Oregon Travel Guide: Your Expert Portland Adventure

Portland, Oregon, a city I’ve called home for over a year, is more than just a place on a map—it’s an experience. Having explored its vibrant neighborhoods, tasted its culinary delights, and ventured into the breathtaking landscapes surrounding it, I’m excited to share my insights as your local guide. Forget generic tourist traps; this Oregon Travel Guide dives deep into the heart of Portland, offering you an authentic and unforgettable visit. Whether you’re drawn to lush green parks, bustling city streets, or the promise of craft breweries and innovative cuisine, Portland has something to captivate every traveler.

Portland Oregon sign

Getting to Portland: Your Journey Begins

Reaching Portland is straightforward, with various transportation options catering to different preferences and budgets.

Flying into Portland: Portland International Airport (PDX)

Portland International Airport (PDX) is a well-connected hub served by all major US airlines, including United, Delta, Alaska, American, and Southwest. While flights from the East Coast can be pricier, especially during peak seasons, utilizing airline miles and points can significantly reduce costs. Alaska Airlines often presents good award flight options, and transferring points to British Airways for booking Alaska flights can be a savvy strategy.

PDX itself is an attraction worth experiencing. Consistently ranked among the best airports in the world, it boasts local shops, art installations, and excellent dining options. For Priority Pass holders, Capers Cafe Le Bar and Westward Whiskey offer a generous $28 restaurant credit, making your airport wait time enjoyable and delicious.

Road and Rail: Arriving by Car or Train

Portland’s accessibility extends beyond air travel. A scenic drive or comfortable Amtrak train ride from Seattle takes under 3 hours, making it a convenient addition to a Pacific Northwest itinerary. However, I strongly advise against trying to squeeze both cities into a single short trip. Each city and its surrounding region offers a wealth of attractions, easily warranting a dedicated 5-7 day exploration. Seattle is a gateway to Mt. Rainier National Park, the Olympic Peninsula, and the San Juan Islands, while Portland boasts incredible day trips to the Oregon Coast, Columbia River Gorge, and Willamette Valley. Focusing on one region at a time allows for a richer and less rushed experience.

Portland Oregon skyline

Navigating Portland: Getting Around

While Portland offers public transportation, its effectiveness for comprehensive exploration is debatable. The light rail and streetcar systems, while functional, might not reach all the diverse quadrants of the city you’ll want to discover. For true flexibility and access to all corners of Portland, especially if you plan day trips outside the city, renting a car is highly recommended.

One of Portland’s unexpected perks is its manageable traffic and parking situation. Even during peak hours, commutes are generally short, often within a 10-15 minute range. Parking is also relatively easy to find and reasonably priced compared to other major US cities. Ride-sharing services are readily available within the city center, but for venturing further afield, a rental car provides unparalleled freedom.

Best Time to Visit Portland: Weather and Seasons

Portland’s weather is characterized by two distinct phases: the infamous gray and rainy season, and the glorious, sun-drenched period. While climate patterns are shifting, the typical rainy season spans from November to late June. For the highest chance of dry and sunny weather, plan your visit between July and September. These summer months offer beautiful blue skies and comfortably moderate temperatures, with occasional heat spikes that are tempered by low humidity.

Regardless of when you visit, be prepared for rapid weather changes throughout the day. Don’t let a cloudy morning deter your plans; Portland days often transition from gray to gorgeous by afternoon. Rain is frequently more of a mist or drizzle and is often intermittent, rarely disrupting outdoor activities for long. Pack a reliable rain jacket no matter the season, and you’ll be well-equipped to enjoy Portland year-round.

Willamette River

Where to Stay in Portland: Neighborhood Guide

Portland is geographically divided into five main quadrants: Northwest, Southwest, Northeast, Southeast, and North Portland, bisected by the Willamette River. Each quadrant has its own distinct personality and charm.

