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Our top choices for Crestwood hotels

Holiday Inn Express Crestwood by IHG

Holiday Inn Express Crestwood by IHG
2.5 star property
Crestwood
7.8 out of 10, Good, (1002)
"The staff, room, and overall location was perfect. "
United States
David
$79 nightly
The price is $88
Jan 9 - Jan 10, 2026
Total with taxes and fees
Holiday Inn Express Crestwood by IHG

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2659)
"It's an excellent place."
United States
Jose
$64 nightly
The price is $76
Jan 4 - Jan 5, 2026
Total with taxes and fees
Freehand Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9692)
"Wonderful stay!"
United States
Zach
$78 nightly
The price is $92
Jan 3 - Jan 4, 2026
Total with taxes and fees
Congress Plaza Hotel

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3517)
"Really nice hotel"
United States
Saulius
$101 nightly
The price is $119
Dec 28 - Dec 29
Total with taxes and fees
voco Chicago Downtown - Riverwalk by IHG

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2983)
"Great place to stay"
United States
Elisha
$86 nightly
The price is $101
Jan 22 - Jan 23, 2026
Total with taxes and fees
Aloft Chicago Mag Mile

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3011)
"Enjoyed this hotel stay. "
United States
Kimberly
$87 nightly
The price is $102
Jan 25 - Jan 26, 2026
Total with taxes and fees
Warwick Allerton - Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3059)
"Excellent stay great location and great rooms"
United States
Joseph
$124 nightly
The price is $145
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hotel Riu Plaza Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2013)
"Great stay"
United States
Kramer
$88 nightly
The price is $103
Jan 24 - Jan 25, 2026
Total with taxes and fees
Club Quarters Hotel Wacker at Michigan, Chicago

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1536)
"Great staff and great location. "
United States
Joe
$93 nightly
The price is $109
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Wade

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (3806)
"Hotel stay was excellent, great dining options walkable, easy parking "
United States
Jason
$83 nightly
The price is $97
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Whitehall Hotel, BW Premier Collection

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1053)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
$123 nightly
The price is $144
Jan 3 - Jan 4, 2026
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3166)
"Amazing stay very clean and beautiful views "
United States
Deigo
$94 nightly
The price is $110
Jan 26 - Jan 27, 2026
Total with taxes and fees
Eurostars Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4281)
"Amazing staff and perfect location "
United States
Brandi
$77 nightly
The price is $90
Jan 12 - Jan 13, 2026
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1472)
"The staff was super friendly at check-in and the bartender was very nice!"
United States
Jennifer
$89 nightly
The price is $105
Jan 11 - Jan 12, 2026
Total with taxes and fees
Cambria Hotel Chicago Loop - Theatre District

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2207)
"It was a beautiful stay "
United States
Donald
$85 nightly
The price is $100
Jan 4 - Jan 5, 2026
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2759)
"Excellent place to stay "
United States
Teniesha
$108 nightly
The price is $126
Jan 6 - Jan 7, 2026
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4118)
"Great hotel"
United States
Richard
$107 nightly
The price is $126
Jan 2 - Jan 3, 2026
Total with taxes and fees
citizenM Chicago Downtown

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4865)
"Great location, comfortable room, and nice staff."
United States
Claudia
$88 nightly
The price is $103
Jan 24 - Jan 25, 2026
Total with taxes and fees
River Hotel

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1493)
"Nice stay"
United States
Michelle
$90 nightly
The price is $105
Jan 18 - Jan 19, 2026
Total with taxes and fees
Claridge House Chicago, Tapestry Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2277)
"Great staff and restaurants!!"
United States
Abigale
$113 nightly
The price is $133
Jan 20 - Jan 21, 2026
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton
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Stay near popular Crestwood attractions

Learn more about Crestwood

Explore the sprawling Playfield Park where locals gather for weekend softball tournaments and picnics under shady oak trees. Visit Caesar Park's splash pad in summer, then grab a slice at the family-owned Aurelio's Pizza that's been serving locals since 1959.

Reflection on Lake at Dusk at Turtlehead Lake Nature Preserve in Orland Park, IL (Suburban Chicago)

Top Crestwood Hotel Reviews

More cheap stays in Crestwood

Hotels in Crestwood with star-rating

Find out more about Crestwood

Top reasons to visit Crestwood

  • Vibrant Shopping Experience: Explore the Crestwood City Center, with a variety of stores catering to all shopping needs.
  • Family-Friendly Activities: Enjoy fun outings at the arena entertainment facility, perfect for families of all ages.
  • Scenic Parks: Relax at Hazel Green and Trout Pond, offering serene natural beauty for a peaceful escape.
  • Rich Local Culture: Immerse yourself in the local culture while discovering historic houses and urban parks.
  • Diverse Accommodation Options: Choose from cozy bed and breakfasts to modern hotels, catering to all traveler preferences.

