Portland Holidays

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Where to stay in Portland

Find the best Portland areas and neighborhoods for the activities you enjoy most. Learn more about Portland

Things to do in Portland

Portland is perfect for family-friendly, outdoor, and urban vacations, offering a range of activities such as engaging arena entertainment, vibrant shopping malls, and local centres. Visitors can explore adventure options like paddle trips, enjoy picturesque strolls through scenic parks, and relax in inviting picnic areas, making it an ideal destination for those seeking both excitement and tranquillity.

Shopping

Experience the vibrant shopping scene in Portland at the Streets of Tanasbourne Mall, offering a mix of entertainment and family-friendly vibes. Visit the Portland Saturday Market for local crafts and city atmosphere, or explore Pioneer Place for a blend of business and leisure in a bustling environment.

Recreation

Broadway Rose Theater Company offers an enchanting blend of romance and culture with captivating performances that uplift the spirit. For sports enthusiasts, Sckavone Stadium provides an energetic atmosphere filled with excitement. Meanwhile, McMenamins Crystal Ballroom showcases vibrant music events, creating a lively backdrop for entertainment lovers.

Adventure

Experience the thrill of high-speed racing at Portland International Raceway, where the excitement of motorsport comes alive. For a breathtaking view of the city, take a ride on the Portland Aerial Tram, offering stunning vistas. Enjoy family-friendly fun at Oaks Amusement Park, packed with rides and games for all ages.

Nightlife

Portland's nightlife is vibrant and diverse, with Tigard Bowl offering a unique blend of bowling and entertainment. Enjoy a night of friendly competition with friends, followed by drinks and dancing at nearby bars, where local craft beers and cocktails create a lively atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Portland

Portland offers a delightful blend of family-friendly, outdoor, and urban experiences, making it an ideal destination for a vacation. Visitors can explore popular attractions such as urban parks, modern universities, and event venues, all of which cater to diverse interests and provide a vibrant city atmosphere. Whether you're seeking adventure in nature or urban exploration, Portland has something for everyone to enjoy.

  • Portland State University: Immerse yourself in the vibrant atmosphere of Portland State University, a modern educational institution that embodies the city's dynamic spirit. Enjoy its urban campus, where you can explore green spaces, striking architecture, and the buzz of student life.
  • Veterans Memorial Coliseum: Experience the thrill of live events at Veterans Memorial Coliseum, a hub of entertainment that caters to families and visitors alike. From concerts to sports, this arena offers an exciting venue for a memorable outing.
  • Oregon Museum of Science and Industry: Delve into the wonders of science and technology at the Oregon Museum of Science and Industry. With engaging exhibits and interactive displays, it's a perfect destination for families seeking a fun and educational experience.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly CloudySlightly LowSlightly Low
February41.4°F (5.2°C)Light RainMostly CloudySlightly LowSlightly Low
March45.0°F (7.2°C)Light RainMostly CloudyAverageAverage
April49.5°F (9.7°C)Light RainMostly CloudyAverageAverage
May56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
June62.4°F (16.9°C)No RainMostly SunnySlightly HighSlightly High
July69.1°F (20.6°C)No RainSunnySlightly HighSlightly High
August70.3°F (21.3°C)No RainSunnySlightly HighSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
October54.7°F (12.6°C)Light RainMostly SunnyAverageAverage
November45.5°F (7.5°C)Light RainMostly CloudyAverageAverage
December39.9°F (4.4°C)Moderate RainMostly CloudySlightly LowSlightly Low

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 during the off-peak season (typically December to February) for more affordable package holidays to Portland.
  • 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.

Top hotels in Portland

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is S$136 per night from 18 Feb to 19 Feb
S$136
18 Feb - 19 Feb
includes taxes & fees
9.2/10 Wonderful! (3,183 reviews)
Room was clean and cozy.

Reviewed on 6 Feb, 2026

The Paramount Hotel
The Duniway Portland A Hilton Hotel

The Duniway Portland A Hilton Hotel

4.5 out of 5
545 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is S$220 per night from 8 Feb to 9 Feb
S$220
8 Feb - 9 Feb
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Excelent service

Reviewed on 1 Feb, 2026

The Duniway Portland A Hilton Hotel
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street Portland OR
Fully refundableReserve now, pay when you stay
The price is S$176 per night from 15 Feb to 16 Feb
S$176
15 Feb - 16 Feb
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
Staff were awesome very smooth and comfortable experience

Reviewed on 1 Feb, 2026

DoubleTree by Hilton Hotel Portland
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

What to do in Portland

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.