A Travel Price Comparison for United States of America Milwaukee vs. Portland for Backpackers, Attractions, Nightlife, and Families

Should you visit Milwaukee or Portland?

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 Portland 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 friendly, welcoming, and undiscovered city. Other reasons to visit include nightlife, shopping, and museums.

Portland

Portland is a scenic, laid-back, and progressive city. This is a charming small with plenty of activities, too. It's a beautiful place to visit, too. Visitors also love the live music, hiking, and shopping.

Milwaukee and Portland: Pros and Cons

Pros
  • Popular museums and historical sights
  • Active nightlife
  • Family-friendly
Things to Consider
  • Less popular with couples
  • Less popular with backpackers
Pros
  • Active nightlife
  • Good music scene
  • Good for hiking
  • Family-friendly
  • Good for couples and romance
  • Good for backpackers and budget travelers
Things to Consider
  • Less museums and historical sights


Is there more to do in Milwaukee or Portland?

Travelers will usually find more to do in Portland. Although Milwaukee and Portland are popular destinations, Portland has more sights and attractions for tourists. Portland is very popular for its music, hiking, small town charm, and impressive beauty, while Milwaukee attracts visitors for its museums. Portland is more touristy than Milwaukee and is known for its independent and vintage shops, thriving art scene, lush parks and gardens, progressive and quirky personality, and easy access to amazing natural beauty. It is also well known for Washington Park. Milwaukee is famous for its many breweries and its baseball culture.

How is Milwaukee different from Portland?

Which is Better for a Holiday?

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

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

Milwaukee
Portland

Milwaukee is a city with good options for its museums and history. However, Portland is lacking in good options for its 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.

Portland offers a handful of options for museums and historical sights. Visitors usually come for the city's outdoor recreation and eclectic personality more than the landmarks and museums. There are a few places to visit on a rainy day though including Pittock Mansion, the Portland Art Museum, and the Oregon Museum of Science and Industry.


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

Milwaukee
Portland

Local dishes at restaurants are fun to try in both Milwaukee and Portland.

You'll find the standard options when it comes to food in Milwaukee. 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.

Portland may not make the list for most foodies, but you'll find what you need while you're in town. The town is more famous for it's craft beer than it's food, but there are still a number of local restaurants that offer unique Oregon dishes. You'll find no shortage of vegetarian and vegan options on most menus. There is also a big farm-to-table scene with many farmers markets around town as well.

Is Milwaukee or Portland Better for Nightlife?

Milwaukee
Portland

Both Milwaukee and Portland have nice vibes after the sun sets.

With a handful of venues, visitors can find a fairly lively vibe 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.

Portland has an active nightlife scene for those who seek it out. Famously, this town's nightlife is all about the craft beer and local breweries. Make sure you check out Bailey's Taproom, The Big Legrowlski, and The Commons Brewery.

Is Milwaukee or Portland Better for Music?

Milwaukee
Portland

Portland is a city with good options for its live music scene. However, Milwaukee is not a live music destination.

You'll find some good live music in Portland. The town has a thriving live music and international folk dancing scene.

Milwaukee is not a live music destination.


Is Milwaukee or Portland Better for Hiking?

Milwaukee
Portland

Portland 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 Portland. Just outside of town you'll find amazing hikes and stunning natural beauty. In town there are many urban hikes through parks and gardens, but in just a short drive you also have access to Mount Hood and many of the region's most beautiful hikes around the Columbia River Gorge.

Milwaukee is not a hiking destination.

Is the Shopping Better in Milwaukee or Portland?

Milwaukee
Portland

Shoppers can find a variety of nice stores in both Milwaukee and Portland.

Shopping is a popular activity when visiting Milwaukee. 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.

Many visitors go to Portland to go shopping. To fully experience shopping in town, head to the local vendors and thrift shops. There are many vintage clothing shops, book stores, and independent sellers around town. The city is also full of farmers markets. For some of the most interesting shopping, check out the Pearl District, Pioneer Place, Union Way, and Downtown neighborhoods.

Is Milwaukee or Portland Better for Families?

Milwaukee
Portland

Both Milwaukee and Portland are nice 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 Portland. This is an outdoor city by nature, so families will appreciate the many parks and outdoor recreational activities around town. It's easy to fill a couple of days exploring and having fun with the kids. Kid-friendly activities include the zoo, the aerial tram, and several great museums.


Is Milwaukee or Portland Better for Couples?

Milwaukee
Portland

Portland is a city with good options for its romantic activities. However, Milwaukee is lacking in options for couples.

