Hotels in Crestwood

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Where to stay in Crestwood?

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.

When is the best time to visit Crestwood?

Our prices for hotels in Crestwood are cheapest in January
Price trends for hotels in Crestwood
Pricing is based on two traveler single night rates
View properties in November
Currently viewing crowd sizes and weather for November.
Typical weather for Crestwood
November
Moderate crowds
High 9°C / low 2°C. Partly sunny.
View properties in November
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November, Moderate crowds, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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December, Low crowds, average high temperature 3 degrees Celsius, average low temperature -3 degrees Celsius. Cloudy most days.
-3°
-1°
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January, Low crowds, average high temperature -1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
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February, Low crowds, average high temperature 1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
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March, Moderate crowds, average high temperature 8 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
14°
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April, Low crowds, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
20°
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May, High crowds, average high temperature 20 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
25°
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June, High crowds, average high temperature 25 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
28°
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July, High crowds, average high temperature 28 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
27°
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August, Moderate crowds, average high temperature 27 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
24°
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September, Moderate crowds, average high temperature 24 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
17°
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October, High crowds, average high temperature 17 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
Monthly weather averages (˚C)

Top landmarks in Crestwood

Learn more about Crestwood

The region around Crestwood is home to attractions such as Hollywood Park and McCormick Place.

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

Check out reviews of Crestwood hotels guests love

Frequently asked questions

What accommodations do travelers like in Crestwood?
Holiday Inn Express Crestwood by IHG is an accommodation that is popular with guests.
Can I book a refundable hotel in Crestwood?
If you need the flexibility to change your plans to Crestwood, most accommodations offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Crestwood be like during my visit?
July and August are typically the warmest months in Crestwood when the average temp is 71°F. January and February are the coldest months when the average temperature is 31°F. June and May are the months with the most rain.
Why should I book my Crestwood hotel through Hotels.com?
There are lots of reasons to book your Crestwood trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Crestwood

Crestwood: Where Nature's Serenity Meets Cultural Treasures

Nestled just southwest of Chicago, Crestwood, Illinois, is a charming suburban retreat that offers a delightful blend of tranquility and vibrant community life. Explore the scenic trails of the nearby Cook County Forest Preserves, perfect for hiking and picnicking. Enjoy family-friendly attractions, including the Crestwood Plaza and local parks, where outdoor activities abound. With a rich array of dining options and a welcoming atmosphere, Crestwood is an ideal spot for a relaxing getaway or a fun-filled day trip, making it a hidden gem for travelers seeking a taste of Midwestern hospitality.

Discover great hotels in Crestwood

Crestwood, Illinois, offers a range of hotel accommodations, from budget-friendly inns to comfortable mid-range options. Many hotels are conveniently located near Midway Airport, making it easy for travelers. Whether you're looking for a cozy stay or a more upscale experience, Crestwood has something to fit your needs. Here are some of our travelers' favorite hotels in Crestwood:

  1. Motel 6 AlsipOpens in a new window: This charming 2.0-star motel offers a delightful family-friendly atmosphere, perfect for travelers seeking a cozy and inviting experience. Families can enjoy amenities tailored for children, ensuring a comfortable stay. The property welcomes pets, allowing for a more inclusive vacation experience. Travelers appreciate the warm environment and the thoughtful features that enhance their stay, making it a great choice for those looking to unwind and create lasting memories.
  2. DoubleTree by Hilton Chicago - AlsipOpens in a new window: DoubleTree by Hilton Chicago - Alsip is a sophisticated 4.0-star hotel that caters to leisure travelers seeking a luxurious and inclusive experience. The hotel boasts amenities designed for families and children, coupled with a welcoming atmosphere for LGBTQIA guests. With free cribs available and thoughtful design elements, this hotel provides a distinguished setting for relaxation and enjoyment. Visitors praise the sleek decor and exceptional service, making it a preferred destination for those looking to indulge in comfort and style.
  3. Baymont by Wyndham Chicago/AlsipOpens in a new window: This inviting 2.5-star hotel strikes a balance between comfort and functionality, making it an excellent choice for business travelers seeking a pet-friendly environment. The hotel offers a range of amenities that cater to both professional needs and leisure activities. With a pet-friendly policy, this hotel ensures that guests can bring their furry companions along. Travelers appreciate the seamless blend of convenience and comfort, making it a solid option for those looking to enjoy their journey without leaving their pets behind.

Top locations to stay in Crestwood

Some of the best areas to stay in when visiting Crestwood, Illinois, are Tinley Park, Orland Park, and Hickory Hills. Tinley Park offers family-friendly attractions like aquariums, Orland Park boasts vibrant hockey culture, and Hickory Hills features scenic hilly landscapes. For first-time visitors, Tinley Park is particularly appealing due to its diverse range of activities and amenities.

