29 days in Oregon Itinerary

29 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary planner

Make it your trip
Train to Amsterdam Schiphol, Fly to Portland
1
Portland
— 4 nights
Drive
2
Astoria
— 3 nights
Drive
3
Newport
— 4 nights
Drive
4
Florence
— 4 nights
Fly
5
Hood River
— 3 nights
Fly
6
Bend
— 4 nights
Drive
7
Crater Lake National Park
— 3 nights
Drive
8
Ashland
— 2 nights
Fly

S M T W T F S
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30

Portland

— 4 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.
Attractions like International Rose Test Garden and Portland Japanese Garden make great kid-friendly stops. Explore the numerous day-trip ideas around Portland: Multnomah Falls (in Bridal Veil) and Silver Falls State Park (in Drake Crossing). There's still lots to do: stop by Powell's City of Books, admire the natural beauty at Lan Su Chinese Garden, learn about wildlife with up-close encounters at Oregon Zoo, and take a peaceful walk through The Grotto - National Sanctuary of Our Sorrowful Mother.

To see reviews, more things to do, photos, and other tourist information, read our Portland online travel route builder.

Brussels, Belgium to Portland is an approximately 16-hour combination of train and flight. Due to the time zone difference, you'll gain 9 hours traveling from Brussels to Portland. Traveling from Brussels in July, expect nights in Portland to be about the same, around 17°C, while days are somewhat warmer, around 33°C. Wrap up your sightseeing on the 5th (Tue) early enough to drive to Astoria.

Things to do in Portland

Parks · Nature · Wildlife · Zoos & Aquariums

Side Trips

Astoria

— 3 nights

Spirit of the Columbia

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Attractions like Haystack Rock and Cannon Beach make great kid-friendly stops. Change things up with these side-trips from Astoria: Cannon Beach (Ecola State Park, Oswald West State Park, &more) and Nehalem Bay State Park (in Nehalem). The adventure continues: pause for some photo ops at Astoria Column, contemplate the long history of Battery Russell, admire the majestic nature at Fort Stevens State Park, and make a trip to Seaside Beach Lewis and Clark Monument.

To see ratings, other places to visit, maps, and tourist information, refer to the Astoria travel route planner.

Getting from Portland to Astoria by car takes about 2 hours. Other options: take a bus. Expect slightly colder weather when traveling from Portland in July: highs in Astoria hover around 24°C, while lows dip to 15°C. Cap off your sightseeing on the 8th (Fri) early enough to go by car to Newport.

Things to do in Astoria

Parks · Nature · Beaches · Outdoors

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.
Bring the kids along to Oregon Coast Aquarium and Otter Crest Loop. You'll find plenty of places to visit near Newport: Yachats (Yachats coastline & Smelt Sands State Park). There's still lots to do: stroll through Yaquina Head Outstanding Natural Area, take a leisurely stroll along Newport's Historic Bayfront, snap pictures at Yaquina Bay Bridge, and engage your brain at Hatfield Marine Science Center.

To see ratings, maps, photos, and tourist information, go to the Newport sightseeing planning website.

Traveling by car from Astoria to Newport takes 3.5 hours. Alternatively, you can take a bus. Plan for a bit cooler temperatures traveling from Astoria in July, with highs in Newport at 20°C and lows at 11°C. Finish up your sightseeing early on the 12th (Tue) so you can go by car to Florence.

Things to do in Newport

Parks · Outdoors · Nature · Wildlife

Side Trips

Florence

— 4 nights
Florence is a coastal city in Lane County, in the U.S. state of Oregon. Attractions like Face Rock State Scenic Viewpoint and Oregon Coast Hwy make great kid-friendly stops. Explore the numerous day-trip ideas around Florence: Coos Bay (Shore Acres State Park & Cape Arago State Park), Washed Ashore - Gallery & Workshop (in Bandon) and South Slough National Estuarine Research Reserve (in Charleston). Next up on the itinerary: tour the pleasant surroundings at Cape Perpetua Visitor Center - Siuslaw National Forest, explore the fascinating underground world of Sea Lion Caves, take in the dramatic natural features at Thor's Well, and enjoy the sea views from Heceta Head Lighthouse.

To see other places to visit, ratings, maps, and tourist information, you can read our Florence trip itinerary builder tool.

