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

Find hotels in Woodlawn, Chicago from AED 430

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Star rating

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, (102 reviews)
"This is not a good place."
United States
Dinesh Kumar
The price is AED 337
AED 430 total
includes taxes & fees
27 Jul - 28 Jul
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, (2,597 reviews)
"View was beautiful, accommodations were excellent."
United States
Julie
The price is AED 931
AED 1,234 total
includes taxes & fees
19 Jul - 20 Jul
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, (1,918 reviews)
"The staff was always super helpful, our room was clean and very comfortable, the view to the lake was beautiful!"
United States
Raul
The price is AED 621
AED 738 total
includes taxes & fees
19 Jul - 20 Jul
The Wade

FOUND Hotels, Chicago, Series by Marriott

FOUND Hotels, Chicago, Series by Marriott
3.0 star property
River North, 13.1 km from Woodlawn
7.0 out of 10, Good, (9 reviews)
"Overall was a good stay!! Wish the place next door wasn’t as loud at night."
United States
Lia
The price is AED 544
AED 638 total
includes taxes & fees
19 Jul - 20 Jul
FOUND Hotels, Chicago, Series by Marriott

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 13.2 km from Woodlawn
8.6 out of 10, Excellent, (3,032 reviews)
"Great location, historic charm, friendly and helpful staff."
United States
Peter Anthony
The price is AED 513
AED 718 total
includes taxes & fees
10 Aug - 11 Aug
Warwick Allerton - Chicago

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 11.7 km from Woodlawn
9.4 out of 10, Exceptional, (2,291 reviews)
"Wonderful stay"
United States
Taylor
The price is AED 587
AED 810 total
includes taxes & fees
9 Aug - 10 Aug
Silversmith Hotel Chicago Downtown

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 11.7 km from Woodlawn
8.6 out of 10, Excellent, (2,519 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is AED 946
AED 1,234 total
includes taxes & fees
10 Aug - 11 Aug
Palmer House a Hilton Hotel

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 10.9 km from Woodlawn
7.6 out of 10, Good, (2,700 reviews)
"My stay was great! Staff was friendly and helpful."
United States
Danny
The price is AED 572
AED 680 total
includes taxes & fees
10 Aug - 11 Aug
Travelodge by Wyndham Downtown Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 13.1 km from Woodlawn
9.0 out of 10, Wonderful, (3,726 reviews)
"Nice place great staff and a great location"
United States
Byron
The price is AED 690
AED 821 total
includes taxes & fees
10 Aug - 11 Aug
Eurostars Magnificent Mile

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 11 km from Woodlawn
8.0 out of 10, Very Good, (10,239 reviews)
"We’ve stayed there twice and probably will again."
United States
Ashley
The price is AED 694
AED 825 total
includes taxes & fees
10 Aug - 11 Aug
Congress Plaza Hotel

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 14.4 km from Woodlawn
8.2 out of 10, Very Good, (1,738 reviews)
"Nice place to stay"
Australia
Anna
The price is AED 565
AED 672 total
includes taxes & fees
27 Jul - 28 Jul
The Chicago Hotel Collection Ambassador Gold Coast

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 12.4 km from Woodlawn
9.4 out of 10, Exceptional, (3,797 reviews)
"Beautiful hotel and location. Staff were very friendly and kind."
Canada
Sophie
The price is AED 789
AED 1,046 total
includes taxes & fees
6 Aug - 7 Aug
LondonHouse Chicago, Curio Collection by Hilton

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 12.9 km from Woodlawn
7.8 out of 10, Good, (3,185 reviews)
"It was very nice and staff were nice as well."
United States
Charles
The price is AED 390
AED 638 total
includes taxes & fees
10 Aug - 11 Aug
Freehand Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 13.3 km from Woodlawn
8.8 out of 10, Excellent, (2,328 reviews)
"I liked the ambiance of the hotel, everyone was nice and it was very clean."
United States
Tanil
The price is AED 613
AED 811 total
includes taxes & fees
10 Aug - 11 Aug
The Godfrey Hotel Chicago

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 11.9 km from Woodlawn
9.4 out of 10, Exceptional, (1,143 reviews)
"Beautiful historic building; dog friendly!"
United States
Zoe
The price is AED 764
AED 1,017 total
includes taxes & fees
9 Aug - 10 Aug
Staypineapple, An Iconic Hotel, The Loop

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
12.2 km from Woodlawn
9.0 out of 10, Wonderful, (3,476 reviews)
The price is AED 823
AED 1,108 total
includes taxes & fees
26 Jul - 27 Jul
Swissotel - Chicago

