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

Should you visit The Hamptons or Milwaukee?

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

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

The Hamptons

The Hamptons is a opulent, lavish, and wealthy beach destination. It's a beautiful place to visit, too. Visitors also love the nightlife, food, and beaches.

Milwaukee

Milwaukee is a friendly, welcoming, and undiscovered city. It's also known for nightlife, shopping, and museums.

The Hamptons and Milwaukee: Pros and Cons

Pros
  • Active nightlife
  • Nice resorts
  • Popular beach
  • Good for hiking
  • Fun shopping
  • Family-friendly
  • Good for couples and romance
Pros
  • Popular museums and historical sights
  • Active nightlife
  • Family-friendly
  • Good for students
Things to Consider
  • Less popular for shopping
  • Less popular with couples


Is there more to do in The Hamptons or Milwaukee?

Travelers will usually find more to do in The Hamptons. Although The Hamptons and Milwaukee are popular destinations, The Hamptons has more sights and attractions for tourists. The Hamptons is very popular for its food, resorts, beaches, hiking, shopping, and impressive beauty, while Milwaukee attracts visitors for its museums. The Hamptons is more touristy than Milwaukee and is popular for its long sandy beaches, charming seaside communities, opulent villas, and vacationing celebrities. It is also well known for The Montauk Lighthouse. Milwaukee is famous for its many breweries and its baseball culture.

How is The Hamptons different from Milwaukee?

Which is Better for a Holiday?

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

Are the Museums and Historical Sights Better in The Hamptons or Milwaukee?

The Hamptons
Milwaukee

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

Milwaukee is a good place to visit if you're interested in museums or other recognizable sights. 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.

The Hamptons does not have museums and landmarks.


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

The Hamptons
Milwaukee

The Hamptons is a beach destination with good options for its restaurants. However, Milwaukee is lacking in options for its restaurant scene.

The Hamptons has a delicious restaurant scene that relies on local flavors. There are a number of fine dining restaurants in the area and seafood is a favorite. Some restaurants are known to be frequented by vacationing celebrities, so if you're hoping to spot someone famous, do some research and you may have some luck.

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 The Hamptons or Milwaukee Better for Nightlife?

The Hamptons
Milwaukee

It's hard to distinguish whether The Hamptons or Milwaukee has a better nightlife scene.

The Hamptons has an active nightlife scene for those who seek it out. There are plenty of nightclubs and bars throughout the area. Head to East Hampton for some of the best options.

If you're looking for night time activities Milwaukee has a few options to choose from. 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 The Hamptons or Milwaukee Better for Resorts?

The Hamptons
Milwaukee

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

In The Hamptons, you'll find some of the region's top resorts. Known as a hangout for the rich and famous, there is no shortage of luxury hotels and resorts in the area.

Milwaukee is not a resort destination.


Is The Hamptons or Milwaukee Better for Beaches?

The Hamptons
Milwaukee

The Hamptons is a beach destination with good options for the beache. However, Milwaukee is not a beach destination.

Plenty of visitors enjoy relaxing on the beach in The Hamptons. The beaches in the area feature long stretches of soft sand and plenty of space to spread out. Many beaches do come with a hefty price tag though as they require you to pay for parking or a permit.

Milwaukee is not a beach destination.

Is The Hamptons or Milwaukee Better for Hiking?

The Hamptons
Milwaukee

The Hamptons is a beach destination with good options for its hiking trails. However, Milwaukee is not a hiking destination.

Plenty of visitors go hiking around The Hamptons. There are a number of picturesque walks through the dunes and wetlands around the area. There is plenty of peaceful nature to explore if you're looking for a break from city life.

Milwaukee is not a hiking destination.

Is the Shopping Better in The Hamptons or Milwaukee?

The Hamptons
Milwaukee

The Hamptons is terrific for its shopping opportunities. Also, Milwaukee is not quite as popular, but is fairly good for its shopping areas.

Known for shopping, The Hamptons draws large crowds to its stores. Known as a playground for the rich and famous, you can be assured there are plenty of shopping opportunities where you can flash your cash around town.

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 The Hamptons or Milwaukee Better for Families?

The Hamptons
Milwaukee

Both The Hamptons and Milwaukee are nice to visit with kids.

You'll find plenty of kid-friendly things to do in The Hamptons. The area has a family-friendly setting with many outdoor activities and a children's museum. There are music events, children's parks, small zoos, and, of course, the beach. Also make sure you pick up some ice cream and enjoy that quintessential beach experience.

Milwaukee offers lots of family activities. 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 The Hamptons or Milwaukee Better for Couples?

The Hamptons
Milwaukee

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

The Hamptons makes for a fun place to visit for a couple. Couples who enjoy beaches, dining out, and escaping the chaos of city life will enjoy a retreat here. The area has many beautiful parks and outdoor spaces, but there are also amazing restaurants that make for a great date night.

