Holiday itinerary for Portland, OR

A holiday guide to must-see attractions, restaurants, and breweries for out-of-town guests in Portland, OR.

A landscape image with a forested area in the foreground, city buildings, and hills and mountains in the distance under an overcast sky.

There is a beautiful view of downtown Portland from the Pittock Mansion.

Photo by PDXtoday

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The holidays are here and if you’re hosting out-of-town guests, it’s time to step into the role of “official Portland tour guide.” We’ve got plenty of recommendations for you to build the perfect itinerary for your visitors and show your folks around like a total pro.


Self-guided tours of Pittock Mansion are a great way to learn about the building’s history.

Photo by @theemshea

🏙️ Sightseeing

Is it even a trip to Portland without seeing the Portland Japanese Garden? You can also take your visitors to Pittock Mansion for the perfect holiday family photo. And if there are any history buffs in the group, head to the Witch’s Castle and learn about its haunting past.


Salt & Straw also offers ice cream for dogs.

Photo by @biscuitsbigworld

🥘 Eat and drink

If your guests need a caffeine pick-me-up, Happy Cup Coffee Company (the winner of our 2022 “best coffee shop in Portland” competition), Deadstock Coffee, and Oracle Coffee Co. are all offering a range of seasonal drinks. If you’re looking for a different kind of brew, Rose City is home to 70+ breweries with Hopworks Urban Brewery and Culmination Brewing being two local hot spots.

Get ready to get your grub on because we’ve got plenty of articles to help you navigate the local food scene. You can’t miss these Instagram-worthy restaurants that are a favorite among locals and visitors alike. Our personal picks include brunch at Hunnymilk and dinner at Bluefin Tuna & Sushi. Plus, satisfy your holiday sweet tooth at Salt & Straw.


Forest Park offers 80+ miles of trails.

Photo by @theemshea

🎳 Activities

If your visitors are ready for some outdoor fun, take a hike in Forest Park, one of the largest urban forests in the US. Spend a few hours taking in the exhibits at one of the oldest art museums on the West Coast, the Portland Art Museum. And don’t forget to make a stop at Powell’s City of Books, the largest independent bookstore in the world.


This lux designer cottage is within walking distance of Salt & Straw’s Division Street location.

Photo via VRBO

🛏️ Stay

If your visitors aren’t planning to crash with you, here are some places they can stay:

Lux designer cottage | $215+
A modern one-bedroom cottage with heated bathroom floors and high ceilings, as well as proximity to award-winning restaurants and local boutiques.

Mid-century modern home | $201+
A dreamy urban oasis with a private patio, local artwork, and a full kitchen.

The fun doesn’t stop there… Be sure to send your visitors the link to our events page in advance to get a feel for what they’ll want to see and do while in town.

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