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Theatre District, 12.2 km from Woodlawn
9.0 out of 10, Wonderful, (1,038 reviews)
"Love the location and top tier service"
United States
Christine
The price is AED 838
AED 1,104 total
includes taxes & fees
19 Jul - 20 Jul
theWit Chicago, a Hilton Hotel

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 10.4 km from Woodlawn
8.8 out of 10, Excellent, (2,093 reviews)
"Overall it was a nice place to stay"
United States
Nathaniel
The price is AED 587
AED 698 total
includes taxes & fees
9 Aug - 10 Aug
Hilton Garden Inn Chicago Downtown South Loop

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
The Loop, 11.1 km from Woodlawn
9.6 out of 10, Exceptional, (1,277 reviews)
"Comfortable hotel in a good location. Lots of public transportation close."
United States
Dean
The price is AED 673
AED 800 total
includes taxes & fees
9 Aug - 10 Aug
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
11.7 km from Woodlawn
9.4 out of 10, Exceptional, (163 reviews)
"Clean, new, and cozy stay in a great location."
United States
Pedro
The price is AED 926
AED 1,087 total
includes taxes & fees
19 Jul - 20 Jul
LIVN - West Loop Chicago
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

  • Vibrant Cultural Experience: Woodlawn offers a unique blend of urban energy and family-friendly charm, perfect for exploring local history.
  • Recreational Opportunities: Enjoy scenic parks, outdoor adventures, and relaxing spots like Woodlawn Park.
  • Educational Attractions: Discover historic houses and engaging activities that cater to all ages.
  • Diverse Accommodation: A range of hotels and charming bed and breakfasts meet various traveler needs and preferences.
  • Local Shopping and Dining: Experience friendly local shops and eateries that highlight the neighborhood's warmth and vibrancy.

Find great hotels near Woodlawn

Explore a variety of hotel accommodations in Woodlawn, Chicago, catering to every traveler's needs. Whether you're seeking luxurious stays, pet-friendly options, or a welcoming environment for LGBTQIA travelers, Woodlawn has it all. From reliable business facilities to charming bed and breakfasts, you'll find the perfect hotel for your visit, including well-known brands like Hyatt. Discover the best hotels that promise a memorable experience in this vibrant neighborhood.

  • Congress Plaza Hotel: This 3.5-star hotel offers a blend of historic charm and modern convenience, making it an ideal choice for travelers seeking a vibrant shopping and business experience. Located 11.3km from Woodlawn, the Congress Plaza Hotel features spacious rooms with elegant decor and essential amenities. Guests can enjoy on-site dining options, a fitness center, and easy access to Chicago’s renowned shopping district. Its proximity to iconic attractions and a welcoming atmosphere ensure a delightful stay for both leisure and business visitors.
  • Hyatt Regency Chicago: A 4-star eco-certified hotel located 12.9km from Woodlawn, the Hyatt Regency Chicago stands out for its commitment to sustainability and inclusivity. This modern hotel is perfect for travelers who prioritize eco-friendly practices and LGBTQIA-friendly environments. Guests can indulge in stylish accommodations, an array of dining options, and exceptional amenities, including a fitness center and event spaces. Nestled in the bustling shopping district, it’s a great base for exploring the vibrant city while enjoying a comfortable and welcoming atmosphere.
  • Best Western Grant Park Hotel: Situated 9.7km from Woodlawn, the Best Western Grant Park Hotel is a family-friendly lodging option that caters especially to those traveling with children. This hotel provides a range of amenities tailored for families, such as free cribs, a first aid kit, and window guards to ensure safety for younger guests. Located in the shopping district, it offers easy access to local attractions and dining options, making it a convenient choice for family vacations while maintaining a relaxed and inviting ambiance.

Where to stay near Woodlawn

Woodlawn, a vibrant neighborhood in Chicago, offers a rich cultural experience perfect for families and outdoor enthusiasts. Explore cozy spots and recreational opportunities nearby, including scenic parks and friendly local shops. The atmosphere is a delightful mix of urban energy and family-friendly charm, making it an ideal base for your vacation. Don't miss the chance to immerse yourself in the unique vibes of Woodlawn and its welcoming surrounding areas.

