14 days in United States Itinerary

14 days in United States Itinerary

Created using Inspirock Oregon travel route planner

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Route & dates

Start: Milwaukee
Fly + Bus:  9 h 15 min
1
Bend
— 2 nights
Drive:  2 h 45 min
2
Crater Lake National Park
— 2 nights
Drive:  3 h 45 min
3
Brookings
— 2 nights
Drive:  4 h 15 min
4
Newport
— 2 nights
Drive:  2 h 45 min
5
Cannon Beach
— 2 nights
Drive:  1 h 45 min
6
Troutdale
— 3 nights
+2
Drive + Fly + Drive:  7 h 15 min
End: Milwaukee

2
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.
Kick off your visit on the 30th (Thu): take a memorable drive along McKenzie Pass-Santiam Pass loop, then explore the activities along Deschutes River, and then relax and float downstream with a rafting and tubing tour. Keep things going the next day: delve into the lush surroundings at Deschutes National Forest, then immerse yourself in nature at Smith Rock State Park, and then hike along Pilot Butte State Scenic Viewpoint.

For ratings, other places to visit, reviews, and more tourist information, you can read our Bend trip itinerary planning site.

Milwaukee to Bend is an approximately 9.5- hour combination of flight and bus. You can also do a combination of bus and flight; or drive. Traveling from Milwaukee to Bend, you'll gain 2 hours due to the time zone difference. Traveling from Milwaukee in July, Bend is a bit cooler at night with lows of 52°F. Wrap up your sightseeing on the 31st (Fri) to allow time to drive to Crater Lake National Park.

Things to do in Bend

Parks Outdoors Nature

Side Trips

Smith Rock State Park, McKenzie Pass-Santiam Pass loop
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
River Rafting & Tubing
Deschutes National  Forest ©
Deschutes National Forest

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.
Kick off your visit on the 1st (Sat): take a memorable drive along Rim Dr and then explore the striking landscape of Crater Lake National Park. Keep things going the next day: look for all kinds of wild species at Rogue River Gorge Viewpoint, step off the mainland to explore Wizard Island, then trek along Cleetwood Cove Trail, and finally trek along Watchman Peak.

Ask Inspirock to suggest an itinerary and make planning a trip to Crater Lake National Park fast, fun, and easy.

You can drive from Bend to Crater Lake National Park in 3 hours. Another option is to do a combination of bus and taxi. Plan for a bit warmer temperatures traveling from Bend in July, with highs in Crater Lake National Park at 94°F and lows at 61°F. Wrap up your sightseeing on the 2nd (Sun) early enough to travel to Brookings.

Things to do in Crater Lake National Park

Parks Nature Outdoors

Side Trip

Rogue River Gorge Viewpoint
Highlights from your plan
Crater Lake National Park ©
Crater Lake National Park
Rim Dr ©
Rim Dr
Cleetwood Cove Trail ©
Cleetwood Cove Trail

2
nights
Brookings

Brookings ©
Brookings is a city in Curry County, Oregon, United States. Start off your visit on the 3rd (Mon): cruise along Samuel H. Boardman State Scenic Corridor, enjoy the sand and surf at Myers Creek Beach, and then step aboard The Mary D Hume. Keep things going the next day: immerse yourself in nature at Harris Beach State Park, enjoy the sand and surf at Lone Ranch Beach, then admire the majestic nature at Crissey Field State Park, and finally hike along Oregon Redwood Trail.

To see maps, ratings, where to stay, and tourist information, refer to the Brookings trip planner.

Getting from Crater Lake National Park to Brookings by car takes about 4 hours. Traveling from Crater Lake National Park in August, you will find days in Brookings are much colder (68°F), and nights are little chillier (53°F). Finish up your sightseeing early on the 4th (Tue) so you can travel to Newport.

