A Travel Price Comparison for United States of America Milwaukee vs. Vail for Families, Couples, Nightlife, and Food

Should you visit Milwaukee or Vail?

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

Trying to figure out where to travel next? This travel comparison between Milwaukee and Vail 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.

Milwaukee

Milwaukee is a welcoming, undiscovered, and friendly city. Visitors also love the shopping, museums, and nightlife.

Vail

Vail is a picturesque, scenic, and vibrant ski town. You'll find plenty of local activities in this small town. The beauty of this spot is also one of the main reasons why visitors come. It also has a unique and quaint vibe that attracts lots of visitors. Visitors also love the nightlife, live music, and food.

Milwaukee and Vail: Pros and Cons

Pros
  • Popular museums and historical sights
  • Active nightlife
  • Good for students
Things to Consider
  • Less family-friendly
  • Less popular with couples
  • Less popular with backpackers
  • Less walkable
Pros
  • Popular for skiing
  • Active nightlife
  • Good music scene
  • Nice resorts
  • Good for hiking
  • Popular at Christmas
  • Known for Christmas markets
  • Family-friendly
  • Good for couples and romance
  • Good for backpackers and budget travelers
  • Very walkable
  • Small town charm
  • Impressive beauty
  • Quaint atmosphere
  • Home to the Vail Ski Resort


Is there more to do in Milwaukee or Vail?

Visitors will usually find more to do in Vail than Milwaukee, as it offers more sights, attractions, and activities. Vail is better known for its skiing, food, nightlife, music, resorts, hiking, shopping, christmas markets, small town charm, impressive beauty, and quaint atmosphere, while Milwaukee is more popular for its museums. Vail is more touristy than Milwaukee and is known for its world-class skiing, charming mountain town atmosphere, and adventurous outdoor activities. Also, Vail is famous for The Vail Ski Resort. Milwaukee is well known for its many breweries and its baseball culture.

How is Milwaukee different from Vail?

Which is Better for a Holiday?

Let's take a look at the differences and similarities between Vail and Milwaukee. Then, you can decide for yourself which place is better for your next trip.

Is Milwaukee or Vail Better for Skiing?

Milwaukee
Vail

Vail is terrific for skiing and snowboarding. However, Milwaukee is not a skiing destination.

Visitors will find world class skiing in Vail. This ski town has produced its share of Olympians. Vail is the third largest ski resort in the US and it has 31 lifts and 195 runs. There are five different bowls that offer beautiful views.

Milwaukee is not a skiing destination.


Are the Museums and Historical Sights Better in Milwaukee or Vail?

Milwaukee
Vail

Milwaukee is a popular place for its historical sights. However, Vail does not have museums and landmarks.

Milwaukee offers a variety of museums and landmarks to choose from. There are several unique museums like the Harley-Davidson Museum, the National Bobblehead Hall of Fame and Museum, and the Milwaukee Public Museum. There's also the Milwaukee Art Museum and the Grohmann Museum as well as outdoor sculpture parks and other cultural and historic museums.

Vail does not have museums and landmarks.

Is the Food Better in Milwaukee or Vail? Which Destination has the Best Restaurants?

Milwaukee
Vail

Vail is a ski town with good options for its restaurants. However, Milwaukee is lacking in options for its restaurant scene.

Vail has a delicious restaurant scene that relies on local flavors. The town has a diverse sampling of restaurants that include different ethnic options as well as taverns with comfort food. It's easy to find mountain-friendly restaurants where you can refuel during your ski vacation.

Milwaukee may not make the list for most foodies, but you'll find what you need while you're in town. The Midwest is known for its artery clogging comfort foods, and Milwaukee is no exception. Cheese curds, fried fish, fruit dumplings, and frozen custard are all popular.

Is Milwaukee or Vail Better for Nightlife?

Milwaukee
Vail

Vail is an excellent place to visit for nightlife and partying. Also, Milwaukee is not quite as popular, but is fairly good for its evening party scene.

Vail has a lively atmosphere and nightlife is popular here. Happy Hours start early, and then the partying can go late into the night. There are bars, lounges, breweries and live music that keep the atmosphere light and offer entertainment after your long day on the slopes. Do keep in mind that many places close or dramatically reduce their hours during the off-peak fall and spring months.

