25 Coolest Places To Stay in Milwaukee (2024)

As a lifelong resident of Milwaukee, I have had the pleasure of exploring all corners of Wisconsin’s largest city.

From its lively streets to its serene Lake Michigan shoreline, this city truly has it all.

And when it comes to the best places to stay, Milwaukee has an impressive array of accommodations to suit every taste and budget.

Whether you’re looking for a luxurious retreat, a funky Airbnb, or a cozy boutique hotel, the places on this list represent the best hotels in Milwaukee and they are sure to impress.

(There’s even a castle on the list!)

So, without further ado, let’s dive into the coolest places to stay in Milwaukee.

This post includes affiliate links.

1. The Iron Horse Hotel

500 W Florida St, Milwaukee, WI 53204

Iron horse hotel in milwaukee Wisconsin

Located in the trendy Walker’s Point neighborhood, the Iron Horse Hotel is an industrial chic boutique hotel that is a true gem in the city. From the moment you step inside, you’ll be immersed in the hotel’s unique atmosphere, which seamlessly blends historic elements of the building with modern amenities.

The Iron Horse Hotel features 100 rooms, each uniquely designed with custom furnishings and artwork that reflect the city’s rich history and culture. 

Guest rooms average 400 square feet, which is a suite size by industry standards. Each room feature local photography, sculptures by local artists, and all countertops and poured and polished concrete created by local craftsmen. 

In addition to its stunning accommodations, the Iron Horse Hotel boasts a range of amenities that will make your stay unforgettable. The hotel’s restaurant, Ash, serves up delicious American cuisine with a creative twist, and the outdoor patio is the perfect spot to sip a cocktail and take in the city views.

For those looking to relax, the hotel’s spa offers a range of treatments, including massages and facials, and the fitness center is equipped with state-of-the-art equipment.

The hotel is within walking distance to the Harley-Davidson Museum, delicious local restaurants, and colorful murals.

The Iron Horse Hotel is a truly unique and unforgettable place to stay in Milwaukee. Its industrial-chic vibe, personalized service, and prime location make it a top choice for travelers looking for a one-of-a-kind experience.

Book your stay at the Iron Horse Hotel >>

2. HGTV Renovated Home

Walkers Point in Milwaukee, WI

This Airbnb in Walker’s Point was designed by Milwaukee’s very own Instagram celebrity and DIY interior designer Jenni Yolo. The property was featured on an HGTV pilot.

The renovated house is suitable for family gatherings, girls’ weekends, and wedding parties, and is conveniently located within walking distance of restaurants, bars, and wedding venues.

The house has a fully equipped kitchen, a dining table for 8 people, and a grill on the back porch for cookouts.

There are three bedrooms in the house, including a large master bedroom with a king-size bed, a guest bedroom with a full-size bed, and a third bedroom on the ground floor with a queen-size bed.

Highlights of the Airbnb include a clawfoot tub and a rain shower-head, plus a fenced in backyard for traveling pups to play in.

3. Saint Kate The Arts Hotel

139 E Kilbourn Ave, Milwaukee, WI 53202

Saint Kate The Arts Hotel Lobby in Milwaukee WI

St. Kate The Arts Hotel is a boutique hotel located in the heart of the downtown area in Milwaukee, and it’s dedicated to celebrating and promoting the arts. It’s one of the most unique hotels in Milwaukee, winning esteemed awards and rave reviews from the likes of Conde Nast.

The renovated hotel is housed in a historic building that was originally built in 1893 as the Button Block building.

The hotel features 219 guest rooms and suites, all designed with a contemporary aesthetic and showcasing original artwork from local and national artists.

Saint Kate also hosts a variety of events and performances throughout the year, and has its own on-site restaurant black box theater, which is used for performances and rehearsals.

Located just a short walk away from the Marcus Center for the Performing Arts, Fiserv Forum, Milwaukee River, and more, Saint Kate the Arts Hotel is perfectly situated for guests who want to experience all the best that downtown Milwaukee has to offer.

The hotel’s central location also makes it an ideal home base for exploring the city’s many cultural attractions, such as the Milwaukee Art Museum and the Harley-Davidson Museum.

Book your stay at Saint Kate The Arts Hotel >>

4. The Plaza Hotel

1007 N Cass St, Milwaukee, WI 53202

The Plaza hotel in milwaukee wisconsin

The Plaza Hotel is a quaint little gem located in the east town neighborhood of downtown Milwaukee.

With its art deco decor and European vibe, it’s perfect for travelers who like boutique hotels.

