A Travel Price Comparison for Families, Couples, and Backpackers Portland vs. Winnipeg for Vacations, Tours, and Honeymoons

Should you visit Portland or Winnipeg?

Which is cheaper to visit? Which is more expensive for vacation?

Trying to figure out where to travel next? This travel comparison between Portland and Winnipeg can help. It includes a travel cost comparison in addition to other factors. For many travelers, the cost of a destination is a primary consideration when choosing where to go.

Where Should I go: Portland or Winnipeg?

Portland

Referred to as "The City of Roses", Portland is the largest city in Oregon. It sits on the banks of the Columbia River and offers breathtaking views of Mount Hood when the weather allows. Portland is famous for its alternative vibe, live music scene, and popular microbreweries. It's also a mecca for environmentally conscious urban planning. The downtown area is quite compact and walkable. While the city itself may be smaller than you expect, it is still the largest metropolitan area between San Francisco and Seattle.

Winnipeg

Winnipeg is the capital of the Canadian province of Manitoba. Its heart is The Forks, a historic site at the intersection of the Red and Assiniboine rivers, with warehouses converted to shops and restaurants, plus ample green space dedicated to festivals, concerts and exhibits. Nearby, the Exchange District is known for its well-preserved, early 20th-century architecture and numerous art galleries. Rising above the prairie, Winnipeg is a metropolis where you least expect it. Cultured, confident and captivating, it’s more than just a pit stop on the Trans-Canada haul, but a destination in its own right, with a couple of world-class museums and a wonderfully diverse dining scene.

For some great organized tour ideas, see The Best Wildlife Tours to United States of America, The Best Hiking & Trekking Tours in United States of America, Tours for Outdoor and Nature Lovers in Canada, and The Best Coach Bus Tours in Canada.


Which place is cheaper, Winnipeg or Portland?

These are the overall average travel costs for the two destinations.

The average daily cost (per person) in Portland is $180, while the average daily cost in Winnipeg is $251. These costs include accommodation (assuming double occupancy, so the traveler is sharing the room), food, transportation, and entertainment. While every person is different, these costs are an average of past travelers in each destination. What follows is a categorical breakdown of travel costs for Portland and Winnipeg in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Portland $97
    Winnipeg $92
  • Accommodation Typical double-occupancy room
    Portland $194
    Winnipeg $184
Compare Hotels in Portland and Winnipeg

Looking for a hotel in Portland or Winnipeg? Prices vary by location, date, season, and the level of luxury. See below for options and compare which is best for your budget and travel style.

Hotels in Portland


Hotels in Winnipeg


Kayak helps you find the best prices for hotels, flights, and rental cars for destinations around the world. Compare prices for multiple destinations when planning your next trip.


Our Analysis
We've analyzed the average and typical hotel prices based on guest reviews, star ratings, and hotel amenities here: Portland Hotel Prices and Winnipeg Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Portland $28
    Winnipeg -

Hired Cars and Shuttles in Portland

Also for Portland, here are a few examples of actual transportation services:

  • Portland Airport to The Summit at Snoqualmie Arrival Transfer: $186
  • Portland Airport (PDX) to Beaverton hotel - Round-Trip Private Transfer: $151
  • Portland Airport (PDX) to Lake Oswego - Round-Trip Private Transfer: $142
  • Portland International Airport - Private transfer from/to Oregon City: $127
  • Private Transfer from Portland Airport (PDX) to Astoria Port: $87
  • Portland Airport (PDX) to Tigard hotel or address - Arrival Private Transfer: $75
  • Portland Airport (PDX) to Lake Oswego - Arrival Private Transfer: $71
  • Portland Airport (PDX) to Portland downtown - Arrival Private Transfer: $61
  • Portland downtown to Portland Airport (PDX) - Departure Private Transfer: $61
  • Waterfall Express -PDX: Waterfall Trolley Tickets + Transfer: $60

Hired Cars and Shuttles in Winnipeg

Also for Winnipeg, here are a few examples of actual transportation services:

  • Arrivals Private Transfer from Richardson Airport: $141
  • Winnipeg accomodation to Winnipeg Airport (YWG) - Departure Private Transfer: $61
  • Winnipeg One way Private transfer from/to the Airport: $200
  • Winnipeg Airport (YWG) to Winnipeg accomodation - Round-Trip Private Transfer: $122
  • Winnipeg Airport (YWG) to Winnipeg accomodation - Arrival Private Transfer: $61
  • Private Transfer from Winnipeg Hotels to Winnipeg Airport: $61
  • Private Transfer from Winnipeg Airport to Winnipeg Accommodation : $37
  • Private Transfer from Winnipeg Airport (YWG) to Winnipeg Hotels: $61

Is it cheaper to fly into Portland or Winnipeg?

Prices for flights to both Winnipeg and Portland change regularly based on dates and travel demand. We suggest you find the best prices for your next trip on Kayak, because you can compare the cost of flights across multiple airlines for your prefered dates.





