Glenwood, IL

Travel Guide

Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

2.5 out of 5
6650 S Cicero Ave Chicago IL
$101 nightly
The price is $119 total per night from Nov 8 to Nov 9
$119 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8/10 Very Good! (2,171 reviews)
"Staff are helpful . We left at 4:30 am so no breakfast. Room was awful with dirty bathroom . The $30 parking is exorbitantly."

Reviewed on Oct 17, 2026

Sleep Inn Midway Airport Bedford Park
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3 out of 5
4900 S Lake Shore Dr Chicago IL
Fully refundable
$148 nightly
The price is $174 total per night from Nov 17 to Nov 18
$174 total
Nov 17 - Nov 18
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the overall value in our reviews. ...
Chicago Lake Shore Hotel
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4.5 out of 5
17300 S Halsted St Hazel Crest IL
$163 nightly
The price is $183 total per night from Oct 20 to Oct 21
$183 total
Oct 20 - Oct 21
Total with taxes and fees
Book a stay at this luxury resort in Hazel Crest. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Ravisloe Country Club and Oak Hill ...
9.4/10 Exceptional! (797 reviews)
"Awesome stay, I will come back"

Reviewed on Oct 18, 2026

Wind Creek Southland Casino and Hotel
See all 973 properties in Glenwood
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.
Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago

Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago

Chicago IL
Stay at this condo in Chicago. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Soldier Field and Wintrust Arena are located nearby.
Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago
LakeHouse with rooftop and views of lake.

LakeHouse with rooftop and views of lake.

Chicago IL
Book a stay at this golf vacation home in Chicago. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Rainbow Beach and Jackson Park ...
9.4/10 Exceptional! (36 reviews)
"Very clean and a very helpful host!"

Reviewed on Sep 8, 2026

LakeHouse with rooftop and views of lake.
Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Blue Island IL
Stay at this apartment in Blue Island. Enjoy a garden, patios, and air conditioning. Popular attractions 115 Bourbon Street and Beverly Arts Center are located ...
6.4/10 (10 reviews)
"The place is horrible. The place need a lot of work. Plaster walls was very bad holes in the walls the cabinet door was broken. To get in the property through the back door smell like urine spiders was everywhere hat to fight them off just to get in. We were there for the weekend and my family couldn’t ..."

Reviewed on Sep 17, 2026

Charming 2-bedroom apartment in marvelous Blue Island with WiFi
See all properties in Glenwood
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.

Frequently asked questions

When is the best time to visit Glenwood?
The best time to visit Glenwood is from May through September. For travelers seeking fewer crowds and better value, the quieter months of December through March are a good option, offering a cooler experience that sometimes includes snow.
What cuisines can you find in Glenwood?
In Glenwood, travelers can find Italian cuisine, with dishes like pasta, pizza, and lasagna. You can also enjoy North American favorites, Mexican dishes such as tacos, and Mediterranean options. The area also offers steakhouses, and there are coffee shops for a relaxed experience.
Can I book a refundable hotel in Glenwood?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Glenwood by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Glenwood with Expedia?
Expedia makes it easier to plan your Glenwood trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Glenwood?
The best choice depends on your travel style. Hotels in Glenwood can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Glenwood trip on Expedia?
Once you've booked your Glenwood trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Glenwood trip?
Expedia offers customer support before, during, and after your Glenwood trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Glenwood?
If it's your first trip to Glenwood, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Glenwood hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Glenwood hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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A city skyline with modern skyscrapers and a river with boats and people in the foreground.

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