Weekend Getaway Guide

A couple of years ago, a friend and I traveled on a girls' trip to Portland, Oregon—a city that left such an impression on us that it still lives rent-free in my memories. Even after all this time, I find myself longing to return, especially because there were so many places, like Olympic National Park, that I didn't have enough time to explore fully. Portland’s mix of natural beauty, eclectic culture, and mouth-watering food scene makes it the perfect destination for a weekend getaway. Whether you're planning your first trip or looking to revisit, this guide will help you make the most of your long weekend in the City of Roses.

Thursday: Arrival and Exploration

Our girls’ trip began with our arrival in Portland, where we checked into a cozy Airbnb nestled in one of the city's charming neighborhoods. After settling in, we couldn’t wait to dive into the city's highlights.

Washington Park: Gardens and Serenity

Our first destination was Washington Park, a sprawling urban oasis that offers a serene escape from the hustle and bustle of the city. This park is home to two must-visit attractions:

International Rose Test Garden: Portland is known as the City of Roses, and this garden is the epitome of that title. Established in 1915 to preserve rose varieties during World War I, it’s the oldest public rose garden in the United States. With over 10,000 rose bushes representing more than 650 varieties, the garden is a sensory delight from May to October, when the roses are in full bloom. The garden is free to enter, and it offers spectacular views of the city skyline and Mount Hood on clear days.
Portland Japanese Garden: Adjacent to the Rose Garden, the Portland Japanese Garden is a tranquil retreat that transports you to Japan. The garden features traditional Japanese architecture, serene ponds, and meticulously manicured landscapes that embody the essence of Japanese culture. Admission is around $21 per person, but the peaceful ambiance, cultural significance, and stunning views make it worth every penny. Don’t miss the Tea House, where you can experience a traditional Japanese tea ceremony.

Bike Around the City

Portland is one of the most bike-friendly cities in the U.S., with over 350 miles of bike lanes. We rented bikes and explored the city at our own pace, discovering how enjoyable and safe it is to bike around Portland. Biking is not only a fantastic way to see the city’s eclectic neighborhoods, but it also allows you to experience the local culture more intimately. From the vibrant arts district to the tranquil waterfront, Portland's diverse scenery is best enjoyed on two wheels.

See the “Keep Portland Weird” Mural

No trip to Portland is complete without visiting the iconic Keep Portland Weird mural. Located in the heart of downtown, this emblematic sign is a testament to the city’s quirky and inclusive spirit. The mural is a great spot for a fun photo op and serves as a reminder of Portland's commitment to embracing individuality and creativity. The surrounding area is filled with unique shops, food carts, and street performers, making it a lively spot to explore.

Self-Guided Beer Tour

Portland’s craft beer scene is legendary, and a self-guided brewery tour is a must for any beer enthusiast. With over 70 breweries in the city, you can sample a variety of craft beers, IPAs, and experimental brews. We started our tour at Deschutes Brewery and made our way to Hair of the Dog and Rogue Ales, each offering a unique experience and a glimpse into why Portland is often considered the best beer city in America. If you're unsure where to start, the Portland Ale Trail app is a handy tool that guides you to the best breweries based on your preferences.

Dinner: Best Pizza in America

For dinner, we couldn’t resist trying one of Portland’s famous pizzerias. Portland has recently gained recognition as the best pizza city in the U.S., and our pizza experience did not disappoint. We dined at Apizza Scholls, known for its perfectly charred crusts and creative toppings. The pizza was so good that we ended up ordering more to take back to our Airbnb for a late-night snack!

Friday: Coffee, Boating, and Sweet Treats

Our second day in Portland started with coffee of course—a must-do in a city that takes its coffee culture seriously. Portland is home to some of the best coffee roasters in the country, and we were eager to sample as many as possible.

- Stumptown Coffee Roasters: A Portland staple, Stumptown’s original location at the Ace Hotel is iconic. Known for its rich, expertly brewed coffee, Stumptown has set the standard for specialty coffee in Portland and beyond. The cozy atmosphere and friendly baristas made it the perfect spot to start our morning.

