Portland
Trip to

Portland

28 picks

Urban hikes, coastal vibes, foodie trails unlocked

WeekendsoloOutdoor adventurousFoodie eclecticArtsy bohemian

Highlights

Chase waterfalls on an easy trail in the stunning Columbia River Gorge.

Hit Cannon Beach for sand, surf, and wildlife spotting.

Wander the world's largest indie bookstore for literary treasure hunting.

Tackle forested paths with city skyline views.

Discover Northwest art and global exhibits in a cultural hub.

Sample diverse street eats at iconic pod markets.

Where to Stay

1 pick

The Nines
STAY

The Nines

Central luxury hotel with stylish rooms, rooftop views, and easy walk to transit.

Where to Eat

11 picks

Fried Egg I'm In Love
EAT

Fried Egg I'm In Love

Creative egg sandwiches on house-made English muffins; try the namesake.

Pine State Biscuits
EAT

Pine State Biscuits

Flaky biscuits with gravy or fried chicken; Reggie Deluxe recommended.

EAT

Food Cart Pod - Cartopia

Diverse carts like Nong's Khao Man Gai for Thai chicken rice.

Screen Door
EAT

Screen Door

Southern brunch like chicken & waffles; line up early.

Pine Street Market Food Hall
EAT

Pine Street Market Food Hall

Local stalls like Korean tacos or poke; covered seating.

Grassa
EAT

Grassa

Handmade pasta like cacio e pepe; cozy vibe.

Mother's Bistro
EAT

Mother's Bistro

Comfort classics like mile-high meatloaf hash.

Multnomah Falls Lodge Cafe
EAT

Multnomah Falls Lodge Cafe

Cascade sandwiches, salads with views.

Lardo
EAT

Lardo

Gourmet sandwiches like pork belly doner.

Blue Star Donuts
EAT

Blue Star Donuts

Bourbon vanilla or blueberry bourbon; grab-and-go.

EAT

Wayfarer Restaurant

Oysters, fish & chips; oceanfront seating.

What to Do

10 picks

Intro to Portland Walking Tour
DO

Intro to Portland Walking Tour

90-min small-group stroll through Director Park, Pioneer Square, and Portland Building for history and architecture.

Portland Art Museum
DO

Portland Art Museum

Explore Native American art, European masters, and Northwest collections; photography in select galleries.

Powell's City of Books
DO

Powell's City of Books

Browse 1M+ new/used books, rare maps, and photo-worthy stacks; free.

Pearl District Street Market
DO

Pearl District Street Market

Saturday market vibes with local vendors, art, and crafts; photo spots galore.

Forest Park - Wildwood Trail Hike
DO

Forest Park - Wildwood Trail Hike

3-mile moderate loop with waterfalls, wildlife; wear sturdy shoes, medium fitness.

Washington Park - International Rose Test Garden
DO

Washington Park - International Rose Test Garden

Wander 10k+ rose varieties, city views; prime photo spot.

Oregon Zoo
DO

Oregon Zoo

Spot wildlife like big cats, penguins; budget entry.

DO

Multnomah Falls & Gorge Hiking Tour

3-hour guided half-day tour with 2.2-mile falls hike, historic highway; book Viator, medium fitness, hiking boots.

Pioneer Courthouse Square & Saturday Market
DO

Pioneer Courthouse Square & Saturday Market

Iconic plaza with craft market, street performers; shop local art.

DO

Full-Day Oregon Coast Tour

Guided trip to Haystack Rock beach, tide pools, wildlife; Ecola State Park views; book ahead, layers needed.

Good to Know

6 picks

KNOW

Layer for Rain

Portland averages 150 rainy days/year; waterproof jacket, quick-dry clothes essential for hikes and coast.

KNOW

TriMet Day Pass

Buy $5.60 Hop card for unlimited bus/MAX/streetcar; app for real-time tracking.

KNOW

Book Tours Early

Gorge and Coast tours fill fast; use apps like TripAdvisor for 4.9+ rated small groups.

KNOW

Cash for Carts

Many food carts and markets prefer cash; ATMs sparse in pods.

KNOW

Free Parking Hacks

Street parking free after 7 PM/metered zones; apps like ParkMobile for downtown.

KNOW

Hiking Prep

Trails muddy; bring water, snacks, bug spray; check AllTrails for updates.

Map

Map unavailable

Best For

Adventure-seeking couplesNature and food loversBudget-conscious explorersIntermediate hikersCulture chasers

Start planning your trip with this itinerary in Takeoff.

Don't have the app? Download it free on the App Store.