Deals on vacations and trips to Portland, OR

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Portland flight + hotel vacation packages

Washington Plaza Apartments
Ebb Tide Oceanfront Inn
Canopy by Hilton Portland Pearl District
The Porter Portland, Curio Collection by Hilton
Clackamas Inn & Suites

Top Portland hotels deals

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit in Portland

Portland Vacations

You may have noticed the spotlight on Portland, Oregon, recently. It hasn’t only been winning starring roles in television and technology—this northwestern mountain town is drawing people from far and wide not only to visit, but to set down roots and stay. What’s so special about Portland, you ask? The “City of Roses” is as beautiful as its name implies, but it has personality, too. The unique, dynamic energy you’ll find on Portland vacations is like nowhere else on earth. Whether you're sampling dishes from food trucks, exploring the Portland Art Museum, or trekking through the Columbia River Gorge, you'll feel that vibe. It’s relaxed, yet energetic young, yet wise beyond its years. The only way to truly understand, traveler, is to book your vacation package in Portland, OR today, so that you can see—no, experience—it for yourself.

Popular Portland Attractions

If there is one thing you’re sure to notice on vacations in Portland, it’s the fresh air and gorgeous green spaces. Here are just a few you can explore.

  • Stop and smell the roses at the International Rose Test Garden, where you can judge the color, fragrance and beauty of over 550 varieties for yourself.
  • Find your Zen in the Portland Japanese Garden as you stroll through 5.5 acres of ponds, pagodas, bridges, and traditional karesansui (rock gardens).
  • Embrace the city’s tree-hugging side at Forest Park. With 70 miles of walking trails and at least that many residents waving “hello,” this is the local side of Portland—and it is just as friendly as you’d expect.
  • After getting your nature fix, enjoy the city’s historical side at the Oregon Museum of Science and Industry and Pittock Mansion, then see the modern shopping marvels in the Hawthorne District. Refuel with a meal in the Pearl District, and you’re well on your way to the perfect Portland holiday.

Hotels in Portland

There are lots of ways to experience Portland—through its history, shopping, or cultural and culinary pursuits—and they’re all spectacular. But you mustn’t forget one of the most important parts of Portland package deals: your hotel. Consider these popular options when it’s time to rest.

  • If Kimpton Hotel Monaco Portland sounds elegant and opulent, that’s because it is. This accommodation offers Italian sheets, designer bath products, and a relaxing spa, and you’ll never go hungry with fine dining at its on-site restaurant. Add on a balcony or a whirlpool tub, and you’ll really be living in luxury.
  • The Benson, a Coast Hotel can hold its own when it comes to amenities, too: memory foam beds with Egyptian cotton sheets, soaking bathtubs, and two restaurants await. And its location near both Portland Institute for Contemporary Art and the Museum of Contemporary Craft is ideal for art lovers.
  • Hotel Modera is just steps from Portland State University and the heart of downtown. Modern furnishings and a 500-piece art collection are the icing on the cake of this four-star hotel, which also has a garden-setting outdoor courtyard and restaurant.
  • The Paramount Hotel is a top pick thanks to its location and affordability. Those who seek out cultural endeavors will enjoy proximity to Schnitzer Concert Hall and Portland Center for the Performing Arts, and any type of traveler can enjoy the free Wi-Fi and views of Director Park.

Festivals and Events

If you want to make the most of vacation packages in Portland, consider attending a festival on your trip. With the Portland International Film Festival in February, Portland Rose Festival in June, and the Waterfront Blues Festival in July, the yearly lineup is impressive. Culinary connoisseurs and brew lovers can keep in mind the Oregon Brewers Fest in July and Chocolate Fest in January. And with Portland Trail Blazers basketball games from fall to spring, regular concerts, farmers markets, and more going on all the time, there's never a boring moment.

Portland may be enjoying a newfound place in the sun of the national attention, but this city has always been one cool customer. A cheap vacation in Portland from Travelocity is just the way to see and do it all, while saving yourself time and money, too. When you see that charming landscape painting in the local art gallery, you won’t have to weigh the pros and cons—you’ll be happy to add it to your collection.

Tours and Activities in Portland

Travel is the best teacher there is. Not only can it give us an insight into the world and all its marvels, it can encourage us to build new friendships and learn from the experience of others. Ready for your next exciting lesson?

You'll never be at a loss for things to do in Portland. If you need help deciding on one thing, here's what we recommend:

Frequently asked questions

Where to stay in Portland: Best areas for travelers