Kenwood hotels in Chicago from HK$539

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Our top choices for Kenwood hotels

Eurostars Magnificent Mile

4.0 star property
River North, 9.9 km from Kenwood
9.0 out of 10, Wonderful, (3154)
"Amazing and will be staying again!"
United States
Angie
The price is HK$729
HK$855 total
includes taxes & fees
7 Jan - 8 Jan 2026
Eurostars Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Streeterville, 9.5 km from Kenwood
8.8 out of 10, Excellent, (2184)
"Nice Hotel"
United States
Alan
The price is HK$695
HK$816 total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Chicago - Magnificent Mile

River Hotel

4.0 star property
The Loop, 9.1 km from Kenwood
8.8 out of 10, Excellent, (4852)
"Location of the Hotel is very nice and the hotel is very clean."
United States
Khaing
The price is HK$635
HK$745 total
includes taxes & fees
22 Dec - 23 Dec
River Hotel

citizenM Chicago Downtown

4.0 star property
Theatre District, 9 km from Kenwood
9.4 out of 10, Exceptional, (4101)
"Great stay"
United States
Ericka
The price is HK$833
HK$977 total
includes taxes & fees
14 Dec - 15 Dec
citizenM Chicago Downtown

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, (2263)
"Smooth check in and beautiful hotel"
United States
Monique
The price is HK$697
HK$1,083 total
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Streeterville, 10.3 km from Kenwood
9.0 out of 10, Wonderful, (3457)
"Great place to stay "
United States
RaShawna
The price is HK$823
HK$966 total
includes taxes & fees
15 Dec - 16 Dec
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago

4.0 star property
The Loop, 7.5 km from Kenwood
8.4 out of 10, Very good, (2365)
"We had a great stay and will be back again."
United States
Amber
The price is HK$887
HK$1,269 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Chicago

Aloft Chicago Mag Mile

3.0 star property
Streeterville, 9.6 km from Kenwood
8.6 out of 10, Excellent, (2956)
"Great location and great staff!!"
United States
lynne
The price is HK$646
HK$758 total
includes taxes & fees
22 Dec - 23 Dec
Aloft Chicago Mag Mile

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
West Loop, 8.2 km from Kenwood
8.4 out of 10, Very good, (1009)
"Amazing staff clean and secure hotel "
United States
Aniyah
The price is HK$786
HK$1,016 total
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn & Suites Chicago - Downtown by IHG

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
River North, 9.6 km from Kenwood
8.4 out of 10, Very good, (4237)
"Staff were amazing."
United States
Debra
The price is HK$638
HK$749 total
includes taxes & fees
18 Dec - 19 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.1 km from Kenwood
9.0 out of 10, Wonderful, (1751)
"The location was great!!"
United States
Yvette
The price is HK$665
HK$781 total
includes taxes & fees
14 Dec - 15 Dec
Crowne Plaza Chicago West Loop by IHG

Silversmith Hotel Chicago Downtown

4.0 star property
Theatre District, 8.5 km from Kenwood
9.2 out of 10, Wonderful, (2117)
"Great hotel. Very affordable for such a perfect location."
United States
Nicholas
Silversmith Hotel Chicago Downtown

FOUND Hotel Chicago River North

2.0 star property
River North, 9.8 km from Kenwood
8.4 out of 10, Very good, (366)
"Good place, good location, friendly staff and a great bar! "
United States
Georgi
The price is HK$459
HK$539 total
includes taxes & fees
5 Jan - 6 Jan 2026
FOUND Hotel Chicago River North

Freehand Chicago

4.0 star property
River North, 9.6 km from Kenwood
8.0 out of 10, Very good, (2633)
"The room was spotless and the staff where great!"
United States
Maria
The price is HK$479
HK$700 total
includes taxes & fees
6 Jan - 7 Jan 2026
Freehand Chicago

Congress Plaza Hotel

3.5 star property
The Loop, 7.7 km from Kenwood
8.0 out of 10, Very good, (9648)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is HK$1,066
HK$1,251 total
includes taxes & fees
30 Dec - 31 Dec
Congress Plaza Hotel

Hotel Riu Plaza Chicago

4.0 star property
Streeterville, 9.7 km from Kenwood
9.4 out of 10, Exceptional, (2948)
"Excellent stay great location and great rooms"
United States
Joseph
The price is HK$770
HK$1,123 total
includes taxes & fees
15 Dec - 16 Dec
Hotel Riu Plaza Chicago

Hyatt Centric The Loop Chicago

4.0 star property
Theatre District, 8.5 km from Kenwood
9.0 out of 10, Wonderful, (2278)
"Very nice clean hotel! "
United States
Jodee
The price is HK$865
HK$1,016 total
includes taxes & fees
21 Dec - 22 Dec
Hyatt Centric The Loop Chicago

