Welcome to your ultimate guide to exploring Portland, Oregon! Portland is the most populous city Oregon (but not the capital). It’s located in the Pacific Northwest (PNW), and is a city known for its eclectic mix of natural beauty, vibrant culture, and distinctive local flavor. Whether you’re a first-time visitor or a seasoned traveler, this guide will help you navigate Portland’s diverse offerings, from its iconic landmarks to its hidden gems. There is so much to discover in this quirky and artsy city! Dive into this post to discover the best places to stay, what to wear, and the must-see attractions that make Portland a fantastic destination. Read on for the ultimate guide for Portland, Oregon for First Timers.
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Where to Stay in Portland
I really can’t stress this enough: Portland is so quirky and artsy! Portland offers a diverse range of accommodations to suit various tastes and budgets, from luxurious hotels to cozy bed-and-breakfasts. I stayed at the Royal Sonesta in Downtown Portland and loved it. This area is perfect for easy access to the city’s main attractions. There are plenty of amazing neighbourhoods in Portland Oregon for first timers. If you’re looking for high-end hotels, try The Nines and Hotel Monaco. If you prefer a more boutique experience, the Pearl District features charming hotels like The Mark Spencer and Hotel Rose, known for their unique character and local flair. For a more residential feel, neighborhoods such as Hawthorne and Alberta offer a selection of guesthouses and inns that provide a local touch. Portland’s public transportation is pretty great so it’s easy to get around no matter where you stay.
I’m completely obsessed with this speakeasy Airbnb we stay at in Portland. Some alcohol and non-alcoholic drinks were available with a cocktail recipe book!
Book Here: Speakeasy Airbnb
What to Wear in Portland
Portland is known for its casual and eclectic style, reflecting its laid-back, creative culture. Prioritize comfort and versatility. If your a first timer in Portland, Oregon, you’ll soon find out that the city’s weather changes in an instant, so layering is key. Bring a light, waterproof jacket for frequent rain and cool temperatures, along with sweaters or long-sleeve shirts for warmth. Portland is also known for its outdoor lifestyle, so packing a pair of comfortable walking shoes or hiking boots is essential for adventures! Locals often sport a mix of practical and stylish attire, including jeans, flannel shirts, and beanies. Don’t forget to bring a reusable water bottle and eco-friendly bags, as Portland is a city that values sustainability and environmental consciousness.
I highly recommend a pair of Vessi shoes! They are waterproof, comfortable and have a range of styles for every taste!
Read more: Vessi Review: The Ultimate Sustainable Travel Shoes
How to get Around in Portland, Oregon
Public Transit: Portland’s public transit system, including buses, streetcars, and light rail (MAX), is extensive and user-friendly. You don’t need to get a pass – simply tap your credit card and it’ll charge you the correct amount. If you tap enough times, it will automatically charge for 1 day pass! The TriMet app can help you navigate routes and schedules.
Biking: Portland is a bike-friendly city with numerous dedicated bike lanes and trails. Renting a bike is a fantastic way to explore!
Driving/Parking: Downtown Portland has metered parking and various parking garages. Be sure to check signs for restrictions and fees. Consider using a parking app to find and pay for parking conveniently.
Portland Food and Dining Recommendations
Food Carts: Portland is famous for its diverse and innovative food cart scene. I’m not usually a food truck gal, but I highly recommend visiting at least one food cart pod! The most popular are Hawthorne Asylum or Alder Street Food Cart Pod. The Portland Food Cart Finder app can also help you locate carts that suit your taste.
Farmers’ Markets: Visit the Portland State University Market or the Hollywood Farmers Market, for fresh, local produce and artisanal products.
Food: Try local specialties such as Voodoo Doughnut’s quirky donuts, and visit iconic eateries like Blue Star Donuts or Screen Door for Southern-inspired cuisine.
Cultural and Community Experiences
Local Events: Check out local event calendars for festivals, art shows, and music performances happening during your visit. Portland often hosts unique cultural events that showcase the city’s vibrant community spirit.
Bookstores and Libraries: Powell’s City of Books is a must. It’s the world’s largest new and used bookstore! You could also visit the Multnomah County Library’s Central Library, which is an architectural gem and a hub for literary events and exhibitions.
Shopping: Explore local boutiques and independent shops in neighborhoods like the Alberta Arts District or Mississippi Avenue for unique Portland finds. There are also so many amazing vintage markets and stores to visit!
Local Etiquette and Customs
Tipping: Tipping 15-20% is customary in restaurants. Portland also has a growing number of establishments that offer “tip jars” for baristas and counter service.
Sustainability: Portland is known for its environmental consciousness. Be sure to follow recycling guidelines, use reusable containers, and respect the city’s green initiatives.