Located in one of the best areas of the city, it’s close to Cathedral Square Park, Veterans Park, the Milwaukee Art Museum, and other cultural attractions.

cafe at the plaza ivy walls in Milwaukee wisconsin

If you’re visiting in warm weather, make sure to enjoy breakfast in the outdoor section of their cafe. It’s an ivy-covered courtyard surrounded by beautiful flowers and greenery.

It’s important to note this is a walk-up hotel. There are no elevators.

Book your stay at The Plaza Hotel >>

5. Hotel Metro

411 E Mason St, Milwaukee, WI 53202

hotel metro entrance in milwaukee wi

Hotel Metro is a boutique hotel located in downtown Milwaukee.

The hotel is known for its modern and stylish design featuring well-appointed guest rooms, each of elegantly furnished with all the modern amenities that guests expect, including a flat-screen TV and free WiFi.

The rooms are spacious and comfortable, providing guests with a relaxing and welcoming atmosphere during their stay.

Another key feature is its convenient location and easy access to the downtown area.

Guests can easily explore the city’s many attractions, including the Milwaukee Art Museum, the Harley-Davidson Museum, and the Historic Third Ward, all of which are just a short walk or drive away.

The hotel has a fitness center, a rooftop terrace, and a stylish lounge where guests can relax and unwind. The hotel also offers valet parking and a 24-hour front desk, ensuring that guests have everything they need for a comfortable and hassle-free stay.

Its convenient location and excellent service make it a popular choice for both business and leisure travelers alike.

Book your stay at Hotel Metro >>

6. The Pfister Hotel

424 E Wisconsin Ave, Milwaukee, WI 53202

pfister hotel lobby in milwaukee Wisconsin

The Pfister Hotel is Milwaukee’s most iconic 5-star hotel. It was built in 1893 and has been a landmark in Milwaukee ever since.

This historic building is known for its stunning Victorian architecture, elegant decor, and modern amenities.

The hotel has 307 guest rooms, including 82 suites, which are designed to provide guests with maximum comfort and luxury. Amenities include a fitness center, indoor pool, and 24 hour business center.

Many U.S. presidents and well-known celebrities have stayed here over the years.

Located in the heart of downtown Milwaukee, you’ll be close to the Milwaukee Art Museum, downtown shops and restaurants, the Historic Third Ward, and the Milwaukee Public Market.

One of the most unique features of The Pfister Hotel is its extensive Victorian art collection – the largest of its kind of any hotel in the world – and its famous “Artist in Residence” program. The program features a working studio and art gallery that is open to hotel guests and the public. Visitors are encouraged to interact with the artist while watching the evolution of each piece of work firsthand.

The Pfister’s luxurious accommodations, stunning architecture, and impressive art collection make it a popular destination for travelers from around the world.

Book your stay at The Pfister Hotel >>

7. Kimpton Journeyman Hotel

310 E Chicago St, Milwaukee, WI 53202

Rooftop bar and view at the kimpton journeyman hotel in milwaukee wisconsin history third ward

The Kimpton Journeyman Hotel is a stylish boutique hotel located in Milwaukee’s Historic Third Ward neighborhood.

It has a prime location in the Historic Third Ward, within walking distance to trendy shops and restaurants and the Milwaukee Public Market, a food lover’s paradise.

Another unique feature of the Kimpton Journeyman Hotel is its rooftop bar, which offers stunning views of the surrounding area and is the perfect place to unwind after a long day of sightseeing or business meetings.

Guests can enjoy delicious cocktails, small plates, and an atmosphere that is both trendy and sophisticated.

Bonus? You might spot a visiting NBA team. Many of them stay here when they’re playing the World Champion Milwaukee Bucks.

Book your stay at the Kimpton Journeyman Hotel >>

8. The Bentley Condotel

S 6th St, Milwaukee, WI 53204

The bentley condotel in walkers point milwaukee

The Bentley Condotel in Historic Walker’s Point offers four stylish, themed apartments perfect for a multi-family vacation, wedding parties, or a friend trip.

Originally built by prominent Milwaukeean and business owner John Bentley in 1892,tThe newly-renovated structure maintains the archetypal cream city brick which Milwaukee became known for during its boom in the second half of the 1800’s.

It is just a short 11-minute walk from the Harley-Davidson Museum and 0.8 miles from the Eisner Museum. The property features a garden and free private parking and is conveniently located 1.4 miles from Marquette University and 4.6 miles from Miller Park.