Milwaukee has an active nightlife scene for those who seek it out. You'll find a decent number of breweries around town. There are also wine bars, nightclubs, and live music venues that are worth checking out.


Is Milwaukee or Vail Better for Music?

Milwaukee
Vail

Vail is a ski town with good options for its live music scene. However, Milwaukee is not a live music destination.

You'll find some good live music in Vail. You can often find live music at Shakedown Bar, Bridge Street Bar, and the Red Lion.

Milwaukee is not a live music destination.

Is Milwaukee or Vail Better for Resorts?

Milwaukee
Vail

Vail is an excellent place to visit for its luxury resorts. However, Milwaukee is not a resort destination.

In Vail, you'll find some of the region's top resorts. Designed as a resort town, Vail offers great accommodation. Nice resorts include Four Seasons Resort and Residences, the Ritz Carlton Club, and the Grand Hyatt.

Milwaukee is not a resort destination.

Is Milwaukee or Vail Better for Hiking?

Milwaukee
Vail

Vail is an excellent place to visit for its hiking trails. However, Milwaukee is not a hiking destination.

Many visitors explore the nearby hiking trails while visiting Vail. During the warmer months, this resort town is surrounded by world-class hiking trails. You can enjoy the wildflowers, search for wildlife, or take in the sweeping mountain views. Popular hikes near Vail include Booth Falls, Davos Trail, and Shrine Ridge.

Milwaukee is not a hiking destination.


Is the Shopping Better in Milwaukee or Vail?

Milwaukee
Vail

Vail is an excellent place to visit for its shopping opportunities. Also, Milwaukee is not quite as popular, but is fairly good for its shopping areas.

Vail is well-known for its shopping. The cobblestone streets are lined with boutiques and ski shops that sell everything from evening dresses to outdoor gear. It's easy to pop into the many shops around downtown Vail and find anything you might need.

Many visitors go to Milwaukee to go shopping. You'll find the standard shopping centers and shopping malls around town, but if you want some more local vendors, check out the areas around the Historic Third Ward and The Village in Wauwatosa.

Is Milwaukee or Vail Better for Christmas?

Milwaukee
Vail

Vail is terrific for its Christmas holiday experiences. However, Milwaukee does not offer Christmas activities.

Known for its popular Christmas activities, Vail draws large crowds. The town is a winter wonderland during the holidays. Check out the iconic Christmas tree lighting and wander through the fairytale streets.

Milwaukee does not offer Christmas activities.

Is Milwaukee or Vail Better for Christmas Markets?

Milwaukee
Vail

Vail is an excellent place to visit for visiting Christmas markets. However, Milwaukee does not offer Christmas markets.

Vail has plenty of Christmas markets during the holiday season. The town's Christmas Market is picturesque, and the perfect place to pick up some unique gifts.

Milwaukee does not offer Christmas markets.


Is Milwaukee or Vail Better for Families?

Milwaukee
Vail

Vail is terrific for its kid-friendly activities. Also, Milwaukee is not quite as popular, but is fairly good for its family-friendly activities.

Vail is an extremely popular ski town to visit for families. With its world class skiing, rock climbing, ice skating, and ice cream, kids love this ski resort. The resort town has two terrain parks - Golden Peak and Avanti. Avanti is perfect for kids. It has small jumps, wide rails, and kid-friendly amenities. Golden Peak is designed for more advanced athletes. Vail also has nice beginner slopes that are great for kids.

You'll find plenty of kid-friendly things to do in Milwaukee. Kids will enjoy a visit to Discovery World, which is a science center with hands-on exhibits. There's also the Milwaukee County Zoo and the Milwaukee Public Museum. Younger kids will also enjoy a stop at Betty Brinn Children's Museum.

Is Milwaukee or Vail Better for Couples?

Milwaukee
Vail

Vail is terrific for its romantic activities. However, Milwaukee is lacking in options for couples.

Vail is a great ski town for couples, as it has plenty to offer. Couples who enjoy skiing and outdoor adventure will appreciate everything that this ski town has to offer. There are nice restaurants, beautiful gardens, and plenty of romantic activities to choose from.

Milwaukee is not always the best place to visit for a couple. Take a walk or visit a local restaurant. There are also museums and performances that make for a nice outing.

