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Our top choices for Kenwood hotels

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 9.6 km from Kenwood
8.0 out of 10, Very good, (2661)
"It's an excellent place."
United States
Jose
The price is Rp979.583
Rp1.444.785 total
includes taxes & fees
4 Jan - 5 Jan 2026
Freehand Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 7.7 km from Kenwood
8.0 out of 10, Very good, (9698)
"Wonderful stay!"
United States
Zach
The price is Rp3.935.075
Rp4.619.611 total
includes taxes & fees
31 Dec - 1 Jan 2026
Congress Plaza Hotel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 9.6 km from Kenwood
8.6 out of 10, Excellent, (2990)
"Great place to stay"
United States
Elisha
The price is Rp1.440.070
Rp1.690.499 total
includes taxes & fees
22 Jan - 23 Jan 2026
Aloft Chicago Mag Mile

River Hotel

River Hotel
4.0 star property
The Loop, 9.1 km from Kenwood
8.8 out of 10, Excellent, (4868)
"Clean friendly hotel "
United States
maria
The price is Rp1.366.392
Rp1.604.007 total
includes taxes & fees
10 Jan - 11 Jan 2026
River Hotel

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 9.2 km from Kenwood
9.4 out of 10, Exceptional, (2277)
"Great staff and restaurants!!"
United States
Abigale
The price is Rp1.414.283
Rp2.230.395 total
includes taxes & fees
20 Jan - 21 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 9.4 km from Kenwood
8.2 out of 10, Very good, (2762)
"Excellent place to stay "
United States
Teniesha
The price is Rp1.385.146
Rp2.117.490 total
includes taxes & fees
6 Jan - 7 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 9.7 km from Kenwood
9.0 out of 10, Wonderful, (1057)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
The price is Rp1.641.010
Rp2.417.849 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hyatt Centric Chicago Magnificent Mile

The Wade

The Wade
4.5 star property
Streeterville, 9.6 km from Kenwood
8.4 out of 10, Very good, (1541)
"Great staff and great location. "
United States
Joe
The price is Rp1.557.285
Rp1.828.095 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Wade

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 9.5 km from Kenwood
8.8 out of 10, Excellent, (2209)
"It was a beautiful stay "
United States
Donald
The price is Rp1.428.014
Rp1.676.346 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 8.8 km from Kenwood
9.2 out of 10, Wonderful, (1908)
"Great hotel"
United States
Chris
The price is Rp1.429.318
Rp2.177.715 total
includes taxes & fees
3 Jan - 4 Jan 2026
Arlo Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Magnificent Mile, 9.8 km from Kenwood
8.4 out of 10, Very good, (3015)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is Rp1.043.214
Rp1.715.860 total
includes taxes & fees
25 Jan - 26 Jan 2026
Warwick Allerton - Chicago

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 10.3 km from Kenwood
8.2 out of 10, Very good, (3814)
"Hotel stay was excellent, great dining options walkable, easy parking "
United States
Jason
The price is Rp1.281.806
Rp1.504.713 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Whitehall Hotel, BW Premier Collection

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
River North, 9.6 km from Kenwood
8.6 out of 10, Excellent, (4282)
"Amazing staff and perfect location "
United States
Brandi
The price is Rp1.304.436
Rp1.531.277 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 9.1 km from Kenwood
8.8 out of 10, Excellent, (2016)
"Great stay"
United States
Kramer
The price is Rp1.366.392
Rp1.604.007 total
includes taxes & fees
10 Jan - 11 Jan 2026
Club Quarters Hotel Wacker at Michigan, Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 7.5 km from Kenwood
8.4 out of 10, Very good, (2422)
"What a great stay!!"
United States
Alejandra
The price is Rp2.045.904
Rp2.893.154 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hilton Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 8.4 km from Kenwood
8.8 out of 10, Excellent, (3331)
"Great hotel "
United States
Anthony
The price is Rp1.392.514
Rp1.634.673 total
includes taxes & fees
29 Dec - 30 Dec
Club Quarters Hotel, Central Loop, Chicago

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 9 km from Kenwood
9.4 out of 10, Exceptional, (4119)
"Great hotel"
United States
Richard
The price is Rp1.791.715
Rp2.103.294 total
includes taxes & fees
2 Jan - 3 Jan 2026
citizenM Chicago Downtown

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 8.5 km from Kenwood
9.0 out of 10, Wonderful, (2316)
"Very nice clean hotel! "
United States
Jodee
The price is Rp1.653.904
Rp2.360.040 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hyatt Centric The Loop Chicago

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 11.1 km from Kenwood
9.0 out of 10, Wonderful, (1493)
"Nice stay"
United States
Michelle
The price is Rp1.084.741
Rp1.764.843 total
includes taxes & fees
18 Jan - 19 Jan 2026
Claridge House Chicago, Tapestry Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 9 km from Kenwood
9.4 out of 10, Exceptional, (3397)
"The Hotel was amazing great location "
United States
Donnisha
The price is Rp2.411.280
Rp3.322.068 total
includes taxes & fees
20 Jan - 21 Jan 2026
Hyatt Regency Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Where to stay in Kenwood

Find the best Kenwood areas for the activities you enjoy most. Learn more about Kenwood
Learn more about Kenwood

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).

