14 days in Oregon & Des Moines Itinerary

14 days in Oregon & Des Moines Itinerary

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Route & dates

14 days in Oregon & Des Moines Itinerary

Start: Madison
Fly:  8​h 15​min
1
Portland
— 3 nights
bus:  1​h 15​min
2
Hood River
— 1 night
Drive:  3​h
3
Cannon Beach
— 2 nights
Drive:  2​h 45​min
4
Newport
— 2 nights
Drive:  1​h 15​min
5
Florence
— 2 nights
Drive:  5​h
6
Crater Lake National Park
— 1 night
Drive + Fly:  11​h 45​min
7
Des Moines
— 1 night
Drive:  5​h 15​min
End: Madison

3
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.
Kids will appreciate attractions like Powell's City of Books and Multnomah County Central Library. Explore Portland's surroundings by going to Multnomah Falls (in Bridal Veil) and Wahkeena Falls (in Troutdale). There's still lots to do: admire the natural beauty at Portland Japanese Garden, have some family-friendly fun at Ground Kontrol Classic Arcade, look for all kinds of wild species at Oaks Bottom Wildlife Refuge, and sample some tasty brews at a beer tour and tasting.

To find other places to visit, where to stay, ratings, and more tourist information, refer to the Portland trip planner .

Madison to Portland is an approximately 8.5-hour flight. You can also do a combination of bus and flight; or drive. Due to the time zone difference, you'll gain 2 hours traveling from Madison to Portland. Expect a daytime high around 77°F in June, and nighttime lows around 56°F. Finish up your sightseeing early on the 24th (Mon) so you can go by car to Hood River.

Things to do in Portland

Parks Nature Tours

Side Trips

Multnomah Falls, Wahkeena Falls
Highlights from your plan
Powell's City of Books ©
Powell's City of Books
Oregon Zoo ©
Oregon Zoo
Oregon Museum of Science and Industry ©

1
night
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Start off your visit on the 25th (Tue): look for all kinds of wild species at Columbia River Gorge National Scenic Area, then examine the collection at Western Antique Aeroplane & Automobile Museum, and then get outside with Big Winds.

To find more things to do, other places to visit, where to stay, and more tourist information, read Hood River trip planner .

Traveling by car from Portland to Hood River takes 1.5 hours. Alternatively, you can take a bus; or take a train. Expect little chillier weather when traveling from Portland in June: highs in Hood River hover around 72°F, while lows dip to 55°F. Finish your sightseeing early on the 25th (Tue) to allow enough time to drive to Cannon Beach.

Things to do in Hood River

Parks Wildlife Nature

Side Trip

Columbia River Gorge National Scenic Area
Highlights from your plan

2
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Kick off your visit on the 26th (Wed): stroll through Cannon Beach, then tour the pleasant surroundings at Haystack Rock, and then appreciate the history behind Astoria Column. Get ready for a full day of sightseeing on the 27th (Thu): kick back and relax at Manzanita Beach, stop by Cloud and Leaf Bookstore, then immerse yourself in nature at Ecola State Park, and finally stop by Bronze Coast Gallery.

To find traveler tips, maps, reviews, and more tourist information, read Cannon Beach travel itinerary planner.

You can drive from Hood River to Cannon Beach in 3 hours. Alternatively, you can take a bus; or do a combination of train and bus. When traveling from Hood River in June, plan for slightly colder days in Cannon Beach, with highs around 66°F, while nights are about the same with lows around 52°F. Finish up your sightseeing early on the 27th (Thu) so you can go by car to Newport.

Things to do in Cannon Beach

Parks Outdoors Beaches

Side Trips

Manzanita, Astoria Column
Highlights from your plan
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach
Ecola State Park ©
Ecola State Park

2
nights
Newport

Newport ©
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
On the 28th (Fri), admire nature's wide array of creatures at Oregon Coast Aquarium, visit a coastal fixture at Yaquina Head Lighthouse, and then look for all kinds of wild species at Yaquina Head Outstanding Natural Area. Keep things going the next day: take a leisurely stroll along Yachats coastline, then cruise along Cape Perpetua Visitor Center - Siuslaw National Forest, then take in the exciting artwork at Earthworks Gallery, and finally look for gifts at The Chocolate Frog.

