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Woodlawn Hotels near Chicago

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Our top choices for Woodlawn hotels

Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
2.0 star property
Woodlawn
3.6 out of 10, (51)
"Room"
United States
Nyi
The price is P4,735
P5,973 total
includes taxes & fees
Jan 10 - Jan 11
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, (2311)
"Excellent location, service, view and food!!"
United States
Christine
The price is P5,987
P9,044 total
includes taxes & fees
Jan 20 - Jan 21
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

The Wade
4.5 star property
Streeterville, 12.9 km from Woodlawn
8.4 out of 10, Very Good, (1582)
"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is P5,978
P7,018 total
includes taxes & fees
Jan 19 - Jan 20
The Wade

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
12.2 km from Woodlawn
9.0 out of 10, Wonderful, (3096)
"Amazing staff and location beautiful hotel "
United States
RANDIE
The price is P6,746
P10,004 total
includes taxes & fees
Jan 19 - Jan 20
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, (2223)
"Fantastic stay! Looking forward to staying here again!!"
United States
Amber
The price is P5,048
P5,926 total
includes taxes & fees
Jan 15 - Jan 16
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, (2774)
"Great hotel staff and location. "
United States
Jacqueline
The price is P5,834
P8,586 total
includes taxes & fees
Jan 21 - Jan 22
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, (1814)
"Great hotel"
United States
Yavuz
The price is P8,282
P11,261 total
includes taxes & fees
Jan 23 - Jan 24
Radisson Blu Aqua Hotel Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (3017)
"Great place to stay"
United States
Elisha
The price is P4,498
P5,281 total
includes taxes & fees
Jan 18 - Jan 19
Aloft Chicago Mag Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (1059)
"My favorite hotel for a staycation"
United States
SABRINA L
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, (2327)
"Overall a nice place to stay. "
United States
Ciji
The price is P5,777
P6,782 total
includes taxes & fees
Feb 1 - Feb 2
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
2.5 star property
Streeterville, 12.9 km from Woodlawn
9.0 out of 10, Wonderful, (1003)
"Great location, friendly staff, clean rooms"
United States
Jared
The price is P5,268
P6,184 total
includes taxes & fees
Jan 19 - Jan 20
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, (3676)
"Great stay!!!"
United States
Lorenzo Martrel
The price is P5,290
P6,210 total
includes taxes & fees
Jan 18 - Jan 19
Hilton Chicago/Magnificent Mile Suites

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Streeterville, 13.6 km from Woodlawn
8.6 out of 10, Excellent, (2006)
"Very clean, quiet, and warm reception and service from the staff. "
United States
tim
The price is P5,268
P7,574 total
includes taxes & fees
Jan 11 - Jan 12
Millennium 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, (3420)
"The Hotel was amazing great location "
United States
Donnisha
The price is P9,056
P12,368 total
includes taxes & fees
Jan 22 - Jan 23
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, (1063)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is P5,801
P8,547 total
includes taxes & fees
Jan 18 - Jan 19
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, (1663)
"Would definitely stay again…location was perfect "
United States
Ashley
The price is P5,990
P7,032 total
includes taxes & fees
Jan 19 - Jan 20
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
7.6 out of 10, Good, (1168)
"Clean rooms. Great amenities. Great price. "
United States
Alondra
The price is P6,679
P7,841 total
includes taxes & fees
Jan 12 - Jan 13
The Chicago Hotel Collection - Magnificent Mile

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 13 km from Woodlawn
9.4 out of 10, Exceptional, (3130)
"Second time to stay here, everything is great!"
United States
Wei
The price is P5,374
P7,981 total
includes taxes & fees
Feb 8 - Feb 9
Hotel Riu Plaza Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 11 km from Woodlawn
8.0 out of 10, Very Good, (9744)
"Wonderful stay!"
United States
Zach
Congress Plaza Hotel

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 10.3 km from Woodlawn
8.2 out of 10, Very Good, (2666)
"Clean room, good location and service. "
Canada
Jolanta
The price is P4,209
P4,941 total
includes taxes & fees
Jan 13 - Jan 14
Best Western Grant Park Hotel
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

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

River North

Known for its fantastic nightlife, stunning river views, and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

