Lake MichiganBoutique Hotels with Entertainment

List Of Best Boutique Hotels with Entertainment Lake Michigan

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

boutique hotels in Lake Michigan
Bed & Breakfast
108 North May Street, West Loop, Chicago, IL 60607, USA

Welcome to The Publishing House Bed and Breakfast, conveniently located just 1.6 km from the United Center in Chicago. We strive to make your stay as comfortable as possible with easy check-in and check-out options. Our cozy, soundproof rooms offer you a peaceful retreat, and you can enjoy complimentary WiFi throughout the property. Feel free to unwind in our shared lounge or grab a drink at our bar. We're here to ensure you have a welcoming and enjoyable experience during your visit!

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  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
7 Baths315.09 ft²
9.4

Exceptional

39 reviews

$139
Average price / night
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boutique hotels in Lake Michigan
Hotel
600 North Broadway, Milwaukee, WI 53202, USA

Located in the heart of Milwaukee, just 1.8 km from Marquette University, Kinn Guesthouse Downtown offers a welcoming atmosphere with beautiful views of the city. Our hotel features a cozy bar and a comfortable shared lounge where you can relax and connect with others. Each of our air-conditioned rooms is designed for your comfort and comes with complimentary WiFi to help you stay connected during your visit. We look forward to making your stay enjoyable and memorable!

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  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
  • Parking
    Parking
  • Highly Rated
    Highly Rated
  • Free Cancellation
5 Baths598.47 ft²
9.1

Exceptional

612 reviews

$205.04
Average price / night
Check Availability
boutique hotels in Lake Michigan
Hotel
4872 North Clark, Chicago, IL 60640, USA

Welcome to The Guesthouse Hotel in Chicago! We offer spacious suites with fully-equipped kitchens, perfect for making your favorite meals. You can also enjoy our on-site fitness center to stay active during your stay. If you're looking to relax by the water, Montrose Beach on Lake Michigan is just 2.8 km away. Plus, we provide free WiFi throughout the hotel so you can easily connect with loved ones or plan your adventures. We’re here to make your visit comfortable and enjoyable!

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  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
6 Baths1001.04 ft²
9.5

Exceptional

180 reviews

$252
Average price / night
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boutique hotels in Lake Michigan
Hotel
2535 South Kinnickinnic Avenue, Milwaukee, WI 53207, USA

Welcome to Kinn Guesthouse Bay View, located just 5.8 km from Marquette University in Milwaukee! Our guesthouse offers a comfortable and welcoming space for everyone. Enjoy access to a fitness center, free parking, and cozy common areas where you can relax or connect with others. We also have a delightful restaurant on-site, perfect for enjoying a meal. Whether you’re here to explore the area or just unwind, we’re here to make your stay enjoyable.

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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
  • Highly Rated
    Highly Rated
  • Free Cancellation
8 Baths519.36 ft²
9

Exceptional

131 reviews

$213.6
Average price / night
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boutique hotels in Lake Michigan
Hotel
424 East Wisconsin Avenue, Milwaukee, 53202, USA

Welcome to our welcoming 4-star hotel in downtown Milwaukee, where your comfort is our priority! Here, you can enjoy a full-service spa and salon, perfect for relaxation and self-care. We also have a beautiful collection of Victorian art that adds charm to our space. If you're an art lover, you'll be pleased to know that the renowned Milwaukee Art Museum is just a short 10-minute stroll away. Plus, we offer complimentary WiFi throughout the hotel so you can stay connected during your visit. We look forward to making your stay enjoyable and memorable!

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  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
14 Baths333.68 ft²
9.5

Exceptional

774 reviews

$238.46
Average price / night
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boutique hotels in Lake Michigan
Hotel
330 North Wabash Avenue, River North, Chicago, IL 60611, USA

The Langham Chicago is designed to make you feel at home in the heart of the city. Here, you'll find a perfect mix of modern comfort and elegant style. We focus on providing thoughtful amenities and high-quality details that ensure your stay is both enjoyable and relaxing. Whether you're visiting for business or leisure, our goal is to create a welcoming environment where you can unwind and feel valued.

