Kenwood Holidays
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Price found within the past 48 hours. Click for updated prices.
LIVN - West Loop Chicago
Downtown Chicago
€1,479
per person
9 Oct - 15 Oct
found 8 hours ago
Return direct flight included
Warsaw (WAW) to Chicago (ORD)
9.4/10 Exceptional! (229 reviews)
Everything was perfect ! I would highly recommend staying here ! It was so clean and well maintained. Perfect my Solo travel in Chicago. The location was perfect also 20minute walk to most attractions. I will definitely be booking here again in the future.
Thank you :)
Reviewed on 7 Sept 2026
Silversmith Hotel Chicago Downtown
Downtown Chicago
€1,976
per person
9 Oct - 15 Oct
found 8 hours ago
Return direct flight included
Warsaw (WAW) to Chicago (ORD)
9.2/10 Wonderful! (2,381 reviews)
Great location close to millennium park and transit to take you where ever you need. Was nice to be further away from the crazier tourist areas. It is right by the train tracks but we didn’t hear them at all. Definitely would stay again.
Reviewed on 7 Sept 2026
LIVN - Millennium Park Downtown Chicago
Downtown Chicago
€1,774
per person
9 Oct - 15 Oct
found 8 hours ago
Return direct flight included
Warsaw (WAW) to Chicago (ORD)
8.8/10 Excellent! (148 reviews)
Great location; easy check-in. Secure building with great amenities. Highly recommend!
Reviewed on 7 Sept 2026
Eurostars Magnificent Mile
Downtown Chicago
€1,646
per person
9 Oct - 15 Oct
found 8 hours ago
Return direct flight included
Warsaw (WAW) to Chicago (ORD)
9/10 Wonderful! (3,865 reviews)
The hotel is convenient located in the city with beautiful views. The staff was very friendly and helpful. Madeline was awesome when we checked in. The corner room is nice but you can hear the city so if you have a kid probably not ideal. The city is alive all hours of the night, but all around a great hotel.
Reviewed on 7 Sept 2026
Where to stay in Kenwood
Find the best Kenwood areas and neighborhoods for the activities you enjoy most. Learn more about Kenwood
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
Magnificent Mile
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
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.
Lincoln Park
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
Top hotels in Kenwood
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
€126
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (10,310 reviews)
"Great location. Bathroom door really stuck (was legit trapped for a moment) but other than that everything was great!"
Reviewed on 7 Sept 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
€174
5 Oct - 6 Oct
includes taxes & fees
8/10 Very good! (2,180 reviews)
"Great location, clean room, quiet. Great water pressure! Comfortable beds and pillows!"
Reviewed on 7 Sept 2026
Kasa Magnificent Mile Chicago
One Superior Place Chicago IL
9.4/10 Exceptional! (890 reviews)
"Great spot!"
Reviewed on 7 Sept 2026
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.
Frequently asked questions
How much does a Kenwood holiday package cost?
Get set to book, because a trip to Kenwood starts from only €1,479. When you bundle your hotels, flights and car rentals into a package, you'll score the biggest bargains.
How do I get a cheap travel package to Kenwood?
Browse and book everything all in one place with our Kenwood holiday packages. We have incredible bargains on hotels, flights, tours and more that'll keep your travel budget happy and adventurous side satisfied. And, with more than 550 air carriers and 1,000,000 properties globally to pick from, you'll have the flexibility to mix and match.
Where should I stay in Kenwood?
Urban adventurers come from far and wide to see University of Chicago and Chicago Museum of Science and Industry in Kenwood. Book yourself a room within walking distance of these popular attractions and visit them at your leisure.
What are the top hotels in Kenwood?
Get your escape off to a fantastic start by staying at Best Western Plus Hyde Park Chicago Hotel. It's one of most popular properties in Kenwood. Another leading option is Chicago Lake Shore Hotel.
How far in advance should I book my Kenwood holiday?
It's difficult to pick the perfect time for airfares, but we usually say the earlier, the better. Most international journeys on Expedia become available up to a year in advance. If you're booking late, don't stress. Low prices occasionally appear within a few weeks of departure dates.
What does an Expedia Kenwood travel package include?
With Expedia, you can choose a combination of car rentals, hotels and flights to build your ideal Kenwood package. Once you've made your booking, you can add on all the fun stuff like tours and activities. Remember — the more you bundle, the more discounts you'll get!
What should I know before booking a Kenwood travel package?
You'll save plenty with an Expedia travel package. Bundle your flights, rental cars and hotels and enjoy exciting discounts. Hotels aren't your only option, though. Book with us and choose from beachfront villas, creek-side mountain cabins and even glamping tents!
Can I choose my airline with a Kenwood Expedia holiday package?
Expedia offers access to more than 550 partner airlines globally, so you certainly can. Simply choose the carrier you want and craft your ideal Kenwood getaway.
If I'm not able to travel, can I cancel my Kenwood holiday package?
Don't worry if you're rethinking your Kenwood holiday package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We totally get that your circumstances can suddenly change, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.
Stay near popular Kenwood attractions
Barack Obama Residence
You can find out about the history of Chicago with a stop at Barack Obama Residence. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.
Hyde Park Art Center
Enjoy an outing to Hyde Park Art Center during your stay in Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.
Little Black Pearl Academy
Walk around the campus at Little Black Pearl Academy during your stay in Chicago. Wander through the lakeside and beautiful beaches in this family-friendly area.
49th Street Beach
Why not spend a lazy afternoon at 49th Street Beach during your trip to Chicago? Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
Muddy Waters’ House
Find out about the history of Chicago when you spend time at Muddy Waters’ House. Experience the acclaimed art galleries and fascinating museums in this vibrant area.
Jessie 'Ma' Houston Park
You can take time to visit Jessie 'Ma' Houston Park during your travels to Chicago. Wander through the lakeside and beautiful beaches in this family-friendly area.
Kam Isaiah Israel Congregation
You can find out about the history of Chicago when you stop by Kam Isaiah Israel Congregation. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.
Rainbow-PUSH Headquarters
Learn about the local history of Chicago when you take a trip to Rainbow-PUSH Headquarters. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
€21
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.