Top Woodlawn Hotel Reviews

Find out more about Woodlawn

Top reasons to visit Woodlawn

  • Cultural Richness: Woodlawn boasts a vibrant cultural scene with local art galleries and historical sites that reflect the community's heritage.
  • Outdoor Activities: Enjoy numerous urban parks perfect for family outings, leisurely strolls, or even romantic picnics.
  • Local Dining: Experience a variety of cafes and restaurants that offer a taste of the local cuisine and friendly atmosphere.
  • Proximity to Chicago: Easily access the iconic skyline and attractions of downtown Chicago while enjoying the charm of a quieter neighbourhood.
  • Diverse Accommodations: Choose from luxurious hotels to cosy bed and breakfasts, catering to all types of travellers.

Find great hotels near Woodlawn

Discover the charm of Woodlawn, Chicago, where a variety of accommodations await to suit every traveller's needs. From luxurious hotels to cosy bed and breakfasts, you’ll find options that cater to business travellers, pet owners, and those seeking an LGBTQIA-friendly experience. Whether you’re looking for a Hyatt hotel or the best local gems, Woodlawn offers a welcoming retreat for a memorable vacation.

  • Congress Plaza Hotel: A distinguished 3.5-star establishment, Congress Plaza Hotel offers a perfect blend of historical charm and modern convenience, situated 11.3km from Woodlawn. Ideal for business travellers and shopping enthusiasts alike, this hotel is nestled in the heart of the shopping district. Guests will appreciate the spacious rooms, extensive meeting facilities, and on-site dining options. With its central location, visitors can easily explore Chicago's vibrant retail scene and cultural attractions, making it a smart choice for both leisure and work.
  • Hyatt Regency Chicago: This eco-certified 4-star hotel is located 12.9km from Woodlawn, making it an excellent choice for environmentally-conscious travellers seeking a city-themed getaway. The Hyatt Regency Chicago boasts a contemporary design with a commitment to sustainability, featuring energy-efficient amenities and a prime location in the bustling shopping district. Guests can enjoy a range of services including a fitness centre, on-site dining, and spacious rooms with stunning city views, ensuring a comfortable and eco-friendly stay in the heart of the city.
  • Best Western Grant Park Hotel: Located just 9.7km from Woodlawn, Best Western Grant Park Hotel is particularly suited for families seeking both comfort and convenience. The hotel provides an array of family-friendly amenities, including cribs, window guards for children, and a First Aid kit, ensuring peace of mind for parents. Situated in the shopping district, guests can easily access local attractions and enjoy spacious accommodations that cater to families, making it a delightful option for those travelling with children.

Where to stay near Woodlawn

Woodlawn, Chicago, offers a delightful mix of cultural experiences and recreational opportunities for families and outdoor enthusiasts. Explore the nearby parks for a breath of fresh air, visit local art galleries, or enjoy the friendly atmosphere at bustling cafes. Just a short distance away, the vibrant city of Chicago beckons with its iconic skyline, while the serene lakeside offers a perfect escape for relaxation and scenic views. Woodlawn's unique charm makes it an ideal base for your adventure.

  • Chicago: As a vibrant metropolis, Chicago offers an eclectic mix of cultural experiences and urban adventures. Woodlawn is nestled within this bustling city, making it an ideal base for exploration. From iconic shopping districts to world-class arenas and theatres, there’s no shortage of entertainment. Chicago's rich sporting culture is highlighted by its impressive stadiums, while urban parks provide serene retreats amidst the cityscape. Whether you're visiting in the summer for family outings or in the quieter winter months, Chicago guarantees a memorable city-themed experience.
  • Hyde Park: Located a mere mile from Woodlawn, Hyde Park is a charming neighbourhood known for its cultural richness and family-friendly atmosphere. This area is home to historic institutions, including renowned colleges, which add to its educational allure. Visitors can enjoy leisurely strolls in its beautiful urban parks or partake in various events at local conference venues. With a vibrant shopping scene and access to entertainment facilities, Hyde Park offers a delightful blend of culture and community, making it a perfect spot for exploration.
  • Washington Park: Also located just 1.6km from Woodlawn, Washington Park is a neighbourhood that thrives on its cultural heritage and family-oriented activities. This area is an educational hub with its historic college and university presence. Visitors can engage in diverse shopping experiences while enjoying the local arena entertainment. The expansive urban park and sports facilities nearby provide ample opportunities for outdoor activities. Washington Park stands out as a cultural gem, perfect for those seeking a city-themed getaway.