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  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Highly Rated
    Highly Rated
  • Ocean View
19 Baths696.82 ft²
9.4

Exceptional

333 reviews

$1024.25
Average price / night
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boutique hotels in Lake Michigan
Hotel
1411 East 53rd Street, Hyde Park, Chicago, IL 60615, USA

As you explore our boutique hotel, you'll find beautiful artwork inspired by the local community at every turn. This space is designed to celebrate creativity and invite you into a warm and inviting atmosphere. Plus, you’ll be just a short distance from fantastic attractions like the University of Chicago and the Museum of Science and Industry, making it easy for you to enjoy all that our vibrant neighborhood has to offer. We hope you feel at home here!

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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
4 Baths349.83 ft²
9.1

Exceptional

220 reviews

$2333
Average price / night
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boutique hotels in Lake Michigan
Hotel
155 North Peoria Street, West Loop, Chicago, IL 60607, USA

If you're planning a visit to Chicago, consider staying at the Nobu Hotel Chicago, located just a short 1.5 km from Union Station. This hotel offers a welcoming atmosphere with a cozy bar and convenient private parking for guests. You can enjoy delicious meals at their on-site restaurant and maintain your fitness routine at the well-equipped fitness center. Whether you’re traveling for business or leisure, the Nobu Hotel aims to make your stay comfortable and enjoyable.

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  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
5 Baths676.59 ft²
9

Exceptional

375 reviews

$440
Average price / night
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boutique hotels in Lake Michigan
Hotel
228 East Ontario Street, Streeterville, Chicago, IL 60611, USA

Welcome to our cozy boutique hotel, nestled in the heart of downtown Chicago, right next to the vibrant Magnificent Mile. Here, you’ll find a variety of shops, restaurants, and entertainment options just a short walk away. We’re proud to offer delicious dining right here on-site, as well as spacious areas for meetings and gatherings. Whether you're visiting for leisure or work, we aim to make your stay comfortable and enjoyable.

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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
6 Baths324.87 ft²
8.7

Exceptional

305 reviews

$277
Average price / night
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boutique hotels in Lake Michigan
Hotel
411 East Mason Street, Milwaukee, WI 53202, USA

Welcome to Hotel Metro, a charming Art Deco-inspired hotel located right in the heart of downtown Milwaukee. If you're looking to explore, the Milwaukee Art Museum and the beautiful Lake Michigan waterfront are just a short 15-minute walk away. We take pride in offering delicious dining options to make your stay even more enjoyable. Whether you're here for leisure or business, we’re committed to providing a comfortable and welcoming experience for everyone.

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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
1 Baths301.39 ft²
7.5

Exceptional

52 reviews

$251.33
Average price / night
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boutique hotels in Lake Michigan
Hotel
500 West Florida Street, Milwaukee, WI 53204, USA

Nestled just a few blocks from the Wisconsin Center, our charming boutique hotel offers a warm and welcoming atmosphere in a beautifully renovated warehouse that has stood for over a century. We pride ourselves on providing thoughtful amenities to ensure your stay is comfortable and enjoyable. Plus, we're conveniently located across the bridge from the Harley-Davidson Museum, making it easy to explore everything our vibrant city has to offer. Whether you're here for business, leisure, or a little of both, we're excited to be part of your journey.

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  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
7 Baths464.38 ft²
8.8

Exceptional

362 reviews

$461.18
Average price / night
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boutique hotels in Lake Michigan
Hotel
800 North Michigan Avenue, Chicago, IL 60611, USA

Welcome to the Park Hyatt Chicago, nestled in the vibrant Gold Coast neighborhood of downtown Chicago. Here, you’ll find a warm and welcoming atmosphere where sophistication meets comfort. Our hotel is not just about luxury; it's about creating memorable experiences for everyone who walks through our doors. We take pride in showcasing beautiful art and providing modern amenities that cater to your needs. Whether you're visiting for business or leisure, our friendly staff is here to ensure you feel at home and have everything you need for a pleasant stay. We look forward to welcoming you!

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  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
14 Baths528.97 ft²
9.2

Exceptional

86 reviews

$1043.67
Average price / night
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boutique hotels in Lake Michigan
Hotel
401 North Wabash Avenue, River North, Chicago, IL 60611, USA

Experience breathtaking views from every corner of our hotel, a remarkable 92-story building made of stainless steel and tinted glass. Situated along the Chicago River, right by the Loop and North Michigan Avenue, our landmark offers a welcoming space where everyone can feel at home while enjoying the beauty of the city. Whether you’re here for business or pleasure, we strive to create an atmosphere that caters to your needs and enhances your stay.

