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 53 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

Saul

₹9,226 total

includes taxes & fees

27 Sept - 28 Sept

2. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Streeterville, 12.7 km from Woodlawn

Valerie

₹29,747 total

includes taxes & fees

20 Sept - 21 Sept

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

Streeterville, 12.6 km from Woodlawn

Ashraf

₹36,086 total

includes taxes & fees

27 Sept - 28 Sept

4. Hyatt Place Chicago/Downtown - The Loop

The Loop, 12 km from Woodlawn

LISA

₹24,994 total

includes taxes & fees

20 Sept - 21 Sept

5. Hotel Riu Plaza Chicago

Streeterville, 13 km from Woodlawn

Jarred

₹30,655 total

includes taxes & fees

13 Oct - 14 Oct

6. Hilton Chicago

The Loop, 10.7 km from Woodlawn

Lori

₹29,019 total

includes taxes & fees

25 Sept - 26 Sept

7. Hyatt Regency Chicago

The Loop, 12.3 km from Woodlawn

Steve

₹35,333 total

includes taxes & fees

26 Sept - 27 Sept

8. Hilton Vacation Club Hotel Blake Chicago

The Loop, 11.1 km from Woodlawn

Ann

₹35,883 total

includes taxes & fees

20 Sept - 21 Sept

55-inch LCD TV with cable channels, TV, pay films

9. L7 Chicago by LOTTE

Theatre District, 12.3 km from Woodlawn

Becky

₹29,356 total

includes taxes & fees

1 Oct - 2 Oct

10. InterContinental Chicago Magnificent Mile by IHG

Magnificent Mile, 12.7 km from Woodlawn

Darryl Halbert

₹35,155 total

includes taxes & fees

20 Sept - 21 Sept

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

11. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 10.4 km from Woodlawn

AMBER

₹27,393 total

includes taxes & fees

27 Sept - 28 Sept

12. Embassy Suites by Hilton Chicago Downtown River North

River North, 13 km from Woodlawn

Kristeen

₹22,114 total

includes taxes & fees

20 Sept - 21 Sept

13. Aloft by Marriott Chicago Mag Mile

Streeterville, 12.9 km from Woodlawn

Jacqueline

₹21,602 total

includes taxes & fees

20 Sept - 21 Sept

14. Hyatt Place Chicago/River North

River North, 12.8 km from Woodlawn

Eric

₹25,079 total

includes taxes & fees

27 Sept - 28 Sept

15. Crowne Plaza Chicago West Loop by IHG

12.2 km from Woodlawn

Phillip

₹18,639 total

includes taxes & fees

20 Sept - 21 Sept

16. Congress Plaza Hotel

The Loop, 11 km from Woodlawn

Manuel

₹17,421 total

includes taxes & fees

27 Sept - 28 Sept

Outdoor pool, pool cabanas (surcharge), pool umbrellas

17. DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 12.8 km from Woodlawn

Madelyn

₹20,762 total

includes taxes & fees

27 Sept - 28 Sept

18. La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop, 11.9 km from Woodlawn

Mythli

₹24,909 total

includes taxes & fees

20 Sept - 21 Sept

19. Best Western Grant Park Hotel

The Loop, 10.3 km from Woodlawn

Diego

₹20,325 total

includes taxes & fees

30 Sept - 1 Oct

20. Hilton Chicago/Magnificent Mile Suites

Streeterville, 13.6 km from Woodlawn

Brian

₹23,080 total

includes taxes & fees

20 Sept - 21 Sept

View all properties

Where to stay in Woodlawn

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

A cityscape with tall skyscrapers and a historic tower.

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 busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

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 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 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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A river with a city skyline in the background, surrounded by green trees and grass.

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.

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Top Woodlawn Hotel Reviews

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

8/10 Good

"No issues with room size/space. Fridge issue that was never solve during my stay, staff was excellent with accommodating me tho. Questioned the cleanliness of room tho, step on dog kibble 10mins into stay and also found hair clip on floor in room. Front desk staff and valet was great!"

L7 Chicago by LOTTE

10/10 Excellent

"We had a wonderful stay at L7 Chicago. From the moment we arrived, Antonio greeted us and was absolutely amazing—friendly, welcoming, and incredibly helpful. He truly set the tone for a great stay and made us feel welcome from the minute we walked in. The hotel was beautiful, comfortable, and in a great location, and the service throughout our stay was excellent. Antonio especially deserves recognition for going above and beyond. We would absolutely stay at L7 again and highly recommend it!"

Congress Plaza Hotel

8/10 Good

"It was a good stay! Good for the price, nice location across from the park/riverfront, obviously the hotel is older and so it’s not going to be on the same level of luxury etc. as a newer hotel but it’s still a nice building and helpful staff. The only thing I didn’t like or made me uncomfortable was the walk CTA line a.k.a. subway… Was a little shady for the couple blocks. I think there is just an abandoned storefront, etc. Even though the location is very convenient for the blue line buses… I frequently travel solo and that walk would have made me uncomfortable after the concert I went to in town, since I did have to take the CTA line. Like I mentioned, though the bus stop is right in front of the hotel, so if you plan on taking the buses, it is a great location"

Search Hotels in Woodlawn, Chicago

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Our top choices for Woodlawn hotels

1. Best Motel By OYO Chicago I-90

2. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

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

4. Hyatt Place Chicago/Downtown - The Loop

5. Hotel Riu Plaza Chicago

6. Hilton Chicago

7. Hyatt Regency Chicago

8. Hilton Vacation Club Hotel Blake Chicago

9. L7 Chicago by LOTTE

10. InterContinental Chicago Magnificent Mile by IHG

11. Homewood Suites by Hilton Chicago Downtown South Loop

12. Embassy Suites by Hilton Chicago Downtown River North

13. Aloft by Marriott Chicago Mag Mile

14. Hyatt Place Chicago/River North

15. Crowne Plaza Chicago West Loop by IHG

16. Congress Plaza Hotel

17. DoubleTree by Hilton Chicago - Magnificent Mile

18. La Quinta Inn & Suites by Wyndham Chicago Downtown

19. Best Western Grant Park Hotel

20. Hilton Chicago/Magnificent Mile Suites

Where to stay in Woodlawn

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Woodlawn Hotel Reviews

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

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