Things to Do and See in Portland, Oregon
Portland is an amazing city! There is something for everyone: craft breweries, specialty tea and coffee cafes, murals, night markets, food trucks, bookstores, parks, and more! One of the things I loved most was the “Near Me Now” website and app. You’ll find these painted markers all around downtown Portland. If you scan the QR code, it will bring up a map with identifying things to do near you. If you click on one of the icons on the map, it pulls up information like the mural artist, quirky restaurants, and shops to visit! I highly recommend using this while in Portland.
Smith Teamaker Tea Tasting
Experience the refined world of tea at Smith Teamaker, where each visit is a journey into the art of tea making. Located in the heart of Portland, this renowned tea house offers a range of meticulously crafted blends, from classic favorites to innovative flavors. You can order a tea flight to try a variety of teas! Each flight comes with 3 teas, and cards to identify more information about the specific tea. You’ll learn about the origins and characteristics of each blend, and gain insight into the careful process behind their creation. Smith Teamaker provides a sensory experience that highlights the rich and diverse world of tea. Highly recommend!
Portland International Rose Test Garden
The Portland International Rose Test Garden is a horticultural gem nestled in Washington Park. It is renowned for its stunning array of rose varieties. Established in 1917, there’s both a public showcase and a testing ground for new rose cultivars. You can stroll through beds of vibrant blooms, each offering a feast for the senses with its rich colors and enchanting fragrances. With over 10,000 rose bushes representing hundreds of varieties, the garden is a paradise for gardeners, photographers, and anyone who appreciates natural beauty. Roses bloom in Portland from late May through October.
Outdoor Adventures
Forest Park: One of the largest urban forests in the U.S., Forest Park offers over 80 miles of hiking trails, including the popular Wildwood Trail. It’s a great place for a nature escape within the city.
Washington Park: Beyond the Rose Test Garden, Washington Park includes attractions like the Portland Japanese Garden and the Oregon Zoo. It’s a large, scenic area with diverse experiences.
Coffee Shops
I’m not a coffee drinker, but if I was, Portland would be a dream! Portland’s coffee culture is a vibrant tapestry of innovation and tradition. There such a diverse array of coffee shops. From artisanal roasters to cozy cafes, the city’s coffee scene caters to every palate. Each coffee shop offers its own unique atmosphere, whether it’s a chic, modern space or a charming, vintage hideaway. With many shops committed to sustainability and local sourcing, enjoying a cup of Portland’s coffee also means supporting the community. Just another thing I love about supporting small businesses!
Craft Breweries
Portland also has a lot for craft beer enthusiasts. There are numerous craft breweries, each offering a distinctive range of beers that reflect the creativity and expertise of its brewers. From hop-forward IPAs to rich stouts and experimental sours, there’s something for every taste. Many breweries also feature inviting taprooms where you can sample their latest creations and engage with the brewers themselves. Portland’s craft beer culture is not just about the drinks—it’s about community, innovation, and celebrating local flavors.
Night Market
We kind of stumbled across this one, and it was a highlight of our visit! Portland’s Night Market is a lively celebration of food, crafts, and local culture. It transforms the city’s streets into a vibrant marketplace after dark. There’s a little bit of everything! There’s a variety of international cuisines, unique handcrafted goods, and performances by local artists. I even got my tarot cards read (for the first time)! This bustling event provides a fantastic opportunity to immerse yourself in Portland’s creative and diverse spirit. Definitely a must-visit if you are there when it’s on!
Powell’s City of Books
The world’s largest independent bookstore is Powell’s City of Books. It is a literary landmark and a haven for book lovers. It spans an entire city block and houses over a million new and used books. Wander through its labyrinthine aisles and discover everything from bestsellers to rare finds. There’s also a “Banned” section – books that have been banned for various reasons around the world. The store’s cozy reading nooks, knowledgeable staff, and regular author events create a welcoming atmosphere for book enthusiasts of all kinds. Whether you’re searching for your next great read or simply enjoying the ambiance, Powell’s offers an unparalleled bibliophile experience.
Portland’s Aerial Tram
A ride on Portland’s Aerial Tram is a must for amazing views of of the city. You’ll soar above Portland: try to spot the Willamette River, downtown Portland, and the majestic Cascade Range. The tram connects the South Waterfront district with the Oregon Health & Science University campus, providing both a practical transit option and a scenic adventure.
Vintage Markets
Portland’s vintage markets are treasure troves for collectors, enthusiasts, and anyone with an eye for unique finds. These markets, scattered throughout the city, offer a wide range of antiques, retro clothing, mid-century furniture, and quirky collectibles. Exploring these markets is like stepping back in time, where each stall tells a story through its eclectic assortment of items. Whether you’re hunting for a distinctive piece of décor or just enjoying the nostalgia, Portland’s vintage markets provide a charming and diverse shopping experience. We visited Memory Den Vintage Mall – the largest vintage mall in Portland!