Is Milwaukee or Vail Better for Backpackers and Budget Travelers?

Milwaukee
Vail

Vail is a ski town with good options for backpackers and budget travelers. However, Milwaukee is lacking in options for backpackers.

Vail is a good ski town to visit for backpackers. This ski town isn't completely closed off to budget travelers as there are a couple of hostels around town.

Milwaukee is a challenging destination for budget travelers and backpackers due to the higher prices. There's not a lot to attract backpackers to the area.


Is Milwaukee or Vail Better for Students?

Milwaukee
Vail

Milwaukee is a popular place for its student-friendly activities. However, Vail is not popular with students.

It's common for students to visit Milwaukee. It's home to a number of colleges and universities, so there is a bit of a college town vibe.

Vail is not popular with students.

Is Milwaukee or Vail Better for Public Transit? Which Is Easier to Get Around Without a Car?

Milwaukee
Vail

Vail is a ski town with good options for times when you don't have a car. However, Milwaukee is lacking in options for its public transit.

Vail has some public transit options. There is a free bus service through the area.

Public transit is generally limited in Milwaukee. There are buses that travel around town.

Is Milwaukee or Vail a more walkable city?

Milwaukee
Vail

Vail is terrific for its high level of walkability. Also, Milwaukee is not quite as popular, but is fairly good for its ease of walking around.

It's very easy to get around on foot in Vail. The main downtown is pedestrian-only and perfect for popping in shops and restaurants.

Milwaukee is a somewhat walkable city. Parts of the city are relatively compact and walkable. The most walkable neighborhoods are East Side, Riverwest, Brewers Hill, Downtown, Avenues West/Marquette, Third Ward, Walker's Point, and Bay View.


For even more information, also check out Is Milwaukee Worth Visiting? and Is Vail Worth Visiting?.

Should I spend more time in Vail or Milwaukee?

How long in Milwaukee or Vail?

Both Milwaukee and Vail have a number of activities to choose from. With generally more activities and things to do, visitors tend to spend more time in Vail than in Milwaukee. Usually, 1-2 days is a good amount of time for Milwaukee, and 3-7 days is enough time in Vail.

Families should spend more time in Vail than Milwaukee. Because of the many family-friendly attractions and fun things to do for kids in Vail, it's a great place to visit with the whole family.

Couples should spend more time in Vail than Milwaukee. You'll find plenty of romantic sights and fun activities in Vail that are perfect for a weekend getaway or a longer couple's trip.

Backpackers and budget travelers should spend more time in Vail than Milwaukee if your budget allows for it. With a larger number of budget-friendly sights, good nightlife, and active things to do, anyone traveling on a budget would have a good time in Vail.


  • How many days in Milwaukee or Vail? Ideal Length of Stay
    Milwaukee 1-2 
    Vail 3-7

One day in Milwaukee or Vail?

Visitors enjoy the museums and nightlife when visiting the destination of Milwaukee. Take your pick from the many activities offered here. One day is usually enough time to experience most activities.

Even though Vail is a small town, it has plenty of activities to choose from. People often spend their time relaxing at one of the resorts. Since there is so much to do in the area, one day is probably not enough for all of it. It has many unique tourist attractions and fascinating things to do.

A weekend in Milwaukee or Vail?

Milwaukee is a fun place to experience. If you have a weekend, this is a great place to go. A weekend is often enough time to do most activities. The entire region has so many activities, and you'll want time to do everything.

Vail is a small town where visitors enjoy the nightlife and live music. Hikers are also drawn to this area. A weekend is usually not enough time for a trip here as there is plenty to do. This ski town offers a variety of activities to choose from.

Five days in Milwaukee or Vail?

You'll find shopping and museums around the welcoming destination of Milwaukee. This city offers something for everyone. Five days is plenty of time to see everything, even with extra days to spare.

Vail is a small town with plenty to do. The length of your ideal trip is an individual decision. If you have five days, this ski town makes for a great vacation. It's also a relaxing resort destination. Most people head to the area for the skiing. Five days should give you a good understanding of everything this ski town has to offer.


A week in Milwaukee or Vail?

The welcoming city of Milwaukee offers museums and nightlife. The length of your trip often depends on your style of travel. One week is usually plenty of time to spend here with extra days to spare. With this much time, visitors often visit nearby destinations or take day trips.