Top Kenwood Hotel Reviews

Find out more about Kenwood

Top reasons to visit Kenwood

  • Family-Friendly Outdoor Activities: Kenwood boasts numerous parks and recreational areas, perfect for family outings and outdoor adventures.
  • Cultural Enrichment: Engage in art discussions and explore the local heritage, making it a culturally stimulating destination.
  • Architectural Beauty: Stroll through affluent streets filled with stunning historic homes and intricate designs.
  • Diverse Accommodations: Enjoy a variety of lodging options, from charming hotels to inviting bed & breakfasts, catering to all travellers.
  • Vibrant Local Atmosphere: Experience the friendly community and indulge in local cuisine while soaking up the lively environment.

Find great hotels near Kenwood

Experience a delightful stay in Kenwood, Chicago, where a variety of accommodations await, including charming hotels and inviting bed & breakfasts. Perfectly suited for both leisure and business travellers, many properties offer essential amenities such as air conditioning and pet-friendly options. Embrace a warm and inclusive atmosphere, designed to ensure everyone feels welcome. Discover your ideal home away from home in this vibrant neighbourhood.

  • Congress Plaza Hotel: Nestled in the heart of Chicago, Congress Plaza Hotel offers a blend of historical charm and modern convenience. This 3.5-star hotel is perfect for travellers seeking a shopping and business-centric experience, being situated in a vibrant shopping district. Guests appreciate the hotel’s classic architecture and comfortable accommodations, alongside amenities that facilitate both work and leisure. Whether you're in town for business or leisure, the Congress Plaza Hotel provides a welcoming atmosphere and easy access to the city’s attractions.
  • Club Quarters Hotel, Central Loop, Chicago: This 4-star hotel combines comfort and style, catering to business and leisure travellers alike. Located in a bustling shopping district, Club Quarters Hotel is not only central but also pet-friendly, allowing you to bring your furry companions along. The hotel features thoughtful amenities such as food and water bowls for pets and a welcoming atmosphere for all guests. Its modern design and excellent service make it an ideal choice for those who desire a blend of convenience and comfort while exploring the Windy City.
  • InterContinental Chicago Magnificent Mile by IHG: Experience luxury at its finest with the 4.5-star InterContinental Chicago, located mere miles from Kenwood. This prestigious hotel is perfect for families looking for a luxurious vacation, offering child-friendly amenities such as window guards for added safety. Situated in a prime shopping district, guests enjoy easy access to high-end retail and dining options. With its elegant rooms and exceptional service, the InterContinental Chicago promises a memorable stay filled with comfort and sophistication.

Where to stay near Kenwood

Kenwood, a charming neighbourhood in Chicago, offers an enriching experience for families and outdoor enthusiasts alike. Explore the area's affluent streets adorned with stunning architectural beauty and intricate details. Venture into nearby urban settings to soak up the vibrant atmosphere of friendly locals and scenic parks, ensuring an authentic Chicago experience. Whether you're enjoying a leisurely stroll or indulging in local cuisine, Kenwood promises a delightful blend of city charm and family-friendly vibes.

  • Chicago: As a vibrant metropolis, Chicago is a city that pulsates with life and culture. Kenwood, located within this dynamic urban landscape, offers easy access to an abundance of attractions. The city experiences a steady influx of tourists year-round, with peak visitation during the summer months. Chicago is famed for its diverse experiences that cater to families and outdoor enthusiasts alike. Visitors can indulge in shopping, enjoy arena entertainment, and immerse themselves in the theatre scene. Key landmarks such as sports facilities and urban parks are just a stone’s throw away, ensuring a fulfilling travel experience.
  • Downtown Chicago: Situated a mere 9.7km from Kenwood, Downtown Chicago boasts a bustling atmosphere brimming with excitement. This iconic neighbourhood attracts a steady stream of visitors throughout the year, particularly from July to September. The area is perfect for families and city explorers, featuring a variety of shopping districts, arena entertainment venues, and theatres. Notable attractions like the tourist precinct and urban parks provide ample opportunities for relaxation and recreation. A stroll through Downtown Chicago allows you to soak in the stunning architecture and vibrant street life.
  • North Kenwood: Just 483m from Kenwood, North Kenwood is a charming neighbourhood that offers a unique local experience. The flow of tourists remains consistent year-round, with peak visits in the warmer months. This area is popular for family outings and outdoor activities, with access to educational venues and recreational spaces. Visitors can explore urban parks and cultural centres, which highlight the rich heritage of the neighbourhood. North Kenwood’s proximity to Kenwood makes it an excellent spot for those looking to delve deeper into local culture while enjoying the vibrant community atmosphere.

Things to do near Kenwood

Kenwood offers a delightful blend of family-friendly outdoor activities and vibrant city experiences. Visitors can engage in educational pursuits, explore an entertainment arena, and enjoy shopping in the local area. A highlight for art enthusiasts is the opportunity to participate in art discussions, making it a culturally enriching destination for those looking to immerse themselves in the community's creative spirit.