Portland Day Trips
Portland is the perfect location to stay, and take day trips from. The Columbia River Gorge and the Oregon Coast are two amazing and easy day trips from Portland. You can also head to Salem (the capital or Oregon), or Eugene for day trips to small Oregon towns. The region has so much to offer, you’ll definitely want to explore beyond the city!
Multnomah Falls
This is one stop I have had saved on my Pinterest board for years and had no idea it was in Oregon when we booked our trip! Multnomah Falls is one of Oregon’s most iconic natural wonders. It is the tallest waterfall in the state and cascades over 600 ft. The falls are easily accessible via a short hike from one of two parking lots, and offer several vantage points for this magnificent natural feature. Surrounded by lush forest and rocky cliffs, Multnomah Falls provides a serene escape into nature and a perfect spot for outdoor enthusiasts and nature lovers. This is another must when visiting Oregon.
Columbia River Gorge National Scenic Area
The Columbia River Gorge National Scenic Area is a bit further east from Portland than Multnomah Falls. The Eagle Creek to Tunnel Falls hike is spectacular, but would take a full day. For a shorter but still wonderful hike, head to the Punch Bowl Falls. It’s about halfway to Tunnel Falls and is spectacular! Even on a rainy day, it’s magical. The Tunnel Falls hike is about a 12 mile round trip and gains 1,640 feet in elevation. The Punch Bowl Falls is a 3.8 mile, out-and-back hike gains 600 feet of elevation.
Oregon Coast
The Oregon Coast is a rugged and dramatic stretch of shoreline known for its stunning natural beauty and diverse ecosystems. From the dramatic cliffs of Cannon Beach to the tranquil coves of Bandon, the coast offers a range of experiences, including scenic drives, beachcombing, and wildlife viewing. Coastal towns and charming communities provide opportunities to explore local seafood, crafts, and coastal culture. The Oregon Coast’s blend of sweeping ocean views, rocky formations, and serene beaches makes it a captivating destination for anyone seeking the natural allure of the Pacific Northwest. You can easily visit Cannon Beach, Ecola Point Viewpoint, and the Pacific City beach within one day from Portland.
Trail of Ten Falls
Probably the highlight of my trip to Oregon was the Trail of Ten Falls. It is a spectacular hiking route located in Silver Falls State Park, renowned for its 10 waterfalls. This scenic loop trail spans approximately 8 miles and features ten distinct waterfalls, each cascading through lush forests and rugged terrain. Hikers are treated to a variety of stunning sights, including the chance to walk behind some of the falls, offering a unique and immersive experience. The trail’s combination of natural beauty and accessible hiking makes it a favorite among outdoor enthusiasts looking to experience the diverse and captivating landscape of Oregon.
Read more: Trail of Ten Falls | Full Guide with Photos
Wooden Shoe Tulip Farm
If you are travelling to Oregon in April, stop by the Wooden Shoe Tulip Farm. Not only do they have millions of tulips planted, they also have hot air balloon rides (weather permitting)! They have tethered hot air balloon rides throughout the day, or sunrise rides. When the balloons lift off, the photo opportunities are amazing! There’s also food trucks, carnival rides, a market, wooden shoe making demonstrations, and more!
Note: hot air balloon rides are very dependent on the weather. It cannot be raining and the wind speeds must be under 8 miles/h. However, it is still a beautiful farm and worth a visit rain, or shine! Rainy days make for beautiful moody shots.
3 replies on “Portland, Oregon for First Timers: The Ultimate Guide”
Lovedddd Portland SO much, can’t wait to go back some day!!
What a fantastic guide for first-time visitors to Portland, Oregon! Your detailed breakdown of the city’s neighborhoods, food scene, and must-see attractions is super helpful, especially for someone like me who’s never been. I appreciate how you’ve highlighted the quirky vibe of Portland—like Powell’s Books and the Saturday Market—while also offering tips on navigating the city efficiently. The section on the best coffee shops caught my eye, as Portland’s coffee culture is legendary, and I can’t wait to try some local favorites.
I’m curious about your personal recommendations for outdoor activities. Portland is known for being close to great hiking spots—do you have a favorite trail or park that’s perfect for a short day trip from the city?
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Thank you so much! I loved Portland, and I’m glad you found it helpful and well organized! I loved the Trail of Ten Falls and Columbia River Gorge National Scenic Area. We did the Punch Bowl Falls and Multnomah in Columbia Gorge and they were all fantastic!