Portland, Oregon, known for its vibrant arts scene, beautiful landscapes, and eclectic culture, is a must-visit destination for travelers. This itinerary is divided into eight sections, each focusing on a different aspect of what makes Portland a unique and exciting city.
Landmarks
Pioneer Courthouse Square
Known as Portland’s living room, Pioneer Courthouse Square is a bustling urban park located in the heart of downtown. The square is a hub of activity, hosting over 300 events annually, including concerts, festivals, and markets. The iconic brick-paved plaza features the Weather Machine, a weather-forecasting sculpture, and is surrounded by shops, cafes, and historic buildings.
International Rose Test Garden
Portland is famously known as the “City of Roses,” and the International Rose Test Garden in Washington Park is a testament to this moniker. Established in 1917, the garden features over 10,000 rose bushes and 650 varieties of roses. Visitors can stroll through the beautifully landscaped terraces and enjoy stunning views of downtown Portland and Mount Hood in the distance.
Portland Japanese Garden
Also located in Washington Park, the Portland Japanese Garden is considered one of the most authentic Japanese gardens outside of Japan. Spanning 12 acres, the garden includes eight distinct garden styles, such as the Strolling Pond Garden, Tea Garden, and Sand and Stone Garden. The serene environment offers a peaceful retreat and features traditional Japanese architecture, koi ponds, and meticulously pruned plants.
Food and Cuisine
Voodoo Doughnut
A trip to Portland wouldn’t be complete without sampling the quirky and delicious creations at Voodoo Doughnut. This iconic doughnut shop, located in Old Town, is famous for its unique flavors and creative toppings. Popular choices include the Bacon Maple Bar, Voodoo Doll doughnut, and the Portland Cream. The shop is open 24/7, making it a perfect stop for a sweet treat any time of day.
Pine State Biscuits
For a hearty and satisfying meal, head to Pine State Biscuits, known for its Southern-inspired comfort food. The menu features mouthwatering biscuit sandwiches, such as The Reggie, which includes fried chicken, bacon, cheese, and gravy, and the Veggie Reggie, a vegetarian version with a portobello mushroom. The restaurant also offers sides like hash browns, grits, and collard greens.
Pok Pok
Pok Pok, a renowned Thai restaurant, is a must-visit for food enthusiasts. Founded by Chef Andy Ricker, Pok Pok offers authentic Thai street food with dishes like Ike’s Vietnamese Fish Sauce Wings, Khao Soi (a Northern Thai curry noodle soup), and Papaya Pok Pok salad. The restaurant’s unique flavors and vibrant atmosphere make it a standout in Portland’s diverse culinary scene.
Food Cart Pods
Portland is famous for its food cart culture, with numerous food cart pods scattered throughout the city. These pods are collections of food carts offering a wide variety of cuisines, from Korean BBQ and Mexican tacos to vegan bowls and gourmet burgers. Some popular food cart pods include the Alder Street Food Cart Pod, Cartopia, and Prost! Marketplace. Visiting these pods allows you to sample an array of delicious foods in a casual and fun setting.
Entertainment
Powell’s City of Books
Powell’s City of Books, located in the Pearl District, is the largest independent bookstore in the world. This iconic bookstore spans an entire city block and features over a million new and used books. Visitors can easily spend hours browsing the extensive collection, which includes everything from bestsellers and rare books to local authors and unique finds. The store also hosts author readings, book signings, and other literary events.
Portland Art Museum
The Portland Art Museum, established in 1892, is the oldest art museum on the West Coast and houses an impressive collection of over 42,000 works of art. The museum’s collection includes Native American artifacts, Asian art, contemporary pieces, and European paintings. The museum also features rotating exhibitions and special events, making it a cultural hub in the city.
OMSI (Oregon Museum of Science and Industry)
OMSI, located along the Willamette River, is a top destination for families and science enthusiasts. The museum features interactive exhibits on topics such as space, technology, natural sciences, and the environment. Highlights include the USS Blueback, a retired Navy submarine, and the Kendall Planetarium. OMSI also hosts educational programs, camps, and special events throughout the year.
Culture
Alberta Arts District
The Alberta Arts District is a vibrant neighborhood known for its eclectic mix of galleries, boutiques, and restaurants. The district comes alive on the last Thursday of every month with the “Last Thursday” art walk, where local artists showcase their work, and musicians perform on the streets. Visitors can explore the district’s colorful murals, unique shops, and enjoy a diverse range of culinary delights.
Mississippi Avenue
Mississippi Avenue is another cultural hotspot in Portland, offering a blend of historic charm and modern amenities. The street is lined with independent shops, bars, and eateries. Highlights include Mississippi Studios, a popular music venue, and the Mississippi Marketplace, a food cart pod. The area also hosts the annual Mississippi Street Fair, featuring live music, local vendors, and family-friendly activities.
Portland Saturday Market
The Portland Saturday Market, held every weekend from March to December, is one of the largest continuously operated outdoor markets in the United States. Located in the Old Town/Chinatown neighborhood, the market features over 250 vendors selling handmade crafts, art, jewelry, clothing, and food. Live music and entertainment add to the festive atmosphere, making it a great place to shop for unique souvenirs and gifts.
Outdoor Activities
Forest Park
Forest Park, one of the largest urban forests in the United States, offers over 80 miles of trails for hiking, running, and mountain biking. The park spans over 5,000 acres and provides a natural escape within the city. Popular trails include the Wildwood Trail, which runs the length of the park, and the Lower Macleay Trail, which leads to the picturesque Stone House. The park is also home to a variety of wildlife, including deer, owls, and coyotes.