Find great hotels near Crestwood

Discover a variety of hotel accommodations in Crestwood, Illinois, perfect for both business travelers and families. Whether you're looking for a cozy bed and breakfast or a modern hotel with pet-friendly options, Crestwood offers a range of choices to suit your needs. Explore reviews and compare room rates to find the best hotels for your stay in this charming suburb, ensuring a memorable vacation experience.

  • Motel 6 Bridgeview, IL: Located a mere 5 miles from Crestwood, Motel 6 Bridgeview offers a straightforward, budget-friendly lodging experience perfect for pet lovers. This motel is ideal for travelers seeking a relaxed atmosphere with the convenience of pet-friendly policies. With amenities that include free parking and a welcoming environment for pets—dogs are permitted and service animals are fee-waived—guests can enjoy a stress-free stay. The no-frills approach ensures that you have all the essentials, making it a practical choice for those exploring the area with furry companions.
  • Jaslin Hotel: Situated 15 miles away from Crestwood, the Jaslin Hotel is a modern 3-star property that combines comfort with convenience. This hotel is perfect for guests looking to stay active during their visit, featuring 24-hour fitness facilities. Entertainment options abound with satellite and premium TV channels available in the rooms, ensuring you can unwind after a day of exploration. Plus, its proximity to local metro stations offers easy access to nearby attractions, making it a great base for your Chicago adventures.
  • WoodSpring Suites Chicago Tinley Park: Located 8 miles from Crestwood, WoodSpring Suites Chicago Tinley Park is a welcoming option for adventurous travelers, including LGBTQIA guests. This hotel promotes an active lifestyle with nearby opportunities for fishing, kayaking, hiking, and even ice skating. Additionally, it's pet-friendly, with specific policies in place to accommodate dogs and service animals at no extra charge. With its focus on comfort and recreation, this property is perfect for those looking to explore the great outdoors while enjoying a welcoming atmosphere.

Where to stay in Crestwood

Discover the charm of Crestwood, Illinois, a perfect destination for families and business travelers alike. Explore the vibrant Crestwood City Center, where shopping enthusiasts can find a variety of stores. Enjoy the serene beauty of Hazel Green and Trout Pond, ideal for relaxation and family outings. With its friendly atmosphere and urban vibe, Crestwood offers an unforgettable travel experience just moments away from nearby attractions.

  • Chicago: As a bustling metropolis, Chicago is a vibrant hub of culture, history, and entertainment. Crestwood is conveniently situated within the greater Chicago area, making it easy to explore this iconic city. Visitors flock to Chicago for its family-friendly attractions, outdoor spaces, and urban experiences. From world-class shopping along Michigan Avenue to thrilling events at renowned sports facilities like Wrigley Field, there’s no shortage of activities. Don’t miss iconic landmarks such as the Art Institute and Millennium Park, where art and nature blend beautifully. With a diverse culinary scene and rich history, Chicago promises an unforgettable travel experience.
  • Alsip: Just a mile from Crestwood, Alsip offers a delightful mix of suburban charm and urban convenience. Known for its family-oriented atmosphere, Alsip attracts visitors year-round with its array of entertainment and shopping options. The city features popular venues for events and conferences, making it an excellent destination for both leisure and business travelers. Explore local parks or enjoy the vibrant shopping scene, ensuring there's something for everyone. Whether you're catching a game at a nearby stadium or indulging in the local dining scene, Alsip provides a warm and welcoming environment.
  • Hazel Green: Located a mile from Crestwood, Hazel Green is a picturesque neighborhood perfect for those who appreciate outdoor activities and scenic views. Visitors are drawn to its lush landscapes and tranquil rivers, ideal for family outings and nature walks. The area boasts lovely shopping spots and unique water features, allowing guests to enjoy leisurely afternoons. Whether you're picnicking by the river or exploring local shops, Hazel Green offers a peaceful retreat with plenty of natural beauty to admire. Experience the charm of this neighborhood as you unwind and connect with nature.

Things to do near Crestwood

Crestwood offers a variety of activities perfect for families, business travelers, and city-themed vacations. Visitors can enjoy shopping at the local mall and center, unwind at the arena entertainment facility, and explore various attractions that cater to all ages. With its blend of shopping and entertainment, Crestwood provides a delightful experience for everyone.