The East side, encompassing Northeast and Southeast Portland, embodies the quintessential “Portlandia” vibe. Expect to find eclectic boutiques, independent businesses, vibrant street art, and a more residential feel. Many locals consider this side to be “authentically Portland.” Neighborhoods like NE Alberta, NE Mississippi, SE Hawthorne, and SE Division are prime locations, brimming with shops and restaurants. Airbnb is a popular and often affordable option for experiencing the East side’s unique character.

The West side, primarily Southwest and Northwest Portland, is home to downtown Portland and exudes a more urban sophistication. Historic red-brick warehouse buildings, now repurposed into trendy shops and restaurants, define its architectural landscape. Downtown Portland is exceptionally walkable, making it an ideal base for exploring the city center and accessing attractions on the West side. While Airbnbs are available, the West side boasts a fantastic selection of hip, beautiful, and affordable hotels.

Personally, as a West side resident, I’m biased towards its convenience and urban appeal. However, rest assured that regardless of where you choose to stay, you’ll be within easy reach of Portland’s renowned breweries, food trucks, stunning mountain views, and the overall Portland experience.

Portland Hotel Recommendations: Points and Non-Points Options

For hotel stays, Portland offers a diverse range catering to different budgets and preferences. Here are some standout recommendations, including both points-redeemable and non-points options, primarily located on the West side for its walkability and urban access:

Points Hotels:

The Porter Portland (Curio Collection by Hilton): As a Hilton loyalist, The Porter is a top pick. Part of the Curio Collection, it offers stylish and comfortable rooms, sleek décor, and impressive city views. Being a Hilton property, you can redeem Hilton Honors points for free nights, maximizing value.
The Hi-Lo Hotel (Autograph Collection by Marriott): Another excellent points redemption option within Marriott’s Autograph Collection. The Hi-Lo boasts beautifully designed spaces, an unbeatable downtown location within walking distance of major attractions, and a Northwest-inspired restaurant. Its central location and Marriott Bonvoy points eligibility make it a highly desirable choice.

flowers

Hi-Lo Hotel bed

Non-Points Hotels:

The Woodlark: While not part of a major chain, The Woodlark receives rave reviews. Its ground floor houses Good Coffee (a must-try Portland coffee spot) and Abigail Hall, a favorite cocktail bar. Rooms can be booked using travel portals like Chase or Capital One Venture points, offering flexibility.
The Hoxton: A trendy and well-designed hotel known for its vibrant atmosphere and excellent food and beverage options. The Hoxton boasts Tope, a rooftop taco bar with stunning city views, and a hidden speakeasy bar downstairs. While located in a slightly less polished block, its style and amenities are highly appealing.
Ace Hotel: A Pacific Northwest original, the Ace Hotel Portland embodies the brand’s signature cool and minimalist aesthetic. Its location is arguably the best on this list, situated in a prime downtown area near the Pearl District and Pioneer Courthouse Square.

Pine needles

Things to Do in Portland: Explore and Discover

Portland offers a diverse array of activities, from immersing yourself in nature within city limits to exploring vibrant urban districts.

Nature Activities in Portland: Urban Escapes

International Rose Test Garden: Portland’s nickname, the “City of Roses,” is well-earned. Home to the oldest continuously operating public rose test garden in the US, it’s a spectacular sight, especially during summer when over 10,000 roses are in bloom. The garden also offers panoramic city views.
Forest Park: Escape into nature without leaving the city at Forest Park, one of the largest urban forests in the country. With over 80 miles of trails, it provides a serene retreat with lush foliage and scenic viewpoints.
Mt. Tabor Park: Hike within an extinct volcano at Mt. Tabor Park. This century-old park offers picnic spots, hiking trails, reservoirs, and 360-degree views of the city.
Cathedral Park: Located beneath the iconic St. Johns Bridge, Cathedral Park is named for the bridge’s towering footings that resemble cathedral vaults. It’s a unique spot for admiring architecture and enjoying Willamette River views.

