MilwaukeeLuxury Hotels with Entertainment

List Of Best Luxury Hotels with Entertainment Milwaukee

We have created a list with the best luxury hotels with entertainment in Milwaukee, USA. Hope you enjoy it. We think it might be the best of its kind around

luxury hotels in Milwaukee
The Westin Milwaukee
Hotel
550 N Van Buren Street, Milwaukee, 53202, USA

Welcome to The Westin Milwaukee! Located just 2.3 km from Marquette University, our hotel provides a comfortable and welcoming stay for all guests. We offer complimentary bike rentals for those who want to explore the beautiful city, as well as private parking for your convenience. Stay active in our fitness center or enjoy a meal at our on-site restaurant. With 24-hour front desk service, we are here to assist you anytime during your stay. Whether you're visiting for business or leisure, we hope to make your experience enjoyable and memorable.

Show more

Luxury Amenities:

  1. Stay productive with top-notch business services available at your fingertips.
  2. Rejuvenate at the state-of-the-art wellness facilities designed for your complete relaxation.
  3. Savor gourmet dishes at an exquisite restaurant without ever leaving the hotel.
  4. Delight in premium entertainment options that ensure fun-filled evenings throughout your stay.
Show more
luxury hotels in Milwaukee
The Pfister Hotel
Hotel
424 East Wisconsin Avenue, Milwaukee, 53202, USA

Welcome to our welcoming 4-star hotel in the heart of downtown Milwaukee! Here, we strive to provide a relaxing experience for all our guests. Enjoy a full-service spa and salon, where you can treat yourself to some well-deserved pampering. Take a moment to appreciate our beautiful Victorian art collection, thoughtfully curated to inspire and engage. Our location makes it easy to explore the city, just a short 10-minute walk to the Milwaukee Art Museum, where you can experience amazing art and culture. We also offer complimentary WiFi throughout the hotel, ensuring you stay connected during your visit. We look forward to making your stay comfortable and enjoyable!

Show more

Luxury Amenities:

  1. Take a dip in your own private pool, where tranquility and exclusivity meet.
  2. Wake up to breathtaking ocean views, a stunning start to every morning.
  3. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  4. Stay productive with top-notch business services available at your fingertips.
Show more
luxury hotels in Milwaukee
Kinn Guesthouse Downtown
Hotel
600 North Broadway, Milwaukee, WI 53202, USA

Welcome to Kinn Guesthouse Downtown, located in the heart of Milwaukee, just a short 1.8 km from Marquette University! Our hotel offers a cozy bar where you can relax and enjoy beautiful views of the city. We’re proud to provide comfortable, air-conditioned rooms equipped with free WiFi, ensuring you stay connected during your visit. With our welcoming atmosphere and attention to your needs, we strive to make your stay enjoyable and memorable.

Show more

Luxury Amenities:

  1. Stay productive with top-notch business services available at your fingertips.
  2. Rejuvenate at the state-of-the-art wellness facilities designed for your complete relaxation.
  3. Delight in premium entertainment options that ensure fun-filled evenings throughout your stay.
  4. Relax at a child-friendly hotel offering safe and engaging activities for the whole family.
Show more
luxury hotels in Milwaukee
The Iron Horse Hotel
Hotel
500 West Florida Street, Milwaukee, WI 53204, USA

Welcome to our charming boutique hotel, located just a short walk from the Wisconsin Center. Our beautifully renovated building, which once served as a warehouse over 100 years ago, now offers a comfortable and elegant place to stay. We pride ourselves on providing thoughtful amenities that cater to your needs, all while being conveniently situated near attractions like the Harley-Davidson Museum. Whether you’re here for business or leisure, we strive to make your experience enjoyable and memorable.

