56 days in Oregon Itinerary

56 days in Oregon Itinerary

Created using Inspirock Oregon route planner

Plan created by another user. Make it yours
1
Portland
— 12 nights
2
Hood River
— 6 nights
3
Cannon Beach
— 6 nights
4
Turner
— 6 nights
5
Yachats
— 6 nights
6
Coos Bay
— 6 nights
7
Crater Lake National Park
— 7 nights
8
Redmond
— 6 nights

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12
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.
Get some historical perspective at Columbia River Highway and Eastbank Esplanade. Step out of the city life by going to Multnomah Falls and Hoyt Arboretum. You'll find plenty of places to visit near Portland: Sokol Blosser Winery (in Dundee), Carlton (Soter Vineyards & Carlton Winemakers Studio) and Jackson Bottom Wetlands Preserve (in Hillsboro). There's still lots to do: take in nature's colorful creations at Portland Japanese Garden, sample some tasty brews at a beer tour and tasting, stop by Powell's City of Books, and examine the collection at Oregon Museum of Science and Industry.

To find out how to plan a trip to Portland, use our trip itinerary maker.

New York City to Portland is an approximately 9.5-hour flight. You can also drive; or take a train. Traveling from New York City to Portland, you'll gain 3 hours due to the time zone difference. In April, daily temperatures in Portland can reach 63°F, while at night they dip to 45°F. Finish your sightseeing early on the 28th (Sat) so you can drive to Hood River.

Things to do in Portland

Parks · Nature · Outdoors · Wineries

Side Trips

Highlights from your trip
©
Waterfall
Multnomah Falls
4.7
©
Hiking Trail
Forest Park
4.8

6
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Visiting Timberline Lodge and Ski Area and Historic Columbia River Highway State Trail will get you outdoors. Venture out of the city with trips to Mt. Hood Meadows (in Parkdale), Trillium Lake (in Government Camp) and Cascade Locks (Bonneville Lock & Dam & Oneonta Gorge). Next up on the itinerary: contemplate the waterfront views at Columbia River Gorge National Scenic Area, stop by Apple Valley Country Store, relax in the rural setting at Lavender Valley, and tour the pleasant surroundings at Mirror Lake Trail.

For reviews, where to stay, photos, and tourist information, read Hood River trip maker.

Traveling by car from Portland to Hood River takes 1.5 hours. Alternatively, you can take a bus; or take a train. When traveling from Portland in April, plan for little chillier days in Hood River, with highs around 58°F, while nights are about the same with lows around 43°F. Wrap up your sightseeing on the 4th (Fri) early enough to drive to Cannon Beach.

Things to do in Hood River

Parks · Outdoors · Nature · Winter Sports

Side Trips

6
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Get outdoors at Haystack Rock and Fort Clatsop National Memorial. You'll find plenty of places to visit near Cannon Beach: Cape Meares Lighthouse (in Tillamook), Astoria (Astoria Column, Columbia River Maritime Museum, &more) and Tillamook Country Smoker (in Bay City). There's much more to do: immerse yourself in nature at Ecola State Park, stop by Beach Books, enjoy the sand and surf at Cannon Beach, and tour the pleasant surroundings at Manzanita Beach.

For reviews, photos, traveler tips, and more tourist information, refer to the Cannon Beach holiday maker app.

You can drive from Hood River to Cannon Beach in 3 hours. Other options are to take a bus; or do a combination of train and bus. When traveling from Hood River in May, plan for little chillier days in Cannon Beach, with highs around 62°F, while nights are about the same with lows around 48°F. Finish your sightseeing early on the 10th (Thu) so you can travel to Turner.

Things to do in Cannon Beach

Parks · Nature · Beaches · Outdoors

Side Trips

Highlights from your trip
©
Must see
Haystack Rock
4.8
©
Beach
Cannon Beach
4.8
©
State Park
Ecola State Park
4.8

6
nights
Turner

Turner ©
Turner is a city in Marion County, Oregon, United States. Deepen your sense of the past at sights like The Oregon Garden and Deepwood Museum & Gardens. Escape the urban bustle at Silver Falls State Park and Baskett Slough National Wildlife Refuge. Explore the numerous day-trip ideas around Turner: Salem (Cristom Vineyards & Bethel Heights Vineyard), Evergreen Aviation & Space Museum (in McMinnville) and Corvallis (Peavy Arboretum & Siuslaw National Forest). Next up on the itinerary: steep yourself in history at Bush's Pasture Park, get in on the family fun at Enchanted Forest Theme Park, make a trip to The Gordon House, and admire the natural beauty at Schreiner's Iris Gardens.

To see ratings, where to stay, and more tourist information, read our Turner road trip planning site.

Getting from Cannon Beach to Turner by car takes about 2.5 hours. Traveling from Cannon Beach in May, you will find days in Turner are somewhat warmer (71°F), and nights are about the same (48°F). Finish your sightseeing early on the 16th (Wed) so you can drive to Yachats.