St. Johns Bridge

Urban Activities in Portland: City Exploration

Alberta Arts District: Explore the Northeast Alberta neighborhood, known for its eclectic independent shops, art galleries, street art, and diverse dining scene.
Shop on SE Hawthorne and SE Division: These Southeast thoroughfares are lined with quirky boutiques, cafes, and restaurants, perfect for leisurely browsing and local finds. Division Street is particularly notable for its culinary offerings.
Powell’s City of Books: A book lover’s paradise, Powell’s is the largest used and new bookstore in the world, occupying an entire city block in the Pearl District. With millions of books across color-coded rooms and sections, it’s an experience in itself.

Portland Viewpoints: City Panoramas

Portland Aerial Tram: Primarily a transportation link to Oregon Health & Science University, the Portland Aerial Tram also offers breathtaking city and mountain views during its short ride.
Portland Saturday Market: While not necessarily a shopping destination, the Saturday Market’s location along the Willamette River is worth a visit for a riverside stroll and city views.
Pittock Mansion: Perched in the West Hills, Pittock Mansion, a historic house museum, provides stunning panoramic views of the city skyline and surrounding mountains. Explore the grounds and gardens, even without touring the museum, to soak in the vista.

Pittock Mansion

Day Trips from Portland: Beyond the City Limits

Venture beyond Portland to discover the natural wonders and charming towns that surround the city.

West of Portland Day Trips: Nature and Coast

Columbia River Gorge: Just a short drive east of Portland, the Columbia River Gorge offers spectacular views and outdoor adventures. Multnomah Falls is a must-see, and hiking trails like Angels Rest provide stunning vistas. The town of Hood River, further into the Gorge, is a hub for breweries and mountain scenery.
Mt. Hood: Explore the majestic Mt. Hood region, offering hiking trails with breathtaking scenery. The Tom, Dick and Harry Mountain Trail is a popular moderate hike with epic views. Timberline Lodge provides a cozy spot for food and drinks after your hike. Mt. Hood is also a popular ski destination in winter.

Mt. Hood

East of Portland Day Trips: Wine Country and Coast

Willamette Valley (Oregon Wine Country): Explore Oregon’s renowned wine country in the Willamette Valley, clustered around Dundee and McMinnville. Home to hundreds of wineries specializing in Pinot Noir, make tasting reservations in advance. Babica Hen Cafe in Dundee is a great pre-wine tasting stop. Soter Vineyards and Eminent Domaine are recommended wineries to visit.
Cannon Beach/Oregon Coast: A day trip to the Oregon Coast, specifically Cannon Beach, is highly rewarding. While the ocean is cold, the dramatic rock formations, including Haystack Rock, and tide pools are fascinating to explore. Cannon Beach town offers classic beach town attractions. Ecola State Park, en route to Cannon Beach, offers incredible coastal views.

Haystack Rock

Where to Eat in Portland: Culinary Delights

Portland’s food scene is a major draw, from fine dining to casual eats and innovative desserts.

Sit-Down Restaurants – Reservations Recommended

Ava Gene’s: A SE Division staple for modern Italian cuisine, Ava Gene’s offers consistently delicious dishes. Perfect for special occasions or a sophisticated dinner, reservations are essential.
Tusk: Sister restaurant to Ava Gene’s, Tusk serves Mediterranean small plates in a bright and airy setting. Ideal for sharing and sampling a variety of flavors, both dinner and brunch are recommended.
Kachka: Explore modern Russian cuisine at Kachka. Offering a contemporary take on Russian classics, don’t miss the dumplings (pelmeni), particularly the cheese and sour cherry varieties.

Sit-Down Restaurants – Walk-Ins Welcome

Tope: The Hoxton Hotel’s rooftop taco bar, Tope, is a must-visit for tacos, drinks, and sunset views. Expect a wait, but the spicy margaritas and queso fundido are worth it.
Afuri Izakaya: This popular Japanese ramen chain chose Portland for its first international location. Known for its exceptional ramen, be prepared for a potential wait.
Tasty & Alder: A well-known Portland dining destination, Tasty & Alder is famous for brunch, but dinner is equally impressive and less crowded.