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  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Highly Rated
    Highly Rated
  • Ocean View
20 Baths912.78 ft²
9.2

Exceptional

1289 reviews

$716.25
Average price / night
Check Availability
boutique hotels in Lake Michigan
Hotel
455 North Park Drive, Streeterville, Chicago, IL 60611, USA

Welcome to the newly opened Loews Chicago in the vibrant Streeterville neighborhood! Our hotel offers a comfortable stay with 400 guest rooms and 25 spacious suites, perfect for families, business travelers, and anyone seeking a relaxing getaway. At our lobby bar, ETA, you can unwind with a drink or snack, while Chef Jose Garces’ Rural Society invites you to enjoy delicious meals inspired by local flavors. For those planning events, we have expansive meeting spaces designed to accommodate gatherings of all sizes. After a busy day, take some time for yourself at our luxurious spa, where you can indulge in rejuvenating treatments. We look forward to welcoming you and ensuring your experience is enjoyable and memorable!

Show more
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
21 Baths550.66 ft²
8.9

Exceptional

1230 reviews

$297.53
Average price / night
Check Availability
boutique hotels in Lake Michigan
Hotel
1215 North 10th Street, Milwaukee, WI 53205, USA

Welcome to the Brewhouse Inn & Suites, a unique place to stay in downtown Milwaukee. Housed in the beautifully restored Pabst brewhouse, our inn celebrates the rich history of brewing in our city while offering modern comforts for all guests. You'll find charming original features blended with contemporary amenities, making it a warm and inviting spot for everyone. Whether you're here for a weekend getaway or an extended stay, we’re dedicated to ensuring you feel right at home. Come experience the heart of Milwaukee’s history in a welcoming environment!

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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
  • Kitchen
    Kitchen
2 Baths455.67 ft²
9

Exceptional

701 reviews

$237.43
Average price / night
Check Availability
boutique hotels in Lake Michigan
Hotel
120 East Delaware, Chicago, IL 60611, USA

Located just a short walk from the vibrant shopping, dining, and entertainment options on Michigan Avenue's Magnificent Mile, this downtown Chicago hotel offers beautiful views of the city skyline. Guests can enjoy a welcoming on-site restaurant and a relaxing spa, all designed to enhance your stay and make you feel at home. Whether you're here for business or leisure, we prioritize your comfort and well-being.

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  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Price Dropped
    Price Dropped
  • Free Cancellation
22 Baths809.86 ft²
8.7

Exceptional

144 reviews

$636.67
Average price / night
Check Availability
boutique hotels in Lake Michigan
Hotel
20 East Chestnut Street, Chicago, IL 60611, USA

Located just a short, two-block walk from the vibrant shopping, dining, and entertainment options of the Magnificent Mile, this welcoming hotel in Chicago's Gold Coast offers a luxurious experience. The building stands 32 stories tall, and guests can enjoy breathtaking views of the city. We strive to create an inviting atmosphere where everyone feels at home.

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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
16 Baths516.67 ft²
8.8

Exceptional

1248 reviews

$327.32
Average price / night
Check Availability
boutique hotels in Lake Michigan
Hotel
225 North Wabash Street, Chicago Loop, Chicago, IL 60601, USA

Welcome to our hotel, nestled in the heart of the vibrant Loop business district along the beautiful Chicago River. Here, we prioritize your comfort and well-being with convenient in-room spa services and a gym that's available for you to use any time, day or night. Plus, we're just a short 9-minute stroll from Millennium Park, where you can enjoy the outdoors and explore the local culture. We’re committed to being eco-friendly, so you can relax knowing that your stay is contributing positively to the environment. We look forward to making your experience as enjoyable and memorable as possible!

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  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
10 Baths411.97 ft²
9.2

Exceptional

1333 reviews

$351.54
Average price / night
Check Availability
boutique hotels in Lake Michigan
Hotel
5300 North River Road, Rosemont, IL 60018, USA

Welcome to the Loews Chicago O'Hare! We’re conveniently located just a few minutes from O'Hare Airport, making your travel experience easier. To help you get around, we offer a free shuttle service that runs 24 hours a day. Our hotel is not just a place to stay; it’s a welcoming space filled with art and creativity. Enjoy live music performances featuring some of the best local talent in Chicago right here at our venue. We’re excited to make your visit enjoyable and memorable!

