Glenwood Holidays from £1,296

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Your Glenwood Holiday

Lock in a Glenwood holiday package and get ready to experience this amazing city the easy way. Think about staying in the neighbourhood of South Deering, which is good for golfing and nature. Fill up your itinerary with tours of Coyote Run Golf Course, River Oaks Centre and Ravisloe Country Club, some of the things you really should see during a trip to Glenwood. Stop daydreaming and start doing. Explore the multitude of options on Expedia today and finally put your Glenwood holiday plans into motion!

Top Glenwood Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
Level Chicago – Old Town
Kimpton Gray Hotel by IHG
Omni Chicago Hotel

Glenwood Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Midway Intl. Airport (MDW)
Population
9,000
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Odyssey Fun World, Midwest Carvers Museum and William W. Powers State Recreation Area

Top hotels in Glenwood

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is £101 per night from 28 Jun to 29 Jun
£101
28 Jun - 29 Jun
includes taxes & fees
8.2/10 Very Good! (1,021 reviews)
"Property had horrible beds, rooms small, bathroom light horrible. Bathroom small. Just not comfortable or inviting. Would not stay again. Smokers blocking door so have to walk through cigarette smoke just to get to room."

Reviewed on 8 Jun 2026

Holiday Inn Chicago – Midway Airport S by IHG
Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

2.5 out of 5
6650 S Cicero Ave Chicago IL
Fully refundable
The price is £100 per night from 30 Jun to 1 Jul
£100
30 Jun - 1 Jul
includes taxes & fees
8/10 Very Good! (1,913 reviews)
"The hotel was okey, honestly I’m trying to sleep and the other guess was so loud. I didn’t sleep at all."

Reviewed on 8 Jun 2026

Sleep Inn Midway Airport Bedford Park
DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
5000 W 127th St Alsip IL
Fully refundableReserve now, pay when you stay
The price is £115 per night from 6 Jul to 7 Jul
£115
6 Jul - 7 Jul
includes taxes & fees
8.4/10 Very Good! (1,080 reviews)
"A very nice hotel. Easy to find and well-maintained. Big, beautiful indoor pool. We enjoyed before leaving in the morning for the Chicago Blues Festival."

Reviewed on 8 Jun 2026

DoubleTree by Hilton Chicago - Alsip
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.