Shopping

Crestwood offers great shopping options. The Chicago Ridge Shopping Mall, just 4 miles away, features a variety of shops and entertainment. If you're up for a drive, check out the Hawthorne Works Museum, 11 miles away, or the Maxwell Street Market, located 15 miles from Crestwood, for unique finds.

Recreation

At SeatGeek Stadium, enjoy the electrifying atmosphere of live sports events, perfect for thrill-seekers. For music lovers, Credit Union 1 Amphitheatre offers vibrant concerts that uplift the spirit. Water's Edge Golf Club invites you to unwind on scenic fairways, combining relaxation with the joy of outdoor sports.

Adventure

Experience the thrill of motor racing at Route 66 Raceway, located 22 miles from Crestwood, where adrenaline and speed collide. For a scenic hike, explore Salt Creek Trail, 12 miles away, offering beautiful outdoor views. For family fun, enjoy water rides at Rainbow Falls Waterpark, 27 miles from Crestwood.

Nightlife

Experience the vibrant nightlife in Crestwood with a visit to the Chicago Theatre for a romantic show, or unleash your adventurous side at Odyssey Fun World. For a cozy movie night, Film Row Cinema offers entertainment perfect for couples and families alike.

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

Booking tips and Expedia advantages for Crestwood

Crestwood, Illinois, offers numerous ways to save on your vacation. Enjoy free attractions like the University of Chicago and Lake Katherine Nature Center. For budget-friendly travel, visit from December to February when prices drop, especially on Mondays. Use Expedia to compare hotel rates, filter for eco-friendly options, and consider bundling your hotel, flights, and activities for extra savings. Joining Expedia's One Key membership can unlock exclusive discounts and rewards for future stays. With careful planning, you can enjoy all Crestwood has to offer without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Crestwood 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 in Crestwood is Monday. The most expensive day to stay in Crestwood is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to set your budget, choose your desired location, and much more. You can organize your results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Additionally, you have the option to narrow down your choices by hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels you can book.
  • Consider bundling your trip: You can save money by combining your hotel stay in Crestwood with your flights and activities by choosing an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Crestwood

Crestwood, Illinois, is an ideal destination for families and business travelers alike, offering a blend of urban parks, beaches, and historic houses to explore. Visitors can immerse themselves in local culture while enjoying outdoor activities, making it a perfect spot for those seeking a mix of relaxation and adventure. Whether you're looking to unwind in nature or delve into history, Crestwood has something for everyone.

  • University of Chicago: Located 12 miles from Crestwood, this historic university boasts stunning architecture and rich cultural vibes. Explore its beautiful campus, renowned libraries, and world-class museums, including the Oriental Institute and the Smart Museum of Art.
  • Gaelic Park: Just 3 miles away, Gaelic Park serves as a vibrant event venue that hosts cultural festivals, concerts, and business conferences. Experience the lively atmosphere and enjoy traditional Irish events, making it a unique spot for both leisure and networking.
  • Trinity Christian College: Only 2 miles from Crestwood, this modern college offers a welcoming community and city vibes. Discover its picturesque campus and various cultural and academic events that engage students and visitors alike.

Best time to go to Crestwood

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.0°F (-3.9°C)Light RainMostly CloudyAverageSlightly Low
February26.8°F (-2.9°C)Light RainMostly CloudyAverageSlightly Low
March38.7°F (3.7°C)Light RainMostly CloudyAverageAverage
April48.2°F (9.0°C)Light RainMostly SunnySlightly HighAverage
May59.9°F (15.5°C)Light RainMostly SunnyAverageAverage
June69.6°F (20.9°C)Light RainMostly SunnySlightly HighSlightly High
July74.1°F (23.4°C)Light RainMostly SunnySlightly HighAverage
August73.2°F (22.9°C)Light RainMostly SunnyAverageAverage
September67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
October54.7°F (12.6°C)Light RainMostly SunnySlightly LowSlightly High
November41.7°F (5.4°C)Light RainMostly SunnySlightly LowAverage
December32.4°F (0.2°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Crestwood

When planning your visit to Crestwood, Illinois, you have two major airports to choose from. Chicago O'Hare International Airport (ORD) is located 23 miles away, with excellent hotel options such as Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare, both 2 miles away from the airport. Alternatively, Chicago Midway International Airport (MDW) is only 9 miles away, providing convenient access to hotels like Trump International Hotel & Tower and Nobu Hotel Chicago, which are 9 and 8 miles from MDW, respectively. Both airports offer various transportation services, making your travel to Crestwood seamless.

