Maywood Vacations from $336

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Your Maywood Vacation

With a Maywood vacation package, say goodbye to endless planning and hello to stress-free adventure. Every detail of your getaway has been taken care of before you depart, so you can make the most of your time experiencing this exciting city. Fill your itinerary with visits to Brookfield Zoo, Oakbrook Center Mall and Frank Lloyd Wright Historic District, some of the attractions you shouldn't miss during a trip to Maywood. Whoever you're taking time off with and whatever you plan to spend, your dream Maywood vacation is just a few clicks away with Expedia.

The Latest Maywood vacation packages

Price found within the past 48 hours. Click for updated prices.
Staybridge Suites, Lincolnshire by IHG
The Emily Hotel
Chicago Athletic Association, a Hyatt Hotel
Staybridge Suites Chicago O'Hare - Rosemont by IHG
Holiday Inn Chicago O'Hare – Rosemont by IHG
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Discover the most popular places to visit in Maywood

What to do in Maywood

Maywood Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
$143 nightly
The price is $168 total per night from Aug 24 to Aug 25
$168 total
Aug 24 - Aug 25
Total includes taxes and fees
7.8/10 Good! (8,965 reviews)
"Its location is the main reason why I chose to stay. The room has been updated; it is roomy and clean. Staffs are very friendly and helpful."

Reviewed on Aug 17, 2025

Congress Plaza Hotel
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $177 total per night from Sep 1 to Sep 2
$177 total
Sep 1 - Sep 2
Total includes taxes and fees
8.2/10 Very Good! (1,194 reviews)
"Staff was kind and friendly."

Reviewed on Aug 17, 2025

The Wade
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
$161 nightly
The price is $189 total per night from Sep 3 to Sep 4
$189 total
Sep 3 - Sep 4
Total includes taxes and fees
8.4/10 Very Good! (4,729 reviews)
"The hotel was wonderfully nestled downtown and an easy walk to sites and restaurants."

Reviewed on Aug 18, 2025

Embassy Suites by Hilton Chicago Downtown River North
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.

Things to do near Maywood

Maywood, Illinois, offers a delightful mix of family-friendly activities and outdoor adventures. Visitors can enjoy the local parks, explore educational opportunities, and experience the excitement of arena entertainment. Popular attractions include Maywood Park, free adventures, and various package tours for day trips. Whether you're seeking a relaxing day outdoors or an engaging city-themed experience, Maywood has something for everyone to enjoy.

Shopping

In Maywood, you can shop at Oakbrook Center Mall, just 6 miles away, offering a vibrant mix of entertainment and shopping. Nearby, the Hawthorne Works Museum and Logan Square Farmers Market, both 6 and 8 miles away respectively, provide unique local finds. If you're up for a drive, explore further options in the region.

Recreation

The United Center offers an energetic atmosphere for sports enthusiasts, perfect for cheering on your favorite teams. For a cultural experience, the Rosemont Theatre provides captivating performances in a romantic setting. Lastly, the Cernan Earth and Space Center invites families to explore the wonders of the universe through engaging exhibits.

Adventure

Galloping Ghost is an exciting arcadeAdventureZone offering a variety of games and attractions, perfect for families seeking fun. Salt Creek Trail invites outdoor enthusiasts to hike through beautiful scenery, while Rainbow Falls Waterpark guarantees a thrilling day of entertainment with water slides and family-friendly activities.

Nightlife

For a lively night out in Maywood, visit Dave & Buster's for a fun atmosphere with drinks and games. If you're in the mood for music and dancing, Kingston Mines and Blues on Halstead offer vibrant nightlife with romantic city vibes, both just 11 miles away.

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

Find the best attractions near Maywood

Maywood, Illinois, is an ideal destination for family-friendly city adventures and outdoor activities. Visitors can explore a variety of attractions, including urban parks, event venues, and local churches, all offering rich cultural experiences. Whether you're looking for a relaxing day in nature or a taste of the community's vibrant city life, Maywood has something to offer every traveler seeking a memorable vacation.

  • Donald E. Stephens Convention Center: Located 7 miles from Maywood, this venue is perfect for business events and conferences. Experience the bustling atmosphere, modern facilities, and networking opportunities that make it a hub for professionals.
  • Willis Tower: Situated 11 miles away, this iconic skyscraper offers stunning views of the Chicago skyline. Visit the Skydeck for a breathtaking experience and immerse yourself in the vibrant urban energy surrounding this architectural marvel.
  • Merchandise Mart: Also 11 miles from Maywood, this historic building blends rich cultural heritage with modern commerce. Explore its unique design and diverse showrooms that showcase art, design, and innovation.

Best time to go to Maywood

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.0°F (-3.9°C)Light RainMostlySlightly LowSlightly Low
February26.8°F (-2.9°C)Light RainMostlyAverageSlightly Low
March37.9°F (3.3°C)Light RainMostlySlightly HighAverage
April47.3°F (8.5°C)Light RainMostly SunnyAverageAverage
May58.6°F (14.8°C)Light RainMostly SunnyAverageAverage
June68.9°F (20.5°C)Light RainMostly SunnySlightly HighSlightly High
July74.1°F (23.4°C)Light RainMostly SunnySlightly HighAverage
August73.6°F (23.1°C)Light RainMostly SunnyAverageAverage
September67.3°F (19.6°C)Light RainMostly SunnyAverageSlightly High
October54.9°F (12.7°C)Light RainMostly SunnySlightly LowSlightly High
November41.9°F (5.5°C)Light RainMostly SunnySlightly LowAverage
December32.4°F (0.2°C)Light RainMostlyAverageSlightly Low

Tips to save on your trip to Maywood

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Maywood.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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Frequently asked questions

How much does a Maywood vacation package cost?
Offering great value package deals from $336 on Expedia, you'll be thrilled with how little a vacation to Maywood costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Maywood?
If you'd like to snag a cheap Maywood vacation package, consider traveling in December, January and February. You'll usually find better rates on flights and accommodations during these months — ideal for a budget-friendly getaway.
How many days is enough for Maywood?
With a well-organized itinerary, you can easily hit the main Maywood sights in a handful of days. But if you want to venture off the beaten track or go on day tours, think about booking your Maywood vacation for longer.
How to find the best Maywood package deals?
Finding a cheap Maywood package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply some filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most wallet-friendly Maywood package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Maywood vacation as a package?
You can enjoy significant savings on your Maywood break by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to browse the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Maywood?
If you have your Maywood travel dates locked in, book early to bag some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Maywood vacation packages?
Your Maywood getaway should be a relaxing escape from your daily routine, not a source of money worries. So to give you a bit more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.