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

Should you visit Kennebunkport or Milwaukee?

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

Should I visit Kennebunkport or Milwaukee? 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.

Kennebunkport

Kennebunkport is a quaint, character-filled, and charming town. It offers plenty of small town charm along with sights and activities, too. It's a beautiful place to visit, too. Visitors also love the nightlife, food, and hiking.

Milwaukee

Milwaukee is a friendly, welcoming, and undiscovered city. Other reasons to visit include nightlife, shopping, and museums.

Kennebunkport and Milwaukee: Pros and Cons

Pros
  • Popular museums and historical sights
  • Popular for food and cuisine
  • Active nightlife
  • Nice resorts
  • Good for hiking
  • Family-friendly
  • Good for couples and romance
  • Small town charm
Things to Consider
  • Less popular with backpackers
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


Is there more to do in Kennebunkport or Milwaukee?

Travelers will usually find more to do in Kennebunkport. Although Kennebunkport and Milwaukee are popular destinations, Kennebunkport has more sights and attractions for tourists. Kennebunkport is more touristy than Milwaukee and is known for its historic and charming atmosphere, its wonderful local seafood, and its stunning coastline. It is also well known for Dock Square. Milwaukee is famous for its many breweries and its baseball culture.

How is Kennebunkport different from Milwaukee?

Which is Better for a Holiday?

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

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

Kennebunkport
Milwaukee

Spend time exploring the nice sights and museums in either Kennebunkport or Milwaukee.

Kennebunkport is a good place to visit if you're interested in museums or other recognizable sights. There are a handful of local museums around town like the Brick Store Museum, the First Families Kennebunkport Museum, and the Seashore Trolley Museum.

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.


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

Kennebunkport
Milwaukee

Kennebunkport is an excellent place to visit for its restaurants. However, Milwaukee is lacking in options for its restaurant scene.

Kennebunkport has a huge number of terrific restaurants. Fine dining, seafood restaurants, and local cafes all make this a wonderful town for foodies. The town's famous for its lobster, but you can also try the scallops, crab, or oysters.

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 Kennebunkport or Milwaukee Better for Nightlife?

Kennebunkport
Milwaukee

The vibe at night is nice in both Kennebunkport and Milwaukee.

If you're looking for night time activities Kennebunkport has a few options to choose from. You can check out the happy hours that many of the bars in the waterfront area host regularly.

There's a variety of activities in the evening in Milwaukee. 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 Kennebunkport or Milwaukee Better for Resorts?

Kennebunkport
Milwaukee

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

In Kennebunkport, you'll find some of the region's top resorts. Luxury resorts and classic inns provide traditional and local accommodation options for visitors.

Milwaukee is not a resort destination.


Is Kennebunkport or Milwaukee Better for Hiking?

Kennebunkport
Milwaukee

Kennebunkport is a town with good options for its hiking trails. However, Milwaukee is not a hiking destination.

Plenty of visitors go hiking around Kennebunkport. There are waterfront walks and coastal trails. There are also trails that wander through forests or past marshland.

Milwaukee is not a hiking destination.

Is the Shopping Better in Kennebunkport or Milwaukee?

Kennebunkport
Milwaukee

Kennebunkport 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.

Kennebunkport is well-known for its shopping. Head to Dock's Square for the best local shops with a charming atmosphere.

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 Kennebunkport or Milwaukee Better for Families?

Kennebunkport
Milwaukee

Kennebunkport is an excellent place to visit for its kid-friendly activities. Also, Milwaukee is not quite as popular, but is fairly good for its family-friendly activities.

Because of its large number of kid-friendly activities, Kennebunkport is very family-friendly. You can explore the rocks around Mother's Beach or take the kids out on a lobster boat. There's also a lot of history around Dock's Square and plenty of kid-friendly restaurants in town.

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 Kennebunkport or Milwaukee Better for Couples?

Kennebunkport
Milwaukee

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

Kennebunkport makes for a fun place to visit for a couple. Beaches, romantic hotels, and charming local restaurants make this a perfect couple's 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 Kennebunkport or Milwaukee Better for Students?

Kennebunkport
Milwaukee

Milwaukee is a popular place for its student-friendly activities. However, Kennebunkport 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.

Kennebunkport is not popular with students.

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

Kennebunkport
Milwaukee

Kennebunkport and Milwaukee both offer reasonable public transit to get you around.

Public transit is mostly limited in Kennebunkport. During the summer months there's a Shoreline Trolley that connects towns.

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


Is Kennebunkport or Milwaukee a more walkable city?

Kennebunkport
Milwaukee

Kennebunkport and Milwaukee are nice when it comes to walkability.

Kennebunkport is somewhat walkable. It's downtown is compact and particularly walkable.

Milwaukee is a somewhat walkable place. 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 Kennebunkport Worth Visiting? and Is Milwaukee Worth Visiting?.

Should I spend more time in Milwaukee or Kennebunkport?

