Hotels in Westchester

Westchester Wonders: A Harmonious Blend of Nature and Culture Awaits

Westchester, Illinois, a charming suburban enclave just outside Chicago, offers a delightful blend of tranquil parks, vibrant community spirit, and easy access to urban thrills. Wander through the lush landscapes of the Westchester Woods, or explore the rich history at the nearby Frank Lloyd Wright-designed homes. With its family-friendly atmosphere, local boutiques, and diverse dining options, Westchester invites visitors to experience a slice of Midwestern charm. Ideal for a weekend getaway, this hidden gem is perfect for those seeking a peaceful retreat with all the conveniences of city life just a short drive away. For great hotel rates in Westchester, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Westchester

Westchester, Illinois offers a variety of hotel accommodations, ranging from comfortable budget options to luxurious stays. Visitors can find well-reviewed hotels with modern amenities, spacious rooms, and convenient access to local attractions, making it an ideal spot for both leisure and business travelers. Here are some of the most popular hotels with our travelers in Westchester:

1. DoubleTree by Hilton Chicago - Oak BrookOpens in a new window: This 4.0-star hotel offers a fantastic blend of comfort and convenience, making it ideal for leisure travelers seeking a home away from home. Located in a vibrant shopping district, it features a range of amenities including a business center and meeting rooms for those who appreciate seamless connectivity. The inviting atmosphere is complemented by clean rooms and thoughtful touches like complimentary cribs for families. Reviewers have praised the delightful cookie offerings, attentive customer service, and the hotel's overall cleanliness, creating a welcoming environment for every stay.
2. Le Méridien Chicago - Oakbrook CenterOpens in a new window: As a 4.5-star hotel situated in the city center, this property caters to adventure seekers and urban explorers. With exciting activities like hiking and biking nearby, it offers an invigorating experience for those looking to embrace the local culture. Guests appreciate the comfortable accommodations and the attentive service provided by the staff. The hotel features spacious suites with excellent amenities, making it a preferred choice for travelers who value convenience and enjoyment during their stay.
3. Loews Chicago O'Hare HotelOpens in a new window: This luxurious 4.5-star hotel is perfect for travelers seeking an upscale experience. Its prime location and stunning architectural design create an inviting atmosphere that enhances relaxation. Guests enjoy well-appointed rooms featuring plush bedding and modern amenities. The hotel also boasts excellent dining options and a convenient park-and-fly service, ensuring a stress-free pre-flight experience. Reviewers have highlighted the comfort of the beds and the overall cleanliness, making it a standout choice for those looking to indulge in a refined getaway.

Top locations to stay in Westchester

Some great areas to stay in when visiting Westchester, Illinois, are Lower West Side, Logan Square, and Little Village. Logan Square offers beautiful nature and flowers, making it a serene getaway. Lower West Side is vibrant with skyscrapers and museums, perfect for culture enthusiasts. Little Village embodies a charming small-town feel. For first-time visitors, Logan Square is the best option for a balanced experience.

1. Lower West SideOpens in a new window: The Lower West Side is a vibrant area known for its iconic skyscrapers and rich cultural offerings. Staying here means you're just a stone's throw away from the breathtaking views at Willis Tower and the beautiful expanses of Grant Park. Art enthusiasts will love the nearby Art Institute of Chicago, which is packed with stunning collections. The area also boasts a lively cultural scene with venues like the Auditorium Building and Theatre, where you can catch a variety of performances. With its unique blend of urban energy and cultural depth, the Lower West Side is a fantastic choice for travelers looking to experience the heart of Chicago.
2. Logan SquareOpens in a new window: If you appreciate nature and vibrant community vibes, Logan Square is the place for you! This neighborhood is famous for its beautiful parks and charming flower gardens, offering a serene escape from the bustling city. You'll find delightful spots like the Chicago Riverwalk nearby, perfect for a leisurely stroll. When the sun goes down, the cultural scene comes alive at places like Vic Theatre and Park West, where you can enjoy live performances. Logan Square's unique blend of greenery and entertainment makes it an inviting option for your stay.
3. Little VillageOpens in a new window: Little Village is a small-town gem that offers a warm and welcoming atmosphere. With its close-knit community feel, you'll enjoy exploring the local charm and vibrant culture. Key points of interest include the Merchandise Mart and State Street, bustling hubs for shopping and local activity. For cultural experiences, the area features venues like the Cadillac Palace Theatre, showcasing a variety of performances. Little Village is perfect for travelers looking to immerse themselves in a unique, locally-rooted experience while still being close to the attractions of Chicago.

