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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, (87 reviews)
"This is not a good place."
United States
Dinesh Kumar
The price is £59
includes taxes & fees
21 Jul - 22 Jul
Best Motel By OYO Chicago I-90

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Theatre District, 7.6 mi from Woodlawn
9.0 out of 10, Wonderful, (1,010 reviews)
"Great hotel to stay."
United States
Josias
The price is £194
includes taxes & fees
1 Jul - 2 Jul
theWit Chicago, a Hilton Hotel

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 8.2 mi from Woodlawn
9.2 out of 10, Wonderful, (1,817 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is £142
includes taxes & fees
8 Jul - 9 Jul
Omni Chicago Hotel

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 7.7 mi from Woodlawn
9.4 out of 10, Exceptional, (3,746 reviews)
"Great location!"
United States
William
The price is £236
includes taxes & fees
1 Jul - 2 Jul
LondonHouse Chicago, Curio Collection by Hilton

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 6.8 mi from Woodlawn
8.0 out of 10, Very good, (10,140 reviews)
"Great stay!"
United States
Daniel
The price is £123
includes taxes & fees
29 Jun - 30 Jun
Congress Plaza Hotel

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
7.6 mi from Woodlawn
9.0 out of 10, Wonderful, (3,405 reviews)
"The property was clean and the location was perfect!"
United States
Martha
The price is £155
includes taxes & fees
1 Jul - 2 Jul
Swissotel - Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 7.6 mi from Woodlawn
9.4 out of 10, Exceptional, (3,434 reviews)
"Staff was great."
United States
Marianne
The price is £246
includes taxes & fees
1 Jul - 2 Jul
Hyatt Regency Chicago

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 7.3 mi from Woodlawn
9.2 out of 10, Wonderful, (2,258 reviews)
"Wonderful stay"
United States
Taylor
The price is £167
includes taxes & fees
28 Jun - 29 Jun
Silversmith Hotel Chicago Downtown

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 8.2 mi from Woodlawn
8.8 out of 10, Excellent, (2,272 reviews)
"Would definitely stay there again"
United States
Benjy
The price is £125
includes taxes & fees
1 Jul - 2 Jul
The Godfrey Hotel Chicago

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 7.4 mi from Woodlawn
9.4 out of 10, Exceptional, (1,100 reviews)
"Good location, friendly staff"
United Kingdom
Philip
The price is £175
includes taxes & fees
6 Jul - 7 Jul
Staypineapple, An Iconic Hotel, The Loop

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Theatre District, 7.6 mi from Woodlawn
9.0 out of 10, Wonderful, (1,406 reviews)
"The location is great and the rooms are comfortable and spacious. The free yoga classes were a nice bonus. It is clear that the hotel is going through a transition."
Canada
Caroline
The price is £193
includes taxes & fees
28 Jun - 29 Jun
Sports Illustrated Resorts Chicago

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 7.2 mi from Woodlawn
8.6 out of 10, Excellent, (2,489 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is £202
includes taxes & fees
5 Jul - 6 Jul
Palmer House a Hilton Hotel

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 8.2 mi from Woodlawn
9.0 out of 10, Wonderful, (3,663 reviews)
The price is £134
includes taxes & fees
2 Jul - 3 Jul
Eurostars Magnificent Mile

Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 7.2 mi from Woodlawn
8.6 out of 10, Excellent, (2,182 reviews)
"Great hotel with awesome location"
United States
Daniel
The price is £120
includes taxes & fees
1 Jul - 2 Jul
Central Loop Hotel

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 7.7 mi from Woodlawn
9.4 out of 10, Exceptional, (3,459 reviews)
"Incredible location, comfortable rooms, great bar and a restaurant attached! Loved staying here!"
United States
Feng
The price is £185
includes taxes & fees
5 Jul - 6 Jul
The Royal Sonesta Chicago Downtown

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
River North, 8.1 mi from Woodlawn
8.8 out of 10, Excellent, (1,572 reviews)
"Great stay"
United States
Matt
The price is £149
includes taxes & fees
5 Jul - 6 Jul
Hotel 55 Chicago Downtown

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 7.7 mi from Woodlawn
8.6 out of 10, Excellent, (1,675 reviews)
"Location was great"
United States
Pamela
The price is £224
includes taxes & fees
5 Jul - 6 Jul
Sheraton Grand Chicago Riverwalk

River Hotel

River Hotel
4.0 star property
The Loop, 7.7 mi from Woodlawn
8.8 out of 10, Excellent, (5,243 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Canada
Jody
The price is £162
includes taxes & fees
9 Jul - 10 Jul
River Hotel

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 6.4 mi from Woodlawn
8.8 out of 10, Excellent, (2,046 reviews)
"Great room and view. Clean, near by Grant park, great staff."
United States
Kimberly
The price is £132
includes taxes & fees
1 Jul - 2 Jul
Hilton Garden Inn Chicago Downtown South Loop

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 9 mi from Woodlawn
8.2 out of 10, Very good, (1,619 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is £138
includes taxes & fees
29 Jun - 30 Jun
The Chicago Hotel Collection Ambassador Gold Coast
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 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

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

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.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Woodlawn Hotel Reviews

Frequently asked questions

What are the best hotels in Woodlawn that travellers recommend?
Two of the best hotels in Woodlawn that receive consistently high recommendations from travellers are the Sophy Hyde Park and the Hyatt Place Chicago-South/University Medical Center.