The bentley condotel in walkers point milwaukee

Nearby attractions include Miller Park, the Harley Davidson Museum, the Eisner Museum, Potawatomi Casino, Milwaukee Institute of Art and Design, Skylight Music Theatre, and Riverside Theater.

The nearest airport, Milwaukee Mitchell International Airport, is 5.6 miles from the property.

Book your stay at the Bentley Condotel >>

9. Kinn Guesthouse

600 N Broadway, Milwaukee, WI 53202

kind guesthouse downtown milwaukee

The Kinn Guesthouse in downtown Milwaukee offers guests a central location in the city with easy access to a variety of local businesses, eateries, and entertainment options.

The building was once a hub for merchants of different trades and has been transformed into a unique guesthouse experience.

The guesthouse features 31 well-appointed rooms with fully furnished chef’s kitchens on each floor, a rooftop event space, intimate meeting spaces on all floors, and a speak-easy/entertainment room in the lower level.

The guesthouse provides a fusion of modern hotel luxury and the comforts of home to cater to both casual and business travelers.

Book your stay at the Kinn Guesthouse >>

10. Ambassador Hotel

2308 W Wisconsin Ave, Milwaukee, WI 53233

ambassador hotel milwaukee wisconsin

The Ambassador Hotel in Milwaukee, Wisconsin is a historic hotel that was built in 1928. It is located in near Marquette University in downtown Milwaukee. The hotel has a distinctive Art Deco style and features many original architectural details.

The building was designed by the renowned architect, Fredrick J. Gaertner, who also designed several other notable buildings in Milwaukee.

Over the years, it has hosted many famous guests, including Presidents John F. Kennedy and Dwight D. Eisenhower, as well as celebrities like Liberace and Elvis Presley.

The hotel has been carefully restored and renovated in recent years, preserving its historic character while also updating its amenities and features to meet the needs of modern travelers.

art deco lobby of ambassador hotel in milwaukee wi

Today, it is a popular destination for both business and leisure travelers who appreciate its unique blend of history, elegance, and modern comfort.

Book your stay at the Ambassador Hotel >>

11. The Brewhouse Inn and Suites

1215 N 10th St, Milwaukee, WI 53205

brewhouse inn and suites milwaukee wi

Housed in the original Pabst brewery, the vintage charm and grandeur of The Brewhouse Inn & Suites is perfect for travelers interested in history and architecture, as well as beer enthusiasts.

The Pabst Brewery was founded in the 1840s and was one of the largest breweries in the United States before it closed in 1996.

The Brewhouse Inn and Suites was developed in the early 2010s as part of a larger revitalization effort to transform the former brewery into a mixed-use development that includes apartments, offices, and retail space.

The hotel features 90 guest rooms and suites that are decorated in a contemporary style with a nod to the building’s brewing heritage.

Many of the original features of the brewery, such as the exposed brick walls, massive copper brewing kettles, and heavy timber beams, have been preserved and incorporated into the hotel’s design.

Don’t miss the stained glass window of King Gambrinus (the patron saint of beer!).

Book your stay at the Brewhouse Inn & Suites >>

12. The Knickerbocker on the Lake

1028 E Juneau Ave, Milwaukee, WI 53202

knickerbocker hotel milwaukee wisconsin

The Knickerbocker Hotel is a historic hotel located in the Yankee Hill neighborhood of downtown Milwaukee along the shores of Lake Michigan.

First constructed in the 1920s, the Knickerbocker on the Lake has a long and storied past.

Yankee Hill is named for the large concentration of Yankees that settled the area as political and economic leaders. The neighborhood quickly rose to prominence as part of the historic Gold Coast of Milwaukee’s lower east side.

The hotel features original details, such as marble floors, brass fixtures, and ornate light fixtures, that give it a timeless elegance and charm.

Now listed on the National Register of Historic Places, the Knickerbocker on the Lake remains one of the few historic buildings left from the early years of Milwaukee’s metropolitan development.

Book your stay at the Knickerbocker >>

13. Cream City Victorian

Walkers Point neighborhood, Milwaukee, WI

victorian home milwaukee wisconsin

This gorgeous Victorian home located in the Walker’s Point neighborhood of Milwaukee is now listed as an Airbnb.

The house has been recently updated and can accommodate up to 11 guests with 3 bedrooms and a pull-out lounger.

The house is within walking distance to many local amenities, including restaurants, bars, and breweries, and a 5-minute Uber ride to downtown Milwaukee.