You can drive from Newport to Florence in 1.5 hours. Another option is to take a bus. In July in Florence, expect temperatures between 22°C during the day and 14°C at night. Wrap up your sightseeing on the 16th (Sat) to allow time to fly to Hood River.

Things to do in Florence

Parks · Nature · Outdoors · Scenic Drive

Side Trips

Hood River

— 3 nights
The city of Hood River is the seat of Hood River County, Oregon, United States. Family-friendly places like Columbia River Gorge National Scenic Area and Little Zigzag Falls will thrill your kids. You'll find plenty of places to visit near Hood River: Bonneville Lock & Dam (in Cascade Locks) and Timberline Lodge and Ski Area (in Timberline Lodge). There's lots more to do: examine the collection at Western Antique Aeroplane & Automobile Museum, contemplate the geological forces at Mount Hood, hike along Horsetail Falls- Columbia River Gorge, and admire the majestic nature at Starvation Creek State Park.

For ratings, more things to do, maps, and other tourist information, read Hood River sightseeing planner.

Traveling by flight from Florence to Hood River takes 2.5 hours. Alternatively, you can drive; or take a bus. Traveling from Florence in July, expect nights in Hood River to be about the same, around 17°C, while days are somewhat warmer, around 30°C. Finish your sightseeing early on the 19th (Tue) so you can fly to Bend.

Things to do in Hood River

Parks · Nature · Outdoors · Trails

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.
Family-friendly places like River Rafting & Tubing and Oregon Observatory will thrill your kids. Get out of town with these interesting Bend side-trips: Dee Wright Observatory (in Blue River), Sisters (City of Sisters, Sahalie and Koosah Falls, &more) and Smith Rock State Park (in Redmond). There's much more to do: take a peaceful walk through Deschutes National Forest, see Off-Road Tours, take in the exciting artwork at Artists Gallery Sunriver, and contemplate the waterfront views at Deschutes River.

Planning Bend trip won't be overwhelming when you use Inspirock's itinerary maker.

Fly from Hood River to Bend in 2.5 hours. Alternatively, you can drive; or take a bus. When traveling from Hood River in July, plan for somewhat warmer days in Bend, with highs around 34°C, while nights are slightly colder with lows around 13°C. Cap off your sightseeing on the 23rd (Sat) early enough to go by car to Crater Lake National Park.

Things to do in Bend

Parks · Museums · Nature · Outdoors

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.
You'll find plenty of places to visit near Crater Lake National Park: Prospect (Mill Creek Falls & Natural Bridge Viewpoint). Spend the 24th (Sun) exploring nature at Crater Lake National Park. There's still lots to do: explore and take pictures at Rim Dr, stroll through Rogue River Gorge Viewpoint, cruise along Rogue-Umpqua Scenic Byway, and take in the dramatic scenery at Whitehorse Falls.

To see other places to visit, where to stay, reviews, and other tourist information, go to the Crater Lake National Park trip itinerary maker site.

Traveling by car from Bend to Crater Lake National Park takes 2.5 hours. Alternatively, you can do a combination of bus and taxi. Plan for somewhat warmer temperatures traveling from Bend in July, with highs in Crater Lake National Park at 40°C and lows at 19°C. Wrap up your sightseeing on the 26th (Tue) early enough to drive to Ashland.

Things to do in Crater Lake National Park

Parks · Nature · Outdoors · Scenic Drive

Side Trips

Ashland

— 2 nights
Ashland is a city in Jackson County, in the State of Oregon. On the 27th (Wed), stroll around Lithia Park, then stop by Rogue Creamery, then catch a live performance at Oregon Shakespeare Festival, and finally let the river carry you with a rafting and tubing tour. On the next day, admire the natural beauty at Upper and Lower Table Rock, explore the activities along Rogue River, then view the masterpieces at The Glass Forge, and finally examine the collection at Bear Hotel Artworks Museum.

To see photos, ratings, other places to visit, and tourist information, read Ashland planner.

Traveling by car from Crater Lake National Park to Ashland takes 2 hours. Alternatively, you can do a combination of taxi and bus. Expect a daytime high around 40°C in July, and nighttime lows around 19°C. Cap off your sightseeing on the 28th (Thu) early enough to catch the flight back home.

Things to do in Ashland

Parks · Nature · Tours · Outdoors

Side Trips

Oregon travel guide

4.4
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.