Top 25 Things To Do in Portland

Discover Portland's unique charm through its quirky attractions, lush parks, vibrant food scene, and cultural hotspots. Your ultimate guide to the Rose City awaits!

West Parker
By
West Parker
July 1, 2024

Welcome to Portland, where the unofficial motto "Keep Portland Weird" is less a statement and more a way of life. Picture this: you're strolling down a tree-lined street, the aroma of freshly roasted coffee wafting through the air, when suddenly you spot a unicyclist in a Darth Vader mask playing bagpipes. Just another day in the Rose City, where the ordinary becomes extraordinary and the unexpected is always around the corner.

But Portland's charm goes far beyond its quirky surface. This Pacific Northwest gem is a city that seamlessly blends urban sophistication with an unbridled love for nature. Here, farm-to-table isn't just a buzzword—it's a way of life, with an unparalleled food scene that ranges from innovative food carts to James Beard award-winning restaurants. And let's not forget the beer—with more breweries than any other city in the world, Portland is a hop-head's paradise.

Yet, what truly sets Portland apart is its ability to offer a breath of fresh air—literally. In minutes, you can go from sipping artisanal coffee in a hip café to hiking through a lush forest park larger than some small countries. It's a place where bike lanes are as common as car lanes, where bookstores are revered like cathedrals, and where every neighborhood tells its own unique story. So, grab your reusable shopping bag, lace up your hiking boots (or your Birkenstocks—we don't judge), and let's dive into the 25 best things to do in this wonderfully weird city.

Lose Yourself in Powell's City of Books

Customer browsing tall bookshelves at Powell's City of Books in Portland
Got lost in Powell's for hours! This place is a book lover's paradise with endless shelves to explore.

Step into Powell's City of Books and you might just forget what century you're in. This bibliophile's paradise occupies an entire city block and houses over a million books across nine color-coded rooms. Wander through the towering shelves, breathe in that addictive old-book smell, and keep an eye out for the store's famous Rare Book Room. Whether you're hunting for an obscure poetry collection or the latest bestseller, Powell's has you covered. Don't miss the Portland section, where local authors and Pacific Northwest themes take center stage.

  • Location: 1005 W Burnside St, Portland, OR 97209
  • Hours: 10 AM - 9 PM daily
  • Admission: Free

Why Visit: It's the world's largest independent bookstore and a Portland institution.

Insider Tip: Look for staff picks throughout the store for great reading recommendations.

Savor the Flavors at Portland Saturday Market

Vibrant stalls at Portland Saturday Market with handmade crafts and local produce
Spent the morning at Portland Saturday Market. The variety of handmade crafts and local food is incredible!

Forget your typical farmer's market—Portland Saturday Market is a weekly celebration of the city's creative spirit. This open-air bazaar showcases the work of hundreds of local artisans, from hand-crafted jewelry to artisanal cheeses. As you wander through the stalls, let the aroma of freshly made elephant ears guide you to the food court, where you can sample a globe-trotting array of cuisines. The market's lively atmosphere is punctuated by the sounds of local musicians, adding a soundtrack to your shopping adventure.

  • Location: 2 SW Naito Pkwy, Portland, OR 97204
  • Hours: Saturday 10 AM - 5 PM, Sunday 11 AM - 4:30 PM (March through December)
  • Admission: Free

Why Visit: It's the largest continuously operating outdoor arts and crafts market in the U.S.

Insider Tip: Arrive early on Saturdays to beat the crowds and have first pick of the goods.

Explore the Enchanting Japanese Garden

Tranquil scene at Portland Japanese Garden with traditional elements and lush greenery
Found a moment of zen at the Portland Japanese Garden. The attention to detail here is truly impressive.

Stepping into the Portland Japanese Garden feels like being transported to a tranquil oasis thousands of miles away. Spread across 12 acres, this meticulously maintained garden is a masterpiece of landscape design, featuring five distinct garden styles. Wander along winding paths, cross arched bridges over koi-filled ponds, and find zen in the authentic tea house. The garden's beauty evolves with each season, from spring cherry blossoms to the fiery colors of fall maples.

