59 days in Oregon Itinerary

59 days in Oregon Itinerary

Created using Inspirock Oregon planner

Plan created by another user. Make it yours
1
Hood River
— 5 nights
2
Redmond
— 5 nights
3
Crater Lake National Park
— 7 nights
4
Coos Bay
— 5 nights
5
Florence
— 6 nights
6
Newport
— 6 nights
7
Turner
— 6 nights
8
Cannon Beach
— 6 nights
9
Portland
— 12 nights

S M T W T F S
27
28
29
30
31
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
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
31
1
2
3
4

5
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Explore the numerous day-trip ideas around Hood River: Timberline Lodge and Ski Area (in Timberline Lodge) and Government Camp (Summit Ski Area & Trillium Lake). There's lots more to do: contemplate the waterfront views at Columbia River Gorge National Scenic Area, see the interesting displays at Western Antique Aeroplane & Automobile Museum, get impressive views of Mount Hood, and cruise along Hood River County Fruit Loop.

To find traveler tips, ratings, maps, and tourist information, use the Hood River online road trip planner.

Billings to Hood River is an approximately 5.5-hour flight. You can also drive; or take a bus. The time zone changes from Mountain Standard Time to Pacific Standard Time, which is usually a -1 hour difference. When traveling from Billings in June, plan for a bit cooler days and about the same nights in Hood River: temperatures range from 72°F by day to 55°F at night. Finish your sightseeing early on the 6th (Wed) to allow enough time to travel to Redmond.

Things to do in Hood River

Parks · Outdoors · Nature · Winter Sports

Side Trips

Highlights from your trip

5
nights
Redmond

Redmond ©
Redmond is a city in Deschutes County, Oregon, United States. Get out of town with these interesting Redmond side-trips: Bend (Lava River Cave, High Desert Museum, &more), East Lake (in La Pine) and Sisters (Sahalie and Koosah Falls & McKenzie Pass-Santiam Pass loop). And it doesn't end there: admire the majestic nature at Smith Rock State Park, walk around Drake Park, explore the wealth of natural beauty at Deschutes National Forest, and examine the collection at Petersen Rock Garden and Museum.

For reviews, traveler tips, ratings, and tourist information, you can read our Redmond trip maker app.

Traveling by car from Hood River to Redmond takes 2.5 hours. Expect somewhat warmer weather when traveling from Hood River in June: highs in Redmond hover around 79°F, while lows dip to 43°F. Wrap up your sightseeing by early afternoon on the 11th (Mon) to allow time for travel to Crater Lake National Park.

Things to do in Redmond

Parks · Nature · Museums · Outdoors

Side Trips

Highlights from your trip
©
Specialty Museum
High Desert Museum
4.7

7
nights
Crater Lake National Park

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: Medford (Rogue River & Upper and Lower Table Rock), Central Point (Rogue Creamery & Lillie Belle Farms) and Ashland (Lithia Park, River Rafting & Tubing, &more). Spend the 12th (Tue) exploring nature at Crater Lake National Park. There's still lots to do: identify plant and animal life at Wildlife Images - Rehabilitation & Education Center, contemplate the long history of Rim Village Visitor Center, admire the sheer force of Vidae Falls, and step off the mainland to explore Wizard Island.

To find more things to do, reviews, other places to visit, and tourist information, you can read our Crater Lake National Park trip itinerary planner.

You can drive from Redmond to Crater Lake National Park in 3 hours. Prepare for somewhat warmer weather when traveling from Redmond in June: high temperatures in Crater Lake National Park hover around 86°F and lows are around 55°F. Cap off your sightseeing on the 18th (Mon) early enough to travel to Coos Bay.

Things to do in Crater Lake National Park

Parks · Nature · Outdoors · Tours

Side Trips

Highlights from your trip
©
Park
Lithia Park
4.8

5
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. You'll find plenty of places to visit near Coos Bay: Bandon (Misty Meadows Jams, Face Rock State Scenic Viewpoint, &more), Langlois Market (in Langlois) and Port Orford (Cape Blanco Lighthouse & Port Orford Heads State Park). And it doesn't end there: admire the majestic nature at Shore Acres State Park, learn about winemaking at Becker Vineyard, look for all kinds of wild species at Wildlife Safari, and play a few rounds at Bandon Dunes Golf Resort.