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 The Hamptons or Milwaukee Better for Students?

The Hamptons
Milwaukee

Milwaukee is a city with good options for students. However, The Hamptons 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.

The Hamptons is not popular with students.


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

The Hamptons
Milwaukee

Milwaukee is a city with a few options for its public transit. However, The Hamptons is a beach destination with minimal options for times when you don't have a car.

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

Public transit is quite limited in The Hamptons. While there are trains between towns, there aren't many options when it comes to public transit.

Is The Hamptons or Milwaukee a more walkable city?

The Hamptons
Milwaukee

The Hamptons and Milwaukee both are nice when exploring on foot.

The Hamptons is somewhat walkable. While some of the towns offer a nice place for a stroll, most of the Hamptons is not very walkable and it's best to have a car.

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 The Hamptons Worth Visiting? and Is Milwaukee Worth Visiting?.

Should I spend more time in Milwaukee or The Hamptons?

How long in The Hamptons or Milwaukee?

You'll be able to find lots of things to do in The Hamptons or Milwaukee to fill your time. Many travelers usually spend more of their time in The Hamptons than Milwaukee because of the number of activities and things to do in the area. Usually, 3-7 days is a good amount of time for The Hamptons, and 1-2 days is enough time in Milwaukee.

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

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

Backpackers and budget travelers should spend more time in Milwaukee than The Hamptons 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 Milwaukee.


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

One day in The Hamptons or Milwaukee?

You'll find food and shopping around the beach destination of The Hamptons. 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.

In Milwaukee, many people enjoy the shopping and museums that this welcoming city offers. The length of your ideal trip is an individual decision. In one day, you should have a good grasp of this city.


A weekend in The Hamptons or Milwaukee?

You'll find shopping and nightlife around the lavish destination of The Hamptons. You can also relax and pamper yourself at one of the resorts. A weekend is usually not enough time for a trip here as there is plenty to do. This beach destination offers a variety of activities to choose from.

Milwaukee is a fun place to experience. If you have a weekend, this is a great place to go. It will give you the chance to have new experiences. So, a weekend is just the right amount of time to spend here.

Five days in The Hamptons or Milwaukee?

You'll find nightlife and food around the wealthy beach destination of The Hamptons. The length of your ideal trip is an individual decision. If you have five days, this beach destination makes for a great vacation. It's also a relaxing resort destination. Most people head to the area for the shopping. Five days should give you a good understanding of everything this beach destination has to offer.

You'll find nightlife and shopping around the welcoming destination of Milwaukee. Take your pick from the many activities offered here. Five days is more than enough time to enjoy everything. Take some day trips to nearby places to fill the extra days.

A week in The Hamptons or Milwaukee?

The Hamptons 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 The Hamptons, one week is sufficent for most. It will give you the chance to have new experiences.

Milwaukee is a popular place to visit. One week may feel like too much time unless you plan to do a lot of relaxing. The entire region has so many activities, and you'll want time to do everything.


For some great organized tour ideas, see The Best 2-Week Tours from San Francisco, The Best 2-Week Tours from Los Angeles, The Best Family-Friendly Tours to United States of America, and The Best Wildlife Tours to United States of America.


Which place is cheaper, Milwaukee or The Hamptons?

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

The average daily cost (per person) in The Hamptons is $223, 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 The Hamptons and Milwaukee in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    The Hamptons $126
    Milwaukee $99
  • Accommodation Typical double-occupancy room
    The Hamptons $252
    Milwaukee $198
Compare Hotels in The Hamptons and Milwaukee

Looking for a hotel in The Hamptons 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 The Hamptons


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: Milwaukee Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    The Hamptons $63
    Milwaukee $38

Is it cheaper to fly into The Hamptons or Milwaukee?

Prices for flights to both Milwaukee and The Hamptons 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
    The Hamptons $60
    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.
    The Hamptons $22
    Milwaukee $26

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: $11
  • Skip The Line: Harley-Davidson Museum Admission Ticket with Audio Guided Option: $22
  • Macabre Milwaukee Walking Tour: $26
  • Shakers Original Historical Ghost Tour: $27
  • Downtown Kenosha Urban Art and Photography Walking Tour: $30
  • Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures: $30
  • Milwaukee Private or Public Pedal Tavern Tour : $35

Alcohol
  • Alcohol Drinks for one day
    The Hamptons $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 The Hamptons and Milwaukee, we can see that The Hamptons 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 The Hamptons would naturally cost you much more money, so you would probably want to keep your budget a little tighter in The Hamptons 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 The Hamptons Expensive? and Is Milwaukee Expensive?.


Which is Bigger, The Hamptons or Milwaukee?

Milwaukee has a larger population, and is about 140 times larger than the population of The Hamptons. When comparing the sizes of The Hamptons 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 The Hamptons or Milwaukee?