  • Location: 611 SW Kingston Ave, Portland, OR 97205
  • Hours: Wednesday - Monday 10 AM - 5:30 PM (March - October), 10 AM - 4 PM (November - February)
  • Admission: Adults $18.95, Seniors $16.25, Students $15.25, Children (6-17) $13.50

Why Visit: It's considered one of the most authentic Japanese gardens outside of Japan.

Insider Tip: Visit during golden hour for breathtaking views of Mount Hood framed by Japanese maples.

Indulge Your Sweet Tooth at Voodoo Doughnut

Assortment of unique Voodoo Doughnuts in their signature pink box
Couldn't resist trying Voodoo Doughnut! The Maple Bacon Bar was a delicious mix of sweet and savory.

Prepare your taste buds for a sugar-coated adventure at Voodoo Doughnut. This iconic Portland establishment has been satisfying sweet cravings with its outrageous doughnut creations since 2003. From the bacon-topped Maple Bacon Bar to the cereal-encrusted Oh Captain, My Captain, each doughnut is a work of edible art. The pink box filled with these delectable treats has become a symbol of Portland's quirky food scene. Don't be deterred by the line—it moves quickly, and the wait is part of the experience.

  • Location: 22 SW 3rd Ave, Portland, OR 97204
  • Hours: Open 24/7
  • Price Range: $1.50 - $3.50 per doughnut

Why Visit: It's a Portland institution known for its unique and Instagram-worthy doughnuts.

Insider Tip: Try the Portland Cream, the city's official doughnut, or go for the Voodoo Dozen for a variety of their best sellers.

Hike Through the Urban Wilderness of Forest Park

Hikers enjoying a trail in Portland's vast Forest Park
Hiked in Forest Park today. Hard to believe this huge, lush forest is right in the city!

Escape the city without leaving it in Forest Park, one of the largest urban forests in the United States. This 5,200-acre green space is a testament to Portland's commitment to nature, offering over 80 miles of hiking trails. As you trek through the dense, fern-covered forest floor, keep an eye out for native wildlife like elk and owls. The popular Wildwood Trail spans the entire length of the park, offering ambitious hikers a 30-mile adventure.

  • Location: NW 29th Ave & Upshur St to Newberry Rd, Portland, OR 97210
  • Hours: 5 AM - 10 PM daily
  • Admission: Free

Why Visit: It's a vast, lush wilderness right in the heart of the city.

Insider Tip: For a moderate hike with great views, try the 5-mile round trip to Pittock Mansion from Lower Macleay Park.

Smell the Roses at International Rose Test Garden

Blooming roses at Portland's International Rose Test Garden with city skyline visible
Visited the International Rose Test Garden. The variety of roses and the city view are stunning!

They don't call Portland the City of Roses for nothing. The International Rose Test Garden is a fragrant oasis featuring over 7,000 rose plants of 550 varieties. As you stroll through the terraced gardens, take in the kaleidoscope of colors and intoxicating scents. The garden also offers stunning views of downtown Portland and, on clear days, Mount Hood. It's the perfect spot for a romantic picnic or a peaceful afternoon of flower gazing.

  • Location: 400 SW Kingston Ave, Portland, OR 97205
  • Hours: Daily from 7:30 AM to 9 PM
  • Admission: Free

Why Visit: It's the oldest official, continuously operated public rose test garden in the United States.

Insider Tip: Visit in June during the Portland Rose Festival for peak blooming season.

Dive into History at the Portland Underground

Eerie view of Portland's underground Shanghai Tunnels during a tour
Took a spooky tour of the Shanghai Tunnels. The dark history of this place is fascinating and a bit chilling.

Beneath the streets of Portland lies a dark secret—the Shanghai Tunnels. These subterranean passageways, once used for moving goods from the Willamette River to downtown businesses, have a sinister history of kidnapping sailors for forced labor. Today, you can take a guided tour through these eerie tunnels, learning about Portland's seedy past and the legends of ghost sightings. It's a thrilling way to experience a hidden side of the city's history.

  • Location: 120 NW 3rd Ave, Portland, OR 97209
  • Hours: Tours available Wednesday - Sunday, times vary
  • Admission: Adults $23, Seniors/Students $20, Children (10-13) $17

Why Visit: It offers a unique glimpse into Portland's dark history and alleged paranormal activity.

