Portland Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Where to stay in Portland
Pearl District
The Pearl District offers an artistic haven where warehouses have transformed into Portland's premier galleries and design studios. Wide pavements lined with outdoor sculptures lead to Jamison Square's interactive fountain. Powell's City of Books anchors this creative area filled with craft breweries and farm-to-table restaurants. Red brick industrial buildings contrast with sleek glass condominiums to create a sophisticated urban feel. Hop on the MAX Light Rail or Portland Tram to explore easily. The district buzzes with energy during First Thursday art walks when galleries stay open late.
Downtown Portland
City centre Portland pulses with energy where culture and commerce meet along the Willamette River. The Portland Art Museum and cultural venues anchor the arts district. Pioneer Courthouse Square hosts year-round events as the city's living room. Food carts serve global flavours beside sleek office towers. Explore the Pearl District's galleries and boutiques housed in converted warehouses. MAX light rail stations make getting around simple without a car. Tom McCall Waterfront Park offers peaceful riverside paths perfect for morning jogs or sunset strolls.
Nob Hill
Portland's Nob Hill area captivates visitors with its tree-lined streets and historic charm. Victorian and Craftsman homes stand proudly alongside hip boutiques and artisanal cafes on NW 23rd Avenue. This trendy district attracts creative types seeking Portland's celebrated food scene. Explore local landmarks like the Trevett-Nunn House or catch a show at Mission Theatre. The area offers excellent walkability with convenient tram stops throughout the area. Forest Park's lush wilderness begins at the neighborhood's edge, providing a perfect nature escape just steps from urban amenities.
Lloyd District
The Lloyd District buzzes with Portland's biggest events at the Moda Centre arena and Oregon Convention Centre. Basketball fans flock here for Trail Blazers games while concert-goers and convention attendees fill its wide streets year-round. Former industrial buildings now house creative studios and art galleries throughout the area. Getting around couldn't be easier with multiple MAX light rail stops and tram service connecting you to city centre Portland. Holladay Park offers a green retreat between shopping at Lloyd Centre mall and catching sporting events. The nearby Willamette River and Eastbank Esplanade provide scenic urban pathways for walking or cycling.
Central Eastside
Portland's Central Eastside tells a fascinating storey of industrial spaces reborn as artistic havens. This creative district houses art galleries and design studios in converted brick warehouses alongside craft breweries and hip cafes. Colourful murals and street art brighten the urban landscape. The area offers unique experiences from the Portland Night Market to OMSI's interactive exhibits. Walk along the Willamette River or explore Distillery Row for locally-made spirits. With several metro stops nearby, visitors can easily connect to city centre while enjoying this quirky, alternative slice of Portland.
Discover the most popular places to visit in Portland
What to do in Portland
Portland: 2-Hour Lunch Cruise Through Downtown
The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls
Columbia Gorge Waterfalls and Mt. Hood Tour - Full Day
Portland Hotel Deals
Comfort Inn Troutdale - Portland East
Comfort Inn Troutdale - Portland East
Hampton Inn Portland-Airport
Hampton Inn Portland-Airport
Hyatt Regency Portland at the Oregon Convention Center
Hyatt Regency Portland at the Oregon Convention Center
Holiday Inn Airport - Portland by IHG
Holiday Inn Airport - Portland by IHGFrequently Asked Questions
How much does a Portland holiday package cost?
You'll find cheap prices on Expedia for your Portland getaway. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Portland costs.
What are the cheapest months to go to Portland?
If you're hoping to snag a cheap Portland holiday package, consider planning a trip in December, January and February. You'll generally find better rates on airfares and hotels during these months — ideal for a budget-friendly getaway.
How many days is enough for Portland?
We'd recommend booking a Portland holiday for at least 2 days. This will allow you plenty of time to visit popular sights including Portland Art Museum and Keller Auditorium, and explore neighbourhoods like Downtown Portland and Lloyd District. You might even be able to slot in a day trip (or two) outside of Portland.
Is it worth booking a holiday package to Portland?
Portland has all the ingredients you need for an amazing trip — cycling, nature and distilleries and craft breweries are just the start. Whether you want to visit attractions such as Moda Centre and Oregon Zoo, or take the road less traveled, you'll find plenty to explore on your Portland holiday.
How to find the best Portland package deals?
Use Expedia's filters to help you find some of the best Portland package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Portland package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Portland holiday as a package?
You can enjoy significant savings on your Portland break by booking a customised holiday package. Check the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Portland?
If you've got your Portland holiday dates locked in, book as early as you can to score some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Portland?
- Pick your travel dates: What you'd like to do in Portland and your favourite season will help you decide when to go.
- Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Portland.
- Determine how many days away: Start by compiling a list of the attractions and activities you'd like to get to in Portland. Then, estimate how long you'll need at each, as well as any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customised Portland holiday package.
Explore a world of travel with Expedia
Book with confidence
Things to do in Portland
Portland is an ideal destination for family outings, outdoor adventures, and city explorations. Visitors can enjoy a range of activities, including arena entertainment, shopping centres, and picturesque strolls. The city offers exciting options such as paddle trips and tranquil picnic areas, making it a perfect spot for those seeking both adventure and relaxation.
Shopping
For a delightful shopping experience in Portland, visit Clackamas Town Center, Mall 205, and Bridgeport Plaza Mall. Each offers a vibrant mix of shops, entertainment, and family-friendly activities, perfect for finding unique gifts and souvenirs while soaking in the local atmosphere.
Recreation
At the Moda Center, immerse yourself in the energetic atmosphere of live sports events, perfect for those seeking excitement. Glendoveer Golf Course offers a tranquil outdoor experience with stunning landscapes, ideal for relaxation. Meanwhile, Shute Park Aquatic and Recreation Center provides a peaceful retreat for wellness and rejuvenation through various aquatic activities.
Adventure
Experience the thrill of motorsport at Portland International Raceway, where the adrenaline of racing awaits. Glide above the city in the Portland Aerial Tram for breathtaking views. For family fun, visit Oaks Amusement Park, filled with exciting rides and arcade games, perfect for an adventurous day out.
Nightlife
For vibrant nightlife in Portland, visit Tigard Bowl, a lively entertainment venue where you can enjoy bowling, drinks, and music. The atmosphere is buzzing, making it perfect for a fun night out with friends, complete with a mix of local flavours and a welcoming vibe.
Find the best attractions in Portland
Portland is an ideal destination for families and outdoor enthusiasts alike, offering a blend of urban parks, modern colleges, and event venues. Visitors can explore a variety of attractions that cater to those seeking a city experience, outdoor adventures, or family-friendly activities. Whether you're wandering through lush parks or engaging in local events, Portland promises a memorable holiday for all.
- Portland State University: Experience the vibrant atmosphere of a modern university set in the heart of the city. Enjoy the blend of academic life and urban energy, with opportunities to stroll through its scenic campus and engage with students and faculty alike.
- Portland Japanese Garden: Discover a tranquil oasis that showcases the beauty of Japanese horticulture. The garden features stunning landscapes, serene ponds, and traditional tea houses, creating a peaceful retreat where friendly staff enhance your visit with insights into Japanese culture.
- Tom McCall Waterfront Park: Embrace the outdoors in this urban park that runs along the Willamette River. Ideal for families, the park offers stunning views, walking paths, and green spaces, perfect for picnics and enjoying the vibrant city life.
Best time to go to Portland
The best time to visit Portland is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain. December is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with moderate rain.
Tips to save on your trip to Portland
- Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Portland.
- Consider traveling to Portland during the low season (December to February) for more affordable options.
- Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
- Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.