Palmer House a Hilton Hotel

4.0 star property
Theatre District, 8.4 km from Kenwood
8.4 out of 10, Very good, (2125)
"Loved and enjoyed our stay"
United States
Luis
The price is HK$798
HK$1,131 total
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel

Best Western River North Hotel

2.5 star property
River North, 9.7 km from Kenwood
7.8 out of 10, Good, (1025)
"Loved it will be back. "
United States
Antonio
The price is HK$669
HK$785 total
includes taxes & fees
10 Dec - 11 Dec
Best Western River North Hotel

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
The Loop, 9.1 km from Kenwood
9.4 out of 10, Exceptional, (3436)
"Great Hotel!"
United States
Siranush
The price is HK$1,014
HK$1,191 total
includes taxes & fees
4 Jan - 5 Jan 2026
LondonHouse Chicago, Curio Collection by Hilton
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.

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

  • Architectural Beauty: Kenwood boasts stunning homes with intricate designs, showcasing the neighbourhood's historical significance.
  • Cultural Experiences: The area offers vibrant art discussions and educational opportunities, perfect for culture enthusiasts.
  • Outdoor Adventures: Explore urban parks and scenic landscapes, ideal for families and outdoor lovers.
  • Family-Friendly Activities: Kenwood provides a delightful mix of attractions catering to visitors of all ages.
  • Diverse Accommodation: Enjoy a range of lodgings, from cosy bed and breakfasts to modern hotels, all welcoming to various guests.

Find great hotels near Kenwood

Experience the charm of Kenwood, Chicago, with a variety of accommodation options tailored to meet your every need. Whether you prefer a cosy bed and breakfast or a modern hotel, you'll find pet-friendly and LGBTQIA welcoming establishments. Many properties feature air conditioning and are set in attractive apartment buildings, ensuring a comfortable stay while you explore this vibrant neighbourhood.

  • Congress Plaza Hotel: Nestled within the vibrant shopping district, the Congress Plaza Hotel is a 3.5-star property that caters to both business and leisure travellers. Located 8.0km from Kenwood, this hotel is ideal for those who appreciate the convenience of retail therapy during their stay. Guests can enjoy spacious rooms equipped with modern amenities, along with on-site dining options. The hotel’s proximity to major attractions makes it a perfect base for exploring the city while indulging in a business-friendly atmosphere.
  • Hyatt Regency Chicago: A 4-star haven situated 9.7km from Kenwood, the Hyatt Regency Chicago embraces a nature-themed aesthetic while being a welcoming space for LGBTQIA travellers. This hotel provides a serene escape in the heart of the city, complete with lush gardens and ample green space. Guests will appreciate the contemporary rooms and state-of-the-art facilities, including a fitness centre and multiple dining options that cater to diverse palates. The hotel's commitment to inclusivity makes it a standout choice for anyone seeking a progressive and comfortable stay.
  • Best Western Grant Park Hotel: Located 6.4km from Kenwood, the Best Western Grant Park Hotel is an excellent choice for families seeking a shopping-friendly experience. This hotel offers a range of amenities tailored for children, such as free cribs and window guards, ensuring a safe environment for younger guests. With a strategic location near shopping venues and local attractions, families will find convenience and comfort in this welcoming accommodation. The friendly staff and family-oriented services make it an ideal retreat for parents travelling with children.

Where to stay near Kenwood

Kenwood, an affluent neighbourhood in Chicago, offers a delightful blend of architectural beauty and urban charm. Wander through its picturesque streets, where stunning homes showcase intricate designs and historical significance. Nearby attractions provide an authentic Chicago experience, perfect for families and outdoor enthusiasts alike. Explore the vibrant atmosphere of surrounding areas, where friendly locals and scenic landscapes create an inviting backdrop for memorable vacations.

  • Chicago: As a vibrant metropolis, Chicago offers an exhilarating blend of urban experiences. Kenwood is nestled within this dynamic city, making it a perfect base for exploration. Chicago's traveller numbers remain consistent throughout the year, with a peak in the summer months. Visitors are drawn to its family-friendly attractions, outdoor spaces, and city-themed experiences. Highlights include bustling shopping areas, renowned theatres, and impressive sports stadiums. Furthermore, the city’s urban parks provide a refreshing escape amidst the urban landscape, making it an ideal destination for all types of travellers.
  • Downtown Chicago: Located a mere 9.7km from Kenwood, Downtown Chicago is the heart of the city, brimming with life and excitement. This neighbourhood sees a surge in visitors from July to September, as families and city enthusiasts flock to its numerous attractions. With exceptional shopping options, lively entertainment venues, and cultural hotspots, Downtown Chicago is a must-visit. The area is home to iconic landmarks and urban parks, providing ample opportunities for leisure and exploration. The vibrant atmosphere ensures that visitors can enjoy a variety of outdoor and city-themed experiences.
  • South Side: Just 1.1km from Kenwood, the South Side of Chicago is renowned for its rich cultural heritage and diverse attractions. Travellers often visit this neighbourhood for family outings, business events, and city-themed experiences. The South Side is home to artistic venues, recreational areas, and several museums that showcase the area's historical significance. With a peak in visitor numbers during spring and summer, this area offers an engaging environment, blending leisure with a touch of local culture. Nature reserves and sports facilities further enhance the appeal, making it a delightful spot to explore.

