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Oregon Road Trip Itinerary with Kids

Food, Travel, Travel Gear

May 7, 2024

Oregon Road Trip for New Year’s 2023-2024

Road trip time, here we come! A fun and quick Northern California and Oregon road trip, from Sacramento, CA to Portland, OR, and back home to San Francisco, CA was a refreshing and adventurous way to end 2023 and start 2024. The sights and tastes throughout the trip and close knit family time was a nice recharge and opportunity to experience freedom, for the most part, with the busy everyday life behind us. This piece is quick and to the point, capturing sights from our journey and an itinerary list of where we went, what we did, what we ate, and where we stayed, with key links to each one to hopefully inspire you to make a similar Oregon road trip journey with your family. Enjoy!

Are you interested in other family getaways with kids and toddlers? Read more here:

Day 1: Sacramento, CA to Mount Shasta, CA

: Sacramento River Head Water at Mount Shasta City Park.

: Bridge over the Sacramento River Head Water at Mount Shasta City Park.

: Mount Shasta City Park.

Day 1

3.5 Hour Drive from Sacramento, California to Mount Shasta, California
Mount Shasta
LOGE Hotel Mount Shasta for 1 Night
Mount Shasta City Park + Sacramento River Head Water for Hiking
S’mores at the LOGE Hotel Mount Shasta
Sparkey’s Landing Italian Restaurant for Dinner

Day 2: Mount Shasta, CA to Crater Lake, OR

: Welcome to Oregon!

: Crater Lake National Park entrance.

: Crater Lake National Park snowball aiming practice.

: Andrew building a snowman in Crater Lake National Park.

: Crater Lake Resort main office and general store.

: View of our cozy cabin (left) at Crater Lake Resort.

Day 2

Cafe Breaky at LOGE Hotel
2.5 Hour Drive from Mount Shasta to Crater Lake National Park, Oregon
Klamath Falls, Oregon for Downtown Drive-By
Crater Lake National Park for Snow Play
Crater Lake Resort for 2 Nights
Cozy Homemade Dinner in our Crater Lake Resort Cabin with Kitchenette

Day 3: Crater Lake National Park, OR

: Snowy winter wonderland drive in Crater Lake National Park.

: Crater Lake Rim Village covered in snow.

: Henry and Andrew preparing to sled at Crater Lake Rim Village.

: Henry with his forever basketball and Andrew showcasing his modeling skills at Crater Lake Rim Village.

: Andrew making a snow angel at the Crater Lake Rim Village.

: Emily with the boys on the covered bridge on the property of our hotel, Crater Lake Resort.

Day 3

Crater Lake National Park for Snow Play
Crater Lake National Park Lodge for Lunch
Crater Lake Resort for Hike around Property featuring Covered Bridge + Floating Bridge
Chiloquin, Oregon to Play Basketball at the nearest Basketball Court to Crater Lake Resort
Kla-Mo-Ya Casino in Chiloquin for Dinner

Days 4-6: Crater Lake National Park, OR + Portland, OR

: Beautiful view of Diamond Peak from Crater National Park to Portland, Oregon.

: Henry about to dig in to a delicious egg sandwich from Fried Egg I’m In Love at Prost Marketplace in Portland!

: Henry and Andrew excited about their first visit to the Nike Store in Portland’s Pioneer Square.

: Mouth watering donuts at Blue Star donuts in Portland.

: Henry and Andrew experiencing a nice morning sugar high after their visit to Portland’s Blue Star Donuts.

: Henry and Andrew showcasing their new Nike fits after their second visit to the Portland Nike Store in Pioneer Square.

: Emily and the boys in front of Jake’s Famous Crawfish before our New Year’s Eve lunch in the Pearl District.

: Excited to shop at Portland Gear in the Pearl District on a traditional Pacific Northwest rainy day.

: The boys’ new favorite store, Bait, in Pioneer Square.

: Voodoo Donuts time!

: VOODOO DONUTS!

: Multnomah Falls hike to close the curtains on 2023.

Day 4

4.5 Hour Drive from Crater Lake Resort to Portland, Oregon
Diamond Peak Viewpoint
Portland
Prost! Marketplace = Fried Egg I’m In Love
The Paramount Hotel Portland for 2 Nights
Nike Store in Pioneer Courthouse Square
Pioneer Courthouse Square for Christmas Tree
Melting Pot for Fondue Dinner

Day 5

Blue Star Donuts
Pearl District = Portland Gear + Jake’s Famous Crawfish for Lunch + Vans
Glowing Greens Miniature Golf
BAIT Store in Pioneer Courthouse Square
MUJI Store in Pioneer Courthouse Square
Old Town Pizza & Brewing

Day 6

Starbucks in Pioneer Courthouse Square
Voodoo Doughnut
Multnomah Falls for New Year’s Eve Hiking
Columbia Sportswear Store in Pioneer Courthouse Square
Dossier Hotel Bar Alder Bistro Restaurant for Lunch
McCormick & Schmidt Seafood Bistro on the Waterfront for New Year’s Eve Dinner
Northwest District Peacock Lane for New Year’s Eve Christmas Lights Driving Tour

Days 7-8: Portland, OR to Bandon, OR to San Francisco, CA

: Tillamook Creamery experience on the way from Portland, Oregon to Bandon, Oregon.

: Cruising through all of the fun at Tillamook Creamery!

: Bandon, our final stop, coastal side, on our New Year’s 2023-2024 Oregon road trip!

Day 7

5 Hour Drive from Portland to Bandon, OR
Forest Park, Portland Driving Tour for Urban Forest Scenic Views
Cannon Beach for Hiking
Tillamook Creamery for Lunch
Lincoln City and Depoe Bay Drive Through + Noted for Future Stays
Tony’s Crabshack in Bandon for Oregon Coast Seafood Dinner
Bandon Inn for 1 Night

Day 8

8 Hour Drive from Bandon to San Francisco!

The End