Things to do in Brookings

Parks Outdoors Scenic Drive

Side Trips

Myers Creek Beach, The Mary D Hume
Highlights from your plan
Harris Beach State Park ©
Harris Beach State Park
Samuel H. Boardman State Scenic Corridor ©
Samuel H. Boardman State Scenic Corridor
Lone Ranch Beach ©
Lone Ranch Beach

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.
Kick off your visit on the 5th (Wed): look for all kinds of wild species at Fogarty Creek State Recreation Area, then enjoy the sea views from Yaquina Head Lighthouse, then look for all kinds of wild species at Yaquina Head Outstanding Natural Area, and finally explore the wealth of natural beauty at Mike Miller Park. Get ready for a full day of sightseeing on the 6th (Thu): cruise along Cape Perpetua Visitor Center - Siuslaw National Forest, visit a coastal fixture at Heceta Head Lighthouse, and then take in the waterfront at Yachats coastline.

To see photos, maps, traveler tips, and tourist information, read our Newport trip itinerary maker website.

Traveling by car from Brookings to Newport takes 4.5 hours. August in Newport sees daily highs of 64°F and lows of 51°F at night. Wrap up your sightseeing on the 6th (Thu) to allow time to drive to Cannon Beach.

Things to do in Newport

Parks Historic Sites Wildlife

Side Trips

Yachats, Heceta Head Lighthouse, Mike Miller Park, Fogarty Creek State Recreation Area
Highlights from your plan
Fogarty Creek State Recreation Area ©
Fogarty Creek State Recreation Area
Yaquina Head Lighthouse ©
Yaquina Head Lighthouse

2
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Kick off your visit on the 7th (Fri): kick back and relax at Cannon Beach, explore the striking landscape at Haystack Rock, then view the masterpieces at Bronze Coast Gallery, and finally immerse yourself in nature at Ecola State Park. Here are some ideas for day two: stroll through Hug Point State Recreation Site, then immerse yourself in nature at Oswald West State Park, and then admire the majestic nature at Hug Point State Park.

To find reviews, more things to do, ratings, and other tourist information, go to the Cannon Beach online journey planner.

You can drive from Newport to Cannon Beach in 3 hours. Another option is to take a bus. When traveling from Newport in August, plan for a bit warmer days in Cannon Beach, with highs around 71°F, while nights are about the same with lows around 55°F. Wrap up your sightseeing on the 8th (Sat) to allow time to travel to Troutdale.

Things to do in Cannon Beach

Parks Nature Outdoors

Side Trip

Hug Point State Recreation Site
Highlights from your plan
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach
Ecola State Park ©
Ecola State Park

3
nights
Troutdale

Troutdale ©
Troutdale is a city in Multnomah County, Oregon, U.S.A., north of Gresham and east of Wood Village. Kick off your visit on the 9th (Sun): make a trip to Jonsrud Viewpoint, look for all kinds of wild species at Bonneville Hatchery, then take in the dramatic natural features at Oneonta Gorge, and finally take in the dramatic scenery at Multnomah Falls. On the 10th (Mon), you'll have a packed day of sightseeing: look for all kinds of wild species at Wildwood Recreation Site, then fly down the slopes at Timberline Lodge and Ski Area, and then take in the dramatic scenery at Little Zigzag Falls.

To see photos, maps, and other tourist information, read Troutdale holiday maker tool.

Drive from Cannon Beach to Troutdale in 2 hours. Traveling from Cannon Beach in August, you will find days in Troutdale are a bit warmer (85°F), and nights are about the same (58°F). Wrap up your sightseeing by early afternoon on the 11th (Tue) to allow enough time to travel back home.

Things to do in Troutdale

Parks Nature Wildlife

Side Trips

Cascade Locks, Jonsrud Viewpoint, Timberline Lodge and Ski Area, Little Zigzag Falls, Multnomah Falls
Highlights from your plan
Multnomah Falls ©
Multnomah Falls
Timberline Lodge and Ski Area ©
Timberline Lodge and Ski Area
Oneonta Gorge ©
Oneonta Gorge

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