Make your Coos Bay itinerary with Inspirock to find out what to see and where to go.

Getting from Crater Lake National Park to Coos Bay by car takes about 4 hours. When traveling from Crater Lake National Park in June, plan for cooler days in Coos Bay, with highs around 65°F, while nights are about the same with lows around 52°F. Cap off your sightseeing on the 23rd (Sat) early enough to go by car to Florence.

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

6
nights
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. Explore Florence's surroundings by going to Historic District Downtown Cottage Grove (in Cottage Grove), Eugene (Hendricks Park, Hayward Field, &more) and Oregon Dunes National Recreation Area (in Reedsport). The adventure continues: enjoy the sea views from Heceta Head Lighthouse, Head underground at Sea Lion Caves, examine the collection at Given Back Bird Houses Working Museum, and admire the majestic nature at Darlingtonia State Natural Site.

For ratings, reviews, more things to do, and tourist information, refer to the Florence trip planning tool.

Traveling by car from Coos Bay to Florence takes 1.5 hours. In June in Florence, expect temperatures between 65°F during the day and 52°F at night. Cap off your sightseeing on the 29th (Fri) early enough to go by car to Newport.

Things to do in Florence

Parks · Nature · Fun & Games · Outdoors

Side Trips

Highlights from your trip
©
Ride / Activity
Sandland Adventures
4.7
©
Arena / Stadium
Hayward Field
4.7

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.
Get out of town with these interesting Newport side-trips: Cape Kiwanda State Natural Area (in Pacific City), D River State Recreation Site (in Lincoln City) and Yachats (Yachats coastline & Cape Perpetua Visitor Center - Siuslaw National Forest). The adventure continues: identify plant and animal life at Yaquina Head Outstanding Natural Area, admire nature's wide array of creatures at Oregon Coast Aquarium, look for gifts at The Chocolate Frog, and get great views at Rocky Creek State Scenic Viewpoint.

To find other places to visit, ratings, maps, and tourist information, use the Newport road trip app.

Drive from Florence to Newport in 1.5 hours. Alternatively, you can take a bus. In June in Newport, expect temperatures between 61°F during the day and 48°F at night. Wrap up your sightseeing on the 5th (Thu) to allow time to drive to Turner.

Things to do in Newport

Parks · Nature · Outdoors · Beaches

Side Trips

Highlights from your trip

6
nights
Turner

Turner ©
Turner is a city in Marion County, Oregon, United States. Explore the numerous day-trip ideas around Turner: Baskett Slough National Wildlife Refuge (in Dallas), Left Coast Estate (in Rickreall) and Evergreen Aviation & Space Museum (in McMinnville). And it doesn't end there: immerse yourself in nature at Silver Falls State Park, learn about winemaking at Willamette Valley Vineyards, explore the wealth of natural beauty at Siuslaw National Forest, and take a peaceful walk through Peavy Arboretum.

To see more things to do, reviews, ratings, and tourist information, use the Turner trip builder site.

Traveling by car from Newport to Turner takes 2 hours. Traveling from Newport in July, you will find days in Turner are warmer (86°F), and nights are a bit warmer (56°F). Cap off your sightseeing on the 11th (Wed) early enough to travel to Cannon Beach.

Things to do in Turner

Parks · Nature · Historic Sites · Wineries

Side Trips

Highlights from your trip

6
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Explore the numerous day-trip ideas around Cannon Beach: Tillamook (Tillamook Air Museum & Cape Meares Lighthouse) and Astoria (Fort Stevens State Park, Columbia River Maritime Museum, &more). Next up on the itinerary: explore the striking landscape at Haystack Rock, admire the majestic nature at Oswald West State Park, stop by Seaside Candyman, and get engrossed in the history at Cannon Beach History Center and Museum.

To see other places to visit and more tourist information, refer to the Cannon Beach holiday maker app.

