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

Should you visit Portland, Maine or Winnipeg?

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

Should I visit Portland, Maine or Winnipeg? This is a common question asked by many travelers. By figuring out which city has activities that align with your interests along with knowing which is more affordable, you'll understand where you can get more bang for your buck. So, let's dive into the details and the data, which all comes from actual travelers.

Where Should I go: Portland, Maine or Winnipeg?

Portland, Maine

The largest city in the U.S. state of Maine, Portland has much to offer with its most visited areas being the historic Old Port and the Arts District. They are a mix of the old and new, with a historic feel of the waterfront port versus the contemporary culture of the local art scene. In addition to these popular locations, the Portland area is marked with historical landmarks and museums, places to shop, award-winning restaurants, and activities in areas just outside the city as well.

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 10-Day Tours in United States of America, The Best One Week (7-Day) 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, Maine?

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

The average daily cost (per person) in Portland, Maine is $192, 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, Maine and Winnipeg in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Portland, Maine $115
    Winnipeg $92
  • Accommodation Typical double-occupancy room
    Portland, Maine $230
    Winnipeg $184
Compare Hotels in Portland, Maine and Winnipeg

Looking for a hotel in Portland, Maine 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, Maine


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, Maine Hotel Prices and Winnipeg Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Portland, Maine $34
    Winnipeg -

Hired Cars and Shuttles in Portland, Maine

Some specific examples of transportation prices in Portland, Maine:

  • Portland Jetport (PWM) to Portland - Round-Trip Private Transfer: $165
  • Portland to Portland Jetport (PWM) - Departure Private Transfer: $82
  • Private Transfer from Portland Port to Portland Jetport (PWM): $42
  • Private Transfer from Portland Jetport (PWM) to Portland Port: $42
  • Private Transfer from Portland Cruise Port to Portland city: $42
  • Private Transfer from Portland city to Portland Cruise Port: $42

Hired Cars and Shuttles in Winnipeg

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

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

Is it cheaper to fly into Portland, Maine or Winnipeg?

Prices for flights to both Winnipeg and Portland, Maine 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, Maine $48
    Winnipeg $5.40
Typical Food Prices in Portland, Maine

Below are a few samples from actual travelers for food and meal costs in Portland, Maine:


  • Breakfast for 2
    $17
  • Dinner for 2
    $30

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Portland, Maine $39
    Winnipeg $2.52

Tours and Activities in Portland, Maine

Here are a few actual costs in Portland, Maine for available activities, ticket prices, and tours:

  • 2 Hours | Portland, Maine Black History Walking Tour: $49
  • 2 Hours | Portland, Maine Hidden Histories Walking Tour: $49
  • A Walk Through Time Tour in Portland: $49
  • Around The Peninsula Bike Tour: $79
  • Audio Guided Walking Tour from Old Port of Portland, Maine: $6.75
  • Casco Bay Half-Day Sea Kayak Tour: $75
  • Central Coastal Maine Private Day Tour: $250
  • Discover Portland City and Lighthouse Tour: $48
  • Donut Tasting Walking Tour in Portland’s Old Port: $48
  • Downtown Portland In-App Audio Tour (ENG): $9.00
  • Downtown Portland, Maine City and Lighthouse Tour-2.5 hour Land Tour: $70
  • Guided RIB Boat Adventure of Casco Bay: $75

Tours and Activities in Winnipeg

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

  • Self-Guided Smartphone Audio Ghost Tour: $5.11
  • Assiniboine Park Self-Guided Smartphone Audio Tour: $5.11
  • Wealthy Beginnings Audio Walking Tour: $5.11
  • Winnipeg in the Limelight: a Smartphone Audio Walking Tour: $5.11
  • The Forks Self-Guided Smartphone Tour with Audio: $5.11
  • Manitoba Legislative Grounds Audio Walking Tour: $5.11
  • The Forks Historic Site: a Smartphone Audio Tour: $5.23
  • Manitoba Legislative Grounds: a Smartphone Audio Tour & Trivia Challenge: $5.23
  • Winnipeg in the Limelight: a Smartphone Audio Walking Tour: $5.23
  • Discover Assiniboine Park with a Smartphone Audio Tour: $5.23
  • Winnipeg's Wealthy Beginnings: a Smartphone Audio Walking Tour: $5.23
  • Winnipeg's Most Haunted: a Smartphone Audio Ghost Tour: $5.23

Alcohol
  • Alcohol Drinks for one day
    Portland, Maine $24
    Winnipeg -

Sample the Local Flavors in Portland, Maine

Here are a few nightlife and alcohol tours and activities from local tour providers in Portland, Maine:

  • Old Port Brewery & Pub Walking Tour: $89
  • Local Brewery & Spirits Bus Tour: $99


When we compare the travel costs of actual travelers between Portland, Maine and Winnipeg, we can see that Winnipeg is more expensive. And not only is Portland, Maine much less expensive, but it is actually a significantly cheaper destination. So, traveling to Portland, Maine would let you spend less money overall. Or, you could decide to spend more money in Portland, Maine 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, Maine.

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


Which is Bigger, Portland, Maine or Winnipeg?

Winnipeg has a larger population, and is about 10 times larger than the population of Portland, Maine. When comparing the sizes of Portland, Maine 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, Maine or Winnipeg?

Both places have a temperate climate with four distinct seasons. As both cities are in the northern hemisphere, summer is in July and winter is in January.

Should I visit Portland, Maine or Winnipeg in the Summer?