Book your stay at Cream City Victorian >>

14. Hilton Garden Inn Milwaukee Downtown

611 N Broadway, Milwaukee, WI 53202

hilton garden inn downtown milwaukee

The Hilton Garden Inn Milwaukee Downtown is located in the iconic Loyalty building on north Broadway.

You’ll experience a five story atrium with marble, granite and iron finishes and a magnificent skylight.

It’s in within walking distance to all the major attractions including the Historic Third Ward, West Town, the Milwaukee Public Market, and more.

Book your stay at the Hilton Garden Inn Milwaukee Downtown >>

15. The Trade Milwaukee

420 W Juneau Ave, Milwaukee, WI 53203

The trade milwaukee hotel

This brand new boutique hotel is coming to the heart of downtown Milwaukee, located adjacent to the Fiserv Forum and the Deer District, Milwaukee’s hub for sports and entertainment.

The rooftop restaurant Il Cervo features mouthwatering modern Italian cuisine. Do not sleep on the roasted garlic focaccia and dark chocolate torte.

Book your stay at The Trade Milwaukee >>

16. Schlitz Castle

Bay View neighborhood, Milwaukee, WI

Schlitz Castle milwaukee wisconsin bay view neighborhood

The Schlitz Castle is a historic building that has been converted into a luxurious VRBO rental.

Located in the Bayview neighborhood, just south of downtown Milwaukee, it is ideal for those visiting for Summerfest, Bucks games, and Brewers baseball games. The area is full of bars, restaurants, and popular wedding venues within walking distance.

The building can accommodate up to 12 people across two floors with 5 bedrooms, 4 bathrooms, 2 porches, 2 living rooms (with a 70 inch and 65 inch TV) and 2 fully stocked kitchens.

The property has received over 20 five-star reviews and is perfect for families, wedding parties, friend vacations, or group travel.

Book your stay at the Schlitz Castle >>

17. Schuster Mansion Bed and Breakfast

3209 W Wells St, Milwaukee, WI 53208

Schuster mansion bed and breakfast in milwaukee wisconsin

The Schuster Mansion is a historic Victorian bed and breakfast located in Milwaukee, Wisconsin, built in 1891 and carefully restored to its original grandeur.

The bed and breakfast has nine guest rooms, each uniquely decorated with antique furnishings and modern amenities, including private bathrooms and free Wi-Fi.

Guests can enjoy a complimentary gourmet breakfast, and both low and high tea service.

The Schuster Mansion is a popular destination for weddings, events, and romantic getaways.

Book your stay at the Schuster Mansion >>

18. Aloft Milwaukee Downtown

1230 N Doctor M.L.K. Jr Dr, Milwaukee, WI 53212

aloft hotel milwaukee wisconsin

Aloft Hotel Milwaukee Downtown is a downtown hotel located steps away from the scenic RiverWalk and one mile away from Marquette University.

The hotel features a 24-hour fitness center, indoor pool, and free WiFi. Each room has large windows, 9-foot high ceilings, a 42-inch flat-screen LCD TV, small refrigerator, work station with large desk and ergonomic chair, and a coffee machine.

Guests can enjoy drinks at W XYZ Bar or play pool at the hotel lounge.

The hotel also offers a 24-hour snack shop, meeting and event space.

Fiserv Forum is a 5-minute walk away, and the Milwaukee Art Museum is a 9-minute drive away.

Book your stay at Aloft Milwaukee >>

19. Kasa Milwaukee Westown

840 W Juneau Ave, Milwaukee, WI 53233

kasa milwaukee hotel in western

In the midst of historic buildings, breweries, bars, and restaurants, Kasa offers a game room, a rooftop lounge with grill stations, and a state-of-the-art fitness center.

Kasa Westown Milwaukee is a condo hotel located in Milwaukee, just a 14-minute walk from Marquette University and 1,200 feet from Milwaukee Area Technical College.

The hotel features a fitness center, barbecue facilities, and a shared lounge. It also offers free private parking, an elevator, and free Wifi.

Popular points of interest near Kasa Westown Milwaukee include Milwaukee Theater, U.S. Cellular Arena, and Milwaukee Symphony Orchestra.

Book your stay at Kasa Westown Milwaukee >>

602 E Lincoln Ave, Milwaukee, WI 53207

the muse gallery guesthouse in bay view milwaukee

The Muse Gallery Guesthouse is a vacation rental home and bed and breakfast that’s located in a Victorian-style house built in 1889.

The house is situated conveniently a mile away from the shore of Lake Michigan, and is located halfway between downtown Milwaukee and the airport.

