Find hotels near Chicago Grayland Station, Chicago from $103

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Our top choices for Chicago Grayland Station hotels

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
3.5 mi from Chicago Grayland Station
9.8 out of 10, Exceptional, (383)
"Ray's is such a fun, quirky place to stay - tons of creativity has gone into making it a unique stay. The breakfast is fabulous, on-site parking is convenient, and there is excellent attention to safety and security. I thoroughly enjoyed my stay and look forward to visiting again!"
United States
Tala
$158 nightly
The price is $178
Dec 27 - Dec 28
Total with taxes and fees
Ray's Bucktown B&B

The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
4 mi from Chicago Grayland Station
9.8 out of 10, Exceptional, (367)
"Beautiful well kept rooms, accessible friendly staff, quiet, clean, comfortable."
United States
Susan F
$200 nightly
The price is $235
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Guesthouse Hotel

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
4.9 mi from Chicago Grayland Station
9.8 out of 10, Exceptional, (121)
"Great hospitality. The suites have a lot of space and amenities. Beautiful location in the heart of Oak Park "
United States
Elizabeth
$231 nightly
The price is $256
Dec 29 - Dec 30
Total with taxes and fees
Harvey House Bed & Breakfast

Hotel Zachary Chicago, a Tribute Portfolio Hotel

Hotel Zachary Chicago, a Tribute Portfolio Hotel
4.0 star property
Wrigleyville, 4.3 mi from Chicago Grayland Station
9.6 out of 10, Exceptional, (1000)
"The staff at the Hotel Zachary is amazing. Every person we met was friendly knowledgeable and helpful. The hotel was beautiful and super clean. The rooms are spacious and the views were phenomenal "
United States
Peg
$195 nightly
The price is $228
Dec 28 - Dec 29
Total with taxes and fees
Hotel Zachary Chicago, a Tribute Portfolio Hotel

Hyatt Place Chicago/Wicker Park

Hyatt Place Chicago/Wicker Park
3.0 star property
4.6 mi from Chicago Grayland Station
9.4 out of 10, Exceptional, (1005)
"Absolutely wonderful and we will definitely be staying here again☺️"
United States
Victoria
$127 nightly
The price is $149
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hyatt Place Chicago/Wicker Park

The Robey, Chicago, a Member of Design Hotels

The Robey, Chicago, a Member of Design Hotels
3.5 star property
Wicker Park, 4.2 mi from Chicago Grayland Station
9.2 out of 10, Wonderful, (999)
"Good location, great staff!"
United States
Veronica
$149 nightly
The price is $174
Jan 11 - Jan 12, 2026
Total with taxes and fees
The Robey, Chicago, a Member of Design Hotels

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC
2.5 star property
6.2 mi from Chicago Grayland Station
9.6 out of 10, Exceptional, (378)
"Beautiful rooms, great breakfast and amazing customer service! "
United States
Keana
$88 nightly
The price is $103
Dec 30 - Dec 31
Total with taxes and fees
Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn Chicago North-Loyola Station

Hampton Inn Chicago North-Loyola Station
3.0 star property
5.5 mi from Chicago Grayland Station
9.4 out of 10, Exceptional, (1001)
"Room was clean and spacious, staff was very pleasant and helpful, breakfast was great too!"
United States
Michele
$114 nightly
The price is $134
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hampton Inn Chicago North-Loyola Station

The Hotel at Midtown

The Hotel at Midtown
4.0 star property
3.5 mi from Chicago Grayland Station
9.0 out of 10, Wonderful, (835)
"Clean room. Great gym and convenient parking."
United States
Daniel
$278 nightly
The price is $326
Jan 23 - Jan 24, 2026
Total with taxes and fees
The Hotel at Midtown

Villa D' Citta

Villa D' Citta
3.5 star property
5.1 mi from Chicago Grayland Station
9.4 out of 10, Exceptional, (113)
"Great place"
United States
Jeffrey
$206 nightly
The price is $242
Jan 7 - Jan 8, 2026
Total with taxes and fees
Villa D' Citta
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.

Top Chicago Grayland Station Hotel Reviews

Frequently asked questions

What's the area like around Chicago Grayland Station?

Chicago Grayland Station is located in a vibrant area of Chicago known for its array of dining options and popular theater scene. If you're looking for a convenient place to stay, check out the 43 hotels and other accommodations located within a mile of the station.

What's the best place to stay near Chicago Grayland Station?

Holiday Inn Chicago North Shore by IHG is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and an indoor pool. It's located 4.5 mi (7.2 km) from Chicago Grayland Station. Other good choices within a few miles include The Majestic Hotel and Hyatt Place Chicago/Wicker Park.

How many hotels will I find close to Chicago Grayland Station?

Expedia has 43 hotels and other accommodations within a mile from the station.

What can I see and do near Chicago Grayland Station?

You might want to spend some time browsing the exhibits at Ernest Hemingway Museum and House, Swedish American Museum Center, or Busy Beaver Button Museum. Walt Disney House, Frank Lloyd Wright Historic District, and Holy Trinity Russian Orthodox Cathedral are some of the local landmarks to explore. You can watch performances at Copernicus Center, Athenaeum Theatre, and Riviera Theatre if you're interested in local theater.

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