Top 33 Must-Do Activities in Portland, Oregon

Best Things to Do in Portland, Oregon

Located on the West Coast of the United States, Portland is the largest city in Oregon and a haven for nature enthusiasts, quirky characters, charming neighborhoods, and the unique small-city vibe. Amidst the food trucks, craft beer, and historic architecture in downtown, locals strive to keep Portland weird. The city center boasts abundant green spaces, stunning rose gardens, trendy cafes, vibrant street art, and incredible ice cream parlors.

1. Take a Photo of the Keep Portland Weird Sign

A quick yet essential stop in Portland is the Keep Portland Weird sign, where you can capture your obligatory photo. Located at 220 NW 8th Ave, this iconic attraction symbolizes Portland’s eccentricity and independent spirit, reflecting the city’s unique culture. Created by artist Dan Stiles and installed in 2004, the sign has inspired a distinctive city identity.

2. Sample Sweets at Voodoo Doughnut

The ongoing debate over whether Blue Star Donuts eclipse Voodoo Doughnut only adds to Portland’s sweet landscape. While Blue Star may be a local favorite, the wildly inventive offerings at Voodoo Doughnut make it a standout experience. Known for pushing the envelope in donut creativity, from Capt’n Crunch toppings to unusual flavor combinations, Voodoo remains a delight for adventurous palates.

Be prepared for a lively line that moves swiftly as you embark on your doughnut adventure! For a more immersive experience, consider joining an underground doughnut tour, visiting multiple iconic spots and enjoying priority access at Voodoo Donuts.

3. Take a Portland City Walking Tour

Kick off your Portland exploration with a guided walking tour that delves into the heart of the city’s cultural district. This tour highlights famous architecture, including the Portland Art Museum, while tracing the city’s history from the rise of radical activists to its modern-day spirit. Along the way, you can witness significant landmarks while connecting with Portland’s rich history.

4. Sample some Food Cart Pods

With over 600 food carts scattered throughout the city, Portland is a mecca for food lovers. You’ll find food pods—outdoor food courts hosting myriad carts—perfect for tasting diverse cuisines. Notably, the 5th Avenue Food Cart Pod features around 30 vendors serving everything from Mexican to Vietnamese fare, making it an excellent spot for a quick meal while sightseeing.

5. Browse at the World’s Largest Independent Bookstore

In a city rich with literary culture, Powell’s City of Books stands out as the largest new and used bookstore globally, covering an entire city block. Even if reading isn’t on your agenda, a stroll through Powell’s offers a captivating adventure, allowing you to explore over four million books nestled in cozy aisles. Remember to grab a map to navigate through this literary labyrinth!

6. Portland City Cruise

Taking to the water is another fantastic way to witness Portland’s skyline. Whether you choose a kayaking adventure or a serene dinner cruise along the Willamette River, it’s a memorable way to appreciate iconic landmarks like the Steel Bridge. On a dinner cruise, indulge in locally sourced Northwest cuisine while enjoying the evening views of the lit cityscape.

7. Tom McCall Waterfront Park

Stretching along the Willamette River, Tom McCall Waterfront Park is an exquisite area to soak in the natural beauty of Portland. From jogging along the Waterfront Park Trail to visiting the Oregon Maritime Museum and the famed Mill Ends Park, this picturesque park is a favorite among locals and visitors alike.

8. See the Cherry Blossoms in Bloom

Spring transforms Tom McCall Waterfront Park into a stunning display of color as the Akebono cherry trees burst into bloom. This time of year, numerous events and festivals—including the beloved Portland Rose Festival—also take place in the park, making it a lively hub for entertainment.

9. Shop at the Portland Market

A weekend visit to the Portland Saturday Market is a must for exploring local arts, crafts, and food vendors. This bustling market features over 150 unique stalls, offering regional food samples and a festive atmosphere perfect for a casual stroll and fresh food shopping.

