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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
3.8 out of 10, (65 reviews)
"Parking was easy. Just a sign in"
United States
David
The price is £57
includes taxes & fees
14 Jun - 15 Jun
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, 7.8 mi from Woodlawn
9.4 out of 10, Exceptional, (2,495 reviews)
"Great place to stay "
United States
Mark
The price is £204
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 7.6 mi from Woodlawn
9.4 out of 10, Exceptional, (3,515 reviews)
"Clean room , nice staff, nice view"
United States
John Hok-Lam
The price is £234
includes taxes & fees
25 May - 26 May
Hyatt Regency Chicago

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 7.6 mi from Woodlawn
9.6 out of 10, Exceptional, (4,049 reviews)
"Clean hotel great restaurant "
United States
ELIZABETH
The price is £201
includes taxes & fees
19 May - 20 May
L7 Chicago by LOTTE

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 7.7 mi from Woodlawn
8.6 out of 10, Excellent, (1,623 reviews)
"It was very clean, beautiful place"
United States
Grisel
The price is £225
includes taxes & fees
26 May - 27 May
Sheraton Grand Chicago Riverwalk

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
7.6 mi from Woodlawn
9.0 out of 10, Wonderful, (3,323 reviews)
"Wonderful location right on the river. Fitness area wonderful, staff helpful. Would stay again!"
United States
Saleem
The price is £202
includes taxes & fees
27 May - 28 May
Swissotel - Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 6.7 mi from Woodlawn
8.6 out of 10, Excellent, (2,798 reviews)
"Great staff and location. "
United States
Robert
The price is £163
includes taxes & fees
25 May - 26 May
Hilton Chicago

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, (1,439 reviews)
"A nice stay and lovely location. "
United States
Robin
The price is £145
includes taxes & fees
27 May - 28 May
The Chicago Hotel Collection Ambassador Gold Coast

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 8.5 mi from Woodlawn
8.4 out of 10, Very good, (3,946 reviews)
"Excellent Hotel and friendly staff "
United States
James
The price is £121
includes taxes & fees
25 May - 26 May
The Whitehall Hotel, BW Premier Collection

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
8.5 mi from Woodlawn
9.4 out of 10, Exceptional, (2,464 reviews)
"Great hotel, clean and modern"
United States
Wyatt
The price is £213
includes taxes & fees
26 May - 27 May
Sofitel Chicago Magnificent Mile

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 7.5 mi from Woodlawn
8.8 out of 10, Excellent, (2,153 reviews)
"Great place"
United States
JOSE
The price is £182
includes taxes & fees
25 May - 26 May
Fairmont Chicago at Millennium Park

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, (3,714 reviews)
"Amazing hotel and staff!"
United States
erin
The price is £196
includes taxes & fees
26 May - 27 May
LondonHouse Chicago, Curio Collection by Hilton

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 8 mi from Woodlawn
8.6 out of 10, Excellent, (3,229 reviews)
"Nice place to stay"
United States
Jimmie
The price is £132
includes taxes & fees
27 May - 28 May
Aloft by Marriott Chicago Mag Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 7.9 mi from Woodlawn
8.2 out of 10, Very good, (2,846 reviews)
"It is a clean room and breakfast and the drinks and it was so nice in the inside the hotel"
United States
Sparkle
The price is £156
includes taxes & fees
26 May - 27 May
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 6.8 mi from Woodlawn
8.0 out of 10, Very good, (10,122 reviews)
"Great location, safe, clean and reasonable price. "
United States
Anthony
The price is £119
includes taxes & fees
26 May - 27 May
Congress Plaza Hotel

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 7.9 mi from Woodlawn
9.2 out of 10, Wonderful, (3,061 reviews)
"Overall decent hotel. Definitely kid friendly and a great location."
United States
Lashay
The price is £199
includes taxes & fees
26 May - 27 May
InterContinental Chicago Magnificent Mile by IHG

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, (2,446 reviews)
"My favorite place to stay!"
United States
Teresa
The price is £185
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 8.1 mi from Woodlawn
9.4 out of 10, Exceptional, (4,147 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is £153
includes taxes & fees
25 May - 26 May
Hotel Riu Plaza Chicago

The Wade

The Wade
4.5 star property
Streeterville, 8 mi from Woodlawn
8.4 out of 10, Very good, (1,830 reviews)
"We enjoy our stay."
United States
Nuria
The price is £150
includes taxes & fees
26 May - 27 May
The Wade

Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop
3.5 star property
Theatre District, 7.4 mi from Woodlawn
9.4 out of 10, Exceptional, (1,001 reviews)
"The location is perfect, and the staff are excellent"
United States
George
The price is £208
includes taxes & fees
21 May - 22 May
Residence Inn Chicago Downtown/Loop
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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