Things to do in Westchester

Westchester invites travelers to enjoy a mix of outdoor fun and urban excitement. Play a round of golf, catch a thrilling basketball game, or explore vibrant shopping spots. With picturesque parks and scenic trails, it’s a fantastic place for both relaxation and recreation. Come experience this dynamic destination!

• Willis TowerOpens in a new window – Climb up to enjoy panoramic views of Chicago from the iconic Skydeck. Experience the thrill of standing on The Ledge, a glass balcony extending out 1,353 feet above the ground, offering a breathtaking perspective of the city below.
• Ernest Hemingway Museum and HouseOpens in a new window – Step into the world of one of America’s most celebrated authors. Explore the charming home where Hemingway grew up, and delve into exhibits that showcase his early life, works, and the influences that shaped his literary genius.
• Graue Mill and MuseumOpens in a new window – Visit this historic site, where you can learn about the milling process from the 1850s. Stroll around the picturesque grounds, enjoy the serene surroundings, and discover the rich history of the local area.
• Garfield Park ConservatoryOpens in a new window – Wander through this lush oasis filled with exotic plants and stunning floral displays. The conservatory’s diverse environments and seasonal exhibitions provide a peaceful escape and a chance to appreciate the beauty of nature.
• Mayslake Peabody MansionOpens in a new window – Discover the elegance of this Tudor-style mansion nestled in a scenic park. Take a guided tour to appreciate its stunning architecture, lush grounds, and intriguing history that dates back to the 1920s.

5 tips for savvy savings when booking a hotel in Westchester

1. Book for the cheapest times: The most budget-friendly time to visit Westchester is during January, February, and December, when hotel prices tend to be lower. For a great value for money experience, planning a stay of at least 2 to 3 days allows you to fully explore the area’s key landmarks and cultural attractions, including sports facilities, urban parks, and event venues. This way, visitors can enjoy the rich history and vibrant culture of Westchester without breaking the bank. Additionally, prices might drop during these months, making it an even more affordable option for travelers on a budget.
2. Look for last-minute deals on Hotels.com: To explore last-minute hotel deals in Westchester, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates as your travel date approaches. Enabling email alerts or push notifications can help you stay informed about flash sales and special promotions, allowing you to seize opportunities to save. Additionally, the Smart ShoppingOpens in a new window tool available through the app lets you compare hotel prices and amenities, ensuring you're more likely to see the best options. You'll be alerted if rooms become available or prices drop, making it easier to book your getaway.
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 a Westchester hotel. If you're seeking something distinctive, boutique hotels can provide a more personalized experience and sometimes offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher side, we’ll suggest alternative dates that could be more budget-friendly, helping you find a better deal.
4. Consider your location: Hotels near the city center usually tend to be more expensive, but thanks to Westchester's great public transportation options, you might discover a more affordable independent hotel a bit further out that still has good connections. If you're interested in exploring alternative, less crowded neighborhoods or even some lesser-known nearby cities, you’ll often find excellent value for your money. Opting for these alternative destinations can provide a more authentic and budget-friendly experience.
5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Westchester. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Westchester

Westchester 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 74.3°F (23.5°C). June is typically the wettest month. If you’re looking to soak up the lively atmosphere in Westchester, June, July, and September are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, accompanied by light rainfall. However, if you prefer a more relaxed experience, January, February, and December are perfect for a quieter getaway, marked by light rainfall and mostly cloudy conditions.