10. Visit the Portland Art Museum

If you appreciate art, the Portland Art Museum is a treasure trove of diverse works. With a strong focus on Pacific Northwest Native American art alongside global masterpieces, visitors can unravel countless stories through the museum’s extensive collections, making it a top cultural activity in Portland.

11. Oregon Museum of Science and Industry

The Oregon Museum of Science and Industry (OMSI), one of the oldest science museums in the US, is perfect for a rainy day. With interactive exhibits covering various scientific disciplines, the museum offers hands-on experiences, including a planetarium and robust educational programming.

12. See the Sprawling Forest Park Portland

Covering 5,100 acres, Forest Park is a natural oasis within the city, offering miles of trails ideal for hiking and cycling. The park is popular among nature lovers seeking solitude and stunning views, including Mt. Hood and the Willamette River. Don’t miss the chance to rent a bike and explore its scenic routes!

13. Hike to the Witch’s Castle

While navigating through Forest Park, don’t forget to explore the enchanting Witch’s Castle. Originally built as a public restroom, it has become a local legend surrounded by tales of mystery. Today, it serves as a fascinating hiking destination, blending nature with a touch of folklore.

14. Tour the Pittock Mansion

The Pittock Mansion, built in 1914, is a magnificent estate that reflects Portland’s history. Visitors can explore the beautifully preserved rooms and enjoy panoramic views of the city. Its tranquil location within Forest Park makes it ideal for a leisurely picnic amidst nature.

15. Get Outdoors at Washington Park

Accessible via public transport, Washington Park is another expansive green space in Portland. With 15 miles of trails, it offers an array of attractions, including the Oregon Zoo and the famous International Rose Test Garden, making it a versatile outdoor experience for all.

16. Stroll Through the Portland Japanese Garden

The Portland Japanese Garden is recognized as one of the most authentic in North America. Its stunning landscapes promote serenity and reflection, showcasing elements typical of traditional Japanese gardens. A visit here is uplifting and provides a peaceful escape from the bustling city.

17. Smell the Roses at International Rose Test Garden

True to its moniker as the “City of Roses,” Portland’s International Rose Test Garden is a floral paradise featuring over 500 varieties of roses. It opens its doors year-round, but the peak viewing season occurs from May to September, showcasing a vibrant display of blooms against the backdrop of Mt. Hood.

18. Visit During The Rose Festival

Held annually from late May to early June, the Portland Rose Festival is a long-standing tradition celebrating the city’s floral heritage. With events ranging from parades to competitions and fireworks, this festival attracts visitors with its lively atmosphere and stunning displays.

19. Crystal Springs Rhododendron Garden

Covering 9.5 acres, the Crystal Springs Rhododendron Garden is a botanical wonder featuring over 2,500 rhododendrons and azaleas. Springtime is particularly lovely as the flowers bloom, creating a breathtaking setting perfect for leisurely strolls and photography.

20. Old Town Chinatown

Start your exploration of Portland in its historic Old Town Chinatown, which holds a rich narrative of the city’s past, including the infamous Shanghai Tunnels. As you delve into the area’s history, consider taking a guided tour to learn about its captivating stories.

21. Hoyt Arboretum

The Hoyt Arboretum boasts a diverse collection of over 6,000 trees and shrubs on 190 acres. With numerous trails weaving through this gorgeous space, it’s perfect for outdoor enthusiasts wanting to escape into nature without venturing far from the city.

22. Ride the Portland Aerial Tram

The Portland Aerial Tram provides a unique perspective of the city as it connects the South Waterfront to Oregon Health & Science University. Enjoy breathtaking views of the Willamette River and the cityscape during your scenic ride.

23. Start Your Day at Pioneer Courthouse Square

Known as ‘Portland’s living room,’ Pioneer Courthouse Square is an urban oasis buzzing with life. Offering an array of events year-round, including free concerts and festivals, it serves as a vibrant gathering spot for locals and visitors alike.

