15 days in Oregon Itinerary

15 days in Oregon Itinerary

Created using Inspirock Oregon holiday planner

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Route & dates

15 days in Oregon Itinerary

Start: San Francisco
Fly:  4​h
1
Redmond
— 1 night
Drive:  2​h 30​min
2
Hood River
— 2 nights
bus:  1​h 15​min
3
Portland
— 4 nights
Drive:  1​h 30​min
4
Cannon Beach
— 3 nights
Drive:  3​h 15​min
5
Yachats
— 2 nights
Drive:  1​h 45​min
6
Coos Bay
— 2 nights
Drive + Fly:  4​h 15​min
End: San Francisco

1
night
Redmond

Redmond ©
Redmond is a city in Deschutes County, Oregon, United States. Kick off your visit on the 8th (Wed): wander the streets of City of Sisters and then immerse yourself in nature at Smith Rock State Park. Here are some ideas for day two: explore the striking landscape of Deschutes National Forest, learn more about the world around you at High Desert Museum, and then sample the fine beverages at Cascade Street Distillery.

For more things to do, other places to visit, ratings, and tourist information, refer to the Redmond attractions website .

San Francisco to Redmond is an approximately 4-hour flight. You can also drive. Traveling from San Francisco in January, you will find days in Redmond are little chillier (43°F), and nights are colder (22°F). Wrap up your sightseeing on the 9th (Thu) early enough to travel to Hood River.

Things to do in Redmond

Parks Wildlife Nature

Side Trips

Bend, Sisters
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
High Desert Museum ©
High Desert Museum
Deschutes National  Forest ©
Deschutes National Forest

2
nights
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 10th (Fri): explore and take pictures at Hood River County Fruit Loop, then explore the activities along Columbia River Gorge National Scenic Area, then brush up on your knowledge of spirits at Hood River Distillers Tasting Room, and finally shop like a local with Art on Oak. Get ready for a full day of sightseeing on the next day: see the interesting displays at Western Antique Aeroplane & Automobile Museum, hit the slopes at Mt. Hood Meadows, and then fly down the slopes at Summit Ski Area.

To find reviews, where to stay, and more tourist information, refer to the Hood River road trip site .

You can drive from Redmond to Hood River in 2.5 hours. Traveling from Redmond in January, expect nights in Hood River to be a bit warmer, around 32°F, while days are a bit cooler, around 38°F. Cap off your sightseeing on the 11th (Sat) early enough to catcht the bus to Portland.

Things to do in Hood River

Parks Outdoors Wildlife

Side Trips

Oregon, Mt. Hood Meadows, Summit Ski Area
Highlights from your plan
Hood River County Fruit Loop ©
Hood River County Fruit Loop

4
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.
You'll find plenty of places to visit near Portland: Multnomah Falls (in Bridal Veil) and Evergreen Aviation & Space Museum (in McMinnville). The adventure continues: stop by Powell's City of Books, examine the collection at Portland Art Museum, take in nature's colorful creations at Portland Japanese Garden, and trek along Forest Park.

To find photos, more things to do, ratings, and tourist information, read Portland attractions planner.

Traveling by bus from Hood River to Portland takes 1.5 hours. Alternatively, you can drive; or take a train. Traveling from Hood River in January, expect nights in Portland to be about the same, around 35°F, while days are a bit warmer, around 46°F. Finish your sightseeing early on the 15th (Wed) to allow enough time to drive to Cannon Beach.

Things to do in Portland

Parks Museums Zoos & Aquariums

Side Trips

Evergreen Aviation & Space Museum, Multnomah Falls
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
Powell's City of Books ©
Powell's City of Books
Room Escape Games

3
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. You'll find plenty of places to visit near Cannon Beach: Astoria (Columbia River Maritime Museum, Astoria Column, & more). And it doesn't end there: kick back and relax at Haystack Rock, admire the majestic nature at Ecola State Park, tour the pleasant surroundings at Cannon Beach, and pause for some photo ops at Seaside Beach Lewis and Clark Monument.

For where to stay, reviews, and tourist information, read Cannon Beach travel planning website .

Traveling by car from Portland to Cannon Beach takes 1.5 hours. Alternatively, you can take a bus. In January, daytime highs in Cannon Beach are 50°F, while nighttime lows are 38°F. Finish your sightseeing early on the 18th (Sat) so you can drive to Yachats.

Things to do in Cannon Beach

Parks Nature Outdoors

Side Trips

Astoria, Seaside, Three Capes Scenic Drive
Highlights from your plan
Haystack Rock ©
Haystack Rock
Ecola State Park ©
Ecola State Park
Cannon Beach ©
Cannon Beach

2
nights
Yachats

Yachats ©
Yachats is a small coastal city in Lincoln County, Oregon, United States. Kick off your visit on the 19th (Sun): explore and take pictures at Cape Perpetua Visitor Center - Siuslaw National Forest, get all the equipment you need at Sand Master Park - Sandboarding, and then take a leisurely stroll along Yachats coastline. Get ready for a full day of sightseeing on the next day: shop like a local with Earthworks Gallery, observe the fascinating underwater world at Oregon Coast Aquarium, then identify plant and animal life at Yaquina Head Outstanding Natural Area, and finally look for gifts at Ainslee's Salt Water Taffy.

To see photos, reviews, traveler tips, and tourist information, refer to the Yachats trip itinerary builder .

Drive from Cannon Beach to Yachats in 3.5 hours. Alternatively, you can do a combination of bus, flight, and car; or take a bus. In January in Yachats, expect temperatures between 51°F during the day and 40°F at night. Finish up your sightseeing early on the 20th (Mon) so you can go by car to Coos Bay.

Things to do in Yachats

Parks Outdoors Fun & Games

Side Trips

Newport, Ainslee's Salt Water Taffy, Sand Master Park - Sandboarding
Highlights from your plan
Yachats coastline ©
Yachats coastline
Oregon Coast Aquarium ©
Oregon Coast Aquarium

2
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. Kick off your visit on the 21st (Tue): immerse yourself in nature at Cape Arago State Park, admire the majestic nature at Shore Acres State Park, and then stroll the grounds of Marshfield Pioneer Cemetery. On the 22nd (Wed), you'll have a packed day of sightseeing: tee off at Bandon Dunes Golf Resort, then look for all kinds of wild species at Face Rock State Scenic Viewpoint, then kick back and relax at Bandon State Park, and finally take in the exciting artwork at Second Street Gallery.

For photos, traveler tips, more things to do, and other tourist information, you can read our Coos Bay visit planner .

Traveling by car from Yachats to Coos Bay takes 2 hours. Expect a daytime high around 55°F in January, and nighttime lows around 40°F. Finish your sightseeing early on the 22nd (Wed) so you can travel back home.

Things to do in Coos Bay

Parks Nature Outdoors

Side Trip

Bandon
Highlights from your plan
Shore Acres State Park ©
Shore Acres State Park
Face Rock State Scenic Viewpoint ©
Face Rock State Scenic Viewpoint
Bandon Dunes Golf Resort ©
Bandon Dunes Golf Resort

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