How long in Kennebunkport or Milwaukee?

You'll be able to find lots of things to do in Kennebunkport or Milwaukee to fill your time. Many travelers usually spend more of their time in Kennebunkport than Milwaukee because of the number of activities and things to do in the area. Usually, 2-4 days is a good amount of time for Kennebunkport, and 1-2 days is enough time in Milwaukee.

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

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

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


  • How many days in Kennebunkport or Milwaukee? Ideal Length of Stay
    Kennebunkport 2-4 
    Milwaukee 1-2

One day in Kennebunkport or Milwaukee?

Even though Kennebunkport 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.

Many travelers enjoy the museums and nightlife when visiting the friendly destination of Milwaukee. Your budget might influence how long you stay. If you enjoy all that's offered here, then one day is just the right amount of time to spend here.

A weekend in Kennebunkport or Milwaukee?

Kennebunkport is a small town where visitors enjoy the museums and nightlife. You can also relax and pamper yourself at one of the resorts. This is a popular place to visit for a weekend.A weekend should give you a good understanding of everything this town has to offer. This town offers a variety of activities to choose from.

It's hard to know how much time to spend in Milwaukee. It has many unique tourist attractions and fascinating things to do. For many, it makes a great getaway for a weekend. A weekend is usually enough time to experience most activities.


Five days in Kennebunkport or Milwaukee?

Kennebunkport is a small town, so it's a great destination if you're short on time. The length of your ideal trip is an individual decision. It's also a relaxing resort destination. Five days is plenty of time to see everything, even with extra days to spare.

Travelers enjoy the shopping and museums when visiting the friendly destination of Milwaukee. This city offers a variety of activities to choose from. Five days 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.

A week in Kennebunkport or Milwaukee?

Kennebunkport 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.

You'll find museums and nightlife around the city of Milwaukee. One week is more than enough time to enjoy everything. Take some day trips to nearby places to fill the extra days. The length of your ideal trip is an individual decision.


For some great organized tour ideas, see The Best Tours Under $1000 in United States of America, The Best Luxury Tours to United States of America, The Best Tours for Seniors to United States of America, and The Best Contiki Tours to United States of America.


Which place is cheaper, Milwaukee or Kennebunkport?

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

The average daily cost (per person) in Kennebunkport is $220, while the average daily cost in Milwaukee is $176. 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 Kennebunkport and Milwaukee in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Kennebunkport $124
    Milwaukee $99
  • Accommodation Typical double-occupancy room
    Kennebunkport $248
    Milwaukee $198
Compare Hotels in Kennebunkport and Milwaukee

Looking for a hotel in Kennebunkport or Milwaukee? 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 Kennebunkport


Hotels in Milwaukee


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: Kennebunkport Hotel Prices and Milwaukee Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Kennebunkport $49
    Milwaukee $38

Is it cheaper to fly into Kennebunkport or Milwaukee?

Prices for flights to both Milwaukee and Kennebunkport 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
    Kennebunkport $67
    Milwaukee $52

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.
    Kennebunkport $21
    Milwaukee $26

Tours and Activities in Kennebunkport

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

  • 90 Minutes Ghost Walking Tour in Kennebunkport: $30
  • 2-Hour Historical Walking Tour: $50
  • A Tasty Lunchtime Walking Tour: $140
  • Ghost Tour with Folklore, Gossip & Scandals: $29
  • Haunted Ghost Walking Tour: $27
  • Historic District Walking Tour: $45

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): $128
  • 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: $30
  • 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

Alcohol
  • Alcohol Drinks for one day
    Kennebunkport $31
    Milwaukee $33

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


Which is Bigger, Kennebunkport or Milwaukee?

Milwaukee has a larger population, and is about 370 times larger than the population of Kennebunkport. When comparing the sizes of Kennebunkport and Milwaukee, 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 Kennebunkport or Milwaukee?

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 Kennebunkport or Milwaukee in the Summer?

The summer attracts plenty of travelers to both Kennebunkport and Milwaukee. Many visitors come to Kennebunkport in the summer for the hiking, the small town charm, and the family-friendly experiences. Also, most visitors come to Milwaukee for the family-friendly experiences during these months.

In the summer, Kennebunkport is cooler than Milwaukee. Typically, the summer temperatures in Kennebunkport in July average around 69°F (20°C), and Milwaukee averages at about 74°F (23°C).

People are often attracted to the plentiful sunshine in Milwaukee this time of the year. In Kennebunkport, it's very sunny this time of the year. Kennebunkport usually receives less sunshine than Milwaukee during summer. Kennebunkport gets 282 hours of sunny skies, while Milwaukee receives 321 hours of full sun in the summer.

In July, Kennebunkport usually receives less rain than Milwaukee. Kennebunkport gets 2.6 inches (66 mm) of rain, while Milwaukee receives 3.4 inches (87 mm) of rain each month for the summer.


