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Portland, OR

5 min read

May 13



Portland, Oregon, pulsates with an independent spirit, a thriving coffee scene, and a love for the outdoors. This unique city offers a plethora of budget-friendly adventures, making it the perfect weekend getaway for the cost-conscious traveler. With this SimpleSmarties Inspiration Guide, you're equipped to explore Portland's vibrant energy, delicious food trucks, and quirky charm without breaking the bank!


Exploring Portland's Quirky Soul: Must-See Free and Affordable Attractions


  • Powell's City of Books:  Get lost in a literary wonderland at Powell's City of Books, the largest independent new and used bookstore in the world. Explore nine color-coded rooms overflowing with books on every subject imaginable. Free events like author readings and book signings add to the charm.

  • International Rose Test Garden:  Immerse yourself in a fragrant paradise at the International Rose Test Garden, boasting over 10,000 rose bushes of more than 650 varieties. This free attraction is a photographer's dream, especially during peak bloom season (late spring to early fall).

  • Forest Park:  Escape the urban sprawl and delve into the majestic Forest Park, one of the largest urban forests in the United States. Hike or bike along scenic trails, have a picnic lunch amidst the towering trees, or visit the Portland Aerial Tram for breathtaking city views.

SimpleSmarties Travel Tip:  Pack a reusable water bottle and wear comfortable shoes for exploring the park.

  • First Thursday Art Walk:  Immerse yourself in Portland's vibrant art scene during the free First Thursday Art Walk. Held on the first Thursday of every month, galleries throughout the city extend their hours and showcase local artists' work. This is a fun and social experience to explore different artistic styles.

  • Voodoo Doughnut:  Indulge in a sugary treat (for a small price) at the iconic Voodoo Doughnut. This quirky bakery is famous for its outrageous donut creations, like the "Maple Bacon Bar" and the "Cap'n Crunch."


A Culinary Adventure for Every Budget: Must-Try Food Trucks

Portland's food truck scene is legendary, offering a diverse range of cuisines at affordable prices. Here are some recommendations to tempt your taste buds:


  • Mid-Range:

  • Khao Man Gai Cart:  Savor the authentic flavors of Thailand with a delicious plate of Khao Man Gai (steamed chicken with rice) from this popular food truck.

  • The Peruvian: Embark on a culinary journey to Peru with their mouthwatering Lomo Saltado (stir-fried beef with vegetables) or Aji de Gallina (creamy chicken stew).


  • Budget-Friendly:

  • The Kati Roll Company:  Experience the street food of Kolkata, India, with their flavorful Kati rolls (stuffed flatbreads with various fillings).

  • Kim Jong Grillin': Spice up your day with Korean-style tacos from Kim Jong Grillin'. Their unique creations like Bulgogi (marinated beef) or BBQ Tofu tacos are sure to tantalize your taste buds.

  • Say Cheese! PDX:  Indulge in a classic American comfort food with a gourmet twist at Say Cheese! PDX. Their gourmet grilled cheese sandwiches with unique flavor combinations are a must-try.


SimpleSmarties Travel Tip:  Many food truck pods offer seating areas, allowing you to enjoy your meal comfortably.


A Weekend Itinerary: Unveiling Portland's Essence in 48 Hours

Day 1:


  • Morning:  Fuel your day with a delicious and affordable coffee at a local coffee shop. Portland boasts a thriving coffee scene with independent cafes serving up high-quality brews.

  • Afternoon:  Get lost in the literary labyrinth of Powell's City of Books and spend some time browsing their extensive collection.

  • Late Afternoon:  Head to the International Rose Test Garden and immerse yourself in a fragrant paradise. Capture stunning photos of the blooming roses and enjoy the tranquility of the gardens.

Evening:  Indulge in a sugary treat and quirky atmosphere at Voodoo Doughnut. Grab a unique donut creation and savor the sweet indulgence.


Day 2:


  • Morning:  Start your day with a delicious and affordable breakfast at a local food cart pod. Explore the various options and choose something that tempts your taste buds.

  • Afternoon:  Escape the urban sprawl and explore the vastness of Forest Park. Hike or bike along scenic trails, or visit the Portland Aerial Tram for breathtaking city views. Pack a picnic lunch and enjoy a relaxing afternoon amidst the towering trees.

  • Late Afternoon:  Immerse yourself in Portland's vibrant art scene during the First Thursday Art Walk (if your visit coincides with the first Thursday of the month). Explore galleries throughout the city, discover local artists' work, and enjoy the social atmosphere.

  • Evening:  Savor a delicious and affordable dinner from another food truck, choosing a different cuisine to experience the diversity of Portland's street food scene.


Festivals and Events: A Celebration of Portland's Spirit

Portland's vibrant spirit comes alive throughout the year with a variety of festivals and events. Here's a glimpse into some must-experience gatherings:


  • Portland Rose Festival (June):  Immerse yourself in a floral extravaganza at the Portland Rose Festival, a ten-day celebration culminating in the Grand Floral Parade. Witness elaborate floats adorned with thousands of roses, enjoy live music, and experience the city's love for this iconic flower.  

SimpleSmarties Travel Pro Tip:  Consider visiting during the week leading up to the parade for smaller crowds and potentially lower accommodation rates.

  • Cacao & Chocolate Festival (February):  Indulge your sweet tooth at the annual Cacao & Chocolate Festival. Sample delectable chocolates from around the world, participate in workshops and demonstrations, and celebrate all things chocolate.

  • Saturday Market (Every Weekend):  Explore the vibrant Saturday Market, a haven for local artisans and crafters. Browse through unique handmade goods, art pieces, jewelry, and local produce. This is a fantastic place to find souvenirs and support local businesses.

  • Portland to Coast Half Marathon (October):  If you're feeling adventurous, participate in the Portland to Coast Half Marathon, a scenic race from Portland to the Oregon Coast. Witness stunning fall foliage and enjoy the camaraderie of fellow runners (or cheer on the participants!).


SimpleSmarties Travel Hacks and Pro Tips

Accommodation Options for Every Budget:


  • Luxury:  Portland offers a variety of upscale hotels downtown and in trendy neighborhoods like Pearl District.

  • Mid-Range:  Several boutique hotels, hostels, and Airbnbs offer comfortable and stylish stays at a moderate price point.

  • Budget-Friendly:  Hostels and campgrounds provide affordable options for budget-conscious travelers. Consider staying slightly outside the city center to find even better deals.  

SimpleSmarties Travel Tip:  Book your accommodation well in advance, especially during peak seasons and around major events like the Rose Festival.

Getting Around:  Portland boasts a user-friendly public transportation system (TriMet) with buses, streetcars, and a light rail network. Purchase a day pass for unlimited rides during your visit. The city is also very walkable and bike-friendly, with designated bike lanes throughout. Consider renting a bike for a more scenic exploration.

Portland CityPASS:  Consider purchasing a Portland CityPASS for discounted entry to popular attractions like the Oregon Zoo, OMSI (Oregon Museum of Science and Industry), and the Portland Children's Museum. This pass can save you money if you plan on visiting several attractions.

Free Wi-Fi:  Many cafes, restaurants, and public libraries offer free Wi-Fi access, allowing you to stay connected throughout your trip.

Embrace the Local Vibe:  Portland is a laid-back and friendly city. Don't be afraid to strike up conversations with locals, explore hidden gems off the beaten path, and embrace the city's quirky charm.


Enjoy some additional photos of Portland below:








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