Westchester is a family-friendly city where you can spend time checking out the local cuisine. Though Westchester might not have many well-known attractions, you don't need to venture far to visit Oakbrook Center Mall and Drury Lane Theater. You won't want to miss sights in the surrounding area like Fresh Meadow Golf Club and Stevenson Park.
Hotels in Westchester
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Four Points by Sheraton Chicago Westchester/Oak Brook
Four Points by Sheraton Chicago Westchester/Oak Brook
8.4 out of 10, Very Good, (1000)
The price is $104
includes taxes & fees
$93 per night
Jan 5 - Jan 6, 2025
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.
Learn more about Westchester
Michigan Avenue, Wrigley Field, and Millennium Park are some of the top attractions around Westchester.
Frequently asked questions
Find out more about Westchester
Find out more about Westchester
Westchester: Where Nature Meets Elegance in Every Hidden Corner
Nestled in the heart of Westchester County, Illinois, Westchester is a charming suburban oasis that effortlessly blends urban convenience with picturesque landscapes. Explore quaint villages, enjoy a leisurely stroll through lush parks, or indulge in retail therapy at the Westchester Mall. Just a short drive away, the cultural richness of nearby White Plains and the historic Rockefeller Estate beckons. Perfect for families and couples alike, Westchester offers a delightful escape with its welcoming atmosphere, vibrant dining scene, and easy access to the excitement of New York City. Discover the hidden gems and heartwarming experiences that make Westchester unforgettable. For the best hotel rates in Westchester and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.
Where to stay in Westchester
Some of the best places to stay in Westchester are Magnificent Mile, The Loop and River North. Westchester, Illinois, offers easy access to Chicago's vibrant attractions. The Magnificent Mile is perfect for shopping and dining, The Loop boasts iconic architecture and cultural sites, and River North is known for its art galleries and nightlife. For accommodations, you'll find a range from luxury hotels to budget-friendly options, ensuring comfort for every traveler. For first-time visitors, The Loop is ideal, as it provides a central location to experience the city's highlights. Here are some of the best hotels in Westchester that our travelers love:
- Magnificent MileOpens in a new window: The Magnificent Mile is a vibrant area in Chicago, renowned for its upscale shopping, dining, and cultural attractions. With close proximity to iconic sites like Navy Pier and Millennium Park, this bustling district is perfect for families and adventure seekers alike. The area boasts high-end accommodations such as Park Hyatt ChicagoOpens in a new window, a luxurious 5.0-star hotel catering to business and family travelers, offering extensive business amenities and adventure sports activities nearby. Another great option is The Ritz-Carlton, ChicagoOpens in a new window, which provides a romantic atmosphere with spa services and packages, while The Peninsula ChicagoOpens in a new window caters to both families and business travelers with child-friendly amenities and elegant surroundings.
- The LoopOpens in a new window: The Loop is Chicago's bustling business district, filled with skyscrapers, theaters, and museums, making it a prime location for both business and leisure travelers. Key attractions include Millennium Park and Michigan Avenue. The Langham, ChicagoOpens in a new window is a top choice here, featuring a blend of business facilities and family-friendly amenities, while Trump International Hotel & Tower ChicagoOpens in a new window offers a boutique experience with uniquely designed interiors and childcare services. For those seeking luxury, theWit Chicago, a Hilton HotelOpens in a new window provides high-end accommodations alongside adventure activities, ensuring a memorable stay.
- River NorthOpens in a new window: River North is known for its vibrant art scene and nightlife, offering a mix of cultural and entertainment options close to Michigan Avenue. This area is ideal for both business and leisure travelers. Hotel Felix River North/Magnificent MileOpens in a new window is a stylish 4.0-star hotel with a focus on business amenities and family-friendly features. For pet owners, Level Chicago - River NorthOpens in a new window is a convenient option, allowing pets and located in the heart of the city. Lastly, The Godfrey Hotel ChicagoOpens in a new window, a luxurious 4.5-star hotel, is situated in the shopping district, providing excellent amenities for business travelers and shoppers alike.
What to do in Westchester
Three days in Westchester is ideal for enjoying outdoor adventures, from hiking scenic trails to golfing on beautiful courses. Travelers can also explore vibrant shopping areas and catch a game at a local sports venue, all while soaking in the charm of this picturesque region just outside New York City. Here's a quick itinerary to make the most of your trip to Westchester:
- Day 1: Start your adventure in Westchester with a visit to Millennium Park, where you can marvel at the iconic Cloud Gate sculpture known as The Bean. After soaking in the vibrant atmosphere, take a leisurely stroll along the Chicago Riverwalk, a scenic pathway lined with restaurants and public art. Conclude your day by exploring Michigan Avenue, renowned for its shopping and dining options. Here, you can indulge in a bit of retail therapy or enjoy a delightful meal while soaking up the lively city vibe.
- Day 2: Kick off your day at the bustling Navy Pier, where you can enjoy stunning views of Lake Michigan and check out the various attractions, including the Ferris wheel. Next, venture to State Street, a historic shopping district, perfect for exploring both large retailers and local boutiques. Wrap up your day by visiting the Chicago Water Tower, one of the city's most recognizable landmarks, offering a glimpse into Chicago's rich architectural history and a great spot for photos.
