End State Recreation Site. You'll discover tucked-away gems like Yachats coastline and Cape Foulweather. Explore Newport's surroundings by going to Earthworks Gallery (in Yachats), Lincoln City (Connie Hansen Garden Conservancy, Prehistoric, &more) and The Sparks Gallery (in Depoe Bay). The adventure continues: engage your brain at Hatfield Marine Science Center, immerse yourself in nature at Beverly Beach State Park, make a trip to Boiler Bay State Wayside, and cruise along Otter Crest Loop.

To see photos, reviews, maps, and tourist information, refer to the Newport trip itinerary planning app.

Getting from Tillamook to Newport by car takes about 2 hours. Other options: take a bus. The time zone difference when traveling from Tillamook to Newport is minus 1 hour. In April, daytime highs in Newport are 55°F, while nighttime lows are 42°F. Finish your sightseeing early on the 1st (Sat) so you can drive to Florence.

Things to do in Newport

Parks · Nature · Museums · Outdoors

Side Trips

Highlights from your plan
Hatfield Marine Science Center ©
Hatfield Marine Science Center
Nye Beach ©
Nye Beach
Fogarty Creek State Recreation Area ©
Fogarty Creek State Recreation Area

4
nights
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. Get some cultural insight at Umpqua River Lighthouse, Museum,and Gift shop and Oregon Coast. You'll explore the less-touristy side of things at Devil's Churn and Hobbit Trail. You'll find plenty of places to visit near Florence: Umpqua Triangle Oyster from Aquaculture (in Winchester Bay) and Reedsport (Dean Creek Elk Viewing Area & Oregon Dunes National Recreation Area). Next up on the itinerary: stroll through Heceta Beach, immerse yourself in nature at Darlingtonia State Natural Site, take in the views from Siuslaw River Bridge, and get the adrenaline pumping with Sandland Adventures.

To find more things to do, other places to visit, ratings, and other tourist information, read Florence day trip site.

Traveling by car from Newport to Florence takes 1.5 hours. Alternatively, you can take a bus. In May in Florence, expect temperatures between 62°F during the day and 49°F at night. Wrap up your sightseeing on the 5th (Wed) early enough to drive to Bandon.

Things to do in Florence

Parks · Nature · Outdoors · Scenic Drive

Side Trips

Highlights from your plan
Devil's Churn ©
Devil's Churn
Oregon Dunes National Recreation Area
Oregon Dunes National Recreation Area

4
nights
Bandon

Bandon ©
Bandon is a city in Coos County, Oregon, United States, on the south side of the mouth of the Coquille River. Get outdoors at Shore Acres State Park and Cape Arago State Park. Satisfy your inner culture vulture at Cape Blanco Lighthouse and Coquille River Lighthouse. Explore Bandon's surroundings by going to Port Orford (Humbug Mountain State Park & Cape Blanco State Park), Coos Bay (Cranberry Sweets, Marshfield Pioneer Cemetery, &more) and Betty Kay Charter (in Charleston). There's much more to do: tee off at Bandon Dunes Golf Resort, stroll around Bandon South Jetty County Park, stop by Face Rock Creamery, and admire the majestic nature at Bullards Beach State Park.

For photos and tourist information, read Bandon online trip builder.

Traveling by car from Florence to Bandon takes 1.5 hours. Alternatively, you can take a bus. May in Bandon sees daily highs of 62°F and lows of 49°F at night. Finish up your sightseeing early on the 9th (Sun) so you can travel to Brookings.

Things to do in Bandon

Parks · Nature · Wildlife · Outdoors

Side Trips

Highlights from your plan
Shore Acres State Park ©
Shore Acres State Park
Face Rock State Scenic Viewpoint ©
Face Rock State Scenic Viewpoint
Cape Blanco Lighthouse ©
Cape Blanco Lighthouse

4
nights
Brookings

Brookings ©
Brookings is a city in Curry County, Oregon, United States. Relax by the water at Lone Ranch Beach and China Beach. You'll explore the less-touristy side of things at Harris Beach State Park and Samuel H. Boardman State Scenic Corridor. Explore the numerous day-trip ideas around Brookings: Gold Beach (Cedar Bend Golf Club, Geisel Monument State Heritage Site, &more) and Ophir Beach (in Ophir). There's lots more to do: admire the majestic nature at Alfred A Loeb State Park, stroll through Myers Creek Beach, stroll around Azalea Park, and tee off at Salmon Run Golf Course.

To find photos, other places to visit, maps, and tourist information, use the Brookings trip planner.

Traveling by car from Bandon to Brookings takes 2 hours. In May in Brookings, expect temperatures between 63°F during the day and 48°F at night. Wrap up your sightseeing on the 13th (Thu) to allow time to travel back home.

Things to do in Brookings

Outdoors · Parks · Nature · Beaches

Side Trips

Highlights from your plan
Samuel H. Boardman State Scenic Corridor ©
Samuel H. Boardman State Scenic Corridor
Lone Ranch Beach ©
Lone Ranch Beach
Harris Beach State Park ©
Harris Beach State Park

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