Insider Tip: Wear comfortable shoes and bring a light jacket—the tunnels can be chilly and uneven.

Sample Craft Beers on a Brewery Tour

Craft beer flight at a Portland brewery, showcasing the city's renowned beer scene
Sampling Portland's famous craft beers. The variety and quality here are unmatched!

Portland's beer scene is legendary, with more breweries than any other city on earth. Embark on a self-guided tour of the city's best breweries, starting in the Pearl District with Deschutes Brewery and 10 Barrel Brewing. Then head to the Alberta Arts District for some sour beers at Cascade Brewing Barrel House. End your journey in Southeast Portland, where you'll find a cluster of excellent breweries including Hair of the Dog and Base Camp Brewing Company.

  • Location: Various locations throughout Portland
  • Hours: Vary by brewery, typically 11 AM - 10 PM
  • Price Range: $5 - $7 per beer, flights available

Why Visit: Portland is the craft beer capital of the world, offering unparalleled variety and quality.

Insider Tip: Try the fresh hop beers in September and October when they're in season.

Get Inspired at the Portland Art Museum

Visitor admiring artwork at Portland Art Museum's diverse collection
Spent the afternoon at Portland Art Museum. Their Northwest art collection is particularly impressive.

Founded in 1892, the Portland Art Museum is the oldest art museum on the West Coast and a cultural cornerstone of the city. Its diverse collection spans ancient Native American artifacts to contemporary installations. Don't miss the impressive array of Northwest art, featuring works by native and modern regional artists. The museum's sculpture garden provides a serene outdoor space to contemplate the art you've seen inside.

  • Location: 1219 SW Park Ave, Portland, OR 97205
  • Hours: Wednesday - Sunday 10 AM - 5 PM
  • Admission: Adults $20, Seniors $17, Students $17, Children 17 and under free

Why Visit: It houses a world-class collection of art with a strong focus on Pacific Northwest artists.

Insider Tip: Visit on the first Thursday of the month for free admission and special evening hours.

Pedal Through the City on a Bike Tour

Cyclists on a guided bike tour exploring Portland's bike-friendly streets
Joined a bike tour of Portland today. What a fun way to see the city and learn about its history!

Portland isn't just bike-friendly—it's bike-obsessed. With over 350 miles of bikeways, the city is a cyclist's dream. Join a guided bike tour to explore Portland's diverse neighborhoods, from the hip Mississippi Avenue to the serene Ladd's Addition. As you pedal along, you'll discover hidden gems, learn about local history, and experience the city like a true Portlander. Don't worry if you're not a seasoned cyclist—the city's mostly flat terrain makes for easy riding.

  • Location: Various starting points depending on the tour company
  • Hours: Tours typically run daily, often starting at 10 AM or 2 PM
  • Price Range: $40 - $70 per person, including bike rental

Why Visit: It's the best way to see the city and experience Portland's famous bike culture.

Insider Tip: Try a food-focused bike tour to combine cycling with Portland's renowned culinary scene.

Wander Through the Alberta Arts District

Vibrant street art mural in Portland's eclectic Alberta Arts District
Wandering through the Alberta Arts District. The creativity here is incredible, from murals to quirky shops.

The Alberta Arts District is Portland's creative heartbeat, a vibrant neighborhood where street art, galleries, and quirky boutiques collide. Stroll down Alberta Street, popping into eclectic shops and admiring the colorful murals that adorn many buildings. On the last Thursday of every month, the street comes alive with the Last Thursday art walk, featuring open galleries, street performers, and local artisans. Don't miss grabbing a scoop at the famous Salt & Straw ice cream shop—their unique flavors are a perfect representation of Portland's inventive food scene.

  • Location: NE Alberta St, Portland, OR 97211
  • Hours: Varies by business, Last Thursday art walk 6 PM - 9:30 PM
  • Admission: Free

Why Visit: It's a perfect encapsulation of Portland's artistic, offbeat spirit.

Insider Tip: Visit during the day to shop, then return in the evening for dinner at one of the many excellent restaurants.

Experience Farm-to-Table Dining

Artfully presented farm-to-table dish at a popular Portland restaurant
Indulging in Portland's farm-to-table scene. The freshness and flavors here are out of this world!