To find photos, maps, more things to do, and other tourist information, refer to the Newport trip itinerary builder site .

You can drive from Cannon Beach to Newport in 3 hours. Another option is to take a bus. While traveling from Cannon Beach, expect a bit cooler days and about the same nights in Newport, ranging from highs of 61°F to lows of 48°F. Wrap up your sightseeing on the 29th (Sat) early enough to drive to Florence.

Things to do in Newport

Parks Wildlife Zoos & Aquariums

Side Trips

Yachats, The Chocolate Frog
Highlights from your plan

2
nights
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. On the 30th (Sun), kick back and relax at Heceta Beach, then immerse yourself in nature at Jessie M. Honeyman Memorial State Park, and then try for a hole-in-one at Sandland Adventures. Get ready for a full day of sightseeing on the 1st (Mon): Head underground at Sea Lion Caves, enjoy the sea views from Heceta Head Lighthouse, and then enjoy some diversion at Sand Master Park.

To see more things to do, maps, traveler tips, and more tourist information, use the Florence day trip app .

Traveling by car from Newport to Florence takes 1.5 hours. Alternatively, you can do a combination of bus and taxi. In June, plan for daily highs up to 65°F, and evening lows to 52°F. Finish your sightseeing early on the 1st (Mon) so you can drive to Crater Lake National Park.

Things to do in Florence

Parks Nature Fun & Games
Highlights from your plan
Heceta Beach ©
Heceta Beach
Sandland Adventures ©
Sandland Adventures
Sand Master Park - Sandboarding ©
Sand Master Park - Sandboarding

1
night
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 2nd (Tue), explore the wealth of natural beauty at Crater Lake National Park.

Inspirock's itinerary builder makes planning a Crater Lake National Park trip simple and quick.

Drive from Florence to Crater Lake National Park in 5 hours. Alternatively, you can do a combination of bus, train, and taxi; or do a combination of bus and train. Traveling from Florence in July, you will find days in Crater Lake National Park are much hotter (94°F), and nights are somewhat warmer (61°F). Finish your sightseeing early on the 2nd (Tue) so you can travel to Des Moines.

Things to do in Crater Lake National Park

Parks Nature
Highlights from your plan
Crater Lake National Park ©
Crater Lake National Park

1
night
Des Moines

Des Moines ©
Des Moines is the capital and the most populous city in the U.S. On the 3rd (Wed), make a trip to Polk County Courthouse, explore and take pictures at Iowa State Fairgrounds, and then explore and take pictures at Iowa State University. On the 4th (Thu), you'll have a packed day of sightseeing: stroll through Pappajohn Sculpture Park, then admire nature's wide array of creatures at Blank Park Zoo, and then get a sense of history and politics at Capitol Building.

For ratings, more things to do, traveler tips, and other tourist information, refer to the Des Moines route planner.

You can do a combination of taxi, bus, and flight from Crater Lake National Park to Des Moines in 12 hours. Alternatively, you can do a combination of taxi, train, and flight; or drive. You'll lose 2 hours traveling from Crater Lake National Park to Des Moines due to the time zone difference. Traveling from Crater Lake National Park in July, you will find days in Des Moines are slightly colder (86°F), and nights are somewhat warmer (67°F). Wrap up your sightseeing on the 4th (Thu) early enough to drive back home.

Things to do in Des Moines

Parks Zoos & Aquariums

Side Trip

Iowa State University
Highlights from your plan
Blank Park Zoo ©
Blank Park Zoo
Iowa State University ©
Iowa State University
Capitol Building ©
Capitol Building

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