Food
  • Food Meals for one day
    Portland $43
    Winnipeg $5.40
Typical Food Prices in Portland

For Portland, here are some examples of average food and meal prices for travelers:


  • Afternoon Drinks (for 2)
    $9.50

Food Tours and Cooking Classes in Portland

For Portland, here are some samples of tours and activities related to meals and dining experiences:

  • Portland Delicious Donut Adventure & Walking Food Tour: $70
  • Walking Pizza Tour: $75
  • Secret Food Tour with Local Guide: $94
  • Brunch on Mississippi Food Tour: $95
  • Downtown Portland Food Tour : $99
  • Downtown Food Tour: $102
  • The Vibrant Kerns Hood Food Tour: $105
  • The Bustling Buckman Hood Food Tour: $105
  • Portland Walking Food Tour With Secret Food Tours: $109
  • Mississippi Avenue Walking Food Tour: $110
  • All-Inclusive Downtown Portland Food Tour: $119
  • All-Inclusive Walking Food Tour: $119

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Portland $24
    Winnipeg $2.52

Tours and Activities in Portland

For Portland, here are a few prices for actual activities, tours, and tickets provided by various companies:

  • 2-hour Champagne Brunch Cruise on Willamette River: $102
  • 2-hour Lunch Cruise on Willamette River: $86
  • 7 Wonders of the Gorge 3.5-hour Jetboat Cruise: $90
  • 90 Minute Sailing Tour of Portland: $99
  • Aerial adventure above Portland, Oregon: $189
  • Afternoon Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland: $75
  • Afternoon Multnomah Falls and Gorge Waterfalls Tour: $75
  • Air Tour of Mount Hood and Columbia River Gorge: $289
  • Air Tour of Multnomah Falls & Columbia Gorge from Portland: $159
  • Airplane Flight Tour over Portland, Oregon: $99
  • All Day Northern Oregon Wineries and Forest Bike Tour: $245
  • Beautiful Air Tour of the Columbia River Gorge : $99

Tours and Activities in Winnipeg

Also, here are some specific examples of entertainment, tickets, and activities for Winnipeg.

  • Discover Assiniboine Park with a Smartphone Audio Tour: $5.23
  • Explore The Challenge of Moderninity with Walking Tours in Winnipeg, MB: $6.73
  • Louis Riel & Red River Metis Trails Tour: $74
  • Manitoba Legislative Grounds: a Smartphone Audio Tour & Trivia Challenge: $5.23
  • Murder Mystery Detective Experience Winnipeg, MB: $11
  • Private City Tour in Winnipeg: $49
  • Sights of South Winnipeg Smartphone Audio Driving Tour: $6.21
  • The Forks Historic Site: a Smartphone Audio Tour: $5.23
  • The Indigenous Residential School Museum Private Tour: $82
  • The Sights of South a Smartphone Audio Tour: $6.36
  • Unique Scavenger Hunt Experience in Winnipeg by Operation City Quest: $10
  • Walk Downtown Winnipeg with 4 Unique Smartphone Audio Tours: $18

Alcohol
  • Alcohol Drinks for one day
    Portland $17
    Winnipeg -

Sample the Local Flavors in Portland

Some specific costs for nightlife related activities in Portland:

  • Haunted Underground Shanghai Tunnel Tour with Brewery Tastings: $40
  • Portland Ghosts Boos and Booze Haunted Pub Crawl: $40
  • Weird Bar Crawl with Fanatical Local: $59
  • Guided Bike Tour with Brewery Visits: $65
  • Portland, Maine: Old Port Brewery & Pub Walking Tour: $89
  • Portland, Maine: Local Brewery & Spirits Bus Tour: $99
  • Waterfalls, Mt Hood, and Wine Tour (Tasting Fees Included): $135
  • Silver Falls Hike and Wine Tour: $179
  • Willamette Valley Wine Tasting from Portland: $189
  • From Willamette Valley Full-Day Wine Tour: $210
  • Willamette Valley Wine Tour - Full Day Tour: $225
  • Willamette Valley Wine Tour with Lunch: $230


When we compare the travel costs of actual travelers between Portland and Winnipeg, we can see that Winnipeg is more expensive. And not only is Portland much less expensive, but it is actually a significantly cheaper destination. So, traveling to Portland would let you spend less money overall. Or, you could decide to spend more money in Portland and be able to afford a more luxurious travel style by staying in nicer hotels, eating at more expensive restaurants, taking tours, and experiencing more activities. The same level of travel in Winnipeg would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Winnipeg than you might in Portland.

If you're trying to decide if either of these two destinations are within your price range, also see Is Portland Expensive? and Is Winnipeg Expensive?.


Which is Bigger, Portland or Winnipeg?

Winnipeg has a larger population, and is about 17% larger than the population of Portland. When comparing the sizes of Portland and Winnipeg, keep in mind that a larger population does not always imply the destination has more attractions or better activities. So, always research the type of place that you want to visit along with the activities and attractions that interest you.


When is the best time to visit Portland or Winnipeg?

Both destinations experience a temperate climate with four distinct seasons. And since both cities are in the northern hemisphere, summer is in July and winter is in January.

Should I visit Portland or Winnipeg in the Summer?