Things to do near Woodlawn

Woodlawn offers an enriching experience for culture enthusiasts and families alike, featuring educational sites, an arena for entertainment, and vibrant shopping areas. Visitors can enjoy outdoor adventures, perfect for family outings or even dream weddings. Explore the unique charm of Woodlawn and immerse yourself in its community spirit, making it an ideal destination for a memorable vacation.

Shopping

City Market, located 11.3km from Woodlawn, offers a vibrant public market atmosphere perfect for unique gifts. Harry Potter Shop Chicago, 12.9km away, caters to families with its magical merchandise. For a traditional shopping centre experience, visit Chicago Place Mall, also 12.9km distant, featuring a variety of shops.

Recreation

Soldier Field, merely 9.7km from Woodlawn, offers a vibrant atmosphere with exciting sports events. For a more tranquil experience, visit Northerly Island Natural Area, located 8.0km away, where you can unwind amidst nature and enjoy peaceful surroundings.

Adventure

Embark on an adventure at Salt Creek Trail, 19.3km from Woodlawn, where you can enjoy picturesque hiking amidst nature. For a splash of fun, visit Rainbow Falls Waterpark, 40.2km away, or Deep River Water Park, 46.7km away, both offering thrilling rides and family entertainment.

Nightlife

In Woodlawn, the Huntington Bank Pavilion at Northerly Island offers romantic theatre experiences, while Film Row Cinema provides family-friendly films. For a more adventurous night, the Amazing Chicago's Funhouse Maze is perfect for families seeking excitement, all within a short distance from the neighbourhood.

*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 between December and February when accommodation prices are lower, especially on Mondays. Avoid Saturdays for the best rates. Use Expedia to refine your search by budget and accommodation type, and filter for eco-certified options. For greater savings, combine your hotel booking with flights and activities in an Expedia package. Additionally, make use of public transport to navigate the area affordably, and explore free local attractions to enhance your experience without overspending.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of accommodation you prefer. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and offers, simply sort the price filter from low to high.
  • Consider bundling your trip: You can enjoy significant savings by combining your Woodlawn hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Woodlawn

Woodlawn offers a delightful blend of culture, family activities, and outdoor adventures. Visitors can explore urban parks, historic houses, and nearby beaches, making it an ideal destination for those seeking a vibrant city experience. Don't miss the chance to visit Woodlawn Hospital and Woodlawn Park for a taste of local life. Whether you're enjoying leisurely strolls or immersing yourself in history, Woodlawn has something for everyone.

  • McCormick Place: Located 8.0km from Woodlawn, McCormick Place is a premier event and conference venue that exudes a professional atmosphere. It hosts a variety of trade shows and conventions, making it a hub for business and networking opportunities.
  • Chicago Museum of Science and Industry: Just 3.2km away, this science museum offers a captivating experience for families and culture enthusiasts alike. Interactive exhibits and fascinating displays make science accessible and enjoyable for all ages.
  • Field Museum of Natural History: Situated 9.7km from Woodlawn, the Field Museum immerses visitors in natural history and culture. With impressive collections, including Sue the T. rex, it’s a delightful destination for families and those interested in the wonders of our planet.

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

Travelling to Woodlawn, Chicago is convenient with three major airports. Chicago O'Hare International Airport (ORD) is situated 32.2km away, with excellent hotel options including the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare, both just 3.2km from the airport. Midway International Airport (MDW), located 11.3km away, offers luxurious stays at The Langham and Nobu Hotel, both 8-14.5km from the airport. For those flying into Chicago Executive Airport (PWK), 45.1km from Woodlawn, notable hotels include the 4-star Hilton Chicago/Northbrook, just 1.6km away, ensuring easy access to your destination.

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 47 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.
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. 63rd Street Beach and Lorado Taft's Midway Studios are also a couple of places to visit in the neighborhood. Oak Woods Cemetery, Stony Island Arts Bank, and Rockefeller Memorial Chapel 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 Oriental Institute Museum or Bond Chapel.
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.