Show more

Luxury Amenities:

  1. Stay productive with top-notch business services available at your fingertips.
  2. Keep active with a range of sports and activities designed for adventure and fitness.
  3. Hit the slopes with ease, as premier skiing experiences await right at your doorstep.
  4. Rejuvenate at the state-of-the-art wellness facilities designed for your complete relaxation.
Show more
luxury hotels in Milwaukee
Kimpton Journeyman Hotel, an IHG Hotel
Hotel
310 E Chicago Street, Milwaukee, WI 53202, USA

At The Kimpton Journeyman Hotel, we’re excited to welcome you to our rooftop bar, where you can unwind in a cozy lounge area while enjoying beautiful views. We also have an inviting on-site restaurant and a fitness center for those who want to stay active during their stay. Each of our rooms is designed with your comfort in mind, featuring air conditioning and a flat-screen TV for your enjoyment. We look forward to making your visit as enjoyable and relaxing as possible!

Show more

Luxury Amenities:

  1. Stay productive with top-notch business services available at your fingertips.
  2. Keep active with a range of sports and activities designed for adventure and fitness.
  3. Rejuvenate at the state-of-the-art wellness facilities designed for your complete relaxation.
  4. Savor gourmet dishes at an exquisite restaurant without ever leaving the hotel.
Show more
luxury hotels in Milwaukee
The Port Hotel
Hotel
101 East Main Street, Port Washington, WI 53074, USA

Welcome to The Port Hotel, located in the charming town of Port Washington, just 42 kilometers from Marquette University. We’re here to make your stay comfortable and enjoyable! Our hotel features cozy accommodations, a welcoming shared lounge where you can relax and connect with others, and free private parking for your convenience. Take a moment to unwind on our lovely terrace or enjoy a meal at our onsite restaurant, which offers delicious options for everyone. With a friendly bar available, we aim to create a warm atmosphere for all our guests. We look forward to providing you with a wonderful experience during your visit!

Show more

Luxury Amenities:

  1. Stay productive with top-notch business services available at your fingertips.
  2. Keep active with a range of sports and activities designed for adventure and fitness.
  3. Savor gourmet dishes at an exquisite restaurant without ever leaving the hotel.
  4. Delight in premium entertainment options that ensure fun-filled evenings throughout your stay.
Show more
luxury hotels in Milwaukee
Lake Lawn Resort
Resort
2400 East Geneva Street, Delavan, WI 53115, USA

At our Luxury Lodge, we strive to create a warm and inviting atmosphere in every room. You'll find beautifully crafted wooden furniture, soothing deep colors, and soft fabrics that come together to make your stay feel special and comfortable. Our Lakewood rooms embrace a cozy coastal vibe, perfect for those who love the charm of the seaside. We want you to feel at home and enjoy a relaxing getaway with us!

Show more

Luxury Amenities:

  1. Take a dip in your own private pool, where tranquility and exclusivity meet.
  2. Wake up to breathtaking ocean views, a stunning start to every morning.
  3. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  4. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
Show more
luxury hotels in Milwaukee
Renaissance Schaumburg Convention Center Hotel
Hotel
1551 North Thoreau Drive, Schaumburg, IL 60173, USA

Explore the best-kept secrets of our community with Renaissance's In-The-Know recommendations! Each week, our friendly hotel Navigator handpicks unique local experiences just for you. We're located conveniently at the crossroads of Interstates 90 and 290, making it easy for you to embark on your adventure. Let us help you discover the charm and character of our area through the eyes of a local!

Show more

Luxury Amenities:

  1. Take a dip in your own private pool, where tranquility and exclusivity meet.
  2. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  3. Stay productive with top-notch business services available at your fingertips.
  4. Keep active with a range of sports and activities designed for adventure and fitness.
Show more
luxury hotels in Milwaukee
Chicago Marriott Northwest
Hotel
4800 Hoffman Boulevard, Hoffman Estates, IL 60192, USA

Welcome to the Chicago Marriott Northwest! We're proud to offer a welcoming atmosphere and great amenities that cater to your needs. Located in beautiful Hoffman Estates, IL, our hotel features comfortable rooms designed for relaxation, a friendly restaurant serving delicious meals, a modern fitness center for those looking to stay active, and an inviting indoor pool for leisure and fun. Whether you're here for work or play, we're dedicated to making your stay enjoyable and comfortable.