Both Winnipeg and Portland, Maine during the summer are popular places to visit. Many visitors come to Portland, Maine in the summer for the beaches, the hiking, and the family-friendly experiences.

In July, Portland, Maine is generally around the same temperature as Winnipeg. Daily temperatures in Portland, Maine average around 69°F (20°C), and Winnipeg fluctuates around 21°C (71°F).

In Winnipeg, it's very sunny this time of the year. It's quite sunny in Portland, Maine. In the summer, Portland, Maine often gets less sunshine than Winnipeg. Portland, Maine gets 282 hours of sunny skies this time of year, while Winnipeg receives 328 hours of full sun.

Portland, Maine usually gets less rain in July than Winnipeg. Portland, Maine gets 2.6 inches (66 mm) of rain, while Winnipeg receives 72 mm (2.8 in) of rain this time of the year.


  • Summer Average Temperatures July
    Portland, Maine 69°F (20°C) 
    Winnipeg 21°C (71°F)

Should I visit Portland, Maine or Winnipeg in the Autumn?

The autumn attracts plenty of travelers to both Portland, Maine and Winnipeg. Most visitors come to Portland, Maine for the hiking trails, the shopping scene, and the natural beauty of the area during these months.

Portland, Maine is a little warmer than Winnipeg in the autumn. The daily temperature in Portland, Maine averages around 49°F (9°C) in October, and Winnipeg fluctuates around 7°C (45°F).

Portland, Maine usually receives more sunshine than Winnipeg during autumn. Portland, Maine gets 196 hours of sunny skies, while Winnipeg receives 147 hours of full sun in the autumn.

In October, Portland, Maine usually receives more rain than Winnipeg. Portland, Maine gets 3.3 inches (84 mm) of rain, while Winnipeg receives 30 mm (1.2 in) of rain each month for the autumn.


  • Autumn Average Temperatures October
    Portland, Maine 49°F (9°C) 
    Winnipeg 7°C (45°F)

Should I visit Portland, Maine or Winnipeg in the Winter?

The winter brings many poeple to Portland, Maine as well as Winnipeg. The winter months attract visitors to Portland, Maine because of the Christmas ambience, the shopping scene, and the cuisine.

It's quite cold in Winnipeg in the winter. The weather in Portland, Maine can be very cold. In the winter, Portland, Maine is much warmer than Winnipeg. Typically, the winter temperatures in Portland, Maine in January average around 21°F (-6°C), and Winnipeg averages at about -17°C (2°F).

In the winter, Portland, Maine often gets more sunshine than Winnipeg. Portland, Maine gets 163 hours of sunny skies this time of year, while Winnipeg receives 115 hours of full sun.

Portland, Maine usually gets more rain in January than Winnipeg. Portland, Maine gets 3.4 inches (86 mm) of rain, while Winnipeg receives 19 mm (0.7 in) of rain this time of the year.


  • Winter Average Temperatures January
    Portland, Maine 21°F (-6°C) 
    Winnipeg -17°C (2°F)

Should I visit Portland, Maine or Winnipeg in the Spring?

Both Winnipeg and Portland, Maine are popular destinations to visit in the spring with plenty of activities. The beaches and the natural beauty are the main draw to Portland, Maine this time of year.

In April, Portland, Maine is generally a little warmer than Winnipeg. Daily temperatures in Portland, Maine average around 43°F (6°C), and Winnipeg fluctuates around 5°C (42°F).

It's quite sunny in Winnipeg. The sun comes out a lot this time of the year in Portland, Maine. Portland, Maine usually receives less sunshine than Winnipeg during spring. Portland, Maine gets 212 hours of sunny skies, while Winnipeg receives 248 hours of full sun in the spring.

In April, Portland, Maine usually receives more rain than Winnipeg. Portland, Maine gets 3.3 inches (85 mm) of rain, while Winnipeg receives 36 mm (1.4 in) of rain each month for the spring.


  • Spring Average Temperatures April
    Portland, Maine 43°F (6°C) 
    Winnipeg 5°C (42°F)

Typical Weather for Winnipeg and Portland, Maine

Portland, Maine Winnipeg
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 21°F (-6°C) 3.4 inches (86 mm) -17°C (2°F) 19 mm (0.7 in)
Feb 24°F (-5°C) 3.5 inches (89 mm) -14°C (8°F) 15 mm (0.6 in)
Mar 33°F (1°C) 3.6 inches (91 mm) -6°C (22°F) 23 mm (0.9 in)
Apr 43°F (6°C) 3.3 inches (85 mm) 5°C (42°F) 36 mm (1.4 in)
May 53°F (12°C) 3.3 inches (85 mm) 13°C (56°F) 60 mm (2.4 in)
Jun 63°F (17°C) 3.1 inches (79 mm) 19°C (65°F) 84 mm (3.3 in)
Jul 69°F (20°C) 2.6 inches (66 mm) 21°C (71°F) 72 mm (2.8 in)
Aug 67°F (20°C) 2.6 inches (66 mm) 20°C (68°F) 75 mm (3 in)
Sep 59°F (15°C) 3.1 inches (78 mm) 14°C (57°F) 51 mm (2 in)
Oct 49°F (9°C) 3.3 inches (84 mm) 7°C (45°F) 30 mm (1.2 in)
Nov 39°F (4°C) 4.8 inches (123 mm) -3°C (26°F) 21 mm (0.8 in)
Dec 27°F (-3°C) 4.1 inches (103 mm) -13°C (9°F) 19 mm (0.7 in)