Maywood Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Maywood Vacation Packages

Maywood Hotel Deals

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is SARĀ 635 per night from Aug 3 to Aug 4
SARĀ 635
SARĀ 723 total
3 Aug - 4 Aug
includes taxes & fees
Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is SARĀ 728 per night from Jul 19 to Jul 20
SARĀ 728
SARĀ 866 total
19 Jul - 20 Jul
includes taxes & fees
8.2/10 Very Good! (1,758 reviews)
"Very nice for an older hotel. Comfortable beds, not so much the couches and chairs. Breakfast was very good. The staff was friendly and helpful. Beautiful location with good access to transportation and Lake Michigan."

Reviewed on 16 July 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is SARĀ 973 per night from Jul 26 to Jul 27
SARĀ 973
SARĀ 1,282 total
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (1,920 reviews)
"Employees very professional and restaurant/bar clean šŸ‘Œ food & drinks fresh and hot šŸ‘ The location of the hotel is Walking distance ,from shop,food restaurants and Tourist attractions,great place to stay šŸ˜€ and the Obama Presidential Center only 9 mile from hotel omni, Me and Wife enjoyed ourselves ..."

Reviewed on 16 July 2026

Omni Chicago Hotel
See all 4,833 properties in Maywood
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.

Stay near popular Maywood attractions

Underground Railroad Memorial at McDonald's

This poignant memorial marks where enslaved people found refuge on the Underground Railroad, featuring symbolic broken shackles. Visitors can reflect on this powerful history while viewing the plaque honoring Harriet Tubman.
See properties

Frequently asked questions

How much does a Maywood vacation package cost?
You'll find cheap prices on Expedia for your Maywood getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Maywood costs.
What are the cheapest months to go to Maywood?
The off-season is the best time to head to Maywood if you're trying to save. Another tip for finding cheap Maywood vacation packages? Try to avoid visiting during public holidays and any major events.
How to find the best Maywood package deals?
Begin your search for a Maywood package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Maywood package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Maywood escape off to a flying start.
Is it cheaper to book a Maywood vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Maywood vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Maywood?
Land incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Maywood escape.
How to plan a trip to Maywood?

  1. Choose when to get away: Check your calendar and get packing. Your preferred time of year and the available activities will also help you decide when to vacation in Maywood.
  2. Figure out your budget: Make sure you have enough money to cover everything from food and transportation to experiences and flights. Your accommodations will likely be the largest expense during your trip to Maywood.
  3. Decide your trip length: Consider how long you want to spend exploring Maywood. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized Maywood vacation package.