Traveling by car from Turner to Cannon Beach takes 2.5 hours. While traveling from Turner, expect slightly colder days and about the same nights in Cannon Beach, ranging from highs of 69°F to lows of 55°F. Finish up your sightseeing early on the 17th (Tue) so you can go by car to Portland.

Things to do in Cannon Beach

Parks · Nature · Historic Sites · Beaches

Side Trips

Highlights from your trip
©
State Park
Ecola State Park
4.8
©
Geologic Formation
Haystack Rock
4.8
©
Beach
Cannon Beach
4.8

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.
You'll find plenty of places to visit near Portland: Carlton Winemakers Studio (in Carlton), Newberg (Adelsheim Vineyard & Penner-Ash Wine Cellars) and Dundee (Ponzi Wine Bar & Sokol Blosser Winery). The adventure continues: admire the natural beauty at International Rose Test Garden, admire the striking features of Pittock Mansion, hike along Forest Park, and admire nature's wide array of creatures at Oregon Zoo.

For ratings, reviews, and tourist information, go to the Portland trip itinerary builder.

Getting from Cannon Beach to Portland by car takes about 1.5 hours. Other options: take a bus. When traveling from Cannon Beach in July, plan for a bit warmer days in Portland, with highs around 83°F, while nights are about the same with lows around 59°F. Finish your sightseeing early on the 29th (Sun) so you can travel back home.

Things to do in Portland

Parks · Nature · Fun & Games · Wineries

Side Trips

Highlights from your trip
©
Gift & Specialty Shop
Powell's City of Books
4.8

Similar trips

9 days in Oregon BY A USER FROM UNITED STATES March, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems Preferences: March, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 13 days in Oregon BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems Preferences: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 10 days in Oregon BY A USER FROM UNITED STATES September, outdoors, relaxing, romantic, beaches, historic sites, wildlife, slow & easy, hidden gems Preferences: September, outdoors, relaxing, romantic, beaches, historic sites, wildlife Attraction style: Hidden gems Pace: Slow & easy 5 days in Oregon & Boise BY A USER FROM UNITED STATES April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights Preferences: April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular sights Pace: Medium 30 days in United States BY A USER FROM UNITED STATES March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems Preferences: March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 6 days in Oregon BY A USER FROM UNITED STATES June, kids, outdoors, relaxing, beaches, historic sites, museums, shopping, popular sights Preferences: June, kids, outdoors, relaxing, beaches, historic sites, museums, shopping Attraction style: Popular sights Pace: Medium 8 days in Oregon BY A USER FROM UNITED STATES April, teens, kids, outdoors, romantic, historic sites, wildlife, hidden gems Preferences: April, teens, kids, outdoors, romantic, historic sites, wildlife Attraction style: Hidden gems Pace: Medium 6 days in Oregon BY A USER FROM UNITED STATES May, outdoors, relaxing, romantic, beaches, museums, slow & easy, hidden gems Preferences: May, outdoors, relaxing, romantic, beaches, museums Attraction style: Hidden gems Pace: Slow & easy 5 days in Oregon BY A USER FROM UNITED STATES March, teens, outdoors, beaches, historic sites, shopping, wildlife, popular & hidden gems Preferences: March, teens, outdoors, beaches, historic sites, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 6 days in Oregon BY A USER FROM UNITED STATES July, teens, kids, outdoors, beaches, historic sites, wildlife, hidden gems Preferences: July, teens, kids, outdoors, beaches, historic sites, wildlife Attraction style: Hidden gems Pace: Medium 13 days in United States BY A USER FROM UNITED STATES May, culture, outdoors, relaxing, romantic, historic sites, museums, wildlife, popular & hidden gems Preferences: May, culture, outdoors, relaxing, romantic, historic sites, museums, wildlife Attraction style: Popular & hidden gems Pace: Medium 8 days in Oregon BY A USER FROM UNITED STATES June, culture, relaxing, beaches, historic sites, museums, wildlife, popular sights Preferences: June, culture, relaxing, beaches, historic sites, museums, wildlife Attraction style: Popular sights Pace: Medium
See more trips