Frequently asked questions

What is the best area to stay in Crestwood?
The best area to stay in Crestwood is near the intersection of Cicero Avenue and Cal Sag Road, as this offers convenient access to local amenities and transportation routes.

This area is centrally located within Crestwood, providing easy access to the main commercial thoroughfare, Cicero Avenue. You'll find a concentration of restaurants, retail stores, and service businesses here. The proximity to Cal Sag Road also simplifies travel to neighboring communities and major highways.

Families often find this area suitable due to its practicality. Hotels here typically offer amenities like free parking and are a short drive from local parks and family-friendly dining options. The convenience of having essentials nearby makes planning daily activities straightforward.

For business travelers, staying near Cicero Avenue and Cal Sag Road is an efficient choice. It provides quick access to local businesses and industrial parks in Crestwood and surrounding areas, minimizing commute times.
What are the best hotels in Crestwood that travelers recommend?
For travelers seeking highly recommended accommodations in Crestwood, the Holiday Inn Express Crestwood by IHG is a solid choice.

This hotel, with a 7.8 rating, offers a variety of convenient amenities including a free buffet breakfast and an indoor pool. Guests consistently praise the friendly and amazing staff, the clean and big rooms, and the delicious breakfast. The comfortable beds are frequently mentioned, ensuring a restful stay. Additionally, the hotel provides free self-parking and off-street parking, and it is located just 0.6 miles from Hollywood Park.
What are the best family hotels in Crestwood?
For a family-friendly hotel in Crestwood, the Holiday Inn Express Crestwood by IHG is a top option.

This hotel, with a 7.8 rating, offers amenities that are particularly convenient for families, including complimentary breakfast and free WiFi. Guests often highlight the friendly and amazing staff, the clean and spacious rooms, and the comfortable beds. It is also conveniently located near Hollywood Park, just 0.6 miles away. Find more child-friendly accommodations in Crestwood
What hotels in Crestwood offer free breakfast?
For hotels in Crestwood offering complimentary breakfast, the Holiday Inn Express Crestwood by IHG is an excellent choice.

This hotel, rated 7.8, provides both a buffet breakfast and a general breakfast, all free of charge for guests. Travelers frequently praise the delicious breakfast along with the comfortable beds and the friendly and amazing staff. The hotel also offers free WiFi and free self-parking, adding to its convenience for guests. Find more hotels with free breakfast in Crestwood
What are the top pet-friendly hotels in Crestwood?
For pet-friendly accommodations in Crestwood, the Holiday Inn Express Crestwood by IHG is a recommended option.

This hotel, with a 7.8 rating, is appreciated by guests for its friendly and amazing staff, as well as its clean and big rooms. Travelers often mention the comfortable beds and the great, delicious complimentary breakfast. The hotel also offers free WiFi and free self-parking, adding to its convenience. Additionally, it is located just 0.6 miles from Hollywood Park.
What are the best budget hotels in Crestwood?
For a highly-rated budget hotel in Crestwood, consider the Holiday Inn Express Crestwood by IHG.

This hotel, with a 7.8 rating, is frequently praised by guests for its friendly and amazing staff, as well as its clean and spacious rooms. Travelers particularly enjoy the comfortable beds and the great, delicious complimentary breakfast buffet provided. Additionally, the hotel offers free WiFi and free self-parking, adding to its convenience and value.
What are the best hotels in Crestwood near Hollywood Park?
For a hotel in Crestwood near Hollywood Park, the Holiday Inn Express Crestwood by IHG is a much-loved option.

This hotel, rated 7.8, is conveniently located just 0.6 miles from Hollywood Park. It offers complimentary amenities such as free Wi-Fi, free self-parking, and a delicious free buffet breakfast. Families will appreciate the availability of sofa beds and connecting rooms. Guests consistently praise the friendly and amazing staff, the clean and big rooms, and the comfortable beds.
When is the best time to go to Crestwood?
The best time to visit Crestwood is during the warmer months, specifically from late spring through early autumn, typically May to October.

During these months, the weather is most pleasant for outdoor activities, with average temperatures ranging from the mid-60s to the low 80s Fahrenheit. This period also aligns with many local events and opportunities to enjoy the area's parks and outdoor spaces.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Crestwood.
How can I save on a Crestwood hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Crestwood hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Crestwood hotel?
Prices for hotels in Crestwood often vary, but you can find a great deal from $67 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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