Multnomah Falls
A short drive from Portland, Multnomah Falls is one of Oregon’s most iconic natural attractions. The 620-foot waterfall is the tallest in the state and is easily accessible via the Historic Columbia River Highway. Visitors can hike to the Benson Bridge, which offers stunning views of both the upper and lower falls. For a more challenging hike, continue to the top of the falls for a panoramic view of the Columbia River Gorge.
Mount Tabor Park
Mount Tabor Park, located in Southeast Portland, is a unique urban park built on an extinct volcanic cinder cone. The park features miles of trails, picnic areas, and a large reservoir. Visitors can hike or bike to the summit for panoramic views of the city and Mount Hood. The park also hosts community events and outdoor concerts, making it a popular gathering spot for locals and visitors alike.
Shopping
Portland Saturday Market
The Portland Saturday Market, mentioned earlier, is also a premier shopping destination in the city. With a wide variety of handcrafted items, from jewelry and clothing to art and home decor, it’s the perfect place to find one-of-a-kind treasures. The market’s lively atmosphere and diverse vendor offerings make it a must-visit for shoppers.
Powell’s City of Books
In addition to being a top entertainment spot, Powell’s City of Books is a paradise for book lovers looking to shop. The store’s vast selection includes rare books, signed editions, and out-of-print titles. Powell’s also offers a range of literary-themed gifts, such as journals, tote bags, and bookmarks. Whether you’re a casual reader or a bibliophile, you’re sure to find something special at Powell’s.
Hawthorne District
The Hawthorne District is known for its bohemian vibe and eclectic mix of shops. The neighborhood features vintage clothing stores, independent bookstores, and quirky boutiques. Highlights include House of Vintage, a massive vintage clothing emporium, and Jackpot Records, a haven for vinyl enthusiasts. The district also has a variety of cafes and eateries, making it a great place to spend an afternoon shopping and exploring.
History
Pittock Mansion
Pittock Mansion, located in the West Hills of Portland, is a historic house museum that offers a glimpse into Portland’s past. Built in 1914 for newspaper publisher Henry Pittock and his wife Georgiana, the mansion features 23 rooms filled with period furnishings and artifacts. Visitors can take a self-guided tour of the mansion and enjoy stunning views of the city and surrounding mountains from the estate’s grounds.
Oregon Historical Society Museum
The Oregon Historical Society Museum, located in downtown Portland, is dedicated to preserving and sharing the history of Oregon. The museum’s permanent exhibits cover a wide range of topics, from the Native American tribes of the region to the Oregon Trail and the state’s modern history. The museum also hosts rotating exhibits, educational programs, and special events.
Lan Su Chinese Garden
The Lan Su Chinese Garden, located in Portland’s Old Town Chinatown, is a beautiful and tranquil space inspired by the traditional gardens of Suzhou, China. The garden was built by artisans from Portland’s sister city, Suzhou, and features intricately designed pavilions, walkways, and water features. Visitors can explore the garden’s lush plantings, enjoy a cup of tea at the Teahouse, and learn about Chinese culture and history through guided tours and exhibits.
Beaches and Waterfronts
Tom McCall Waterfront Park
Tom McCall Waterfront Park, located along the Willamette River in downtown Portland, is a popular destination for both locals and visitors. The park features walking and biking paths, open green spaces, and beautiful views of the river and city skyline. The park hosts numerous events and festivals throughout the year, including the Portland Rose Festival, the Waterfront Blues Festival, and the Oregon Brewers Festival.
Kelley Point Park
Kelley Point Park, located at the confluence of the Willamette and Columbia Rivers, offers a serene waterfront escape within the city. The park features walking trails, picnic areas, and sandy beaches where visitors can relax and enjoy the views of the rivers. The park is also a great spot for birdwatching, with a variety of waterfowl and other bird species commonly seen in the area.
Sauvie Island
Sauvie Island, located just a short drive from downtown Portland, is a large island in the Columbia River known for its agricultural lands, wildlife areas, and beaches. Visitors can enjoy a day of swimming, sunbathing, and picnicking at Collins Beach or Walton Beach. The island also offers opportunities for hiking, biking, and birdwatching, as well as seasonal activities such as berry picking and pumpkin patch visits.
Festivals and Events
Portland Rose Festival
The Portland Rose Festival is a beloved annual event that celebrates the city’s rich history and love of roses. Held each year in late May and early June, the festival features a wide range of activities and events, including parades, a carnival, and the Dragon Boat Race. The Grand Floral Parade, with its elaborate floats and marching bands, is a highlight of the festival and attracts thousands of spectators.
Oregon Brewers Festival
The Oregon Brewers Festival, held each summer in Tom McCall Waterfront Park, is one of the oldest and largest craft beer festivals in the United States. The festival features over 80 breweries from around the country, offering a wide variety of beers to sample. In addition to beer tastings, the festival includes live music, food vendors, and educational seminars on brewing and beer culture.
Portland International Film Festival
The Portland International Film Festival, organized by the Northwest Film Center, is a premier cultural event that showcases films from around the world. Held each February, the festival features a diverse selection of feature films, documentaries, and shorts. Screenings take place at various venues around the city, and the festival also includes panel discussions, Q&A sessions with filmmakers, and special events.
Portland, Oregon, is a city that offers a rich tapestry of experiences for visitors. From its iconic landmarks and delicious cuisine to its vibrant arts scene and beautiful outdoor spaces, Portland has something for everyone. This comprehensive itinerary provides a guide to making the most of your visit to this dynamic and eclectic city.