How to find the best hotel deal in Westchester
Our search engine is a genius at tracking down flight deals. The awesome news? It's every bit as clever at digging up bargains on Westchester hotels. Spend less on your stay with these tips.
Lock in some of the best Westchester hotel prices by organising things ahead. Hotels often offer special rates or early booking discounts to help fill rooms in advance.
However, you could still catch a last-minute offer. Although prices typically increase closer to your stay, some places drop rates a day or two before to avoid rooms sitting empty, especially when it's quiet.
Stay flexible with your dates, snag better rates. Search for hotels in different seasons or months. Even booking during the week (instead of weekends) can work out cheaper.
Browse through stays with free cancellation. Secure a great rate today and easily cancel later if your travel plans change.
When to go to Westchester
The weather can play a big part in when you choose to travel. If you prefer warmer conditions, July typically delivers with temperatures reaching up to 29ºC.
January is the coolest month, with lows of -13ºC.
To dodge grey skies, search for Westchester hotels during November. With an average of five days of rain, this is the driest month.
January brings the wettest conditions. You can expect around nine days of rainfall.
Best hotels in Westchester
Best budget hotels
Make your travel money go further by choosing from at least 90 budget Westchester hotels. Perfect for when you want to spend less on where you sleep and more on seeing the sights, these stays come with essentials like Wi-Fi, toiletries, and simple breakfast options.
For a low-cost and no-fuss stay, check out Skyline Motel. It has a 2-star rating and amenities such as air conditioning and parking.
Chicago Marriott Southwest at Burr Ridge delivers 3-star value. Practical perks including a lift and ATMs are there to make your Westchester hotel stay more seamless.
A 24-hour front desk and a cash machine are the start of the things you'll find at Holiday Inn Express CHICAGO-DOWNERS Grove by IHG. Another win for your bottom line, this place is rated 2 stars.
Best 4-star hotels in Westchester
Go upscale without going overboard at one of the 4-star hotels in Westchester. Pick from around ten of these stays, many of which come with perks like gyms, spas, and on-site dining. From the rooms to the service and amenities, it's all about extra attention to detail.
The Drake Oak Brook, Autograph Collection delivers the kind of stay that makes every detail feel taken care of. Room service and a nightclub are included in the 4-star guest experience here.
Another Westchester hotel that stands out is Hyatt Regency O'Hare Chicago. It offers thoughtful amenities such as a restaurant and massage services.
Need more to choose from? The Westin Chicago Lombard proves you don't need five stars to feel special. Make the most of a restaurant, room service and more at this stay.
Best hotels in Westchester for families
Bringing the kids along? You need a hotel that offers more than just a bed. Baby-sitting services, cribs, connecting rooms, and kids' menus make family getaways easier. You'll find roughly 20 family-friendly hotels in Westchester waiting to welcome your crew.
Leave more room in your budget for family experiences when you choose Holiday Inn Express & Suites Chicago West-O'Hare Arpt Area by IHG. This affordable 2-star option comes with a lift and a pool.
Bring luxury to your family escape at Loews Chicago O'Hare Hotel. Rated 4 stars, this Westchester hotel offers a fitness centre and express check-in.
One more option is Crowne Plaza Lombard Downers Grove by IHG. Featuring a golf course and air conditioning, this stay stands out for good reason.
Best hotels with a spa
Balance sightseeing with self-care. Choose one of the ten or so Westchester hotels with a spa and build in time to truly relax. Saunas, hot tubs, and massage therapies are the types of features they offer.
Ready to hit pause for a while? Make it happen at Le Méridien Chicago - Oakbrook Centre. This 4-star option has a beauty salon and a spa.
Comfort Suites Oakbrook Terrace Near Oakbrook Centre is another top choice where unwinding comes easy. Make the most of a spa and a fireplace at this 3-star hotel in Westchester.
Sybaris Pool Suites balances big days of sightseeing with the bliss of a self-care session or two. It features a spa and a fireplace.
Best hotels with a pool
Add a splash of fun to your getaway with a pool. If you pick a city hotel, expect rooftop and indoor options. Resorts? They usually come with expansive outdoor layouts and maybe a swim-up bar or two. There are at least 40 pool hotels in Westchester ready to put you in holiday mode.
Relaxing moments by the water will define your stay at Hampton Inn & Suites Chicago Burr Ridge. With an indoor swimming pool, express check-in and internet access, this Westchester hotel makes it easy to recharge your batteries.
Hyatt House Oak Brook also promises you a good time. Go for this popular option and make the most of an indoor swimming pool, a lounge and luggage storage.
Hyatt Place Chicago Midway Airport is one more stay that delivers everything you want. This hotel offers an indoor swimming pool, minigolf and Wi-Fi.
Best pet-friendly hotels
Why go it alone when your pet can join the fun? From cosy beds and water bowls to nearby walking tracks, pet-friendly hotels are set up to help you and your best buddy feel at home. There are roughly 60 Westchester hotels ready to welcome your best friend.
Check in with your sidekick at Carlton Inn Midway. This 2-star pet-friendly hotel in Westchester is based in Archer Heights. You'll find conveniences here like a laundry and express check-out.
Let your loyal companion explore alongside you at Hampton Inn Chicago-Midway Airport. Express check-out and a laundry are part of what's available at this pet-loving accommodation option.
Red Roof Plus+ Chicago - Willowbrook finds its way onto the list too. Its amenities include internet access and wake-up call services.
