Here's a sample itinerary for a drive from San Diego to Portland. If you're planning a road trip to Portland, you can research locations to stop along the way. Traveling with a dog or cat? View pet-friendly stops between San Diego and Portland. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.
Your starting point is San Diego, California.
You can enter an exact street address if you want to get precise directions, but this is optional.
Since there are only 2 travelers, we assume you're driving 1 car. You can adjust the number of people traveling at the top. We assume a maximum of 4 passengers per car, but you can change the number of cars to fit your situation.
Los Angeles (574 answers)
Santa Monica Pier (70 mentions)
Griffith Observatory (63 mentions)
Venice Beach Boardwalk (62 mentions)
Abbot Kinney (56 mentions)
Third Street Promenade (55 mentions)
restaurants around Los Angeles:
Grand Central Market
questions about Los Angeles:
Where are the top 5 places to see a celebrity in L.A.?
What's your favorite burger in L.A?
Free things to do in Los Angeles?
What are the top 3 beaches in Los Angeles?
Best restaurants in Los Angeles?
Bakersfield (13 answers)
questions about Bakersfield:
Best free things to do in Bakersfield?
Harris Ranch Inn & Restaurant (5 mentions)
Sacramento (39 answers)
California State Railroad Museum (6 mentions)
California State Capitol Museum (3 mentions)
58 Degrees & Holding Co. (2 mentions)
restaurants around Sacramento:
Ella Dining Room & Bar
Rick's Dessert Diner
Delta King Hotel
questions about Sacramento:
Things to do and see in Sacramento
Hidden gems in Sacramento?
Me want food in Sacramento!
Places to see in Gold Rush Country enroute from Sacramento
What is your favorite restaurant in Sacramento?
Redding (6 answers)
restaurants around Redding:
Market Street Steakhouse
questions about Redding:
What is your favorite restaurant in Redding?
Best free things to do in Redding?
Ashland (Oregon) (14 answers)
Ashland (15 mentions)
Oregon Shakespeare Festival (3 mentions)
Lithia Park (2 mentions)
questions about Ashland (Oregon):
Spas in the Ashland area?
Best free things to do in Ashland (Oregon)?
What's the best neighborhood in Ashland (Oregon) for a first time visitor?
Eugene (11 answers)
questions about Eugene:
What is your favorite restaurant in Eugene?
Your final destination is Portland, Oregon.
You can enter the exact street address of your destination, but this is optional.
Are you going straight to a hotel, or looking for a vacation rental or Airbnb?
The best resource on neighborhoods, areas, and hotels is the Trippy page on where to stay in Portland.
If you're looking for a quick answer, you can check out Ace Hotel Portland, which was mentioned 8 times on Trippy.
Here are some more hotels people talk about:
Want to research more popular hotels in Portland? Click the blue button below.
Need some recommendations on somewhere to get food?
Trippy members suggest Voodoo Doughnuts, which was mentioned 27 times.
Here are some more restaurants people talk about:
Want to research more popular restaurants in Portland? Click the blue button below.
This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.
These are some of the places people talk about on Trippy:
Of course, Trippy is the perfect place to ask questions because there's an entire community of travelers talking to each other and sharing tips and advice. Trippy is where you can get answers personalized for your tastes, budgets, trip dates & more!
Click the button below to explore more questions and answers related to Portland.
Yes, even this step is optional, because if you're on vacation who wants the trip to end? It's okay, you can start planning your next trip!
Don't forget about exploring your own hometown with a staycation. You can also find some cool day trips or get away for a weekend. Maybe try typing in a faraway location like London, Hong Kong, or Sydney, and get inspired for your dream trip around the world.
And if you know San Diego well, please help your fellow travelers and answer their questions about San Diego!