Find hotels near Kathy Osterman Beach, Chicago from ￥14,298

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Dec 6 - Dec 7
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Dec 7 - Dec 8
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Dec 12 - Dec 14
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Dec 19 - Dec 21

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Compare 4,024 hotels close to Kathy Osterman Beach with room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
Hampton Inn Chicago North-Loyola Station

Hampton Inn Chicago North-Loyola Station

3.0 star property
1.9 km from Kathy Osterman Beach
9.4 out of 10, Exceptional, (1003)
"The staff was very friendly and lots of things to do close by."
United States
Lisa
The price is ￥17,250
￥20,249 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn Chicago North-Loyola Station
Exterior
House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast

3.5 star property
1.1 km from Kathy Osterman Beach
9.0 out of 10, Wonderful, (493)
"Easy check-in, c. Easy parking. "
United States
Jordan
The price is ￥15,878
￥27,952 total
includes taxes & fees
Jan 5 - Jan 6, 2026
House 5863 - Chicago Bed and Breakfast
Reception
Heart O' Chicago

Heart O' Chicago

2.0 star property
1.7 km from Kathy Osterman Beach
7.8 out of 10, Good, (1002)
"Great stay, no complaints. "
United States
Joseph
Heart O' Chicago
Living area
Wrigleyville Suites

Wrigleyville Suites

2.0 star property
Wrigleyville, 4.1 km from Kathy Osterman Beach
9.6 out of 10, Exceptional, (26)
"Excellent location and very clean! Would stay again!"
United States
Jacob
The price is ￥12,180
￥14,298 total
includes taxes & fees
Dec 9 - Dec 10
Wrigleyville Suites
Bar (on property)
Hotel Zachary Chicago, a Tribute Portfolio Hotel

Hotel Zachary Chicago, a Tribute Portfolio Hotel

4.0 star property
Wrigleyville, 4.3 km from Kathy Osterman Beach
9.6 out of 10, Exceptional, (1000)
"great room, great staff"
United States
Eamonn
The price is ￥30,235
￥35,492 total
includes taxes & fees
Dec 28 - Dec 29
Hotel Zachary Chicago, a Tribute Portfolio Hotel
Front of property
Ray's Bucktown B&B

Ray's Bucktown B&B

3.5 star property
7.7 km from Kathy Osterman Beach
9.8 out of 10, Exceptional, (382)
"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
The price is ￥24,459
￥27,611 total
includes taxes & fees
Dec 7 - Dec 8
Ray's Bucktown B&B
Front of property - evening/night
The Peninsula Chicago

The Peninsula Chicago

5.0 star property
Streeterville, 10.3 km from Kathy Osterman Beach
9.8 out of 10, Exceptional, (1000)
"Excellent service throughout the hotel"
United States
Karen
The price is ￥73,782
￥86,611 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Peninsula Chicago
Suite, 2 Bedrooms, Kitchen (Three Beds, Washer/Dryer) | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher
The Gem Museum Suites

The Gem Museum Suites

3.5 star property
7.2 km from Kathy Osterman Beach
9.4 out of 10, Exceptional, (98)
"Great stay. The studio is small but has everything necessary."
United States
Julia
The price is ￥27,075
￥30,995 total
includes taxes & fees
Dec 7 - Dec 8
The Gem Museum Suites
Front of property
The Den Hotel

The Den Hotel

2.0 star property
Lakeview, 5.1 km from Kathy Osterman Beach
9.2 out of 10, Wonderful, (16)
"Clean room…excellent area to stay in"
United States
Jacob
The price is ￥22,478
￥26,386 total
includes taxes & fees
Dec 7 - Dec 8
The Den Hotel
Suite, Terrace (Water Tower) | Premium bedding, down comforters, pillowtop beds, minibar
Park Hyatt Chicago

Park Hyatt Chicago

5.0 star property
Magnificent Mile, 10.2 km from Kathy Osterman Beach
9.6 out of 10, Exceptional, (1000)
"Stay was amazing!!! The staff was so friendly, kind, and thoughtful! The rooms were soooo beyond perfect and lovely! And the food at the restaurant was amazing.. especially breakfast! You won’t regret staying here!!! "
United States
Larissa
The price is ￥67,482
￥79,217 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Park Hyatt Chicago
Aerial view
Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
River North, 10.5 km from Kathy Osterman Beach
9.6 out of 10, Exceptional, (404)
"Great stay"
United States
John E
The price is ￥19,702
￥23,128 total
includes taxes & fees
Dec 21 - Dec 22
Residence Inn Chicago Downtown Magnificent Mile
Breakfast and dinner served
Hyatt Place Chicago/Wicker Park

Hyatt Place Chicago/Wicker Park

3.0 star property
8.5 km from Kathy Osterman Beach
9.4 out of 10, Exceptional, (1001)
"Absolutely wonderful and we will definitely be staying here again☺️"
United States
Victoria
The price is ￥19,647
￥23,063 total
includes taxes & fees
Dec 14 - Dec 15
Hyatt Place Chicago/Wicker Park
Interior
Viceroy Chicago