  1. Orland ParkOpens in a new window: Orland Park is an excellent choice for travelers looking for a vibrant atmosphere with plenty to do. Known for its affinity for hockey, sports enthusiasts will appreciate the local rinks and the community's support for teams. The area boasts a variety of shopping options, including popular malls and local boutiques, making it a great place to indulge in some retail therapy. Additionally, the local parks provide lovely spots for outdoor activities, and you can enjoy cultural attractions like theaters showcasing live performances.
  2. Tinley ParkOpens in a new window: Tinley Park is a fantastic destination for those seeking a mix of entertainment and relaxation. With its beautiful parks and recreational facilities, the area is perfect for outdoor lovers. The local aquarium is a must-visit for families and anyone interested in marine life. Plus, Tinley Park hosts various events throughout the year, providing visitors with a peek into the community's lively spirit. Whether you're enjoying a day at the park or exploring local shops, you'll find plenty of enjoyable experiences here.
  3. Hickory HillsOpens in a new window: Hickory Hills offers a more laid-back vibe, making it a charming place to unwind. Known for its hilly terrain, the area is perfect for outdoor enthusiasts who enjoy hiking and nature walks. Local parks provide serene spaces to relax or have a picnic. While it may be smaller, it has a close-knit community feel, with inviting local shops and family-friendly activities. It's a great base for those looking to explore the surrounding regions while having a peaceful spot to return to after a day of adventure.

Things to do in Crestwood

Crestwood enchants visitors with its lively shopping scene and exciting entertainment options. Stroll through charming boutiques, catch a thrilling live show, or unwind with a scenic hike. Whether you're looking for a fun day out or a relaxing escape, Crestwood offers a delightful mix for every traveler.

  • Michigan AvenueOpens in a new window – Stroll down Michigan Avenue, a bustling street renowned for its vibrant energy, featuring a mix of high-end shops, popular restaurants, and iconic landmarks. This avenue is perfect for a leisurely walk, where you can people-watch or stop by a café to refuel.
  • Navy PierOpens in a new window – Head to Navy Pier, a lively jetty that offers an array of attractions, including amusement rides, restaurants, and beautiful waterfront views. Don't miss the chance to take a ride on the Ferris wheel for a bird's-eye view of the stunning skyline and Lake Michigan.
  • Millennium ParkOpens in a new window – Make your way to Millennium Park, an urban oasis that combines nature with art. Check out the famous Cloud Gate sculpture, often called The Bean, and enjoy the lush gardens and vibrant public spaces that invite relaxation and exploration.
  • Grant ParkOpens in a new window – Visit Grant Park, a sprawling urban park that serves as a green escape in the heart of the city. With its well-maintained paths and beautiful flower beds, it’s an ideal spot for a picnic or a leisurely walk while soaking in the city's atmosphere.
  • Chicago RiverwalkOpens in a new window – Conclude your journey at the Chicago Riverwalk, a picturesque precinct that runs along the river. This area is lined with eateries and shops, offering the perfect backdrop for a scenic stroll or a delightful meal by the water.

4 tips for savvy savings when booking a hotel in Crestwood

  1. Book for the cheapest times: The most affordable time to visit Crestwood is during January, February, and December, when hotel prices are lower. For a fulfilling experience exploring the area's key historical and cultural landmarks, a stay of at least 2 to 3 days is recommended. During this time, you can enjoy budget-friendly dining, interact with friendly locals, and explore charming shops, all while taking in the rich history and vibrant culture of Crestwood. This trip offers great value for money, making it an excellent choice for travelers on a budget. Plus, there's always the possibility that prices might drop even further, enhancing your savings.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Crestwood, start by exploring the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions, increasing your chances of saving. Additionally, the Smart Shopping tool available in the app allows you to compare hotel prices and amenities, helping you find the best hotel deal. With these resources, you'll be among the first to know if rooms become available or prices drop, making last-minute getaways more accessible.
  3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay at the Crestwood hotel. For those seeking unique accommodations, boutique hotels often provide a more personalized experience and can sometimes offer better value. When you book through Hotels.com, we'll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll recommend more budget-friendly dates that could help you snag a better deal.
  4. Consider your location: Hotels near the city center usually tend to be more expensive, but with Crestwood's great public transportation options, you might discover a more affordable independent hotel a bit farther out that’s still well connected. If you're interested in exploring alternative, less crowded neighborhoods or even some lesser-known nearby cities, you can often find excellent value for your money. Choosing these alternative destinations could provide a more authentic and budget-friendly experience.

Best time to go to Crestwood

Crestwood experiences its lowest average temperature in January, at 25.0°F (-3.9°C), while July is the hottest month, with an average temperature of 74.1°F (23.4°C). June is typically the wettest month. If you’re looking to soak up the lively atmosphere in Crestwood, April, June, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.

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