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

Should you visit Milwaukee or Aspen?

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 Aspen 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 undiscovered, friendly, and welcoming city. Other popular activities here include museums, nightlife, and shopping.

Aspen

Aspen is a charming, quaint, and vibrant ski town. It offers plenty of small town charm along with sights and activities, too. The beauty of this spot is also one of the main reasons why visitors come. This destination also has one of those special and quaint feelings. Visitors also love the nightlife, live music, and food.

Milwaukee and Aspen: Pros and Cons

Pros
  • Popular museums and historical sights
  • Active nightlife
  • Family-friendly
  • Good for students
Things to Consider
  • Less popular for food
  • Less popular with couples
  • Less popular with backpackers
Pros
  • Popular for skiing
  • Popular for food and cuisine
  • Active nightlife
  • Good music scene
  • Nice resorts
  • Good for hiking
  • Popular at Christmas
  • Known for Christmas markets
  • Family-friendly
  • Good for couples and romance
  • Small town charm
  • Impressive beauty
Things to Consider
  • Less popular with backpackers


Is there more to do in Milwaukee or Aspen?

Tourists will generally find more to do in Aspen. Although Milwaukee and Aspen are both popular with visitors, Aspen has more sights, activities, and attractions for travelers. Aspen is more popular for its skiing, food, nightlife, music, resorts, hiking, shopping, christmas markets, small town charm, impressive beauty, and quaint atmosphere, while Milwaukee is known for its museums. Aspen is more touristy than Milwaukee and is popular for its world-class skiing, many food, film, and music festivals, and its stunning mountain hikes. It is also home to The Maroon Bells. Milwaukee is popular for its many breweries and its baseball culture.

How is Milwaukee different from Aspen?

Which is Better for a Holiday?

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

Is Milwaukee or Aspen Better for Skiing?

Milwaukee
Aspen

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

Visitors will find world class skiing in Aspen. Near the town, there are 4 separate ski resorts. In town you'll find Aspen Mountain, which is known for it's black-diamond runs. Aspen Highlands, a couple miles away, has a mix of slopes and is less crowded. Buttermilk attracts many freestyle skiers and Aspen Snowmass is considered one of the best family-friendly ski areas.

Milwaukee is not a skiing destination.


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

Milwaukee
Aspen

Milwaukee is a city with good options for its museums and landmarks. However, Aspen does not have museums and landmarks.

If you're looking for an educational opportunity, there are a decent number of museums and historical sights around Milwaukee. 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.

Aspen does not have museums and landmarks.

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

Milwaukee
Aspen

Aspen is terrific for its restaurants. However, Milwaukee is lacking in options for its restaurant scene.

Many restaurants in Aspen have been singled out for their culinary prowess. The town hosts many food festivals and there is a growing selection of diverse restaurants. In town you'll find cafes and restaurants that cater to both the local crowd and the travelers who flock to the area during peak seasons.

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 Aspen Better for Nightlife?

Milwaukee
Aspen

Aspen 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.

Aspen has a lively atmosphere and nightlife is popular here. The people in Aspen know how to have a good time. The nightlife scene includes craft beer, live music, and dancing. There's a local vibe, particularly during the off-season times when the tourist crowds are less.

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 Aspen Better for Music?

Milwaukee
Aspen

Aspen is an excellent place to visit for its live music scene. However, Milwaukee is not a live music destination.

Whether you like big venues or smaller artists, Aspen has diverse options. Popular music venues in town include Silver City Mountain Saloon and Belly Up Aspen.

Milwaukee is not a live music destination.

Is Milwaukee or Aspen Better for Resorts?

Milwaukee
Aspen

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

In Aspen, you'll find some of the region's top resorts. Popular resorts in the area include The Little Nell, Hotel Jerome, and St. Regis Aspen.

Milwaukee is not a resort destination.

Is Milwaukee or Aspen Better for Hiking?

Milwaukee
Aspen

Aspen 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 Aspen. During the summer and fall seasons, hiking is a great way to explore Aspen's nearby beauty. Popular trails include the Ute Trail, the Lost Man Trail, and the famous Maroon Bells Scenic Trail.

Milwaukee is not a hiking destination.


Is the Shopping Better in Milwaukee or Aspen?

Milwaukee
Aspen

Aspen 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.

Aspen is well-known for its shopping. There are many great local shops and art galleries where you can pick interesting items or fine art.

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 Aspen Better for Christmas?

Milwaukee
Aspen

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

Known for its popular Christmas activities, Aspen draws large crowds. There are a number of beautiful activities that will bring the holiday season to life in the town.

Milwaukee does not offer Christmas activities.

Is Milwaukee or Aspen Better for Christmas Markets?

Milwaukee
Aspen

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

Aspen has plenty of Christmas markets during the holiday season. The town has a charming Christmas market that is fun to explore and has around 40 vendors.

Milwaukee does not offer Christmas markets.


Is Milwaukee or Aspen Better for Families?

Milwaukee
Aspen

Both Milwaukee and Aspen are good to visit with kids.

Milwaukee is a family-friendly city. 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.

You'll find plenty of kid-friendly things to do in Aspen. Families that enjoy skiing together, hiking, rock climbing, and having adventures will enjoy a visit to this town. Aspen Mountain is not a great option for beginning skiers, but further away, Aspen Snowmass offers good beginner slopes.