Portland's culinary scene is a locavore's dream, with restaurants showcasing the bounty of the Pacific Northwest. For a true farm-to-table experience, book a table at Coquine, where chef Katy Millard crafts seasonal menus based on what's fresh from local farms. Or try Ned Ludd, where everything is cooked in a wood-fired oven. For a more casual experience, head to the Farmers Market at Portland State University on Saturdays, where you can sample fresh produce and artisanal products directly from local farmers and makers.

  • Location: Various restaurants throughout Portland
  • Hours: Vary by restaurant
  • Price Range: $15 - $40 per entree at upscale restaurants

Why Visit: Portland's farm-to-table restaurants offer some of the freshest, most innovative cuisine in the country.

Insider Tip: Make reservations well in advance for popular restaurants, especially during peak tourist season.

Discover Oddities at Freakybuttrue Peculiarium

Exterior view of Pittock Mansion with Portland skyline visible in the distance
Visited Pittock Mansion today. The history is fascinating, and the view of Portland is unbeatable!

For a dose of the truly weird, head to the Freakybuttrue Peculiarium. This offbeat museum and ice cream parlor is a celebration of the strange, featuring exhibits on aliens, zombies, and other bizarre curiosities. Interactive displays invite you to stick your head in a bigfoot cut-out or lie in a morgue drawer. Cap off your visit with a scoop of their infamous insect-topped ice cream—if you dare. It's a perfect embodiment of Portland's "Keep It Weird" ethos.

  • Location: 2234 NW Thurman St, Portland, OR 97210
  • Hours: Wednesday - Monday 11 AM - 7 PM
  • Admission: Adults $8, Children (12 and under) $5

Why Visit: It's a one-of-a-kind attraction that fully embraces Portland's weird side.

Insider Tip: Don't miss the gift shop for truly unique Portland souvenirs.

Take in the Views from Pittock Mansion

Exterior view of Pittock Mansion with Portland skyline visible in the distance
Visited Pittock Mansion today. The history is fascinating, and the view of Portland is unbeatable!

Perched 1,000 feet above the city, Pittock Mansion offers a glimpse into Portland's past and some of the best views in town. This 1914 French Renaissance-style château was once home to Henry Pittock, founder of The Oregonian newspaper. Tour the 23-room mansion to see how Portland's elite lived in the early 20th century, then step outside to the perfectly manicured gardens for panoramic views of downtown Portland, the Willamette River, and on clear days, snow-capped Mount Hood.

  • Location: 3229 NW Pittock Dr, Portland, OR 97210
  • Hours: Thursday - Tuesday 10 AM - 4 PM
  • Admission: Adults $14.50, Seniors $12.50, Youth (6-18) $10

Why Visit: It combines history, architecture, and unbeatable city views.

Insider Tip: Visit on a clear day for the best views, and bring a picnic to enjoy in the gardens.

Explore Washington Park

Visitors enjoying a sunny day at Portland's expansive Washington Park
Spent the day exploring Washington Park. So many attractions here, from the zoo to beautiful gardens!

Washington Park is a 410-acre urban oasis that's home to some of Portland's top attractions. Here you'll find the Oregon Zoo, Portland Children's Museum, World Forestry Center, and the aforementioned Japanese Garden and International Rose Test Garden. Miles of trails wind through the park, offering peaceful escapes and stunning city views. In summer, catch a concert at the amphitheater, or simply find a quiet spot for a picnic.

  • Location: 4033 SW Canyon Rd, Portland, OR 97221
  • Hours: 5 AM - 10 PM daily
  • Admission: Free (some attractions within the park have separate admission fees)

Why Visit: It's a one-stop destination for nature, culture, and family-friendly activities.

Insider Tip: Use the free shuttle that runs through the park to easily access all the attractions.

Shop Tax-Free in the Pearl District

Shoppers browsing trendy boutiques in Portland's upscale Pearl District
Shopping in the Pearl District. Love the mix of local boutiques and major brands, all tax-free!