Vail is a popular choice for travelers. One week here is typical. People enjoy relaxing at one of the resorts. While some people choose to spend more or less time in Vail, one week is sufficent for most. It will give you the chance to have new experiences.


For some great organized tour ideas, see The Best Cultural Tours in United States of America, The Best Photography Tours in United States of America, The Best Camping Tours in United States of America, and The Best Romantic Tours for Couples in United States of America.


Which place is cheaper, Vail or Milwaukee?

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

The average daily cost (per person) in Milwaukee is $176, while the average daily cost in Vail is $291. 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 Milwaukee and Vail in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Milwaukee $99
    Vail $174
  • Accommodation Typical double-occupancy room
    Milwaukee $198
    Vail $348
Compare Hotels in Milwaukee and Vail

Looking for a hotel in Milwaukee or Vail? 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 Milwaukee


Hotels in Vail


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: Milwaukee Hotel Prices and Vail Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Milwaukee $38
    Vail $19

Hired Cars and Shuttles in Vail

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

  • Vail/Beaver Creek/Avon to Denver Airport DEN - Departure Transfer: $219
  • Private Eagle County Regional / Vail Airport Transfer to Beaver Creek: $299
  • Private Eagle County / Vail Airport Transfer to Vail: $299
  • Private Departure Transfer to Vail Airport EGE: $128
  • Private Arrival Transfer from Vail Airport EGE: $156
  • Eagle County Regional (EGE) to Steamboat Springs-Arrival Transfer: $121
  • Eagle County Airport(EGE) to Steamboat - Arrival Private Transfer: $77
  • Eagle County Airport to Vail/Beaver Creek/Avon-Arrival Transfer: $115
  • Eagle County Airport to Steamboat Springs-Round-Trip Transfer: $121
  • Eagle County Airport to Steamboat - Round-Trip Private Transfer: $154
  • Eagle County Airport to Breckenridge Keystone: Arrival Transfer: $93
  • Eagle Airport (EGE) to Glenwood Resorts Round-Trip Transfer: $154

Is it cheaper to fly into Milwaukee or Vail?

Prices for flights to both Vail and Milwaukee 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
    Milwaukee $52
    Vail $74

Food Tours and Cooking Classes in Milwaukee

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

  • Family Fun Food Tour: $80
  • Local Food Tour: $97
  • Milwaukee Walking Food Tour With Secret Food Tours: $99
  • Original Milwaukee Guided Brewery Tour with Lunch or Dinner: $139

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Milwaukee $26
    Vail $133

Tours and Activities in Milwaukee

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

  • 2 Hour Sailing Adventure in Lake Michigan (up to 6 people): $126
  • 2 Hours Private Tour of Milwaukee Marvels: $248
  • 2-Hour Bus Tour in Milwaukee City: $40
  • Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures: $24
  • Cream City Cannibal: Jeffery Dahmer Walking Tour: $53
  • Discover Iconic Milwaukee Tour : $67
  • Downtown Kenosha Urban Art and Photography Walking Tour: $30
  • Geneva Lake Shore Path: Uncover 21 miles of stories on a self-guided audio tour: $10
  • Milwaukee Brewers Baseball Game Ticket at American Family Field: $12
  • Milwaukee Magic: A Private Christmas Lights Tour: $650
  • Milwaukee Marvels: A 2-Hour Private Tour: $483
  • Milwaukee Private Ghost Tour: $90

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

Alcohol
  • Alcohol Drinks for one day
    Milwaukee $33
    Vail $9.79

Sample the Local Flavors in Milwaukee

Also in Milwaukee, these are the prices for nightlife and alcohol related activities from various tour providers:

  • Sip of Milwaukee Guided Brewery Tour with Snack: $99


When we compare the travel costs of actual travelers between Milwaukee and Vail, we can see that Vail is more expensive. And not only is Milwaukee much less expensive, but it is actually a significantly cheaper destination. So, traveling to Milwaukee would let you spend less money overall. Or, you could decide to spend more money in Milwaukee 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 Vail would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Vail than you might in Milwaukee.

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


Which is Bigger, Milwaukee or Vail?

Milwaukee has a larger population, and is about 130 times larger than the population of Vail. When comparing the sizes of Milwaukee and Vail, 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.