- Coava Coffee Roasters: Located in a sleek, industrial space, Coava is known for its single-origin pour-overs and meticulously crafted espresso drinks. The baristas here are passionate about their craft and are always happy to share their knowledge. If you're a coffee aficionado, Coava is a must-visit.

- Heart Coffee: Heart Coffee has developed a cult following for its light roasts and minimalist, Instagram-worthy interiors. The focus here is on quality and sustainability, with each cup carefully crafted to highlight the beans' natural flavors. It's a great spot to relax and enjoy a slow morning.

Afternoon Boating on the Willamette River

In the afternoon, we decided to see Portland from a different perspective—on the water! We rented a boat and set out on the Willamette River, which winds its way through the heart of the city. Boating on the Willamette offered a unique view of Portland's skyline, the historic bridges, and lush green spaces lining the riverbanks.

Ice Cream from Salt & Straw

No visit to Portland is complete without stopping by Salt & Straw, the city's most famous ice cream shop. Known for its inventive flavors and commitment to using locally sourced ingredients, Salt & Straw offers a truly unique ice cream experience. Their rotating menu features flavors like Honey Lavender, Pear and Blue Cheese, and even seasonal creations like Thanksgiving Turkey ice cream.

Voodoo Doughnuts

For dessert, we couldn’t leave Portland without trying the iconic Voodoo Doughnuts. Famous for its eclectic doughnuts and quirky atmosphere, Voodoo Doughnuts is a Portland institution. The line can be long, but the doughnuts are worth the wait. From the bacon maple bar to the voodoo doll-shaped doughnut filled with raspberry jam, the menu is as fun as it is delicious. Be sure to snap a photo with your doughnut creation before indulging!

Cathedral Park Jazz Festival

Recommendation: We didn’t get to experience this but was recommended by a local to attend one of Portland's longest-running free jazz festivals. Held annually over a summer weekend in Cathedral Park, this festival features talented jazz musicians in a relaxed, family-friendly environment. We brought a picnic blanket and some snacks and enjoyed the smooth sounds of jazz under the iconic St. Johns Bridge.

Saturday: Oregon Coast Adventure

We set out early on Saturday for a day trip to the Oregon Coast, with Cannon Beach as our main destination. The drive to the coast is just as breathtaking as the destination itself, with lush forests and winding roads leading to the Pacific Ocean.

Haystack Rock: Our first stop was the iconic Haystack Rock, a towering sea stack that rises 235 feet above the sandy shores of Cannon Beach. At low tide, you can explore the tide pools at its base, which are teeming with colorful sea stars, anemones, and other marine life. Haystack Rock is also a popular spot for birdwatching, as it’s home to several species of seabirds, including puffins.
Ecola State Park: Just a short drive north of Cannon Beach, Ecola State Park offers stunning coastal views and excellent hiking opportunities. We hiked the Clatsop Loop Trail, which winds through lush forests and offers panoramic views of the coastline. The park is also a great spot for whale watching, especially during the migration seasons.
God’s Thumb: For a bit more adventure, we made the hike to God’s Thumb, a lesser-known spot that offers some of the most breathtaking views on the Oregon Coast. The hike is moderate in difficulty, but the effort is rewarded with sweeping views of the ocean and the rugged coastline. The grassy, thumb-shaped hill jutting out into the ocean is a unique sight and makes for some incredible photo opportunities.
Explore Cannon Beach Downtown: After our hikes, we spent some time exploring the charming downtown area of Cannon Beach. The streets are lined with art galleries, boutiques, and cozy cafes, offering a laid-back coastal vibe. We grabbed a late lunch at The Wayfarer, where we enjoyed fresh seafood with a view of Haystack Rock.

Sunday: Olympic National Park

Our final day was dedicated to exploring Olympic National Park, a diverse natural wonder just 4 hours from Portland.

