Photo by Richard Remington

Hotels in Woodlawn

Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices

Check prices for these dates

Tonight
Aug 22 - Aug 23
Tomorrow
Aug 23 - Aug 24
This weekend
Aug 22 - Aug 24
Next weekend
Aug 29 - Aug 31

Where to stay in Woodlawn?

Woodlawn hotels that make comfort easy

Best Motel By OYO Chicago I-90
Hallway

Best Motel By OYO Chicago I-90

2.0 star property
3.4 out of 10, (35)
$79 nightly
The price is $91
Sep 1 - Sep 2
Total with taxes and fees
Best Motel By OYO Chicago I-90
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.
trending_down

Our prices for Woodlawn are cheapest in August

See average prices and weather for all months
Price trends for hotels in Woodlawn
Pricing is based on two traveler single night rates
View properties in August

Month selector

Currently viewing crowd sizes and weather for August.
Weather forecast for Chicago
August
trending_upHigh crowds
High 78°F / low 68°F. Sunny most days.
View properties in August
78°
weather_sun
August, High crowds, average high temperature 78 degrees Fahrenheit, average low temperature 68 degrees Fahrenheit. Sunny most days.
68°
73°
weather_sun
September, Moderate crowds, average high temperature 73 degrees Fahrenheit, average low temperature 62 degrees Fahrenheit. Sunny most days.
62°
60°
weather_sun
October, Moderate crowds, average high temperature 60 degrees Fahrenheit, average low temperature 50 degrees Fahrenheit. Sunny most days.
50°
47°
weather_partly_sunny
November, Moderate crowds, average high temperature 47 degrees Fahrenheit, average low temperature 37 degrees Fahrenheit. Partly sunny.
37°
37°
weather_cloudy
December, High crowds, average high temperature 37 degrees Fahrenheit, average low temperature 29 degrees Fahrenheit. Cloudy most days.
29°
30°
ac_unit
January, Low crowds, average high temperature 30 degrees Fahrenheit, average low temperature 21 degrees Fahrenheit. Snow likely.
21°
32°
ac_unit
February, Low crowds, average high temperature 32 degrees Fahrenheit, average low temperature 22 degrees Fahrenheit. Snow likely.
22°
42°
weather_cloudy
March, Low crowds, average high temperature 42 degrees Fahrenheit, average low temperature 32 degrees Fahrenheit. Cloudy most days.
32°
52°
weather_partly_sunny
April, Low crowds, average high temperature 52 degrees Fahrenheit, average low temperature 40 degrees Fahrenheit. Partly sunny.
40°
63°
weather_sun
May, Moderate crowds, average high temperature 63 degrees Fahrenheit, average low temperature 51 degrees Fahrenheit. Sunny most days.
51°
73°
weather_sun
June, High crowds, average high temperature 73 degrees Fahrenheit, average low temperature 62 degrees Fahrenheit. Sunny most days.
62°
79°
weather_sun
July, High crowds, average high temperature 79 degrees Fahrenheit, average low temperature 68 degrees Fahrenheit. Sunny most days.
68°
Monthly weather averages (˚F)

Top landmarks in Chicago

Jackson Park
Chicago Museum of Science and Industry which includes interior views

Jackson Park

Jackson Park is worth a pic or two when discovering Woodlawn. Let yourself be amazed at the museums and art galleries in the area too.

See properties in Jackson Park
63rd Street Beach
This photo is special because it reflects the beauty of this magnificent city.

63rd Street Beach

Whether you want to collect beach glass or watch the sunset, 63rd Street Beach is a spot you might want to check out, located 7.2 mi (11.6 km) from central Chicago. If you want to continue walking by the waves, head to 57th Street Beach located nearby.

See properties in 63rd Street Beach

Check out reviews of Woodlawn hotels guests love

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"The service was amazing. The staff is very friendly and helpful. I love staying at the Hyatt hotel. All of my stays have been great."
connie 3-night trip
Posted 12 hours ago
Hyatt Regency Chicago

Frequently asked questions

Is Woodlawn expensive to stay in?
You can find great hotels from $134 in Woodlawn to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Woodlawn hotels?
Discover great deals on hotels in Woodlawn with Hotels.com. Sign up for free to unlock member only prices and start earning rewards. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Woodlawn hotels.
How can I find discounted rates and deals for Woodlawn hotels?
Unlocking discounted rates at hotels in Woodlawn couldn't be simpler. Members save up to 20% on select hotels when signed in. Silver, Gold, and Platinum members can earn additional rewards on VIP Access bookings.
Can I receive a refund if I cancel my Woodlawn hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Woodlawn hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
Is it worth staying in Woodlawn?
You're spoilt for choice with 46 hotels in the area so it's easy to find your perfect somewhere. Basing yourself in Woodlawn makes it easy to explore Chicago, including the neighborhoods of Near South Side and Hyde Park.
Which station is best for Woodlawn?
The main station in Woodlawn is Cottage Grove Station. If you're staying at a hotel in Woodlawn, check out the nearest station so that you can get around and explore with ease.
Are all taxes and fees included in the Woodlawn hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.

Find out more about Woodlawn

Find out more about Woodlawn

What's Woodlawn Like?

If you want to find the perfect part of the city to explore, consider Woodlawn. Nature lovers can explore top areas like Lake Michigan. There's plenty more to see, including 63rd Street Beach and Rubenstein Forum.

How to Get to Woodlawn

Flying to:

  • Chicago Midway Airport (MDW), 7.6 mi (12.3 km) from Woodlawn
  • Chicago O'Hare Intl. Airport (ORD), 21.1 mi (33.9 km) from Woodlawn
  • Chicago, IL (PWK-Chicago Executive), 28.1 mi (45.3 km) from Woodlawn

Things to See and Do in and around Woodlawn

What to See in Woodlawn

  • Lake Michigan
  • 63rd Street Beach
  • Rubenstein Forum
  • Lorado Taft's Midway Studios

Things to Do near Woodlawn:

  • Bob-O-Link Meadow (0.8 mi/1.3 km away)
  • Chicago Museum of Science and Industry (1 mi/1.5 km away)
  • Martin Luther King Drive (1.3 mi/2.1 km away)
  • Bridgeport Art Center (4.8 mi/7.7 km away)
  • Garden of the Phoenix (0.8 mi/1.2 km away)

When Is the Best Time to Visit Chicago?

  • Hottest months: July, August, June, September (average 70°F)
  • Coldest months: January, February, December, March (average 31°F)
  • Rainiest months: June, May, April, October (average 6 inches of rainfall)