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  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
  • Highly Rated
    Highly Rated
  • Free Cancellation
10 Baths406.88 ft²
8.9

Exceptional

717 reviews

$249.67
Average price / night
Check Availability
boutique hotels in Lake Michigan
Hotel
10 South Wabash Avenue, Chicago Loop, Chicago, IL 60603, USA
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
9 Baths328.9 ft²
8.7

Exceptional

834 reviews

$242.04
Average price / night
Check Availability
boutique hotels in Lake Michigan
Hotel
2018 W North Avenue, Wicker Park, Chicago, IL 60647, USA

Nestled in the vibrant Wicker Park neighborhood of Chicago, our historic hotel is just a short 3-mile drive from the bustling shopping, dining, and entertainment options on the Magnificent Mile. Here, you can enjoy delicious meals right on-site, along with complimentary Wi-Fi to stay connected during your stay. We prioritize your comfort and convenience, making sure you feel right at home while exploring all that this amazing city has to offer.

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
14 Baths377.5 ft²
8.8

Exceptional

249 reviews

$423.33
Average price / night
Check Availability
boutique hotels in Lake Michigan
Hotel
11 East Walton, Chicago, IL 60611, USA
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Highly Rated
    Highly Rated
  • Ocean View
5 Baths852.83 ft²
9.5

Exceptional

137 reviews

$694.5
Average price / night
Check Availability
boutique hotels in Lake Michigan
Hotel
12 South Michigan Avenue, Chicago Loop, Chicago, IL 60603, USA
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
12 Baths328.3 ft²
8.4

Exceptional

231 reviews

$309
Average price / night
Check Availability
boutique hotels in Lake Michigan
Hotel
233 East Ontario, Streeterville, Chicago, IL 60611, USA
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
4 Baths573.56 ft²
8.5

Exceptional

1556 reviews

$310.75
Average price / night
Check Availability
boutique hotels in Lake Michigan
Hotel
122 West Monroe, Chicago Loop, Chicago, 60603, USA
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
15 Baths349.47 ft²
8.8

Exceptional

194 reviews

$911
Average price / night
Check Availability

Most booked boutique hotels with Entertainment in Lake Michigan

boutique hotels in Lake Michigan
701 North Michigan Avenue, Streeterville, Chicago, IL 60611, United States of America
7.5
7011 reviews
From $123
boutique hotels in Lake Michigan
75A East Wacker Drive, Chicago Loop, Chicago, IL 60601, United States of America
8.4
5270 reviews
From $2297
boutique hotels in Lake Michigan
111 West Adams Street, Chicago Loop, Chicago, IL 60603, United States of America
8.1
4725 reviews
From $1948

Budget Boutique Hotels with Entertainment in Lake Michigan

boutique hotels in Lake Michigan
2308 West Wisconsin Avenue, Milwaukee, WI 53233, United States of America
8.6
919 reviews
From $101.97
boutique hotels in Lake Michigan
701 North Michigan Avenue, Streeterville, Chicago, IL 60611, United States of America
7.5
7011 reviews
From $123
boutique hotels in Lake Michigan
19 East Ohio Street, River North, Chicago, IL 60611, United States of America
7.4
3097 reviews
From $125

Compare the Top Boutique Hotels with Entertainment in Lake Michigan – Addresses, Prices, Stars, Rating, and Review Count