Shopping

In Kenwood, indulge in shopping at the Chicago Place Mall, a vibrant shopping centre 9.7km away, and the Shops at North Bridge, also 9.7km distant, offering a mix of entertainment and family-friendly vibes. Don't miss the Maxwell Street Market, a lively public market 8.0km away, perfect for unique finds.

Recreation

Explore Wrigley Field for an exhilarating sports experience, immersing yourself in the vibrant atmosphere. For music enthusiasts, Lincoln Hall offers captivating performances in a lively setting. Enjoy a round of golf at MetroGolf Illinois Center, where you can unwind amidst beautiful outdoor surroundings.

Adventure

Embark on a scenic hike along the Salt Creek Trail, located 19.3km from Kenwood, where you can soak in the beautiful outdoors. For a thrilling day of water fun, visit Rainbow Falls Waterpark, situated 40.2km away, or Deep River Water Park, 48.3km away, both offering family-friendly entertainment.

Nightlife

Experience the vibrant nightlife of Kenwood by catching a captivating show at the Chicago Theatre, just 8.0km away, or enjoy a family-friendly film at the Film Row Cinema, located 6.4km from the area. For a thrilling adventure, explore the Amazing Chicago's Funhouse Maze, 9.7km distant.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Kenwood

To save money during your visit to Kenwood, consider travelling between December and February when accommodation prices are lower, particularly on Mondays. Avoid Saturdays, which tend to be the most expensive. Use Expedia’s search tool to find budget-friendly hotels and consider filtering for eco-certified options. Additionally, combining your hotel, flights, and activities into a package can lead to further savings. Lastly, take advantage of free activities and affordable public transport to explore the area without stretching your budget.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Kenwood are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Kenwood is Monday. The most expensive day to stay around Kenwood is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can sort your results by price, displaying the most affordable hotels at the top. Additionally, you have the option to refine your choices by hotel type; for instance, selecting the “Eco-certified” filter will showcase sustainable and environmentally-friendly hotels available for booking.
  • Consider bundling your trip: You can save money by combining your Kenwood hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Kenwood

Kenwood is an excellent destination for families seeking outdoor adventures and city-themed experiences. Visitors can explore a variety of attractions, including urban parks, historic houses, and esteemed colleges and universities. The area offers a rich cultural experience, making it ideal for those looking to immerse themselves in the local heritage while enjoying a family-friendly environment.

  • McCormick Place: A premier event venue, McCormick Place is renowned for its expansive exhibition spaces and modern facilities. Located 4.8km from Kenwood, it offers a dynamic atmosphere perfect for conferences and exhibitions, making it a hub for business and networking.
  • University of Chicago: A prestigious institution steeped in history, the University of Chicago is only 1.6km from Kenwood. Its stunning Gothic architecture and vibrant campus culture provide a unique blend of academic excellence and artistic expression.
  • Washington Park: Situated 1.6km from Kenwood, Washington Park is a delightful urban park ideal for families. With its lovely green spaces, playgrounds, and walking paths, it offers a refreshing escape for outdoor enthusiasts and city dwellers alike.

Best time to go to Kenwood

The best time to visit Kenwood can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Kenwood falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around Kenwood falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudySlightly LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly LowAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnyAverageSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnySlightly HighAverage
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyAverageSlightly Low

The nearest major airports for your trip to Kenwood

Getting to Kenwood, Chicago, is convenient with access to several major airports. Chicago O'Hare International Airport (ORD) is approximately 32.2km away, with nearby accommodations such as the Hilton Chicago O'Hare Airport and Eaglewood Resort and Spa, both offering easy transport options. Midway International Airport (MDW), located around 12.9km from Kenwood, features hotels like the InterContinental Chicago Magnificent Mile and Fairmont Chicago at Millennium Park. For those considering Chicago Executive Airport (PWK), situated about 41.8km away, options include Crowne Plaza Chicago O'Hare Hotel & Conference Centre and Sheraton Suites Chicago O'Hare, providing shuttle services for easy airport access.

Frequently asked questions

What's it like in Kenwood?
Kenwood is a neighbourhood that people enjoy for its beautiful lakeside setting. Looking for sights you might find in a travel guide about Kenwood? Consider a visit to Lake Michigan while you're in the neighbourhood.
How many hotels should I expect to find in Kenwood?
If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 22 Kenwood hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Kenwood, will I receive a refund?
Yes, most hotel room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of your booking. Plug in your dates, click on "Search", then use the filter option "fully refundable" to get the top deals on offer in Kenwood.
What are the top things to see and do in Kenwood?
Some landmarks in Kenwood that you won't want to miss include Obama's House, Barack Obama Residence and Elijah Muhammad House. Lake Michigan and 4944 S Woodlawn Ave are also a couple of places to visit in the neighbourhood. Kam Isaiah Israel Congregation, Rainbow-PUSH Headquarters and Muddy Waters' House are just a few of the places to visit in and around Kenwood. Hyde Park Art Center and 49th Street Beach are also worth a visit when you're out sightseeing in Chicago.
How can I get around Kenwood and the greater Chicago area?
If you want to head out of town, you can hop aboard a train at Chicago 47th Street Station (Kenwood).