Show more

Luxury Amenities:

  1. Stay productive with top-notch business services available at your fingertips.
  2. Rejuvenate at the state-of-the-art wellness facilities designed for your complete relaxation.
  3. Savor gourmet dishes at an exquisite restaurant without ever leaving the hotel.
  4. Delight in premium entertainment options that ensure fun-filled evenings throughout your stay.
Show more
luxury hotels in Milwaukee
Loews Chicago O'Hare Hotel
Hotel
5300 North River Road, Rosemont, IL 60018, USA

Welcome to Loews Chicago O'Hare! We’re conveniently located just minutes away from O'Hare Airport, making your travel experience smoother. To make getting here easier for you, we offer a complimentary shuttle service that runs 24 hours a day. Our hotel is designed with you in mind, featuring unique and artistic touches throughout. If you love live music, you’ll be excited to know that we host performances from some of Chicago's best artists right here on-site. We can't wait to welcome you and help you feel at home!

Show more

Luxury Amenities:

  1. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  2. Stay productive with top-notch business services available at your fingertips.
  3. Rejuvenate at the state-of-the-art wellness facilities designed for your complete relaxation.
  4. Savor gourmet dishes at an exquisite restaurant without ever leaving the hotel.
Show more
luxury hotels in Milwaukee
The Robey, Chicago, a Member of Design Hotels
Hotel
2018 W North Avenue, Wicker Park, Chicago, IL 60647, USA

Welcome to our historic hotel in the vibrant Wicker Park neighborhood of Chicago! We’re just a short 3-mile journey from the bustling shopping, dining, and entertainment options on the Magnificent Mile. You can enjoy delicious meals right here at our on-site restaurant, and we offer complimentary Wi-Fi to keep you connected during your stay. We look forward to making your visit comfortable and enjoyable!

Show more

Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Stay productive with top-notch business services available at your fingertips.
  4. Keep active with a range of sports and activities designed for adventure and fitness.
Show more

Other cool accommodation lists for Milwaukee:

Most booked hotels with Entertainment in Milwaukee

luxury hotels in Milwaukee
5300 North River Road, Rosemont, IL 60018, United States of America
8.8
810 reviews
From $199
luxury hotels in Milwaukee
424 East Wisconsin Avenue, Milwaukee, 53202, United States of America
9.2
642 reviews
From $756
luxury hotels in Milwaukee
600 North Broadway, Milwaukee, WI 53202, United States of America
9.3
473 reviews
From $2043

Budget hotels with Entertainment in Milwaukee

luxury hotels in Milwaukee
4800 Hoffman Boulevard, Hoffman Estates, IL 60192, United States of America
7.7
182 reviews
From $110
luxury hotels in Milwaukee
2400 East Geneva Street, Delavan, WI 53115, United States of America
8.4
136 reviews
From $119
luxury hotels in Milwaukee
1551 North Thoreau Drive, Schaumburg, IL 60173, United States of America
8.5
174 reviews
From $170

Compare the Top Luxury Hotels with Entertainment in Milwaukee – Addresses, Prices, Stars, Rating, and Review Count

Hotel Name Address Price ($) Star Rating Review Count Book
The Westin Milwaukee 550 N Van Buren Street, Milwaukee, 53202, USA 1247 4 8.7 199
The Pfister Hotel 424 East Wisconsin Avenue, Milwaukee, 53202, USA 756 4 9.2 642
Kinn Guesthouse Downtown 600 North Broadway, Milwaukee, WI 53202, USA 2043 5 9.3 473
The Iron Horse Hotel 500 West Florida Street, Milwaukee, WI 53204, USA 1402 4 8.9 299
Kimpton Journeyman Hotel, an IHG Hotel 310 E Chicago Street, Milwaukee, WI 53202, USA 1533 4 8.5 117
The Port Hotel 101 East Main Street, Port Washington, WI 53074, USA 216 5 9.1 60
Lake Lawn Resort 2400 East Geneva Street, Delavan, WI 53115, USA 119 5 8.4 136
Renaissance Schaumburg Convention Center Hotel 1551 North Thoreau Drive, Schaumburg, IL 60173, USA 170 4 8.5 174
Chicago Marriott Northwest 4800 Hoffman Boulevard, Hoffman Estates, IL 60192, USA 110 4 7.7 182
Loews Chicago O'Hare Hotel 5300 North River Road, Rosemont, IL 60018, USA 199 4 8.8 810
The Robey, Chicago, a Member of Design Hotels 2018 W North Avenue, Wicker Park, Chicago, IL 60647, USA 2247 4 8.6 330

Note: The prices for each hotels in Milwaukee do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here>) to get the latest prices.