Viceroy Chicago

4.5 star property
9.5 km from Kathy Osterman Beach
9.4 out of 10, Exceptional, (1143)
" Great trip, hotel and location was very nice. Lots of stores and restaurants near by, walkable. "
United States
Julyana
The price is ￥26,605
￥35,786 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Viceroy Chicago
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5.0 star property
9.8 km from Kathy Osterman Beach
9.4 out of 10, Exceptional, (1002)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
The price is ￥61,431
￥72,115 total
includes taxes & fees
Dec 14 - Dec 15
Waldorf Astoria Chicago
Exterior
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 star property
10 km from Kathy Osterman Beach
9.4 out of 10, Exceptional, (2245)
"The staff, food, and service were great. "
United States
Randy
The price is ￥26,388
￥35,531 total
includes taxes & fees
Dec 21 - Dec 22
Sofitel Chicago Magnificent Mile
Reception
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5.0 star property
Streeterville, 10 km from Kathy Osterman Beach
9.4 out of 10, Exceptional, (999)
"Amazing hotel"
United States
David
The price is ￥65,930
￥77,394 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Four Seasons Hotel Chicago
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4.0 star property
Streeterville, 10.6 km from Kathy Osterman Beach
9.4 out of 10, Exceptional, (2919)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is ￥15,237
￥22,258 total
includes taxes & fees
Dec 8 - Dec 9
Hotel Riu Plaza Chicago
Exterior
Moxy Chicago Downtown

Moxy Chicago Downtown

3.0 star property
River North, 10.6 km from Kathy Osterman Beach
9.4 out of 10, Exceptional, (848)
"Great place to stay"
United States
Mason
The price is ￥17,452
￥20,488 total
includes taxes & fees
Dec 21 - Dec 22
Moxy Chicago Downtown
Daily full breakfast for a fee
Hotel EMC2, Autograph Collection

Hotel EMC2, Autograph Collection

4.0 star property
Streeterville, 10.6 km from Kathy Osterman Beach
9.4 out of 10, Exceptional, (1001)
"Great stay!"
United States
Bethany
The price is ￥27,923
￥32,780 total
includes taxes & fees
Dec 15 - Dec 16
Hotel EMC2, Autograph Collection
Room, 2 Queen Beds, Corner (View) | In-room safe, desk, laptop workspace, blackout drapes
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 star property
River North, 10.7 km from Kathy Osterman Beach
9.2 out of 10, Wonderful, (1156)
"Modern vibes, a lot to see, eat and do at walking distance, spotless room and very comfy bed. Very friendly staff. Definitely would stay there again."
United States
Cristina
The price is ￥16,310
￥19,144 total
includes taxes & fees
Dec 21 - Dec 22
Aloft Chicago Downtown River North
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.
View all properties

Top Kathy Osterman Beach Hotel Reviews

The Guesthouse Hotel

The Guesthouse Hotel

10/10 Excellent
"yes to all"
Chuck 3-night trip
Posted 2 days ago
The Guesthouse Hotel

Hotels near other Kathy Osterman Beach attractions

Aragon Ballroom

Catch an event at Aragon Ballroom during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.
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Foster Avenue Beach

Why not spend a lazy afternoon at Foster Avenue Beach during your trip to Chicago? Experience the area's theater scene and live music.
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Frequently asked questions

What's the area like around Kathy Osterman Beach?
Kathy Osterman Beach is located in Chicago. Travelers like this budget-friendly area for its theater scene and live music. If you're looking for a convenient place to stay, check out the 60 hotels and other accommodations you'll find within a mile.
What's the best place to stay close to Kathy Osterman Beach?
House 5863 - Chicago Bed and Breakfast is one of the top choices for your stay based on our traveler data, and this B&B offers free breakfast and private balconies. It's located just a short 0.7 mi (1.1 km) from Kathy Osterman Beach. Other good choices within a few miles include Hampton Inn Chicago North-Loyola Station and Heart O' Chicago.
How many hotels will I be able to find close to Kathy Osterman Beach?
Expedia has 60 hotels and other accommodations within a mile from Kathy Osterman Beach.
If I need to cancel the hotel reservation for my stay near Kathy Osterman Beach, will I receive a refund?
Yes! The majority of hotel bookings are fully refundable as long as you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to still cancel and get a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then filter by "fully refundable" to get top deals close to Kathy Osterman Beach.
Where can I learn more about changing or cancelling my trip in the area near Kathy Osterman Beach?
For additional details about picking new dates or cancelling your stay near Kathy Osterman Beach, head over to our customer service page.
What can I see and do near Kathy Osterman Beach?
You'll want to browse the collections at Peggy Notebaert Nature Museum, Halim Time & Glass Museum, and Mary and Leigh Block Museum of Art. Some landmarks that you won't want to miss include Hutchinson Street Historic District, Emil Bach House, and Evanston History Center. You can check out the local talent at Riviera Theatre, Vic Theatre, and Briar Street Theatre.
How can I get to Kathy Osterman Beach?
You can take advantage of metro transit at Bryn Mawr Station, Thorndale Station, and Granville Station. If you'd like to venture around the surrounding area, you may want to rent a car for your trip.

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