Hotel Name Address Price ($)Star Rating Review Count Book
The Publishing House Bed and Breakfast108 North May Street, West Loop, Chicago, IL 60607, USA13949.439
Kinn Guesthouse Downtown600 North Broadway, Milwaukee, WI 53202, USA205.0459.1612
The Guesthouse Hotel4872 North Clark, Chicago, IL 60640, USA25249.5180
Kinn Guesthouse Bay View2535 South Kinnickinnic Avenue, Milwaukee, WI 53207, USA213.639131
The Pfister Hotel424 East Wisconsin Avenue, Milwaukee, 53202, USA238.4649.5774
The Langham Chicago330 North Wabash Avenue, River North, Chicago, IL 60611, USA1024.2559.4333
Sophy Hyde Park1411 East 53rd Street, Hyde Park, Chicago, IL 60615, USA233349.1220
Nobu Hotel Chicago155 North Peoria Street, West Loop, Chicago, IL 60607, USA44059375
Hotel EMC2, Autograph Collection228 East Ontario Street, Streeterville, Chicago, IL 60611, USA27748.7305
Hotel Metro, Autograph Collection411 East Mason Street, Milwaukee, WI 53202, USA251.3347.552
The Iron Horse Hotel500 West Florida Street, Milwaukee, WI 53204, USA461.1848.8362
Park Hyatt Chicago800 North Michigan Avenue, Chicago, IL 60611, USA1043.6759.286
Trump International Hotel & Tower Chicago401 North Wabash Avenue, River North, Chicago, IL 60611, USA716.2559.21289
Loews Chicago Hotel455 North Park Drive, Streeterville, Chicago, IL 60611, USA297.5348.91230
Brewhouse Inn and Suites1215 North 10th Street, Milwaukee, WI 53205, USA237.4339701
Four Seasons Chicago120 East Delaware, Chicago, IL 60611, USA636.6758.7144
Sofitel Chicago Magnificent Mile20 East Chestnut Street, Chicago, IL 60611, USA327.3258.81248
L7 Chicago by LOTTE225 North Wabash Street, Chicago Loop, Chicago, IL 60601, USA351.5449.21333
Loews Chicago O'Hare Hotel5300 North River Road, Rosemont, IL 60018, USA249.6748.9717
Silversmith Hotel Chicago Downtown10 South Wabash Avenue, Chicago Loop, Chicago, IL 60603, USA242.0448.7834
The Robey, Chicago, a Member of Design Hotels2018 W North Avenue, Wicker Park, Chicago, IL 60647, USA423.3348.8249
Waldorf Astoria Chicago11 East Walton, Chicago, IL 60611, USA694.559.5137
Chicago Athletic Association, part of Hyatt12 South Michigan Avenue, Chicago Loop, Chicago, IL 60603, USA30948.4231
Ivy Boutique Hotel233 East Ontario, Streeterville, Chicago, IL 60611, USA310.7548.51556
Kimpton Gray Hotel Chicago, an IHG Hotel122 West Monroe, Chicago Loop, Chicago, 60603, USA91148.8194

Note: The prices for each boutique hotels in Lake Michigan 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.

Top 8 Attractions Near Lake Michigan, USA

Luxury Beaches: Experience the sun-kissed shores and pristine waters of Lake Michigan's luxury beaches, perfect for enjoying a relaxing day during your boutique stay in Lake Michigan, USA.

Indiana Dunes National Park: Explore over 15 miles of stunning sandy beaches, towering dunes, and diverse ecosystems at Indiana Dunes National Park, an ideal spot for outdoor enthusiasts during your getaway.

Mackinac Island: Step back in time on Mackinac Island, where horse-drawn carriages replace cars, making it a charming destination to visit when you choose a luxury or boutique stay in Lake Michigan, USA.

Chicago’s Millennium Park: Stroll through Millennium Park in Chicago, home to iconic art installations like Cloud Gate and serene gardens, providing a vibrant backdrop for your luxury escape near Lake Michigan.

Sleeping Bear Dunes National Lakeshore: Discover breathtaking views and adventurous trails along the scenic coast of Sleeping Bear Dunes National Lakeshore, a must-see for nature lovers lodging in the area.

Wine Tours in Traverse City: Indulge in delightful wine tours in Traverse City, surrounded by picturesque vineyards and wineries that elevate your gourmet experience while enjoying a boutique stay in Lake Michigan, USA.

Sheboygan's Blue Harbor Resort: Immerse yourself in relaxation at Sheboygan's Blue Harbor Resort, which features a luxurious spa and water park, ensuring your comfort during your vacation in Lake Michigan.

Navy Pier: Visit Navy Pier in Chicago for family-friendly fun, dining options, and entertainment, making it a lively addition to your itinerary while you enjoy a luxury or boutique stay in Lake Michigan, USA.

Frequently Asked Questions