Once a gritty industrial area, the Pearl District has transformed into Portland's chicest neighborhood. This former warehouse district now houses upscale boutiques, art galleries, and some of the city's best restaurants. Stroll down the cobblestone streets, popping into shops like Pendleton for iconic Oregon wool products or Powell's Books for literary treasures. When you need a break, grab a coffee at one of the many artisanal cafes. Remember, Oregon has no sales tax, so shop to your heart's content!

  • Location: Bordered by W Burnside St, NW Broadway, NW Northrup St, and the Willamette River
  • Hours: Vary by business, typically 10 AM - 9 PM
  • Price Range: Varies widely depending on the store

Why Visit: It offers a perfect blend of shopping, dining, and urban exploration.

Insider Tip: Visit on the First Thursday of each month when galleries stay open late and host special events.

Catch a Show at the Doug Fir Lounge

Live music performance at Portland's unique Doug Fir Lounge
Caught a great show at Doug Fir Lounge. The log cabin decor and intimate setting make for an awesome music venue!

For a taste of Portland's legendary music scene, head to the Doug Fir Lounge. This retro-futuristic venue, designed to look like a log cabin meets space station, hosts nightly shows featuring both up-and-coming local bands and established national acts. The intimate space ensures there's not a bad seat in the house. Before the show, enjoy dinner in the upstairs restaurant, known for its upscale diner fare and craft cocktails.

  • Location: 830 E Burnside St, Portland, OR 97214
  • Hours: Restaurant 7 AM - 2 AM daily, Lounge hours vary by show
  • Price Range: $10 - $25 for most shows

Why Visit: It's one of Portland's best live music venues with a unique atmosphere.

Insider Tip: Check their website for last-minute ticket deals on the day of shows.

Explore OMSI (Oregon Museum of Science and Industry)

Children engaging with hands-on exhibits at OMSI in Portland
Fun day at OMSI! The interactive exhibits make science accessible and exciting for all ages.

OMSI makes science fun for all ages. This hands-on museum features hundreds of interactive exhibits covering topics from physics to paleontology. Step inside a real submarine, experience an earthquake simulation, or catch a show at the planetarium. The museum also hosts traveling exhibitions, so there's always something new to discover. It's a perfect destination for families or anyone with a curious mind.

  • Location: 1945 SE Water Ave, Portland, OR 97214
  • Hours: Tuesday - Sunday 9:30 AM - 5:30 PM
  • Admission: Adults $15, Seniors $12, Youth (3-13) $10

Why Visit: It offers engaging, hands-on science experiences for visitors of all ages.

Insider Tip: Visit on the first Sunday of the month for $2 admission.

Take a Day Trip to Multnomah Falls

Majestic Multnomah Falls with its iconic Benson Bridge, a short drive from Portland
Hiked to Multnomah Falls today. The power and beauty of this 611-foot waterfall is truly awe-inspiring!

Just a 30-minute drive from Portland, Multnomah Falls is a 611-foot-tall cascade of icy water that will take your breath away. Take the paved trail to Benson Bridge for a closer look at the upper falls, or hike to the top for panoramic views of the Columbia River Gorge. The historic Multnomah Falls Lodge offers a place to warm up and grab a bite. While you're in the area, explore some of the other beautiful waterfalls along the Historic Columbia River Highway.

  • Location: 50000 Historic Columbia River Hwy, Bridal Veil, OR 97010
  • Hours: Open daily, hours vary by season
  • Admission: Free (parking permit required)

Why Visit: It's one of Oregon's most spectacular natural wonders and an easy day trip from Portland.

Insider Tip: Visit early in the morning or on weekdays to avoid crowds, especially during summer.

Experience Powell Butte Nature Park

Hiker enjoying panoramic mountain views from Powell Butte Nature Park in Portland
Discovered Powell Butte Nature Park. The views of the Cascade Range from here are spectacular!

For a less crowded outdoor experience, head to Powell Butte Nature Park. This extinct volcano offers nine miles of trails through meadows and forests, with stunning views of the Cascade Range. On a clear day, you can see five snow-capped peaks: Mount Hood, Mount St. Helens, Mount Adams, Mount Jefferson, and Mount Rainier. It's a favorite spot for hikers, mountain bikers, and horseback riders.

  • Location: 16160 SE Powell Blvd, Portland, OR 97236
  • Hours: 5 AM - 10 PM daily
  • Admission: Free

Why Visit: It offers panoramic mountain views and diverse hiking trails just minutes from downtown.