The summer attracts plenty of travelers to both Portland and Winnipeg. The summer months attract visitors to Portland because of the hiking, the small town charm, the music scene, and the family-friendly experiences.

In the summer, Portland is around the same temperature as Winnipeg. Typically, the summer temperatures in Portland in July average around 68°F (20°C), and Winnipeg averages at about 21°C (71°F).

People are often attracted to the plentiful sunshine in Winnipeg this time of the year. In Portland, it's very sunny this time of the year. Portland usually receives around the same amount of sunshine as Winnipeg during summer. Portland gets 338 hours of sunny skies, while Winnipeg receives 328 hours of full sun in the summer.

In July, Portland usually receives less rain than Winnipeg. Portland gets 0.7 inches (18 mm) of rain, while Winnipeg receives 72 mm (2.8 in) of rain each month for the summer.


  • Summer Average Temperatures July
    Portland 68°F (20°C) 
    Winnipeg 21°C (71°F)

Should I visit Portland or Winnipeg in the Autumn?

The autumn brings many poeple to Portland as well as Winnipeg. The hiking trails, the shopping scene, the music scene, the small town atmosphere, and the natural beauty of the area are the main draw to Portland this time of year.

In October, Portland is generally much warmer than Winnipeg. Daily temperatures in Portland average around 55°F (13°C), and Winnipeg fluctuates around 7°C (45°F).

In the autumn, Portland often gets around the same amount of sunshine as Winnipeg. Portland gets 155 hours of sunny skies this time of year, while Winnipeg receives 147 hours of full sun.

Portland usually gets more rain in October than Winnipeg. Portland gets 2.6 inches (67 mm) of rain, while Winnipeg receives 30 mm (1.2 in) of rain this time of the year.


  • Autumn Average Temperatures October
    Portland 55°F (13°C) 
    Winnipeg 7°C (45°F)

Should I visit Portland or Winnipeg in the Winter?

Both Winnipeg and Portland are popular destinations to visit in the winter with plenty of activities. Many travelers come to Portland for the museums, the shopping scene, and the cuisine.

Winnipeg can get quite cold in the winter. Be prepared for some very cold days in Portland. Portland is much warmer than Winnipeg in the winter. The daily temperature in Portland averages around 40°F (4°C) in January, and Winnipeg fluctuates around -17°C (2°F).

Portland usually receives less sunshine than Winnipeg during winter. Portland gets 86 hours of sunny skies, while Winnipeg receives 115 hours of full sun in the winter.

It's quite rainy in Portland. In January, Portland usually receives more rain than Winnipeg. Portland gets 5.2 inches (132 mm) of rain, while Winnipeg receives 19 mm (0.7 in) of rain each month for the winter.


  • Winter Average Temperatures January
    Portland 40°F (4°C) 
    Winnipeg -17°C (2°F)

Should I visit Portland or Winnipeg in the Spring?

Both Winnipeg and Portland during the spring are popular places to visit. Many visitors come to Portland in the spring for the small town charm and the natural beauty.

In the spring, Portland is much warmer than Winnipeg. Typically, the spring temperatures in Portland in April average around 51°F (11°C), and Winnipeg averages at about 5°C (42°F).

In Winnipeg, it's very sunny this time of the year. It's quite sunny in Portland. In the spring, Portland often gets around the same amount of sunshine as Winnipeg. Portland gets 231 hours of sunny skies this time of year, while Winnipeg receives 248 hours of full sun.

Portland usually gets more rain in April than Winnipeg. Portland gets 2.4 inches (61 mm) of rain, while Winnipeg receives 36 mm (1.4 in) of rain this time of the year.


  • Spring Average Temperatures April
    Portland 51°F (11°C) 
    Winnipeg 5°C (42°F)

Typical Weather for Winnipeg and Portland

Portland Winnipeg
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 40°F (4°C) 5.2 inches (132 mm) -17°C (2°F) 19 mm (0.7 in)
Feb 44°F (7°C) 3.9 inches (98 mm) -14°C (8°F) 15 mm (0.6 in)
Mar 47°F (9°C) 3.6 inches (92 mm) -6°C (22°F) 23 mm (0.9 in)
Apr 51°F (11°C) 2.4 inches (61 mm) 5°C (42°F) 36 mm (1.4 in)
May 57°F (14°C) 2 inches (51 mm) 13°C (56°F) 60 mm (2.4 in)
Jun 64°F (18°C) 1.5 inches (39 mm) 19°C (65°F) 84 mm (3.3 in)
Jul 68°F (20°C) 0.7 inches (18 mm) 21°C (71°F) 72 mm (2.8 in)
Aug 69°F (20°C) 1 inches (25 mm) 20°C (68°F) 75 mm (3 in)
Sep 63°F (17°C) 1.7 inches (44 mm) 14°C (57°F) 51 mm (2 in)
Oct 55°F (13°C) 2.6 inches (67 mm) 7°C (45°F) 30 mm (1.2 in)
Nov 46°F (8°C) 5.4 inches (136 mm) -3°C (26°F) 21 mm (0.8 in)
Dec 40°F (5°C) 6.1 inches (156 mm) -13°C (9°F) 19 mm (0.7 in)