24. Walk Along Mississippi Avenue

A lively neighborhood, Mississippi Avenue is a prime destination for nightlife in Portland. With an eclectic mix of quirky shops, food trucks, and live music venues, it promises an exciting evening out, making it a great spot to enjoy Portland’s artistic expressions.

25. Take a Bike Tour

A bike ride through Portland is an incredible way to discover the city’s highlights. Rent an e-bike for ease, or join a guided bike tour that will lead you through various neighborhoods, allowing you to soak in the local culture at a leisurely pace.

26. Portland Festivals

Portland is renowned for its vibrant festivals, celebrating everything from food and art to music and film throughout the year. Depending on your visit, you may enjoy the Portland Rose Festival, International Film Festival, or Feast Portland, among others.

27. Take a Brewery Tour

Experience the craft beer scene in Portland by joining a brewery tour. Exploring the city’s inner Eastside, you can sample various beers while learning about the brewing history that has made Portland a craft beverage capital.

28. Chill Out in the Pearl District

The Pearl District, once a hub of decaying warehouses, now showcases a lively cultural scene with chic restaurants, art galleries, and breweries. Enjoy the urban vibe while savoring gourmet dining options and exceptional brews.

29. Alberta Arts District – The Hippest Spot in Town

Transformed into an artsy neighborhood, the Alberta Arts District is filled with creativity and colorful street art. Explore this vibrant area, home to galleries, boutiques, and acclaimed eateries, offering a glimpse into Portland’s artistic spirit.

30. Enjoy Cocktails At A Rooftop Bar

For stunning views of Portland while sipping on cocktails, visit one of the city’s rooftop bars. Choices abound, from Departure Rooftop Bar to Altabira City Tavern, each providing a unique atmosphere to relax and take in the sights.

Day Tours from Portland

Beyond the city, the surrounding regions offer fantastic day trip opportunities. From the dramatic landscapes of Columbia River Gorge to the excellent wine tasting experiences in Willamette Valley, there’s something for everyone within a short drive.

31. Columbia River Gorge

Embark on a scenic drive along the Historic Columbia River Highway to Columbia River Gorge, renowned for its breathtaking landscapes. Don’t miss the iconic Multnomah Falls—its stunning 542ft drop draws crowds and offers excellent hiking trails to explore.

32. Timberline Lodge

Nestled on the slopes of Mount Hood, Timberline Lodge caters to outdoor enthusiasts year-round. Whether skiing or hiking, the lodge serves as a cozy retreat to relax and enjoy nature’s grandeur.

33. Willamette Valley Wine Tours

For wine aficionados, taking a tour of Willamette Valley is essential. Known for its world-class Pinot Noir, the valley hosts over 500 wineries, making it a paradisiacal destination for tastings and vineyard exploration.

Where to Stay in Portland

Portland offers diverse accommodation options. Here are some recommendations suitable for various budgets:

Budget: The Society Hotel features a vintage vibe with exposure brick, situated near the Pearl District and vibrant food scene.

Mid-Range: Park Lane Suites & Inn boasts a well-equipped kitchen and lovely interiors in Portland’s Northwest District, a short walk from popular attractions.

Luxury: Hampton Inn & Suites offers spacious accommodations with a rooftop terrace in the lively Pearl District, ideal for enjoying the city’s amenities.

How to Get to Portland

Portland International Airport (PDX) is the primary access point to the city, located just 9 miles from downtown. The MAX light-rail train offers a convenient commute, with taxis and shuttles also readily available for visitors.

Getting Around Portland

Portland is famous for its bike-friendly culture and excellent public transportation. The TriMet bus and MAX light rail system make it easy to navigate the city, while bike-sharing options like Biketown ensure you can explore at your own pace.

Best Time to Visit Portland

Portland presents a range of experiences throughout the year. Spring is particularly gorgeous with blooming flowers. Summer and fall offer vibrant festivals and stunning foliage, making these seasons perfect for exploring all that the city has to offer.