Things to do near Kenwood

Kenwood offers a delightful mix of family-friendly activities, outdoor adventures, and urban experiences. Visitors can explore educational opportunities, enjoy arena entertainment, and indulge in shopping. A particular highlight is the vibrant art discussions, making it a perfect destination for culture enthusiasts. Whether you're seeking relaxation or excitement, Kenwood's diverse attractions cater to all tastes.

Shopping

Chicago Place Mall, located 9.7km from Kenwood, offers a vibrant shopping experience with family-friendly vibes. For a mix of business and entertainment, Shops at North Bridge, also 9.7km away, is ideal. Don't miss Maxwell Street Market, just 8.0km from Kenwood, for a lively public market atmosphere.

Recreation

Wrigley Field, a renowned sports stadium, offers an exhilarating atmosphere, perfect for catching a baseball game. Nearby, the House of Blues Chicago provides a vibrant setting for live music, while Second City delights with its comedic performances, making for a fun-filled family outing.

Adventure

At Deep River Water Park, located 48.3km from Kenwood, enjoy thrilling water slides and family-friendly attractions. Salt Creek Trail, 19.3km away, offers scenic hiking amidst nature's beauty. Meanwhile, Rainbow Falls Waterpark, 40.2km from Kenwood, provides a fun-filled experience with exciting water rides for all ages.

Nightlife

Experience the vibrant nightlife in Kenwood with a visit to the Chicago Theatre, just 8.0km away, or the Arie Crown Theater, 4.8km from Kenwood, both offering a mix of romance and culture. Don't miss the Cadillac Palace Theatre, located 9.7km away, for a captivating evening.

*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 on your trip to Kenwood, consider visiting between December and February, when accommodation prices are at their lowest. Booking your stay on a Monday can also help you avoid the higher Saturday rates. Use Expedia's search tool to find budget-friendly options, including eco-certified hotels, and sort results by price to find the best deals. Additionally, bundling your hotel, flights, and activities can lead to significant savings. Finally, explore the area on foot to enjoy free activities and keep transportation costs down.

  • 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: Utilise Expedia's search tool to refine your preferences, including your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels currently available. To discover the most affordable prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can make significant savings by combining your Kenwood hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Kenwood

Kenwood offers a delightful blend of family-friendly activities and outdoor adventures, making it an ideal destination for city-themed holidays. Visitors can explore a variety of attractions, including urban parks, historic houses, and esteemed colleges and universities. These points of interest provide a rich cultural experience while catering to families and city lovers alike, ensuring a memorable visit for all travellers.

  • McCormick Place: Located 4.8km from Kenwood, McCormick Place is a premier event and conference venue that buzzes with a business atmosphere. It's perfect for those interested in trade shows, conventions, and networking events, showcasing the dynamic spirit of Chicago's corporate scene.
  • University of Chicago: A mere 1.6km away from Kenwood, the University of Chicago exudes cultural charm with its historic architecture and vibrant academic community. Visitors can explore beautiful campus grounds and appreciate the rich history and intellectual legacy that defines this prestigious institution.
  • Grant Park: Situated 8.0km from Kenwood, Grant Park is an expansive urban oasis ideal for families and city dwellers alike. Enjoy leisurely strolls, outdoor concerts, and various public events amidst stunning gardens, making it a quintessential Chicago experience.

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

Travelling to Kenwood, Chicago is convenient with three major airports nearby. Chicago O'Hare International Airport (ORD) is situated 32.2km from Kenwood, with excellent hotel options such as the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hilton Chicago O'Hare Airport, both offering easy access to the airport. Chicago Midway International Airport (MDW) is a closer option, located 12.9km away, featuring luxury stays like the 5-star Nobu Hotel Chicago. Lastly, Chicago Executive Airport (PWK) is 41.8km from Kenwood, with hotels such as the 4-star Embassy Suites by Hilton Chicago North Shore Deerfield nearby. Each airport provides robust transport links for seamless travel.

Explore a world of travel with Expedia

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 21 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).