Frequently Asked Questions

A spa is available to guests at the following luxury hotels in Milwaukee:

Milwaukee boasts several excellent hotels that offer entertainment options, including live music, comedy shows, and nightlife. Hotels like The Pfister Hotel and Potawatomi Hotel & Casino are known for hosting various events and activities that keep guests engaged.

Yes, many hotels in Milwaukee cater to families and provide entertainment options. The Milwaukee Marriott Downtown and Hyatt Regency Milwaukee have amenities suited for kids, such as pools and game rooms, along with family-friendly entertainment.

If you're a music lover, consider staying at The Fiserv Forum or the Milwaukee Hilton City Center, both of which are near popular live music venues. These hotels often feature packages that include tickets to concerts and events.

Absolutely! Many hotels, such as The Iron Horse Hotel and The Kimpton Journeyman Hotel, have vibrant bars and lounges that host events, making them perfect spots for a night out without leaving the premises.

Hotels in Milwaukee offer a variety of entertainment options, including live performances, themed parties, and gaming. For instance, Potawatomi Hotel & Casino features a casino alongside live entertainment and dining options.

Yes, boutique hotels like The Brewhouse Inn & Suites and The Charmant Hotel often provide unique entertainment experiences, such as local craft beer tastings and art events, appealing to visitors looking for something distinct.

Certainly! Luxury hotels such as The Pfister Hotel and the Saint Kate - The Arts Hotel not only offer upscale accommodations but also feature art exhibits, live performances, and fine dining experiences that guarantee an entertaining stay.

When searching for a hotel with entertainment in Milwaukee, look for properties that offer live shows, interactive experiences, and nearby attractions. Reviews highlighting these aspects can help guide your decision for a fun-filled stay.

3-Day Milwaukee Itinerary If You're Staying at a Luxury Hotel

Day 1:

  • Morning: Start your day with a visit to the stunning Milwaukee Art Museum, known for its impressive architecture and diverse art collection.
  • Afternoon: Stroll through the historic Milwaukee Public Market for a taste of local flavors, artisan goods, and vibrant shops.
  • Evening: Enjoy dinner at Mr. Bubb's Steakhouse, where you can savor exceptional cuts in a refined atmosphere.

Day 2:

  • Morning: Begin with a scenic walk along Lakefront Brewery, famous for its lakeside views and delicious craft beers on tap.
  • Afternoon: Explore the eclectic Milwaukee Public Museum, featuring fascinating exhibits that reflect the city's rich cultural heritage.
  • Evening: Dine at the upscale Superior Ale House, known for its extensive beer selection and gourmet comfort food.

Day 3:

  • Morning: Visit the charming Harley-Davidson Museum for an immersive look into the history of this iconic American brand.
  • Afternoon: Take a leisurely bike ride along the beautiful Ozaukee Interurban Trail, which offers stunning views and easy access to scenic spots.
  • Evening: Conclude your trip with a lavish meal at Five O’Clock Steakhouse, celebrated for its luxurious ambiance and expertly prepared steaks.

🛏️ Hotels perfect for this itinerary: The Pfister Hotel, The Iron Horse Hotel, Saint Kate - The Arts Hotel

Where to Stay in Milwaukee: Best Areas by Traveler Type

Choosing the right area to stay in Milwaukee can greatly enhance your travel experience, as each neighborhood offers unique charm and attractions tailored to different needs. With its diverse neighborhoods, Milwaukee caters to everyone from couples seeking a romantic getaway to families looking for fun activities. This guide will help you determine the best fit for your stay, ensuring a memorable trip to this vibrant city.

