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

Should you visit Vail or Winnipeg?

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

Should I visit Vail 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: Vail or Winnipeg?

Vail

Vail is one of the premier ski resort areas in the United States. Located in central Colorado, Vail is not far from Denver and situated in the heart of the Rockies. Here you'll find a quaint mountain town designed around tourism, especially for the winter, although plenty of visitors come in the warmer months, too.

High-end hotels, condos, and other accommodation options are surrounded by shops and restaurants that are all somewhat expensive compared to other costs in the United States. Because of this, Vail is definitely not considered an "affordable" travel option for many. However, good deals can be found if you look around and do some research.

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 3-Week Tours in United States of America, The Best Bicycle 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 Vail?

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

The average daily cost (per person) in Vail is $291, 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 Vail and Winnipeg in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Vail $174
    Winnipeg $92
  • Accommodation Typical double-occupancy room
    Vail $348
    Winnipeg $184
Compare Hotels in Vail and Winnipeg

Looking for a hotel in Vail 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 Vail


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: Vail Hotel Prices and Winnipeg Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Vail $19
    Winnipeg -

Hired Cars and Shuttles in Vail

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

  • Private Eagle County / Vail Airport Transfer to Vail: $299
  • Private Eagle County Regional / Vail Airport Transfer to Beaver Creek: $299
  • Avon/Vail Valley to Denver Airport (DEN) - Departure Private Transfer : $238
  • EGE Airport Roundtrip Transfer to Vail, Beaver Creek, and Avon: $229
  • Vail/Beaver Creek/Avon to Denver Airport DEN - Departure Transfer: $218
  • Private Arrival Transfer from Vail Airport EGE: $156
  • Eagle Airport (EGE) to Glenwood Resorts Round-Trip Transfer: $153
  • Eagle County Airport to Steamboat - Round-Trip Private Transfer: $153
  • Private Departure Transfer to Vail Airport EGE: $128
  • Eagle County Regional (EGE) to Steamboat Springs-Arrival Transfer: $120
  • Eagle County Airport to Steamboat Springs-Round-Trip Transfer: $120
  • Eagle County Airport to Vail/Beaver Creek/Avon-Arrival Transfer: $115

Hired Cars and Shuttles in Winnipeg

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

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

Is it cheaper to fly into Vail or Winnipeg?

Prices for flights to both Winnipeg and Vail 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
    Vail $74
    Winnipeg $5.40

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Vail $133
    Winnipeg $2.52

Tours and Activities in Vail

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

  • Bike Tour or Mountain Bike down Vail Mountain: $120
  • Dillon Marina & Shopping Tour: $267
  • Inflatable Kayak Adventure Colorado River: Half Day Guided Tour : $109
  • Save the Mountain Escape Room Adventure: $45
  • Smartphone Driving Tour between Denver & Vail / Breckenridge: $7.99
  • Stand Up Paddle Board Colorado River Adventure: Guided Half Day : $98
  • Vail Segway Tour from Vail Village: $89

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
    Vail $9.79
    Winnipeg -


When comparing the travel costs between Vail and Winnipeg, we can see that Vail is more expensive. However, the two cities are actually relatively comparable in price, as the difference is somewhat minimal. Generally, this means that you could travel with generally the same travel style and level of luxury in each place. Since both cities are in North America, it's no surprise that their costs are relatively close, as many destinations here have somewhat similar travel prices overall.

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


Which is Bigger, Vail or Winnipeg?

Winnipeg has a larger population, and is about 140 times larger than the population of Vail. When comparing the sizes of Vail 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.