Insider Tip: Take the Mountain View Trail for the best vistas, especially at sunset.

Relax in Laurelhurst Park

Visitors enjoying a peaceful day at the lake in Portland's historic Laurelhurst Park
Picnicking at Laurelhurst Park. This place feels like a hidden oasis in the middle of the city!

Laurelhurst Park is a 31-acre oasis in the heart of Southeast Portland. Designed in 1912 as a "natural" park, it features winding paths, a spring-fed pond, and towering trees. Bring a book and find a quiet spot by the water, join a game of pickup basketball, or spread out a blanket for a picnic. In summer, the park hosts outdoor movies and concerts.

  • Location: SE Cesar Chavez Blvd & Stark St, Portland, OR 97214
  • Hours: 5 AM - 10:30 PM daily
  • Admission: Free

Why Visit: It's a perfect spot to experience Portland's love of green spaces and outdoor living.

Insider Tip: Visit in spring when the cherry trees are in full bloom.

Immerse Yourself in Nature at the Lan Su Chinese Garden

Tranquil scene at Lan Su Chinese Garden in Portland, featuring authentic architecture and a reflective pond
Visited Lan Su Chinese Garden. It's like stepping into another world - so peaceful and beautifully designed!

The Lan Su Chinese Garden is a tranquil retreat in the heart of Chinatown. This walled garden was built by artisans from Portland's sister city of Suzhou, creating an authentic Ming Dynasty-style garden. Wander the intimate garden paths, admire the intricate architecture, and find serenity by the central lake. Don't miss the two-story teahouse, where you can enjoy a traditional Chinese tea service.

  • Location: 239 NW Everett St, Portland, OR 97209
  • Hours: Tuesday - Sunday 10 AM - 4 PM
  • Admission: Adults $12.95, Seniors $11.95, Students $9.95, Children (5-11) $9.95

Why Visit: It's an authentic slice of China in the heart of Portland.

Insider Tip: Join one of the free guided tours to learn about the garden's symbolism and design.

Discover Local Flavors at Portland Farmers Market

Bustling scene at Portland Farmers Market with vendors selling local produce and artisanal goods
Started the day at Portland Farmers Market. The variety of fresh, local produce and artisanal foods is amazing!

The Portland Farmers Market at Portland State University is the granddaddy of all farmers markets in the city. Every Saturday, rain or shine, over 200 vendors gather to sell fresh produce, artisanal cheeses, baked goods, and much more. It's a great place to sample local specialties, chat with farmers, and soak up the community atmosphere. Grab breakfast from one of the food stalls and enjoy live music as you browse.

  • Location: South Park Blocks at Portland State University
  • Hours: Saturdays 8:30 AM - 2 PM (April - October), 9 AM - 2 PM (November - March)
  • Admission: Free

Why Visit: It's the best place to experience Portland's local food scene and farm-to-table ethos.

Insider Tip: Arrive early for the best selection, especially for popular items like fresh berries and artisanal breads.

Take a Stroll Down Mississippi Avenue

Eclectic shops and eateries along the vibrant Mississippi Avenue in Portland
Exploring Mississippi Avenue. Love the funky vibe and unique local businesses here!

North Mississippi Avenue is a hip strip packed with boutiques, bars, and restaurants. Start your exploration at Rebuilding Center, a massive salvage yard where you can find unique home decor. Then pop into Mississippi Records to browse their curated selection of vinyl. Grab lunch at one of the many food carts, or sit down for a meal at Lovely's Fifty Fifty, known for their wood-fired pizzas. End your day with a craft cocktail at Bar Bar or catch a show at Mississippi Studios.

  • Location: N Mississippi Ave, Portland, OR 97227
  • Hours: Vary by business
  • Price Range: Varies by activity

Why Visit: It offers a perfect blend of Portland's indie spirit, foodie culture, and local shopping.

Insider Tip: Visit on Second Thursdays for special events and sales at many businesses.

Enjoy the View from Portland Aerial Tram

Panoramic view of Portland from the Aerial Tram, showcasing the city's layout and surrounding landscape
Rode the Portland Aerial Tram today. The views of the city, river, and mountains are absolutely stunning!

