31 days in Oregon Itinerary

31 days in Oregon Itinerary

Created using Inspirock Oregon itinerary planner

This plan was created by another user. Make it your plan

Route & dates

31 days in Oregon Itinerary

Start: Karachi
Fly + Drive:  30​h
1
Cannon Beach
— 2 nights
Drive:  2​h 45​min
2
Newport
— 3 nights
Drive:  1​h 15​min
3
Florence
— 3 nights
Drive:  4​h 15​min
4
Ashland
— 3 nights
Drive:  2​h 15​min
5
Crater Lake National Park
— 3 nights
Drive:  3​h
6
Redmond
— 3 nights
Drive:  2​h 45​min
7
Hood River
— 3 nights
Bus:  1​h 15​min
8
Portland
— 7 nights
Fly:  29​h
End: Karachi

2
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Explore Cannon Beach's surroundings by going to Astoria (Astoria Column, Columbia River Maritime Museum, & more). The adventure continues: immerse yourself in nature at Ecola State Park, kick back and relax at Haystack Rock, take in the exciting artwork at White Bird Gallery, and indulge your taste buds at Seaside Candyman.

To find where to stay, photos, ratings, and more tourist information, you can read our Cannon Beach tour itinerary planner.

Karachi, Pakistan to Cannon Beach is an approximately 30-hour flight. The time zone difference when traveling from Karachi to Cannon Beach is minus 13 hours. Prepare for much colder weather when traveling from Karachi in October: high temperatures in Cannon Beach hover around 20°C and lows are around 10°C. Cap off your sightseeing on the 4th (Thu) early enough to go by car to Newport.

Things to do in Cannon Beach

Parks Nature Outdoors

Side Trips

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

3
nights
Newport

Newport ©
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
Change things up with these side-trips from Newport: Yachats (Yachats coastline, Cape Perpetua Visitor Center - Siuslaw National Forest, & more). There's lots more to do: admire nature's wide array of creatures at Oregon Coast Aquarium, visit a coastal fixture at Yaquina Head Lighthouse, look for gifts at The Chocolate Frog, and take a leisurely stroll along Newport's Historic Bayfront.

To see more things to do, reviews, traveler tips, and more tourist information, use the Newport trip tool .

You can drive from Cannon Beach to Newport in 3 hours. Alternatively, you can take a bus. October in Newport sees daily highs of 18°C and lows of 10°C at night. Wrap up your sightseeing on the 7th (Sun) to allow time to drive to Florence.

Things to do in Newport

Parks Outdoors Wildlife

Side Trips

Yachats, The Chocolate Frog, Rocky Creek State Scenic Viewpoint
Highlights from your plan
Yachats coastline ©
Yachats coastline
Yaquina Head Outstanding Natural Area ©

3
nights
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. Change things up with these side-trips from Florence: Shore Acres State Park (in Coos Bay), The Offical Simpsons Mural (in Springfield) and Hayward Field (in Eugene). There's much more to do: have fun at Sand Master Park, putt your heart out at Sandland Adventures, explore the fascinating underground world of Sea Lion Caves, and enjoy the sand and surf at Heceta Beach.

For other places to visit, reviews, where to stay, and other tourist information, go to the Florence trip itinerary app .

Traveling by car from Newport to Florence takes 1.5 hours. Alternatively, you can do a combination of bus and taxi. In October, daily temperatures in Florence can reach 20°C, while at night they dip to 11°C. Wrap up your sightseeing on the 10th (Wed) early enough to drive to Ashland.

Things to do in Florence

Parks Nature Outdoors

Side Trips

Hayward Field, The Official Simpsons Mural, Shore Acres State Park
Highlights from your plan
Shore Acres State Park ©
Shore Acres State Park
Sandland Adventures ©
Sandland Adventures
Sand Master Park - Sandboarding ©
Sand Master Park - Sandboarding

3
nights
Ashland

Ashland is a city in Jackson County, in the State of Oregon. You'll find plenty of places to visit near Ashland: The English Lavender Farm (in Applegate) and Grants Pass (Wildlife Images - Rehabilitation & Education Center, The Glass Forge, & more). There's lots more to do: stroll through Lithia Park, explore the activities along Rogue River, see a show at Oregon Shakespeare Festival, and let the river carry you with a rafting and tubing tour.

To find reviews, traveler tips, where to stay, and more tourist information, you can read our Ashland tour planner .

Traveling by car from Florence to Ashland takes 4.5 hours. Alternatively, you can take a bus; or do a combination of bus and flight. Traveling from Florence in October, you will find days in Ashland are a bit warmer (25°C), and nights are little chillier (7°C). Wrap up your sightseeing on the 13th (Sat) early enough to drive to Crater Lake National Park.

Things to do in Ashland

Parks Outdoors Adventure

Side Trips

Grants Pass, The English Lavender Farm, Rogue River
Highlights from your plan
River Rafting & Tubing
Lithia Park ©
Lithia Park
Oregon Shakespeare Festival ©
Oregon Shakespeare Festival

3
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.
Step out of Crater Lake National Park with an excursion to Collier Memorial State Park in Chiloquin--about 36 minutes away. Spend the 14th (Sun) exploring nature at Crater Lake National Park. There's much more to do: hike along Garfield Peak, steep yourself in history at Fort Klamath Museum, and head off the coast to Wizard Island.

To see photos, traveler tips, other places to visit, and other tourist information, you can read our Crater Lake National Park road trip planning tool .

You can drive from Ashland to Crater Lake National Park in 2.5 hours. Alternatively, you can do a combination of bus and taxi. In October, plan for daily highs up to 25°C, and evening lows to 7°C. Finish your sightseeing early on the 16th (Tue) to allow enough time to travel to Redmond.