The house stands out with its yellow color and beautiful gardens and is located on the corner of Lincoln Avenue and Winchester Street, right at the center of the popular and fashionable Bay View neighborhood in Milwaukee.

The guesthouse provides a variety of amenities to ensure a comfortable stay.

The rooms are equipped with luxurious linens, iHome Bluetooth clock radios, and TVs with Netflix and Hulu. Additionally, the guesthouse offers a fully equipped community kitchen, free off-street parking, free Wi-Fi, and complimentary snacks and beverages.

Other amenities include art by local artists, a gift shop, bicycles with locks and helmets, and a wine and cheese welcome hour.

Book your stay at the Muse Gallery Guesthouse >>

21. Dubbel Dutch

817 N Marshall St, Milwaukee, WI 53202

dubbet dutch hotel in milwaukee wisconsin

Dubbel Dutch is truly a hidden gem in Milwaukee, located just a block away from the Lake Michigan waterfront and the Milwaukee Art Museum.

This architecturally significant double house turned hotel celebrates its past while imagining new experiences for its guests.

Each room is unique and melds contemporary amenities with 19th century architectural details, making it inviting yet stately.

Dubbel Dutch blends historic charm with the present renaissance of Milwaukee, with views of the skyline and Lake Michigan.

The hotel features a coffee and cocktail bar, as well as hand-painted walls and local artwork.

Guests can take a historic tour around the EastTown neighborhood, walk to Lake Michigan, Cathedral Square Park, and the Art Museum.

Book your stay at the Dubbel Dutch >>

22. County Claire Irish Inn and Pub

1234 N Astor St, Milwaukee, WI 53202

county claire irish hotel in milwaukee wisconsin

The County Clare Irish Hotel is a well-known destination in Milwaukee, offering a comfortable stay for both business and leisure travelers.

The hotel is highly recommended by various publications and features traditional Irish hospitality. Its location is convenient, just east of downtown and near Lake Michigan, as well as popular local attractions like Brady Street and Henry Maier Festival Park.

The hotel offers Standard and Snug rooms, as well as exclusive suites with larger sitting areas and king size beds.

All rooms feature hand-crafted comforters and double whirlpool baths, with interior design inspired by traditional Irish Inns and Pubs.

Book Your Stay at the County Clare Irish Hotel >>

23. Hyatt Regency Milwaukee Downtown

333 W Kilbourn Ave, Milwaukee, WI 53203

hyatt regency milwaukee downtown

Hyatt Regency Milwaukee is a pet-friendly hotel located in downtown Milwaukee.

It offers modern rooms and suites with contemporary decor, free Wi-Fi, and stunning views of downtown Milwaukee.

The hotel has an 18-story atrium and offers guests easy access to many of the city’s exciting sites, restaurants, sports arenas, museums, and the theater district.

It features an on-site restaurant, Bistro 333, and a craft beer and cocktail bar, Bar 333. Guests can also use the fully equipped fitness facility.

It’s conveniently connected by skywalk to the Wisconsin Center where major conferences are held throughout the year.

Book your stay at the Hyatt Regency >>

24. The Pink Lady AirBnb

Walker’s Point neighborhood, Milwaukee, WI

the pink lady air bnb walkers point neighborhood

“The Pink Lady” is a vacation rental in Historic Walker’s Point that is perfect for a girl’s weekend, bachelorette party, or birthday celebration.

The insta-worthy space has an open-concept living space, pink kitchen, champagne bar, and private patio.

Note that parking is not included, and parties or events are not allowed without prior approval.

25. The White Loft

Downtown Milwaukee

the white loft milwaukee wisconsin

The White Loft is a creatively designed loft located in a historic building situated in the heart of downtown Milwaukee.

The apartment features a combination of design elements inspired by both the open and breezy Mediterranean style and the industrial look.

If you’re a fan of minimalist and welcoming spaces, then you’re sure to fall in love with TWL.

It was fully refurbished during the summer of 2019 and it has been recently listed on Airbnb starting from November of the same year.

Book your stay at the White Loft >>

Milwaukee is a city full of history, culture, and fun.

Whether you’re a local or a visitor, there are plenty of unique and exciting places to stay that will make your trip unforgettable.

From luxurious hotels to charming B&Bs, from trendy lofts and even a historic “castle”, Milwaukee has it all.

We hope this list of the 25 coolest places to stay in Milwaukee has inspired you to explore the city and experience its vibrant personality.

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