A wooden bridge over a calm river, surrounded by lush greenery and a distant building.

Find hotels in Woodlawn, Chicago from SAR 440

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Our top choices for Woodlawn hotels

Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
2.5 star property
Woodlawn
3.6 out of 10, (103 reviews)
"Clean room"
United States
Roger
The price is SAR 345
SAR 440 total
includes taxes & fees
3 Aug - 4 Aug
Best Motel By OYO Chicago I-90

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 12.6 km from Woodlawn
9.4 out of 10, Exceptional, (2,604 reviews)
"View was beautiful, accommodations were excellent."
United States
Julie
The price is SAR 887
SAR 1,184 total
includes taxes & fees
17 Aug - 18 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

The Wade
4.5 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (1,936 reviews)
"Great stay and friendly staff!"
Canada
Richard
The price is SAR 1,115
SAR 1,326 total
includes taxes & fees
3 Aug - 4 Aug
The Wade

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 12.4 km from Woodlawn
8.6 out of 10, Excellent, (1,721 reviews)
"Nice hotel and convenient location to so many places."
United States
Leigh Lynne
The price is SAR 1,010
SAR 1,335 total
includes taxes & fees
9 Aug - 10 Aug
Sheraton Grand Chicago Riverwalk

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
12.2 km from Woodlawn
9.0 out of 10, Wonderful, (3,501 reviews)
"Great hotel and location."
Canada
Lubisa
The price is SAR 808
SAR 1,093 total
includes taxes & fees
9 Aug - 10 Aug
Swissotel - Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 12.8 km from Woodlawn
8.8 out of 10, Excellent, (2,536 reviews)
"Great location"
United States
Marianne
The price is SAR 865
SAR 1,029 total
includes taxes & fees
10 Aug - 11 Aug
DoubleTree by Hilton Chicago - Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 12.7 km from Woodlawn
8.2 out of 10, Very Good, (2,918 reviews)
"Big nice room, great breakfast and lake view was outstanding"
United States
Michael
The price is SAR 798
SAR 1,059 total
includes taxes & fees
9 Aug - 10 Aug
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
12.2 km from Woodlawn
8.6 out of 10, Excellent, (1,999 reviews)
"Great hotel!"
United States
Jacqueline
The price is SAR 889
SAR 1,173 total
includes taxes & fees
16 Aug - 17 Aug
Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 12.1 km from Woodlawn
8.8 out of 10, Excellent, (2,264 reviews)
"Very nice family hotel"
United States
Haidar
The price is SAR 1,198
SAR 1,558 total
includes taxes & fees
9 Aug - 10 Aug
Fairmont Chicago at Millennium Park

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (3,311 reviews)
"I was nice very nice staff clean and comfortable"
United States
Sonyce
The price is SAR 702
SAR 835 total
includes taxes & fees
9 Aug - 10 Aug
Aloft by Marriott Chicago Mag Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Streeterville, 12.9 km from Woodlawn
8.8 out of 10, Excellent, (1,361 reviews)
"The room, the front desk staff, and the access to restaurants and other fun things to do could not be beat. Excellent stay."
United States
Andrew
The price is SAR 705
SAR 827 total
includes taxes & fees
10 Aug - 11 Aug
Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Streeterville, 13.7 km from Woodlawn
8.6 out of 10, Excellent, (2,557 reviews)
"Very nice place to stay and close to everything!"
United States
Sally
The price is SAR 680
SAR 808 total
includes taxes & fees
11 Aug - 12 Aug
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Streeterville, 12.9 km from Woodlawn
9.0 out of 10, Wonderful, (1,007 reviews)
"Absolutely a fantastic location, with great staff and a very comfortable stay."
United States
Jeffrey
The price is SAR 710
SAR 844 total
includes taxes & fees
26 Jul - 27 Jul
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 13.6 km from Woodlawn
9.0 out of 10, Wonderful, (4,614 reviews)
"Great place to stay"
United States
Chameka
The price is SAR 786
SAR 935 total
includes taxes & fees
16 Aug - 17 Aug
Hilton Chicago/Magnificent Mile Suites

Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Streeterville, 13.6 km from Woodlawn
8.6 out of 10, Excellent, (1,949 reviews)
"Reasonable price and convenient location for our weekend activities."
United States
Lawrence
The price is SAR 638
SAR 848 total
includes taxes & fees
10 Aug - 11 Aug
Millennium Hotel Knickerbocker Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (3,473 reviews)
"Great stay"
United States
Kristen
The price is SAR 991
SAR 1,313 total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Regency Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 13 km from Woodlawn
9.0 out of 10, Wonderful, (1,122 reviews)
"Great hotel in a great location (couple blocks of the magnificent mile). The hotel is very clean and the rooms are pristine, modern and cozy. Would stay here again next time I’m back in Chicago."
United States
Paul
The price is SAR 744
SAR 996 total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Centric Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Streeterville, 12.9 km from Woodlawn
9.0 out of 10, Wonderful, (1,963 reviews)
"Great location, great staff, and comfy hotel."
United States
Zachary
The price is SAR 807
SAR 960 total
includes taxes & fees
9 Aug - 10 Aug
Courtyard by Marriott Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 13.2 km from Woodlawn
7.8 out of 10, Good, (1,779 reviews)
"Nice and comfortable place to stay"
Australia
Precious
The price is SAR 611
SAR 727 total
includes taxes & fees
10 Aug - 11 Aug
The Chicago Hotel Collection - Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Streeterville, 13 km from Woodlawn
8.4 out of 10, Very Good, (2,046 reviews)
"It was convenient, very close to a lot of restaurants and shops."
United States
Rocio
The price is SAR 600
SAR 726 total
includes taxes & fees
12 Aug - 13 Aug
Hotel Saint Clair- Magnificent Mile
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.

Where to stay in Woodlawn

Find the best Woodlawn areas and neighborhoods for the activities you enjoy most.

Downtown Chicago

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top Woodlawn Hotel Reviews

Find out more about Woodlawn

Top reasons to visit Woodlawn

  • Cultural Vibrancy: Explore Woodlawn's rich art scene and local history, providing a unique cultural experience.
  • Outdoor Activities: Enjoy family-friendly outings at urban parks and the Woodlawn Sports Complex.
  • Scenic Neighborhoods: Stroll through charming streets and experience the friendly atmosphere of the local community.
  • Diverse Accommodations: Choose from a variety of lodging options, including luxury hotels and cozy bed and breakfasts.
  • Convenient Shopping: Engage in shopping adventures at nearby retail locations, perfect for souvenirs and local goods.

Find great hotels near Woodlawn

Discover a variety of accommodations in Woodlawn, Chicago, perfect for every type of traveler. From luxurious hotels to charming bed and breakfasts, you'll find options that cater to business needs, pet-friendly amenities, and an inclusive atmosphere for LGBTQIA visitors. Whether you're seeking the best hotel experiences or a comfortable Hyatt stay, Woodlawn has something to suit your vacation desires.

  • Congress Plaza Hotel: Nestled within the vibrant shopping district, Congress Plaza Hotel is a 3.5-star property that caters to both business travelers and shopping enthusiasts. Located only 11.3km from Woodlawn, this hotel boasts a historic charm with modern amenities. Guests can enjoy spacious rooms equipped with complimentary Wi-Fi, a fitness center for workouts, and an on-site restaurant serving delicious meals. Its prime location makes it easy to explore local shops and attractions, making it an ideal choice for those seeking a blend of business and leisure.
  • Hyatt Regency Chicago: Situated 12.9km from Woodlawn in the bustling city center, Hyatt Regency Chicago is a sophisticated 4-star hotel that welcomes all travelers, including the LGBTQIA community. This urban retreat features sleek accommodations with stunning city views, a state-of-the-art fitness center, and diverse dining options. With its central location, guests have easy access to Chicago's iconic landmarks, shopping, and dining experiences. The hotel’s commitment to inclusivity and exceptional service ensures a memorable stay for everyone.
  • Best Western Grant Park Hotel: Just 9.7km from Woodlawn, Best Western Grant Park Hotel is an excellent choice for families and shoppers alike. This welcoming property offers family-friendly amenities, including complimentary cribs and safety features for children. Guests can unwind in comfortable rooms while enjoying convenient access to nearby shopping venues. With its focus on family comfort and convenience, this hotel is perfect for those looking to explore the area while keeping the little ones entertained.