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 The Hamptons or Milwaukee in the Summer?

The summer brings many poeple to The Hamptons as well as Milwaukee. The summer months attract visitors to The Hamptons because of the beaches, the hiking, and the family-friendly experiences. Additionally, the family-friendly experiences are the main draw to Milwaukee this time of year.

In the summer, The Hamptons is around the same temperature as Milwaukee. Typically, the summer temperatures in The Hamptons in July average around 76°F (25°C), and Milwaukee averages at about 74°F (23°C).

The Hamptons receives a lot of rain in the summer. The Hamptons usually gets more rain in July than Milwaukee. The Hamptons gets 4.1 inches (104 mm) of rain, while Milwaukee receives 3.4 inches (87 mm) of rain this time of the year.


  • Summer Average Temperatures July
    The Hamptons 76°F (25°C) 
    Milwaukee 74°F (23°C)

Should I visit The Hamptons or Milwaukee in the Autumn?

Both Milwaukee and The Hamptons are popular destinations to visit in the autumn with plenty of activities. The hiking trails, the shopping scene, and the natural beauty of the area are the main draw to The Hamptons this time of year. Also, many travelers come to Milwaukee for the shopping scene.

In October, The Hamptons is generally a little warmer than Milwaukee. Daily temperatures in The Hamptons average around 58°F (14°C), and Milwaukee fluctuates around 53°F (12°C).

In October, The Hamptons usually receives more rain than Milwaukee. The Hamptons gets 3 inches (77 mm) of rain, while Milwaukee receives 2 inches (50 mm) of rain each month for the autumn.


  • Autumn Average Temperatures October
    The Hamptons 58°F (14°C) 
    Milwaukee 53°F (12°C)

Should I visit The Hamptons or Milwaukee in the Winter?

Both Milwaukee and The Hamptons during the winter are popular places to visit. Many travelers come to The Hamptons for the shopping scene and the cuisine. Also, many visitors come to Milwaukee in the winter for the museums, the shopping scene, and the cuisine.

Milwaukee can get quite cold in the winter. Be prepared for some very cold days in The Hamptons. The Hamptons is much warmer than Milwaukee in the winter. The daily temperature in The Hamptons averages around 31°F (-0°C) in January, and Milwaukee fluctuates around 21°F (-6°C).

The Hamptons usually gets more rain in January than Milwaukee. The Hamptons gets 3.2 inches (81 mm) of rain, while Milwaukee receives 1.6 inches (41 mm) of rain this time of the year.


  • Winter Average Temperatures January
    The Hamptons 31°F (-0°C) 
    Milwaukee 21°F (-6°C)

Should I visit The Hamptons or Milwaukee in the Spring?

The spring attracts plenty of travelers to both The Hamptons and Milwaukee. Many visitors come to The Hamptons in the spring for the beaches and the natural beauty.

In the spring, The Hamptons is a little warmer than Milwaukee. Typically, the spring temperatures in The Hamptons in April average around 51°F (11°C), and Milwaukee averages at about 47°F (8°C).

In April, The Hamptons usually receives more rain than Milwaukee. The Hamptons gets 3.8 inches (96 mm) of rain, while Milwaukee receives 2.8 inches (70 mm) of rain each month for the spring.


  • Spring Average Temperatures April
    The Hamptons 51°F (11°C) 
    Milwaukee 47°F (8°C)

Typical Weather for Milwaukee and The Hamptons

The Hamptons Milwaukee
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 31°F (-0°C) 3.2 inches (81 mm) 21°F (-6°C) 1.6 inches (41 mm)
Feb 33°F (1°C) 2.8 inches (72 mm) 26°F (-4°C) 1.1 inches (29 mm)
Mar 41°F (5°C) 3.6 inches (91 mm) 36°F (2°C) 2.2 inches (57 mm)
Apr 51°F (11°C) 3.8 inches (96 mm) 47°F (8°C) 2.8 inches (70 mm)
May 62°F (17°C) 3.8 inches (96 mm) 58°F (14°C) 2.9 inches (73 mm)
Jun 71°F (22°C) 3.6 inches (91 mm) 68°F (20°C) 3.6 inches (91 mm)
Jul 76°F (25°C) 4.1 inches (104 mm) 74°F (23°C) 3.4 inches (87 mm)
Aug 75°F (24°C) 3.7 inches (95 mm) 72°F (22°C) 2.7 inches (68 mm)
Sep 68°F (20°C) 3.4 inches (86 mm) 65°F (18°C) 3 inches (77 mm)
Oct 58°F (14°C) 3 inches (77 mm) 53°F (12°C) 2 inches (50 mm)
Nov 47°F (9°C) 3.8 inches (96 mm) 41°F (5°C) 2 inches (51 mm)
Dec 37°F (3°C) 3.4 inches (86 mm) 27°F (-3°C) 1.7 inches (44 mm)