Ava Gene

Casual Dining in Portland: Quick Bites

Proud Mary: An Australian cafe serving healthy and customizable dishes with an emphasis on fresh ingredients. Don’t miss the potato hash.
Lardo / Bunk Sandwiches: Two popular Portland sandwich chains offering distinct menus and loyal followings. Great for a quick lunch or park picnic.
Sizzle Pie: A go-to pizza spot with options for various dietary needs, including dairy-free, gluten-free, and vegan.

Portland Desserts: Sweet Treats

Blue Star Donuts: A Portland donut institution, Blue Star is preferred by many over Voodoo Doughnut for its gourmet flavors and quality.
Cloud City Ice Cream: For phenomenal ice cream with interesting yet approachable flavors, Cloud City Ice Cream is a local favorite, often preferred over Salt & Straw for its balanced and delicious options.

Beer

Where to Drink in Portland: Cocktails, Beer, and Coffee

Portland’s beverage scene is as diverse and exciting as its food.

Portland Cocktail Bars: Unique and Classic

Hale Pele: A premier tiki bar, Hale Pele offers phenomenal drinks, immersive ambiance with sound and mist effects, and a quintessential Portland vibe. Expect a wait.
Abigail Hall: Located in The Woodlark Hotel, Abigail Hall is a visually stunning cocktail bar with creative drinks, named after Oregon’s “Mother of Equal Suffrage,” Abigail Scott Duniway.
Pepe Le Moko: A moody and intimate downtown bar inside the Ace Hotel, Pepe Le Moko excels in classic cocktails. Look for the hidden door behind pantry items.
Vault Cocktail Lounge: A relaxed Pearl District bar with ample seating and excellent cocktails, Vault is perfect for a more low-key and conversation-friendly atmosphere.
Basement Bar: The Hoxton Hotel’s speakeasy, Basement Bar, is worth seeking out. Bartenders create custom cocktails based on your preferences in a cozy setting.

Wine and Beer in Portland: Local Flavors

Oui! Wine Bar + Restaurant at the Southeast Wine Collective: Offering a great combination of interesting wines, delicious food, and a charming atmosphere. Wine flights and small plates are highly recommended.
Portland Breweries: Portland is a brewery mecca, with countless options ranging from well-known brands like Rogue and Deschutes to local microbreweries. Explore the diverse craft beer scene.

Portland Coffee Shops: Caffeine Fix

Good Coffee: Known for its beautiful decor, seasonal lattes, and high-quality coffee. Multiple locations throughout the city.
Coava Coffee Roasters: Coava roasts its own beans and supplies coffee to cafes across Portland. Visit one of their locations for stellar coffee in unique settings.
Upper Left Roasters: Beyond good coffee, Upper Left Roasters is known for its homemade macadamia milk and delicious toast selections. The Ladd’s Addition location offers a spacious and Instagrammable setting.

Sunrise

Still on My List: Portland Adventures Yet to Come

Even as a local, Portland continues to surprise and offer new experiences. Here are a few spots still on my personal Portland bucket list:

Multnomah Whiskey Library: Known for its “exhaustive” collection of spirits, the Multnomah Whiskey Library is a must-visit for whiskey enthusiasts.
Portland Japanese Garden: Adjacent to the Rose Garden, the Portland Japanese Garden is renowned for its meticulously designed garden spaces and authentic Japanese tea ceremonies.
Woodblock Chocolate Manufactory: A chocolate lover’s dream, Woodblock Chocolate Manufactory allows you to watch chocolate being made while enjoying treats in their cafe.
Swiss Hibiscus: This restaurant tops my list, particularly for its Swiss cuisine and dishes like Rösti Valaisanne.

For more Oregon travel guide inspiration, explore day trips from Portland or weekend itineraries for first-time visitors. A longer five-day Portland plan can incorporate day trips to experience the best of the region.

This Oregon travel guide aims to be your comprehensive resource for exploring Portland. What other questions do you have about visiting Portland? Let me know in the comments, and start planning your Oregon adventure today!