Hurricane Ridge: Our first stop was Hurricane Ridge, where we were greeted with breathtaking panoramic views of the Olympic Mountains. The visitor center offers a wealth of information about the park’s wildlife, geology, and history. We took a short hike along the Hurricane Hill Trail, which offers stunning views of the surrounding peaks and valleys. On a clear day, you can even see across the Strait of Juan de Fuca to Canada.
Hoh Rainforest: Next, we ventured into the Hoh Rainforest, one of the park’s most enchanting areas. The rainforest is characterized by its towering trees, thick moss, and lush ferns, creating a magical, almost otherworldly atmosphere. We walked the Hall of Mosses Trail, a short loop that showcases the rainforest’s unique ecosystem. The trail is easy to navigate and is a must-do for anyone visiting the park.
Ruby Beach: We wrapped up our Olympic National Park adventure at Ruby Beach, known for its dramatic sea stacks and stunning coastal views. The beach is a perfect spot for a peaceful stroll, with the sound of the waves and the sight of the rugged coastline creating a serene atmosphere.

Know Before You Go

Weather: Portland enjoys mild weather year-round, but the best times to visit are between May and October when temperatures are comfortable and rainfall is minimal. Be prepared for unpredictable weather, especially along the coast, where it can be sunny one minute and foggy the next.

Transportation: While Portland is easy to explore by bike or public transit, renting a car is recommended for day trips to the coast and Olympic National Park. Portland’s public transportation system, including buses and light rail, is efficient and affordable, making it easy to get around the city without a car.

To help you make the most of your adventure, here are some additional local tips and important information to keep in mind:

Portland

Public Transportation: Portland’s public transit system, including buses and the MAX light rail, is highly efficient and budget-friendly. Consider purchasing a day pass if you plan to use public transport frequently. For shorter stays, biking or using rideshare services like Uber or Lyft can be convenient.
Street Parking: Portland has metered parking throughout the city, so make sure to carry change or use a parking app. Some areas have time limits, so always check the signs. Free parking can be found in some residential areas, but be mindful of parking restrictions.
Local Events: Portland is known for its vibrant arts and culture scene. Check out local event calendars for festivals, farmers markets, and art shows that might coincide with your visit. The Portland Saturday Market is a must-see for unique local crafts and street food.

Cannon Beach

Tide Timing: When visiting Cannon Beach, especially Haystack Rock, it’s crucial to check the tide schedules. Low tide is the best time to explore the tide pools and see marine life up close. High tide can cover some areas, so plan your visit accordingly.
Parking at Cannon Beach: Parking can be challenging during peak season, especially in downtown Cannon Beach. Arrive early to secure a spot, or consider parking at Tolovana Park and taking a scenic walk along the beach to Haystack Rock.
Weather Preparation: The Oregon Coast can be unpredictable, with sudden changes in weather. Pack layers, including a windbreaker and waterproof shoes, even during the summer. The coast can get windy and chilly, especially in the evenings.
Dog-Friendly Beaches: Cannon Beach is dog-friendly, making it a great destination if you’re traveling with your furry friend. Just remember to keep dogs on a leash and clean up after them. Many local cafes and restaurants also welcome dogs on their patios.

Olympic National Park

Permits and Passes: Olympic National Park requires a park entrance fee, which can be paid at the entrance stations or online. If you plan to visit multiple national parks, consider purchasing an America the Beautiful Pass, which grants access to all national parks for a year.
Weather and Gear: The weather in Olympic National Park varies greatly depending on the area—coastal, mountainous, or rainforest. Be prepared for rain, especially in the Hoh Rainforest, and bring appropriate gear like waterproof jackets and hiking boots. Summer is the driest season but can still be unpredictable.
Trail Conditions: Check trail conditions before heading out, especially if you plan to hike in higher elevations like Hurricane Ridge. Some trails may be closed due to snow or maintenance, even in late spring or early summer.
Leave No Trace: Olympic National Park is a pristine wilderness area, so practice Leave No Trace principles. Pack out all trash, stay on designated trails, and respect wildlife to help preserve the park’s natural beauty.
Cell Service: Cell service is limited in many areas of Olympic National Park, so plan accordingly. Download maps and important information before you arrive, and carry a physical map as a backup.