Portland makes for a fun place to visit for a couple. The laid-back, alternative vibe is fun to explore as a couple. There are independent bookstores, nice parks, and plenty of outdoor activities to choose from. Couples who enjoy an eclectic city, breweries, and nature, will find a lot to do in town.

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 Portland Better for Backpackers and Budget Travelers?

Milwaukee
Portland

Portland is an excellent place to visit for backpackers and budget travelers. However, Milwaukee is lacking in options for backpackers.

Many backpackers visit Portland. The town has drawn young explorers for years, and backpackers who like to step away from the mainstream will feel right at home here.

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 Portland Better for Students?

Milwaukee
Portland

Both Milwaukee and Portland are nice destinations for students.

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

Portland is popular with students. It's a young and relaxed city that attracts independent thinkers. There are many bookstores and breweries around town. The cost of living can be a bit high though.


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

Milwaukee
Portland

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

Portland has some public transit options. The town has a bus and light rail system as well the Aerial tram.

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

Is Milwaukee or Portland a more walkable city?

Milwaukee
Portland

Portland 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.

Portland is a very walkable city. It is quite walkable, particularly in the tourist areas such as Downtown, Pearl, and Old Town Chinatown.

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 Portland Worth Visiting?.

Should I spend more time in Portland or Milwaukee?

How long in Milwaukee or Portland?

Visitors can find plenty of fun things to do in both Milwaukee and Portland. With generally more activities and things to do, visitors tend to spend more time in Portland than in Milwaukee. Usually, 1-2 days is a good amount of time for Milwaukee, and 2-3 days is enough time in Portland.

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

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


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

One day in Milwaukee or Portland?

The city of Milwaukee offers nightlife and shopping. With all of its activities, you can easily fill one day here. It will give you the chance to have new experiences.

You'll find live music and shopping around the city of Portland. Hiking can easily take up a good amount of your time here, too. 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 Portland?

Milwaukee is a popular place that is full of things to see and experience. If you have a weekend, this city makes for a great vacation. While some people choose to spend more or less time in Milwaukee, a weekend is sufficent for most. Take your pick from the many activities offered here.

You'll find shopping and nightlife around the laid-back destination of Portland. Hikers are also drawn to this area. This is a popular place to visit for a weekend.A weekend should give you a good understanding of everything this city has to offer. This city offers a variety of activities to choose from.

Five days in Milwaukee or Portland?

Milwaukee is a popular choice for travelers. 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. The entire region has so many activities, and you'll want time to do everything.

Travelers enjoy the nightlife and live music when visiting the tree-lined city of Portland. The length of your ideal trip is an individual decision. Many visitors also spend a good bit of time hiking. Five days is plenty of time to see everything, even with extra days to spare.

A week in Milwaukee or Portland?

Milwaukee is a great place to explore. One week is more than enough time to enjoy everything. Take some day trips to nearby places to fill the extra days. This city offers something for everyone.

Portland is a popular choice for travelers. Make sure you spend some time hiking while you're in the area. 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, Portland 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 Portland is $180. 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 Portland in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Milwaukee $99
    Portland $97
  • Accommodation Typical double-occupancy room
    Milwaukee $198
    Portland $194
Compare Hotels in Milwaukee and Portland

Looking for a hotel in Milwaukee or Portland? 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 Portland


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 Portland Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Milwaukee $38
    Portland $28

Hired Cars and Shuttles in Milwaukee

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

  • Milwaukee - General Mitchell Airport One Way Transfer : $64

Hired Cars and Shuttles in Portland

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

  • Waterfall Express -PDX: Waterfall Trolley Tickets + Transfer: $60
  • Tigard hotel or address to Portland Airport (PDX) - Departure Private Transfer: $75
  • Private Transfer from Portland Airport (PDX) to Astoria Port: $87
  • Portland downtown to Portland Airport (PDX) - Departure Private Transfer: $61
  • Portland Airport to The Summit at Snoqualmie Arrival Transfer: $184
  • Portland Airport (PDX) to Tigard hotel or address - Round-Trip Private Transfer: $150
  • Portland Airport (PDX) to Tigard hotel or address - Arrival Private Transfer: $75
  • Portland Airport (PDX) to Portland downtown - Arrival Private Transfer: $61
  • Portland Airport (PDX) to Lake Oswego - Round-Trip Private Transfer: $141
  • Portland Airport (PDX) to Lake Oswego - Arrival Private Transfer: $70
  • Lake Oswego to Portland Airport (PDX) - Departure Private Transfer: $70

Is it cheaper to fly into Milwaukee or Portland?