- Day 3: Begin with a refreshing walk through Grant Park, known as Chicago's front yard, where you can enjoy beautiful gardens and art installations. Afterward, ascend to the Willis Tower Skydeck for breathtaking panoramic views of the city skyline. Finish your trip at Parkway Bank Park Entertainment District, where you can unwind with live music, delicious food, and vibrant nightlife, making it the perfect way to cap off your Chicago experience.
5 tips to find a great Westchester hotel deal
- Book for the cheapest times: The most budget-friendly time to visit Westchester is during January, February, and December, when hotel prices drop significantly. If you're traveling internationally, aim to book your flight at least two months in advance to secure better rates. A stay of at least 2-3 days is perfect for discovering the area's main attractions, such as the urban park and various sports facilities. This way, you can enjoy a great value for money while exploring the highlights of Westchester without breaking the bank.
- Look for last-minute deals on Hotels.com: If you're looking for last-minute hotel deals in Westchester, check out the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com. Here, you could find enticing discounts on nearby accommodations as your travel date approaches. For even more savings, consider enabling email alerts or push notifications from Hotels.com. This way, you're more likely to stay informed about flash sales and exclusive last-minute offers, allowing for flexible bookings and great reservation options. Don't miss the chance to snag an affordable stay in Westchester!
- Be flexible with dates: Prices can fluctuate depending on factors like the hotel's location, star rating, and the time of year. Consequently, if you have some flexibility with your travel dates, you may save on hotel expenses in Westchester.
- Consider your location: Staying close to the city center and popular attractions in Westchester is usually more expensive. However, if you opt for accommodations further away from the city center, you can take advantage of transportation options like a car or bus to explore the area, which is more likely to be affordable.
- Upgrade with One Key: Book your next stay in Westchester and join Hotels.com’s One Key programme which allows members to earn and redeem rewards points for hotel bookings. Move through blue, silver, gold and platinum tiers and unlock benefits such as earning free nights, room upgrades, special discounts, and exclusive deals for members. Sign up now.
What to eat in Westchester
Here are a few must-try restaurants in Westchester, Illinois, United States of America:
- Giordano's: A beloved local institution renowned for its deep-dish pizza, Giordano's offers a delightful blend of tradition and innovation. Their pizza features a unique stuffed crust filled with layers of cheese and toppings, creating a rich and satisfying experience that showcases the essence of Chicago-style cuisine.
- Benjarong Thai Restaurant: This gem highlights the vibrant flavors of Thai cuisine through a menu that emphasizes fresh ingredients and authentic recipes. With dishes that range from aromatic curries to creative sushi rolls, Benjarong invites diners to explore the rich tapestry of Thai flavors, all while providing a warm, welcoming atmosphere that reflects the spirit of community.
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 tends to be the wettest month. The peak travel months to visit Westchester are June, July, and September, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, January, February, and December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly cloudy conditions.
Westchester Travel Information
Best Time to Visit | April, May and June |
---|---|
Average Stay | 3 days |
International Airports | O'Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) |
Popular Sights | Brookfield Zoo, SeatGeek Stadium and Fashion Outlets of Chicago |
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- Silversmith Hotel Chicago Downtown
- The Westin Michigan Avenue Chicago
- Freehand Chicago
- Best Western Grant Park Hotel
- Fairmont Chicago at Millennium Park
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- Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
- The Godfrey Hotel Chicago
- Hilton Garden Inn Chicago Downtown/Magnificent Mile
- The Whitehall Hotel, BW Premier Collection
- Hilton Garden Inn Chicago Downtown Riverwalk
- voco Chicago Downtown, an IHG Hotel
- Trump International Hotel & Tower Chicago
- Hyatt Centric The Loop Chicago
- LondonHouse Chicago, Curio Collection by Hilton
- Loews Chicago Hotel
- The Royal Sonesta Chicago River North
- The Chicago Hotel Collection - Magnificent Mile
- Sofitel Chicago Magnificent Mile
- Club Quarters Hotel Wacker at Michigan, Chicago
- Aloft Chicago Downtown River North
- Virgin Hotels Chicago
- Travelodge by Wyndham Downtown Chicago
- Kinzie Hotel
- Swissotel - Chicago
- Hyatt Centric Chicago Magnificent Mile
- Chicago Getaway Hostel
- Hampton Inn Chicago Downtown/Magnificent Mile
- Sable at Navy Pier Chicago, Curio Collection by Hilton
- Thompson Chicago, by Hyatt
- 21c Museum Hotel Chicago
- The Allegro Royal Sonesta Hotel Chicago Loop
- Central Loop Hotel
- The Langham, Chicago
- ACME Hotel Company
- Homewood Suites by Hilton Chicago Downtown South Loop
- Courtyard by Marriott Chicago Magnificent Mile
- Hyatt Place Chicago/Downtown - The Loop
- Sheraton Grand Chicago Riverwalk
- Omni Chicago Hotel
- Radisson Blu Aqua Hotel Chicago
- Hyatt Place Chicago/River North
- Ambassador Chicago, part of JdV by Hyatt
- Hilton Garden Inn Chicago Downtown South Loop
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