What's it like in Woodlawn?

Woodlawn is a neighbourhood that travellers 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 neighbourhood.

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 are there in the Woodlawn area?

If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 50 Woodlawn hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in Woodlawn, will I receive a refund?

Yes, the majority of hotel room reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Enter dates in and click on "Search", then filter by "fully refundable" to view the best deals available in Woodlawn.

What can I see and do in this Chicago neighbourhood?

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 neighbourhood. 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, make sure that you visit other sights such as 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.

The Best Hotels in Woodlawn, Chicago - 2026 Updated Prices

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Our top choices for Woodlawn hotels

1. Best Motel By OYO Chicago I-90

Woodlawn

Roger

₹11,860 total

includes taxes & fees

17 Aug - 18 Aug

2. Hyatt Place Chicago/Downtown - The Loop

The Loop, 12 km from Woodlawn

Kimberly

₹23,135 total

includes taxes & fees

16 Aug - 17 Aug

3. Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 12.6 km from Woodlawn

Morgan

₹30,261 total

includes taxes & fees

23 Aug - 24 Aug

Suite, 1 Bedroom, Corner | Private kitchen | Coffee/tea maker, full-sized fridge, microwave, stovetop

4. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 10.4 km from Woodlawn

jayne

₹21,326 total

includes taxes & fees

19 Aug - 20 Aug

5. La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop, 11.9 km from Woodlawn

Diana

₹22,326 total

includes taxes & fees

9 Aug - 10 Aug

6. Hilton Chicago

The Loop, 10.7 km from Woodlawn

kun

₹34,695 total

includes taxes & fees

14 Aug - 15 Aug

7. Hyatt Regency Chicago

The Loop, 12.3 km from Woodlawn

Emily

₹33,506 total

includes taxes & fees

9 Aug - 10 Aug

8. Hilton Garden Inn Chicago Central Loop

The Loop, 11.6 km from Woodlawn

Dawn

₹24,122 total

includes taxes & fees

9 Aug - 10 Aug

9. Hotel Riu Plaza Chicago

Streeterville, 13 km from Woodlawn

Deanne

₹27,218 total

includes taxes & fees

23 Aug - 24 Aug

10. Aloft by Marriott Chicago Mag Mile

Streeterville, 12.9 km from Woodlawn

Donna

₹21,312 total

includes taxes & fees

9 Aug - 10 Aug

11. Best Western Grant Park Hotel

The Loop, 10.3 km from Woodlawn

₹18,361 total

includes taxes & fees

10 Aug - 11 Aug

12. Hyatt Place Chicago/River North

River North, 12.8 km from Woodlawn

Michelle

₹19,374 total

includes taxes & fees

9 Aug - 10 Aug

13. Crowne Plaza Chicago West Loop by IHG

12.2 km from Woodlawn

Navin

₹20,103 total

includes taxes & fees

20 Aug - 21 Aug

14. InterContinental Chicago Magnificent Mile by IHG

Magnificent Mile, 12.7 km from Woodlawn

Jose

₹31,648 total

includes taxes & fees

16 Aug - 17 Aug

15. Congress Plaza Hotel

The Loop, 11 km from Woodlawn

ERIC

₹21,540 total

includes taxes & fees

13 Aug - 14 Aug

16. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

The Loop, 11.1 km from Woodlawn

Aleace

₹22,702 total

includes taxes & fees

23 Aug - 24 Aug

17. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

12.4 km from Woodlawn

Jihi

₹21,699 total

includes taxes & fees

16 Aug - 17 Aug

18. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 10.4 km from Woodlawn

Jordan Leigh

₹19,883 total

includes taxes & fees

9 Aug - 10 Aug

Premium bedding, in-room safe, desk, blackout curtains

19. Courtyard by Marriott Chicago Magnificent Mile

Streeterville, 12.9 km from Woodlawn

Zachary

₹25,642 total

includes taxes & fees

9 Aug - 10 Aug

20. Hampton Inn Majestic Chicago Theatre District

Theatre District, 11.7 km from Woodlawn

Naidy

₹21,401 total

includes taxes & fees

9 Aug - 10 Aug

View all properties

Where to stay in Woodlawn

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

A busy city street with tall buildings, a bus, and cars.

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.

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A river with yellow boats, a bridge, and tall buildings.

The Loop

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

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A historic castle-like building with intricate stonework and a paved walkway.

Magnificent Mile

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

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A city street with a train passing overhead, cars, pedestrians, and a red brick building.

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.

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The Chicago Theatre with illuminated marquee and a wet street reflecting lights.

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 of the city at Washington Station or Monroe Station (Blue Line).

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Top Woodlawn Hotel Reviews

Hyatt Regency Chicago

10/10 Excellent

"Clean room , helpful staff, very good location."

Travelodge by Wyndham Downtown Chicago

10/10 Excellent

"The staff was hands down the best I ever dealt with in any hotel I have stayed at. The girls in housekeeping were very very nice. The property overall is a little dated but we thoroughly enjoyed our stay there and will consider it for future visits. We were 20 min from boats 20-25 min to soldier field it's a great location if you want to go to the festivals or a concert nearby!"

Search Hotels in Woodlawn, Chicago

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Be picky

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Guest rating

Our top choices for Woodlawn hotels

1. Best Motel By OYO Chicago I-90

2. Hyatt Place Chicago/Downtown - The Loop

3. Sable at Navy Pier Chicago, Curio Collection by Hilton

4. Homewood Suites by Hilton Chicago Downtown South Loop

5. La Quinta Inn & Suites by Wyndham Chicago Downtown

6. Hilton Chicago

7. Hyatt Regency Chicago

8. Hilton Garden Inn Chicago Central Loop

9. Hotel Riu Plaza Chicago

10. Aloft by Marriott Chicago Mag Mile

11. Best Western Grant Park Hotel

12. Hyatt Place Chicago/River North

13. Crowne Plaza Chicago West Loop by IHG

14. InterContinental Chicago Magnificent Mile by IHG

15. Congress Plaza Hotel

16. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

17. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

18. Hilton Garden Inn Chicago Downtown South Loop

19. Courtyard by Marriott Chicago Magnificent Mile

20. Hampton Inn Majestic Chicago Theatre District

Where to stay in Woodlawn

Downtown Chicago

The Loop

Magnificent Mile

River North

Theatre District

Top Woodlawn Hotel Reviews

Hyatt Regency Chicago

Frequently asked questions

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