Prices for flights to both Portland 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
    Portland $43

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: $96
  • Milwaukee Walking Food Tour With Secret Food Tours: $99
  • Original Milwaukee Guided Brewery Tour with Lunch or Dinner: $139

Typical Food Prices in Portland

For Portland, here are some examples of average food and meal prices for travelers:


  • Afternoon Drinks (for 2)
    $9.50

Food Tours and Cooking Classes in Portland

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

  • Portland Delicious Donut Adventure & Walking Food Tour: $70
  • Walking Pizza Tour: $75
  • Secret Food Tour with Local Guide: $93
  • Brunch on Mississippi Food Tour: $95
  • Downtown Food Tour: $102
  • The Vibrant Kerns Hood Food Tour: $105
  • The Bustling Buckman Hood Food Tour: $105
  • Portland Walking Food Tour With Secret Food Tours: $109
  • Mississippi Avenue Walking Food Tour: $110
  • All-Inclusive Downtown Portland Food Tour: $119
  • All-Inclusive Walking Food Tour: $119
  • 2.5-hour Dinner Cruise on Willamette River: $127

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Milwaukee $26
    Portland $24

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: $245
  • 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: $10
  • Milwaukee Bucks Basketball Game Ticket at Fiserv Forum: $69
  • Milwaukee Magic: A Private Christmas Lights Tour: $648
  • Milwaukee Marvels: A 2-Hour Private Tour: $482

Tours and Activities in Portland

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

  • 2-hour Champagne Brunch Cruise on Willamette River: $102
  • 2-hour Lunch Cruise on Willamette River: $86
  • 7 Wonders of the Gorge 3.5-hour Jetboat Cruise: $90
  • 90 Minute Sailing Tour of Portland: $99
  • A Full Day of Wonder: Wine, Waterfalls, and Timberline Tour: $189
  • Aerial adventure above Portland, Oregon: $189
  • Afternoon Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland: $75
  • Afternoon Multnomah Falls and Gorge Waterfalls Tour: $75
  • Air Tour of Columbia River Gorge Waterfalls from Portland: $199
  • Air Tour of Multnomah Falls & Columbia Gorge from Portland: $159
  • Airplane Flight Tour over Portland, Oregon: $99
  • All Day Northern Oregon Wineries and Forest Bike Tour: $245

Alcohol
  • Alcohol Drinks for one day
    Milwaukee $33
    Portland $17

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

Sample the Local Flavors in Portland

Some specific costs for nightlife related activities in Portland:

  • Haunted Underground Shanghai Tunnel Tour with Brewery Tastings: $40
  • Portland Ghosts Boos and Booze Haunted Pub Crawl: $40
  • Weird Bar Crawl with Fanatical Local: $59
  • Guided Bike Tour with Brewery Visits: $65
  • Portland, Maine: Old Port Brewery & Pub Walking Tour: $89
  • Portland, Maine: Local Brewery & Spirits Bus Tour: $99
  • Waterfalls, Mt Hood, and Wine Tour (Tasting Fees Included): $135
  • Silver Falls Hike and Wine Tour: $179
  • Willamette Valley Wine Tasting from Portland: $189
  • From Willamette Valley Full-Day Wine Tour: $210
  • Multnomah Falls, Hood River Excursion Train Ride & Wine Tour: $210
  • Willamette Valley Wine Tour - Full Day Tour: $225


When comparing the travel costs between Milwaukee and Portland, we can see that Portland 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 Milwaukee Expensive? and Is Portland Expensive?.


Which is Bigger, Milwaukee or Portland?

Milwaukee has a larger population, and is about 7% larger than the population of Portland. When comparing the sizes of Milwaukee and Portland, 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 Milwaukee or Portland?

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 Milwaukee or Portland in the Summer?

Both Portland and Milwaukee are popular destinations to visit in the summer with plenty of activities. The summer months attract visitors to Milwaukee because of the family-friendly experiences. Also, the hiking, the small town charm, the music scene, and the family-friendly experiences are the main draw to Portland this time of year.

In July, Milwaukee is generally a little warmer than Portland. Daily temperatures in Milwaukee average around 74°F (23°C), and Portland fluctuates around 68°F (20°C).

It's quite sunny in Portland. The sun comes out a lot this time of the year in Milwaukee. Milwaukee usually receives around the same amount of sunshine as Portland during summer. Milwaukee gets 321 hours of sunny skies, while Portland receives 338 hours of full sun in the summer.

In July, Milwaukee usually receives more rain than Portland. Milwaukee gets 3.4 inches (87 mm) of rain, while Portland receives 0.7 inches (18 mm) of rain each month for the summer.