For a bird's-eye view of Portland, take a ride on the Portland Aerial Tram. This commuter tram connects the South Waterfront district with Oregon Health & Science University on Marquam Hill. The four-minute ride offers spectacular views of downtown Portland, the Willamette River, and on clear days, Mount Hood and Mount St. Helens. At the top, take in the panoramic views from the observation deck before heading back down.

  • Location: 3303 SW Bond Ave, Portland, OR 97239
  • Hours: Monday - Friday 5:30 AM - 9:30 PM, Saturday 9 AM - 9 PM, Sunday 1 PM - 7 PM
  • Admission: Round trip $5.65 for adults, $2.50 for seniors and children

Why Visit: It offers unparalleled views of Portland and the surrounding landscape.

Insider Tip: Time your ride for sunset for the most dramatic views.

Structuring Your Portland Adventure: A 7-Day Itinerary

Now that we've explored the best things to do in Portland, let's put it all together into a week-long adventure. This itinerary is designed to give you a taste of everything Portland has to offer, from its urban delights to its natural wonders. Feel free to adjust based on your interests and energy levels—after all, part of Portland's charm is going with the flow!

Days 1-2: Downtown and Northwest Portland

  • Start your trip in the heart of the city, exploring downtown and the Pearl District.
  • Visit Powell's City of Books and lose yourself among the shelves.
  • Take a stroll through the Portland Japanese Garden and the International Rose Test Garden in Washington Park.
  • Enjoy dinner at one of the many fantastic restaurants in the Pearl District.
  • On day two, take a guided bike tour to get oriented with the city.
  • End the day with a show at the Doug Fir Lounge.

Days 3-4: Southeast Portland and Beyond

  • Begin your day at the Portland Saturday Market (if it's the right day) or the Portland Farmers Market.
  • Explore the quirky shops and cafes of the Hawthorne District.
  • Visit OMSI for some hands-on science fun.
  • Take a short drive to Multnomah Falls and the Columbia River Gorge.
  • Back in the city, enjoy dinner at one of Portland's famous food cart pods.

Days 5-6: North and Northeast Portland

  • Start your day with a hike in Forest Park.
  • Explore the Alberta Arts District, stopping for lunch at one of the many great restaurants.
  • Take a tour of the Shanghai Tunnels to learn about Portland's dark history.
  • Spend a day exploring Mississippi Avenue and its unique shops and eateries.
  • End one of your evenings with a craft beer tour of Portland's famous breweries.

Day 7: Final Explorations

  • Use this day to revisit favorite spots or check out anything you missed.
  • Options include:
    • Taking the Aerial Tram for panoramic city views
    • Visiting Pittock Mansion for a dose of history and more great views
    • Relaxing in Laurelhurst Park
    • Doing some tax-free shopping in the Pearl District or downtown
  • End your trip with a special dinner at one of Portland's acclaimed farm-to-table restaurants.

Remember, this is just a suggestion—Portland is a city that rewards wandering and spontaneity. Don't be afraid to deviate from the plan if something catches your eye. After all, some of the best Portland experiences are the ones you stumble upon unexpectedly. Happy exploring!

From food carts to snow-capped peaks, underground tunnels to rose gardens, Portland offers a unique blend of urban cool and natural beauty. Whether you're a foodie, an outdoor enthusiast, a culture vulture, or just someone who appreciates a little weirdness in life, you'll find something to love in the Rose City. So pack your reusable bags, bring your sense of adventure, and prepare to fall in love with Portland's quirky charm. Who knows? You might just find yourself wanting to "Keep Portland Weird" right along with the locals.

West Parker
West Parker
Article updated:
August 14, 2024 11:19 PM

West Parker, a Cornell University School of Hotel Administration graduate, has spent two decades as the secret weapon of the jet-set elite, crafting bespoke adventures that redefine luxury travel. Now a resident writer for Town & Tourist, this 45-year-old "Architect of Extraordinary Journeys" combines razor-sharp insights with unparalleled industry connections to deliver experiences that even the most discerning globetrotters can't help but rave about. West's expertise spans from exclusive real estate to fine dining, making him the go-to strategist for those who demand nothing but the extraordinary in their travels.

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