👫 Where to Stay in Milwaukee for Couples

Best Areas: Historic Third Ward, Lakefront, East Side

Why it’s perfect: Charming streets filled with boutiques and art galleries in the Historic Third Ward. Stunning lake views and romantic parks along the Lakefront. Vibrant nightlife and cozy cafes on the East Side.

Top Hotels: The Iron Horse Hotel, Hotel Metro, The Pfister Hotel

Top Features: Romantic views, Quiet alleys, Cozy dining spots


👨‍👩‍👧 Where to Stay in Milwaukee with Family

Best Areas: Milwaukee Downtown, Harbor District, Bay View

Why it’s perfect: Proximity to family-friendly attractions like the Milwaukee Public Museum and Discovery World. Kid-friendly parks and recreational activities in the Harbor District. A relaxed atmosphere with local eateries in Bay View.

Top Hotels: The Westin Milwaukee, DoubleTree by Hilton Hotel Milwaukee Downtown, Kohler Waters Spa at The American Club

Top Features: Family-friendly attractions, Spacious accommodations, Outdoor recreation


🧳 Where to Stay in Milwaukee for Solo Travelers

Best Areas: Downtown Milwaukee, East Side, Historic Third Ward

Why it’s perfect: Easily accessible public transportation and walkable neighborhoods. Diverse dining options and cultural experiences. A safe environment with plenty of opportunities for socializing.

Top Hotels: The Journeyman Hotel, Potawatomi Hotel & Casino, Radisson Hotel Milwaukee West

Top Features: Vibrant nightlife, Cultural hotspots, Easy access to public transport


👵👴 Where to Stay in Milwaukee for Seniors

Best Areas: Downtown Milwaukee, Shorewood, Whitefish Bay

Why it’s perfect: Gentle terrain and easy access to attractions. Calm neighborhoods with beautiful parks and community events. Close proximity to historical sites and cultural venues.

Top Hotels: Hilton Milwaukee City Center, The Brewhouse Inn & Suites, The Pfister Hotel

Top Features: Accessible amenities, Scenic surroundings, Quiet community feel


💸 Where to Stay in Milwaukee on a Budget

Best Areas: Near North Side, South Side, West Allis

Why it’s perfect: Affordable accommodations without sacrificing quality. Diverse local eateries offering budget-friendly options. Access to public transport for exploring the city inexpensively.

Top Hotels: Comfort Inn & Suites Milwaukee Airport, Motel 6 Milwaukee South, Quality Inn Milwaukee/Brookfield

Top Features: Budget-friendly dining, Convenient transportation, Local charm


💎 Where to Stay in Milwaukee for Luxury

Best Areas: Downtown Milwaukee, Historic Third Ward, Lakefront

Why it’s perfect: Opulent hotels with stunning amenities and unparalleled service. Proximity to high-end shopping, fine dining, and cultural attractions. Breathtaking lake views and luxurious spas.

Top Hotels: The Ritz-Carlton Milwaukee, The Pfister Hotel, The Iron Horse Hotel

Top Features: Elegant dining experiences, World-class spa services, Panoramic lake views


Where to Stay in Milwaukee - Quick Guide

Traveler Type Best Areas Top Features
Couples Historic Third Ward, Lakefront, East Side Romantic views, Quiet alleys, Cozy dining spots
Family Milwaukee Downtown, Harbor District, Bay View Family-friendly attractions, Spacious accommodations, Outdoor recreation
Solo Downtown Milwaukee, East Side, Historic Third Ward Vibrant nightlife, Cultural hotspots, Easy access to public transport
Seniors Downtown Milwaukee, Shorewood, Whitefish Bay Accessible amenities, Scenic surroundings, Quiet community feel
Budget Near North Side, South Side, West Allis Budget-friendly dining, Convenient transportation, Local charm
Luxury Downtown Milwaukee, Historic Third Ward, Lakefront Elegant dining experiences, World-class spa services, Panoramic lake views