Things to do in Turner

Parks · Nature · Historic Sites · Wildlife

Side Trips

Highlights from your trip
©
Wildlife Area
Cascades Raptor Center
4.8

6
nights
Yachats

Yachats ©
Yachats is a small coastal city in Lincoln County, Oregon, United States. Take a break from the city and head to Cape Perpetua Visitor Center - Siuslaw National Forest and Yaquina Head Outstanding Natural Area. Your inner history buff will appreciate Yaquina Head Lighthouse and Heceta Head Lighthouse. You'll find plenty of places to visit near Yachats: Newport (Nye Beach, Oregon Coast Aquarium, &more), Depoe Bay (Ainslee's Salt Water Taffy, Fogarty Creek State Recreation Area, &more) and Sandland Adventures (in Florence). Next up on the itinerary: take in the waterfront at Yachats coastline, immerse yourself in nature at Seal Rock State Wayside, look for gifts at The Chocolate Frog, and Head underground at Sea Lion Caves.

To see other places to visit, photos, more things to do, and other tourist information, use the Yachats trip planner.

You can drive from Turner to Yachats in 2.5 hours. Traveling from Turner in May, expect nights in Yachats to be about the same, around 46°F, while days are slightly colder, around 58°F. Wrap up your sightseeing on the 22nd (Tue) early enough to drive to Coos Bay.

Things to do in Yachats

Parks · Nature · Outdoors · Beaches

Side Trips

Highlights from your trip

6
nights
Coos Bay

Coos Bay ©
Coos Bay is a city located in Coos County, Oregon, United States, where the Coos River enters Coos Bay on the Pacific Ocean. Visiting Face Rock State Scenic Viewpoint and Oregon Dunes National Recreation Area will get you outdoors. Coquille River Lighthouse and Cape Blanco Lighthouse will appeal to history buffs. Venture out of the city with trips to Wildlife Safari (in Winston), Langlois Market (in Langlois) and Bandon (West Coast Game Park Safari & Bandon Crossings Golf Course). There's still lots to do: immerse yourself in nature at Shore Acres State Park, tee off at Bandon Dunes Golf Resort, and snap pictures at McCullough Memorial Bridge.

To see maps, traveler tips, and more tourist information, read Coos Bay tour planning website.

You can drive from Yachats to Coos Bay in 2 hours. In May in Coos Bay, expect temperatures between 62°F during the day and 49°F at night. Finish your sightseeing early on the 28th (Mon) to allow enough time to travel to Crater Lake National Park.

Things to do in Coos Bay

Parks · Nature · Wildlife · Golf

Side Trips

Highlights from your trip
©
Geologic Formation
Face Rock State Scenic Viewpoint
4.8

7
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.
Get in touch with nature at Crater Lake National Park and Joseph H. Stewart State Recreation Area. Explore Crater Lake National Park's surroundings by going to Ashland (Lithia Park & Oregon Shakespeare Festival), Medford (Upper and Lower Table Rock & Rogue River) and Grants Pass (Wooldridge Creek Winery, Bear Hotel Artworks Museum, &more). Next up on the itinerary: contemplate the long history of Rim Village Visitor Center, admire the majestic nature at Collier Memorial State Park, and admire the sheer force of Salt Creek Falls.

To see where to stay, ratings, more things to do, and more tourist information, use the Crater Lake National Park sightseeing site.

You can drive from Coos Bay to Crater Lake National Park in 4 hours. While traveling from Coos Bay, expect somewhat warmer days and about the same nights in Crater Lake National Park, ranging from highs of 77°F to lows of 49°F. Wrap up your sightseeing by early afternoon on the 4th (Mon) to allow time for travel to Redmond.

Things to do in Crater Lake National Park

Parks · Nature · Nightlife · Wildlife

Side Trips

Highlights from your trip

6
nights
Redmond

Redmond ©
Redmond is a city in Deschutes County, Oregon, United States. Escape the urban bustle at Smith Rock State Park and Tumalo Falls. Explore the numerous day-trip ideas around Redmond: Sisters (Sahalie and Koosah Falls & McKenzie Pass-Santiam Pass loop) and Bend (High Desert Museum & Hosmer Lake). There's lots more to do: take a peaceful walk through Deschutes National Forest, immerse yourself in nature at Peter Skene Ogden State Park, contemplate the waterfront views at Deschutes River, and tee off at Eagle Crest Resort Golf Courses.

To see other places to visit, traveler tips, ratings, and other tourist information, read Redmond road trip planning tool.

You can drive from Crater Lake National Park to Redmond in 3 hours. Traveling from Crater Lake National Park in June, things will get a bit cooler in Redmond: highs are around 79°F and lows about 43°F. On the 10th (Sun), you're off to home.

Things to do in Redmond

Parks · Nature · Outdoors · Museums

Side Trips

Highlights from your trip

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