  • Summer Average Temperatures July
    Kennebunkport 69°F (20°C) 
    Milwaukee 74°F (23°C)

Should I visit Kennebunkport or Milwaukee in the Autumn?

The autumn brings many poeple to Kennebunkport as well as Milwaukee. Most visitors come to Kennebunkport for the hiking trails, the shopping scene, the small town atmosphere, and the natural beauty of the area during these months. Also, the autumn months attract visitors to Milwaukee because of the shopping scene.

In October, Kennebunkport is generally cooler than Milwaukee. Daily temperatures in Kennebunkport average around 49°F (9°C), and Milwaukee fluctuates around 53°F (12°C).

In the autumn, Kennebunkport often gets more sunshine than Milwaukee. Kennebunkport gets 196 hours of sunny skies this time of year, while Milwaukee receives 174 hours of full sun.

Kennebunkport usually gets more rain in October than Milwaukee. Kennebunkport gets 3.3 inches (84 mm) of rain, while Milwaukee receives 2 inches (50 mm) of rain this time of the year.


  • Autumn Average Temperatures October
    Kennebunkport 49°F (9°C) 
    Milwaukee 53°F (12°C)

Should I visit Kennebunkport or Milwaukee in the Winter?

Both Milwaukee and Kennebunkport are popular destinations to visit in the winter with plenty of activities. The winter months attract visitors to Kennebunkport because of the museums, the shopping scene, and the cuisine. Also, the museums, the shopping scene, and the cuisine are the main draw to Milwaukee this time of year.

It's quite cold in Milwaukee in the winter. The weather in Kennebunkport can be very cold. Kennebunkport is around the same temperature as Milwaukee in the winter. The daily temperature in Kennebunkport averages around 21°F (-6°C) in January, and Milwaukee fluctuates around 21°F (-6°C).

Kennebunkport usually receives more sunshine than Milwaukee during winter. Kennebunkport gets 163 hours of sunny skies, while Milwaukee receives 138 hours of full sun in the winter.

In January, Kennebunkport usually receives more rain than Milwaukee. Kennebunkport gets 3.4 inches (86 mm) of rain, while Milwaukee receives 1.6 inches (41 mm) of rain each month for the winter.


  • Winter Average Temperatures January
    Kennebunkport 21°F (-6°C) 
    Milwaukee 21°F (-6°C)

Should I visit Kennebunkport or Milwaukee in the Spring?

Both Milwaukee and Kennebunkport during the spring are popular places to visit. The small town charm and the natural beauty are the main draw to Kennebunkport this time of year.

In the spring, Kennebunkport is cooler than Milwaukee. Typically, the spring temperatures in Kennebunkport in April average around 43°F (6°C), and Milwaukee averages at about 47°F (8°C).

In Milwaukee, it's very sunny this time of the year. It's quite sunny in Kennebunkport. In the spring, Kennebunkport often gets around the same amount of sunshine as Milwaukee. Kennebunkport gets 212 hours of sunny skies this time of year, while Milwaukee receives 211 hours of full sun.

Kennebunkport usually gets more rain in April than Milwaukee. Kennebunkport gets 3.3 inches (85 mm) of rain, while Milwaukee receives 2.8 inches (70 mm) of rain this time of the year.


  • Spring Average Temperatures April
    Kennebunkport 43°F (6°C) 
    Milwaukee 47°F (8°C)

Typical Weather for Milwaukee and Kennebunkport

Kennebunkport Milwaukee
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 21°F (-6°C) 3.4 inches (86 mm) 21°F (-6°C) 1.6 inches (41 mm)
Feb 24°F (-5°C) 3.5 inches (89 mm) 26°F (-4°C) 1.1 inches (29 mm)
Mar 33°F (1°C) 3.6 inches (91 mm) 36°F (2°C) 2.2 inches (57 mm)
Apr 43°F (6°C) 3.3 inches (85 mm) 47°F (8°C) 2.8 inches (70 mm)
May 53°F (12°C) 3.3 inches (85 mm) 58°F (14°C) 2.9 inches (73 mm)
Jun 63°F (17°C) 3.1 inches (79 mm) 68°F (20°C) 3.6 inches (91 mm)
Jul 69°F (20°C) 2.6 inches (66 mm) 74°F (23°C) 3.4 inches (87 mm)
Aug 67°F (20°C) 2.6 inches (66 mm) 72°F (22°C) 2.7 inches (68 mm)
Sep 59°F (15°C) 3.1 inches (78 mm) 65°F (18°C) 3 inches (77 mm)
Oct 49°F (9°C) 3.3 inches (84 mm) 53°F (12°C) 2 inches (50 mm)
Nov 39°F (4°C) 4.8 inches (123 mm) 41°F (5°C) 2 inches (51 mm)
Dec 27°F (-3°C) 4.1 inches (103 mm) 27°F (-3°C) 1.7 inches (44 mm)