Is Milwaukee or Aspen Better for Couples?

Milwaukee
Aspen

Aspen is an excellent place to visit for its romantic activities. However, Milwaukee is lacking in options for couples.

Aspen makes for a fun place to visit for a couple. Aspen is both a popular ski destination as well as an established town. There are many great restaurants and activities that couples can enjoy and the setting is cute and very scenic, making it a beautiful and romantic destination.

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 Aspen Better for Students?

Milwaukee
Aspen

Milwaukee is a city with good options for students. However, Aspen is not popular with students.

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

Aspen is not popular with students.


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

Milwaukee
Aspen

Aspen 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.

Aspen has some public transit options. There are several shuttle buses around the town.

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

Is Milwaukee or Aspen a more walkable city?

Milwaukee
Aspen

Aspen is an excellent place to visit for its high level of walkability. Also, Milwaukee is not quite as popular, but is fairly good for its ease of walking around.

Aspen is a very walkable ski town. The town is compact enough that it can be explored on foot. If you're planning to head into the mountains to hike, you'll likely need a car.

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 Aspen Worth Visiting?.

Should I spend more time in Aspen or Milwaukee?

How long in Milwaukee or Aspen?

In either Milwaukee or Aspen, you'll find plenty of activities to fill your time. Most visitors tend to spend more time in Aspen than Milwaukee because of the overall number of sights and activities. Usually, 1-2 days is a good amount of time for Milwaukee, and 3-5 days is enough time in Aspen.

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

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

Backpackers and budget travelers should spend more time in Aspen 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 Aspen.


  • How many days in Milwaukee or Aspen? Ideal Length of Stay
    Milwaukee 1-2 
    Aspen 3-5

One day in Milwaukee or Aspen?

In Milwaukee, many people enjoy the nightlife and shopping that this undiscovered destination offers. This city offers a variety of activities to choose from. Because of this, one day is usually enough time for a trip here.

Even though Aspen 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 Aspen?

It's hard to know how much time to spend in Milwaukee. For many, it makes a great getaway for a weekend. This would be the perfect place to spend a weekend, as it has just the right amount of activities. The length of your ideal trip is an individual decision.

Aspen 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 Aspen?

Milwaukee is a fun place to experience. Travelers enjoy the museums and nightlife when visiting the destination of Milwaukee. Most people find that five days is more than enough time to see everything.

Aspen 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. Five days should give you a good understanding of everything this ski town has to offer.

A week in Milwaukee or Aspen?

You'll find nightlife and shopping around the welcoming destination of Milwaukee. Take your pick from the many activities offered here. One week is plenty of time to see everything, even with extra days to spare.

Aspen is a popular choice for travelers. People enjoy relaxing at one of the resorts. 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. 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, Aspen 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 Aspen is $293. 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 Aspen in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Milwaukee $99
    Aspen $170
  • Accommodation Typical double-occupancy room
    Milwaukee $198
    Aspen $340
Compare Hotels in Milwaukee and Aspen

Looking for a hotel in Milwaukee or Aspen? 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 Aspen


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 Aspen Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Milwaukee $38
    Aspen $56

Hired Cars and Shuttles in Aspen

Some specific examples of transportation prices in Aspen:

  • Aspen/Pitkin County Airport (ASE) - Private Transfer Arrival or Departure: $269
  • Aspen hotel or address to Denver Airport (DEN) - Departure Private Transfer: $218

Is it cheaper to fly into Milwaukee or Aspen?

Prices for flights to both Aspen 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
    Aspen $85

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
    Aspen $45

Tours and Activities in Milwaukee

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

  • Skip the Line: Museum Admission Ticket - Grohmann Museum: $5.00
  • The Grand Milwaukee Walk: A Self-Guided Audio Tour: $6.99
  • The Grand Walk: A Self-Guided Audio Tour through Milwaukee: $6.99
  • Unique Scavenger Hunt Experience in Milwaukee by Operation City Quest: $10
  • 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
  • Skip The Line: Harley-Davidson Museum Admission Ticket with Audio Guided Option: $22
  • Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures: $24
  • Macabre Milwaukee Walking Tour: $26
  • Shakers Original Historical Ghost Tour: $27
  • Downtown Kenosha Urban Art and Photography Walking Tour: $30
  • Milwaukee Private or Public Pedal Tavern Tour : $35

Tours and Activities in Aspen

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

  • Aspen Puzzling Adventure: $35
  • Aspen's DarkSide Ghost Tour: $40
  • Aspen's Off the Beaten Path Scenic Walking Tour: $40
  • Aspen's Off the Beaten Path Tour: $40
  • Aspen's Past to Present Historic Tour: $40
  • City Highlights Walking Tour: $40
  • Dark History Ghost-Themed Guided Walking Tour: $40
  • From Past to Present History Walking Tour: $40
  • Highlights of Aspen Tour: $40

Alcohol
  • Alcohol Drinks for one day
    Milwaukee $33
    Aspen $20

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 Aspen, we can see that Aspen 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 Aspen would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Aspen 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 Aspen Expensive?.


Which is Bigger, Milwaukee or Aspen?

Milwaukee has a larger population, and is about 100 times larger than the population of Aspen. When comparing the sizes of Milwaukee and Aspen, 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.