The 4-star Sophy Hyde Park, with an exceptional 9.6 rating, is highly praised for its friendly and great staff, comfortable and clean rooms, and a convenient location. Guests also appreciate the comfortable beds and the great bar. It is well-situated near attractions such as 57th Street Beach, Paul H. Douglas Nature Sanctuary, and Garden of the Phoenix.

Another excellent option is the 3-star Hyatt Place Chicago-South/University Medical Center, which has an 8.8 rating. Travellers frequently comment on the friendly and helpful staff, the great location, and the fresh breakfast. The spacious and clean rooms are also a highlight, as is the excellent and easy parking. This hotel is also close to 57th Street Beach and Paul H. Douglas Nature Sanctuary.
What are the best family hotels in Woodlawn?
For family-friendly accommodation in Woodlawn, consider the Hyatt Place Chicago-South/University Medical Center or the Sophy Hyde Park.

The 3-star Hyatt Place Chicago-South/University Medical Center, with an 8.8 rating, is popular by families. It offers connecting rooms and sofa beds, and guests frequently praise the spacious and clean rooms, as well as the fresh and good breakfast. It is conveniently located near attractions such as Jackson Park and 57th Street Beach.

Another excellent option is the 4-star Sophy Hyde Park, which boasts an impressive 9.6 rating. This hotel provides amenities like free cribs and connecting rooms. Guests consistently comment on the friendly and great staff, the comfortable and clean rooms, and the convenient location close to points of interest like the Garden of the Phoenix.
What are the top pet-friendly hotels in Woodlawn?
For top pet-friendly hotels in Woodlawn, consider the Sophy Hyde Park or the Hyatt Place Chicago-South/University Medical Center.

The 4-star Sophy Hyde Park, with an outstanding 9.6 rating, welcomes dogs and other pets. Guests frequently praise the friendly and great staff, comfortable and clean rooms, and the convenient and great location. It is also close to several lovely green spaces, including Jackson Park and the Paul H. Douglas Nature Sanctuary.

Another excellent option is the 3-star Hyatt Place Chicago-South/University Medical Center, rated 8.8. This hotel also permits pets and specifically dogs, though a cleaning fee may apply. Travellers often highlight the friendly and helpful staff, the great location, and the fresh and good breakfast. It is also conveniently located near Jackson Park and the 57th Street Beach.
What are the best budget hotels in Woodlawn?
For a highly-rated budget hotel in Woodlawn, consider the Hyatt Place Chicago-South/University Medical Center.

This 3-star hotel, with an 8.8 rating, is much-loved by guests for its friendly and helpful staff, as well as its good location. Guests particularly appreciate the fresh and tasty breakfast, the spacious and clean rooms, and the excellent, easy parking facilities. The hotel offers complimentary WiFi, free cribs, and a free area shuttle for added convenience. It is also well-situated for exploring nearby attractions such as the Barack Obama Residence, which is just 0.9 km away, and the Hyde Park Art Centre, located 0.4 km from the hotel.
What are the most romantic hotels in Woodlawn for couples?
For a romantic stay in Woodlawn, the Sophy Hyde Park is an excellent choice for couples.

This 4-star hotel, with an impressive 9.6 rating, is highly praised by guests for its comfortable and clean rooms, along with its friendly and great staff. The hotel offers complimentary toiletries, free WiFi, and free cribs if needed. Couples will appreciate the dedicated couples dining option, great for a special evening. Its convenient location places you within easy reach of local attractions such as the Hyde Park Art Centre, just 0.6 km away, and the historic Robie House, 1.1 km away. The on-site bar is also frequently mentioned by guests as being great.
What are the best hotels in Woodlawn near Garden of the Phoenix?
For a stay in Woodlawn near the Garden of the Phoenix, the University of Chicago Condo-Upgraded and Spacious w/Parking is a highly-rated option.

This property, with an exceptional 10.0 rating, is conveniently located just 1.6 km from the Garden of the Phoenix. It offers families a comfortable stay with a kitchen, a patio, and an outdoor play area for children. Onsite parking is also available, adding to the convenience for guests.
When is the best time to go to Woodlawn?
The best time to visit Woodlawn, Illinois, is during the spring (late April to early June) and autumn (September to October) months.

During these periods, the weather is generally mild and pleasant, with comfortable temperatures ideal for outdoor activities. Spring brings blooming wildflowers and lush greenery to the surrounding natural areas, while autumn offers spectacular displays of fall foliage. These seasons avoid the intense heat and humidity of summer and the cold, snowy conditions of winter.

Couples looking for a peaceful escape will appreciate the serene beauty of Woodlawn in spring and autumn. You can enjoy strolls through the nearby Wayne Fitzgerrell State Park or explore the scenic trails around Rend Lake without the discomfort of extreme weather. The cooler temperatures also make wildlife viewing more enjoyable.

Families will find these times superb for outdoor adventures. The mild weather is great for fishing, boating, or picnicking at Rend Lake.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Woodlawn.
How can I save on a Woodlawn hotel booking with Expedia?
Members always get our best prices. Find our best Woodlawn hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Woodlawn hotel?
Hotel prices in Woodlawn often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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