  • Chicago: As a vibrant metropolis, Chicago offers an exhilarating mix of culture, entertainment, and outdoor activities. Woodlawn, situated within its borders, makes for an ideal base to explore the city. While visitor numbers peak during the summer months, Chicago's charm is year-round. Travelers flock here for family outings, outdoor adventures, and city-themed experiences. Must-visit attractions include the renowned shopping districts, thrilling arena events, and captivating theaters. Don’t miss local landmarks such as sports stadiums and lush urban parks, perfect for leisurely strolls or picnics.
  • Hyde Park: Located just 1.6km away from Woodlawn, Hyde Park is a culturally rich neighborhood that attracts visitors throughout the year. Peak travel times occur in April and during the summer months, making it a lively spot for families and culture enthusiasts alike. The area is home to the historic University of Chicago, offering educational experiences alongside beautiful urban parks. Enjoy shopping, attend events at local venues, or immerse yourself in the vibrant arts scene. Its unique blend of history and modernity creates a captivating experience for all.
  • Washington Park: Also 1.6km away from Woodlawn, Washington Park is an inviting neighborhood known for its cultural vibrancy and family-friendly atmosphere. Visitors typically come during the late summer and early fall months. The area features numerous educational opportunities, shopping, and exciting entertainment options. Key local attractions include historic universities, expansive urban parks, and sports facilities. Whether you’re exploring the rich history or enjoying a day at the park, Washington Park is a delightful destination that complements your Chicago adventure.

Things to do near Woodlawn

Woodlawn offers a vibrant blend of cultural experiences perfect for family outings and outdoor adventures. Visitors can explore the neighborhood’s rich history while enjoying educational attractions, shopping areas, and an arena entertainment facility. Whether you're planning a dream wedding or simply looking to discover the local charm, Woodlawn provides a welcoming atmosphere for all types of vacations.

Shopping

For shopping in Woodlawn, visit Chicago Place Mall, 12.9km away, offering a vibrant city atmosphere. Also, explore Shops at North Bridge, 12.9km away, known for entertainment and family-friendly options. Don’t miss Maxwell Street Market, 9.7km away, featuring unique local goods in a lively setting.

Recreation

At Soldier Field, immerse yourself in the excitement of live sports events and vibrant energy. Northerly Island Natural Area offers a serene escape with nature trails perfect for relaxation and reflection. Enjoy soulful music and a lively atmosphere at the House of Blues Chicago for an unforgettable evening.

Adventure

Embark on an adventure at Salt Creek Trail, a scenic hiking trail located 19.3km from Woodlawn, perfect for nature enthusiasts. For family fun, visit Rainbow Falls Waterpark or Deep River Water Park, both offering thrilling rides and entertainment, located 25 and 46.7km away, respectively.

Nightlife

Experience the vibrant nightlife in Woodlawn. Catch a show at the Chicago Theatre, just 11.3km away, for a cultural night out. Enjoy a film at Film Row Cinema, 9.7km away, perfect for family fun. For adventure, explore Amazing Chicago's Funhouse Maze, located 12.9km from Woodlawn.

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

Booking tips and Expedia advantages for Woodlawn

To save money on your trip to Woodlawn, consider visiting during the off-peak months of December to February when hotel prices are lower. Mondays are the least expensive days to stay, while Saturdays are the priciest. Utilize Expedia's search tool to find great deals by filtering options from lowest to highest price. Combine your hotel, flights, and activities in an Expedia package for additional savings. For budget-friendly transportation, walking is a great option, as the area is easily navigable on foot, allowing you to explore without the cost of public transport.

  • 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 narrow down your options based on your budget, preferred location, and desired hotel type. To find the best prices and deals, simply 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 offers a vibrant cultural experience perfect for family and outdoor vacations. Visitors can explore urban parks, historic houses, and nearby beaches, catering to those seeking a city adventure. Don’t miss the local highlights like Woodlawn Hospital and Woodlawn Park, which provide additional activities and relaxation spots. This charming neighborhood promises a rich blend of history and recreation for all travelers.

  • McCormick Place: As one of the largest convention centers in North America, McCormick Place offers a bustling atmosphere filled with trade shows and exhibitions. Its state-of-the-art facilities make it a hub for business and innovation, perfect for networking and discovering new industry trends.
  • University of Chicago: Renowned for its Gothic architecture and rich academic history, the University of Chicago exudes a cultural vibe. Explore its beautiful campus, visit the smart bookstores, and immerse yourself in the intellectual atmosphere that has shaped many great thinkers.
  • Chicago Museum of Science and Industry: This family-friendly museum offers interactive exhibits that engage visitors of all ages. From a WWII submarine to a coal mine, the museum combines culture with science, making learning fun and memorable for everyone.

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 SunnySlightly HighSlightly 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 SunnyAverageSlightly 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 three major airports. Chicago O'Hare International Airport (ORD) is 32.2km away and offers nearby hotels like Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare Chicago, both just 3.2km from the airport. Chicago Midway International Airport (MDW) is closer at 11.3km, with luxurious options such as The Langham, Chicago and Nobu Hotel Chicago. For those considering Chicago Executive Airport (PWK), located 45.1km away, nearby accommodations include Deer Path Inn and Hilton Chicago/Northbrook, both just 1.6km from the airport. Each hotel provides easy access to their respective airports, ensuring a smooth arrival to Woodlawn.

Explore a world of travel with Expedia

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 48 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.