  • Summer Average Temperatures July
    Milwaukee 74°F (23°C) 
    Portland 68°F (20°C)

Should I visit Milwaukee or Portland in the Autumn?

Both Portland and Milwaukee during the autumn are popular places to visit. The shopping scene are the main draw to Milwaukee this time of year. Furthermore, many travelers come to Portland for the hiking trails, the shopping scene, the music scene, the small town atmosphere, and the natural beauty of the area.

Milwaukee is around the same temperature as Portland in the autumn. The daily temperature in Milwaukee averages around 53°F (12°C) in October, and Portland fluctuates around 55°F (13°C).

In the autumn, Milwaukee often gets more sunshine than Portland. Milwaukee gets 174 hours of sunny skies this time of year, while Portland receives 155 hours of full sun.

Milwaukee usually gets less rain in October than Portland. Milwaukee gets 2 inches (50 mm) of rain, while Portland receives 2.6 inches (67 mm) of rain this time of the year.


  • Autumn Average Temperatures October
    Milwaukee 53°F (12°C) 
    Portland 55°F (13°C)

Should I visit Milwaukee or Portland in the Winter?

The winter attracts plenty of travelers to both Milwaukee and Portland. Many travelers come to Milwaukee for the museums, the shopping scene, and the cuisine. Furthermore, many visitors come to Portland in the winter for the museums, the shopping scene, and the cuisine.

Portland can get quite cold in the winter. Be prepared for some very cold days in Milwaukee. In the winter, Milwaukee is much colder than Portland. Typically, the winter temperatures in Milwaukee in January average around 21°F (-6°C), and Portland averages at about 40°F (4°C).

Milwaukee usually receives more sunshine than Portland during winter. Milwaukee gets 138 hours of sunny skies, while Portland receives 86 hours of full sun in the winter.

Portland receives a lot of rain in the winter. In January, Milwaukee usually receives less rain than Portland. Milwaukee gets 1.6 inches (41 mm) of rain, while Portland receives 5.2 inches (132 mm) of rain each month for the winter.


  • Winter Average Temperatures January
    Milwaukee 21°F (-6°C) 
    Portland 40°F (4°C)

Should I visit Milwaukee or Portland in the Spring?

The spring brings many poeple to Milwaukee as well as Portland. Additionally, most visitors come to Portland for the small town charm and the natural beauty during these months.

In April, Milwaukee is generally cooler than Portland. Daily temperatures in Milwaukee average around 47°F (8°C), and Portland fluctuates around 51°F (11°C).

The sun comes out a lot this time of the year in Portland. People are often attracted to the plentiful sunshine in Milwaukee this time of the year. In the spring, Milwaukee often gets less sunshine than Portland. Milwaukee gets 211 hours of sunny skies this time of year, while Portland receives 231 hours of full sun.

Milwaukee usually gets more rain in April than Portland. Milwaukee gets 2.8 inches (70 mm) of rain, while Portland receives 2.4 inches (61 mm) of rain this time of the year.


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

Typical Weather for Portland and Milwaukee

Milwaukee Portland
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 21°F (-6°C) 1.6 inches (41 mm) 40°F (4°C) 5.2 inches (132 mm)
Feb 26°F (-4°C) 1.1 inches (29 mm) 44°F (7°C) 3.9 inches (98 mm)
Mar 36°F (2°C) 2.2 inches (57 mm) 47°F (9°C) 3.6 inches (92 mm)
Apr 47°F (8°C) 2.8 inches (70 mm) 51°F (11°C) 2.4 inches (61 mm)
May 58°F (14°C) 2.9 inches (73 mm) 57°F (14°C) 2 inches (51 mm)
Jun 68°F (20°C) 3.6 inches (91 mm) 64°F (18°C) 1.5 inches (39 mm)
Jul 74°F (23°C) 3.4 inches (87 mm) 68°F (20°C) 0.7 inches (18 mm)
Aug 72°F (22°C) 2.7 inches (68 mm) 69°F (20°C) 1 inches (25 mm)
Sep 65°F (18°C) 3 inches (77 mm) 63°F (17°C) 1.7 inches (44 mm)
Oct 53°F (12°C) 2 inches (50 mm) 55°F (13°C) 2.6 inches (67 mm)
Nov 41°F (5°C) 2 inches (51 mm) 46°F (8°C) 5.4 inches (136 mm)
Dec 27°F (-3°C) 1.7 inches (44 mm) 40°F (5°C) 6.1 inches (156 mm)