Where to stay near Woodlawn

Woodlawn, Chicago, offers a unique blend of cultural experiences and family-friendly activities. Visitors can explore the vibrant local art scene, enjoy recreational parks, and indulge in cozy dining spots. Nearby neighborhoods provide a mix of urban charm and friendly atmospheres, perfect for both relaxation and adventure. Whether you're strolling through scenic streets or engaging with the community, Woodlawn promises an unforgettable vacation experience for all types of travelers.

  • Chicago: A vibrant metropolis, Chicago offers a diverse urban experience with a mix of culture, entertainment, and recreational activities. As the third-largest city in the U.S., it boasts a rich history and iconic architecture. Visitors can explore renowned shopping districts, enjoy thrilling sports events at local stadiums, and unwind in expansive urban parks. The city's festive atmosphere peaks during the summer months, making it an ideal time for family outings and outdoor adventures.
  • Hyde Park: Located just 1.6km from Woodlawn, Hyde Park is a culturally rich neighborhood known for its beautiful tree-lined streets and the prestigious University of Chicago. This area is perfect for families and culture enthusiasts, with attractions like historic colleges and lush urban parks. Hyde Park features a variety of shopping options and entertainment venues, making it a great spot for leisurely strolls and educational experiences. The neighborhood's vibrant community spirit shines through in its numerous cultural events throughout the year.
  • Washington Park: Also situated 1.6km away from Woodlawn, Washington Park is a family-friendly neighborhood that combines culture and outdoor experiences. The area is known for its historic college, beautiful parks, and sports facilities, making it ideal for both relaxation and recreation. Visitors can enjoy educational attractions, shopping areas, and various entertainment options, all within a close-knit community atmosphere. Washington Park is particularly lively during the warmer months, attracting visitors who seek both leisure and cultural enrichment.

Things to do near Woodlawn

Woodlawn, Chicago, offers a vibrant mix of culture and outdoor experiences perfect for family vacations. Visitors can explore the area, enjoy family outings, and engage in activities at the Woodlawn Sports Complex. With a variety of educational opportunities and arena entertainment facilities nearby, Woodlawn provides an ideal backdrop for dream weddings and shopping adventures, ensuring a memorable trip for all.

Shopping

For a great shopping experience in Woodlawn, visit Chicago Place Mall and Shops at North Bridge, both 12.9km away, offering a mix of family and business vibes. Don't miss the Maxwell Street Market, located just 9.7km away, for a lively public market atmosphere.

Recreation

Experience the excitement at Soldier Field, just 9.7km away, where you can catch a game or event amidst vibrant sports energy. For a more tranquil escape, visit the Northerly Island Natural Area, located 8.0km away, perfect for relaxation and rejuvenation in nature's embrace.

Adventure

Explore the scenic Salt Creek Trail, a perfect spot for hiking located 19.3km from Woodlawn, offering breathtaking views and outdoor adventure vibes. For water fun, visit Rainbow Falls Waterpark, 40.2km away, or Deep River Water Park, 46.7km away, both featuring thrilling rides and family-friendly entertainment.

Nightlife

Experience the vibrant nightlife in Woodlawn with a visit to the Chicago Theatre for a romantic show, or catch a family-friendly film at Film Row Cinema. For a fun adventure, explore Amazing Chicago's Funhouse Maze, perfect for thrill-seekers looking for excitement.