Things to do in Crater Lake National Park

Parks Nature Historic Sites

Side Trips

Collier Memorial State Park, Fort Klamath Museum
Highlights from your plan
Crater Lake National Park ©
Crater Lake National Park
Garfield Peak ©
Garfield Peak
Collier Memorial State Park ©
Collier Memorial State Park

3
nights
Redmond

Redmond ©
Redmond is a city in Deschutes County, Oregon, United States. Venture out of the city with trips to Bend (High Desert Museum & Sparks Lake) and McKenzie Pass-Santiam Pass loop (in Sisters). The adventure continues: immerse yourself in nature at Smith Rock State Park, tour the pleasant surroundings at Drake Park, contemplate the waterfront views at Deschutes River, and take a peaceful walk through Deschutes National Forest.

Before you visit Redmond, use our trip planner to discover what you can do and see there.

Getting from Crater Lake National Park to Redmond by car takes about 2.5 hours. Traveling from Crater Lake National Park in October, expect Redmond to be slightly colder, temps between 20°C and 0°C. Finish your sightseeing early on the 19th (Fri) so you can travel to Hood River.

Things to do in Redmond

Parks Nature Wildlife

Side Trips

Bend, McKenzie Pass-Santiam Pass loop
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
High Desert Museum ©
High Desert Museum
Deschutes National  Forest ©
Deschutes National Forest

3
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Get out of town with these interesting Hood River side-trips: Welches (Wildwood Recreation Site & Mt. Hood National Forest) and Timberline Lodge and Ski Area (in Timberline Lodge). There's much more to do: contemplate the waterfront views at Columbia River Gorge National Scenic Area, see the interesting displays at Western Antique Aeroplane & Automobile Museum, trek along Historic Columbia River Highway State Trail, and snap pictures at Bridge of the Gods.

For other places to visit, ratings, reviews, and other tourist information, use the Hood River tour itinerary planner .

You can drive from Redmond to Hood River in 2.5 hours. Traveling from Redmond in October, you can expect nighttime temperatures to be a bit warmer in Hood River, with lows of 8°C. Wrap up your sightseeing on the 22nd (Mon) early enough to drive to Portland.

Things to do in Hood River

Nature Parks Wildlife

Side Trips

Mt. Hood National Forest, Columbia River Gorge National Scenic Area, Wildwood Recreation Site, Bridge of the Gods, Historic Columbia River Highway State Trail
Highlights from your plan

7
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.
Explore the numerous day-trip ideas around Portland: Multnomah Falls (in Bridal Veil), Carlton Winemakers Studio (in Carlton) and Evergreen Aviation & Space Museum (in McMinnville). Dedicate the 26th (Fri) to wine at some of the top wineries in the area. There's much more to do: admire the natural beauty at Portland Japanese Garden, look for gifts at Powell's City of Books, head outdoors with Portland Timbers, and stroll through Oregon Zoo.

To find reviews, other places to visit, ratings, and other tourist information, refer to the Portland route builder app .

Traveling by car from Hood River to Portland takes 1.5 hours. Alternatively, you can take a bus; or take a train. In October, daily temperatures in Portland can reach 22°C, while at night they dip to 11°C. Wrap up your sightseeing on the 29th (Mon) to allow time to travel back home.

Things to do in Portland

Tours Parks Outdoors

Side Trips

Multnomah Falls, Evergreen Aviation & Space Museum, Carlton Winemakers Studio
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
Powell's City of Books ©
Powell's City of Books
International Rose Test Garden ©
International Rose Test Garden

Similar Plans

34 days in Oregon BY A USER FROM UNITED STATES July, relaxing, beaches, historic sites, shopping, slow & easy, popular sights PREFERENCES: July, relaxing, beaches, historic sites, shopping ATTRACTION STYLE: Popular sights PACE: Slow & easy 12 days in Oregon BY A USER FROM UNITED STATES August, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, hidden gems PREFERENCES: August, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 4 days in Oregon BY A USER FROM CANADA July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, slow & easy, popular & hidden gems PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 34 days in Oregon BY A USER FROM UNITED STATES June, outdoors, relaxing, slow & easy, popular sights PREFERENCES: June, outdoors, relaxing ATTRACTION STYLE: Popular sights PACE: Slow & easy 32 days in Oregon BY A USER FROM UNITED STATES July, outdoors, relaxing, fast-paced, popular sights PREFERENCES: July, outdoors, relaxing ATTRACTION STYLE: Popular sights PACE: Fast-paced 29 days in Oregon BY A USER FROM UNITED STATES October, culture, outdoors, historic sites, wildlife, slow & easy, popular & hidden gems PREFERENCES: October, culture, outdoors, historic sites, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 8 days in Oregon BY A USER FROM UNITED STATES September, culture, outdoors, relaxing, romantic, beaches, historic sites, shopping, wildlife, popular & hidden gems PREFERENCES: September, culture, outdoors, relaxing, romantic, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 7 days in Oregon BY A USER FROM UNITED STATES July, kids, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife, popular & hidden gems PREFERENCES: July, kids, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 7 days in Oregon BY A USER FROM UNITED STATES July, teens, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: July, teens, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 4 days in Oregon BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: June, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Oregon BY A USER FROM UNITED STATES December, culture, outdoors, relaxing, romantic, beaches, historic sites, wildlife, popular & hidden gems PREFERENCES: December, culture, outdoors, relaxing, romantic, beaches, historic sites, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 10 days in Oregon BY A USER FROM UNITED STATES August, teens, culture, outdoors, relaxing, beaches, museums, shopping, wildlife, popular sights PREFERENCES: August, teens, culture, outdoors, relaxing, beaches, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium
View more plans