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

Booking tips and Expedia advantages for Woodlawn

For a budget-friendly visit to Woodlawn, consider traveling during the off-peak months of December to February when lodging prices are lower. Book your stay on a Monday for the best rates, avoiding the more expensive Saturday nights. Use Expedia to find great hotel deals by filtering options from lowest to highest price, and consider bundling your hotel with flights and activities for additional savings. Explore free attractions in the area and utilize public transportation to cut down on travel costs.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Woodlawn are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Woodlawn is Monday. The most expensive day to stay around Woodlawn is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your options based on your budget, desired location, and preferred hotel type. To discover the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Woodlawn hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Woodlawn

Woodlawn, Chicago, is perfect for cultural, family, and outdoor vacations, featuring urban parks, historic houses, and nearby beaches. Visitors can explore attractions like Woodlawn Park and the local hospital, offering a rich city experience for travelers seeking culture and family-friendly activities. Enjoy the unique blend of history and nature that Woodlawn has to offer during your visit.

  • McCormick Place: Located 8.0km from Woodlawn, McCormick Place is the largest convention center in North America. It hosts a variety of events, from trade shows to conferences, offering a vibrant atmosphere filled with business energy and networking opportunities.
  • University of Chicago: Just 1.4km away, this historic university is renowned for its stunning Gothic architecture and rich cultural heritage. Explore its beautiful campus and take in the intellectual atmosphere that has produced numerous Nobel laureates.
  • Chicago Museum of Science and Industry: Situated 3.2km from Woodlawn, this family-friendly museum features interactive exhibits that engage visitors of all ages. Discover the wonders of science and technology in a space that inspires curiosity and learning.

Best time to go to Woodlawn

The best time to visit Woodlawn is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudySlightly LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly LowAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnyAverageSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnySlightly HighAverage
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyAverageSlightly Low

The nearest major airports for your trip to Woodlawn

Traveling to Woodlawn, Chicago, is convenient with access to two major airports. Chicago O'Hare International Airport (ORD) is approximately 32.2km away, with nearby accommodations such as the 4.5-star Loews Chicago O'Hare Hotel, located 3.2km from the airport, and the 4-star Hilton Chicago O'Hare Airport, just 161m away. Midway International Airport (MDW) is closer, at about 11.3km from Woodlawn, with luxurious options like the 5-star Nobu Hotel Chicago, 12.9km away, and The Langham, Chicago, 14.5km away. For those flying into Chicago Executive Airport (PWK), situated 212.9km from Woodlawn, notable hotels include the 4.5-star Deer Path Inn and the 4-star Embassy Suites by Hilton Chicago North Shore Deerfield.

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Frequently asked questions

What's it like in Woodlawn?
Woodlawn is a neighborhood that travelers like for its beaches, restaurants, and gardens. Looking for sights you might find in a travel guide about Woodlawn? Consider a visit to Lake Michigan while you're in the neighborhood.
Where is the best place to stay in Woodlawn?
Based on Expedia customer reviews, Best Motel By OYO Chicago I-90 is the highest ranked property in Woodlawn. This property offers free valet parking and flat-screen TVs.
How many hotels will I be able to find in the Woodlawn area?
If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 49 Woodlawn hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Woodlawn, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Enter your dates, click on "Search", then use the "fully refundable" filter to view top deals in Woodlawn.
Where can I learn more about changing or cancelling my trip to Woodlawn?
To access more information about updating your trip to Woodlawn or cancelling it, go to https://www.expedia.com/service/.
What can I see and do in this Chicago neighborhood?
Spend some time exploring the great outdoors at Lake Michigan, Jackson Park, and Bob-O-Link Meadow. Obama Presidential Center and 63rd Street Beach are also a couple of places to visit in the neighborhood. Oak Woods Cemetery, Lorado Taft's Midway Studios, and Stony Island Arts Bank are just a few of the places to visit in and around Woodlawn. While you're out sightseeing in Chicago, be sure to visit other sights like Rockefeller Memorial Chapel or Oriental Institute Museum.
How can I get around Woodlawn and the greater Chicago area?
Looking for a quick way to explore more of the city? Catch a ride on metro transit at Cottage Grove Station and King Drive Station. To venture out of town, take a train from Chicago 63rd Street Station.