Find hotels near Kathy Osterman Beach, Chicago from ￥20,993

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Dec 23 - Dec 24
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Dec 24 - Dec 25
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Dec 26 - Dec 28
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Our top choices for Kathy Osterman Beach hotels

Rooftop terrace
The Guesthouse Hotel

The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
2.2 km from Kathy Osterman Beach
9.8 out of 10, Exceptional, (367)
"Beautiful well kept rooms, accessible friendly staff, quiet, clean, comfortable."
United States
Susan F
The price is ￥28,309
￥33,231 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Guesthouse Hotel
Exterior
Hampton Inn Chicago North-Loyola Station

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, (1001)
"Room was clean and spacious, staff was very pleasant and helpful, breakfast was great too!"
United States
Michele
The price is ￥17,883
￥20,993 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hampton Inn Chicago North-Loyola Station
Exterior
House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
1.1 km from Kathy Osterman Beach
9.2 out of 10, Wonderful, (497)
"Nice shared spaces"
United States
Erica
The price is ￥14,254
￥26,023 total
includes taxes & fees
Jan 4 - Jan 5, 2026
House 5863 - Chicago Bed and Breakfast
Reception
Heart O' Chicago

Heart O' Chicago

Heart O' Chicago
2.0 star property
1.7 km from Kathy Osterman Beach
7.8 out of 10, Good, (999)
"Staff were courteous and stay was great"
United States
Erik
Heart O' Chicago
Bar (on property)
Hotel Zachary Chicago, a Tribute Portfolio Hotel

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, (1002)
"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
The price is ￥30,541
￥35,852 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Hotel Zachary Chicago, a Tribute Portfolio Hotel
Front of property
Ray's Bucktown B&B

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, (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
The price is ￥24,738
￥27,926 total
includes taxes & fees
Dec 27 - Dec 28
Ray's Bucktown B&B
Front of property - evening/night
The Peninsula Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Streeterville, 10.3 km from Kathy Osterman Beach
9.8 out of 10, Exceptional, (1013)
"Our stay "
United States
Tashauannea
The price is ￥74,528
￥87,490 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Peninsula Chicago
Lobby sitting area
Villa D' Citta

Villa D' Citta

Villa D' Citta
3.5 star property
7.1 km from Kathy Osterman Beach
9.4 out of 10, Exceptional, (113)
"Great place"
United States
Jeffrey
The price is ￥32,298
￥37,915 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Villa D' Citta
Business center
Kasa River North Chicago

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Near North Side, 10.1 km from Kathy Osterman Beach
9.6 out of 10, Exceptional, (182)
"Awesome stay "
United States
Sally
Kasa River North 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

The Gem Museum Suites
3.5 star property
7.2 km from Kathy Osterman Beach
9.4 out of 10, Exceptional, (99)
"Great stay. The studio is small but has everything necessary."
United States
Julia
The price is ￥27,476
￥31,455 total
includes taxes & fees
Jan 3 - Jan 4, 2026
The Gem Museum Suites
Suite, Terrace (Water Tower) | Premium bedding, down comforters, pillowtop beds, minibar
Park Hyatt Chicago

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)
"beautiful room and hotel great bar!"
United States
ravi
The price is ￥60,682
￥71,235 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Park Hyatt Chicago
Aerial view
Residence Inn Chicago Downtown Magnificent Mile

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, (414)
"Great stay"
United States
John E
The price is ￥21,182
￥24,864 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Residence Inn Chicago Downtown Magnificent Mile
Breakfast and dinner served
Hyatt Place Chicago/Wicker Park

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, (1004)
"Absolutely wonderful and we will definitely be staying here again☺️"
United States
Victoria
The price is ￥19,926
￥23,390 total
includes taxes & fees
Dec 30 - Dec 31
Hyatt Place Chicago/Wicker Park
Interior
Viceroy Chicago

Viceroy Chicago

Viceroy Chicago
4.5 star property
9.5 km from Kathy Osterman Beach
9.4 out of 10, Exceptional, (1140)
"Very nice hotel, great rooms, comfy bed and the staff were all very friendly."
United States
Randall
The price is ￥33,734
￥44,207 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Viceroy Chicago
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
9.8 km from Kathy Osterman Beach
9.4 out of 10, Exceptional, (1003)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
The price is ￥59,622
￥69,990 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Waldorf Astoria Chicago
Bar (on property)
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
10 km from Kathy Osterman Beach
9.4 out of 10, Exceptional, (2273)
"Great location, nice bar."
United States
Erik
The price is ￥25,277
￥34,279 total
includes taxes & fees
Dec 25 - Dec 26
Sofitel Chicago Magnificent Mile
Reception
Four Seasons Hotel Chicago

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, (1002)
"Amazing place! Our family of 6 had a fantastic time here for a night. "
United States
Brooke
The price is ￥65,898
￥77,357 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Four Seasons Hotel Chicago
Front of property
Hotel Riu Plaza Chicago

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, (3036)
"Excellent stay great location and great rooms"
United States
Joseph
The price is ￥17,129
￥24,529 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel Riu Plaza Chicago
Daily full breakfast for a fee
Hotel EMC2, Autograph Collection

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, (1000)
"Great stay!"
United States
Bethany
The price is ￥19,299
￥22,655 total
includes taxes & fees
Dec 28 - Dec 29
Hotel EMC2, Autograph Collection
Free daily continental breakfast
Best Western Plus Hawthorne Terrace Hotel

Best Western Plus Hawthorne Terrace Hotel

Best Western Plus Hawthorne Terrace Hotel
3.0 star property
4.7 km from Kathy Osterman Beach
9.0 out of 10, Wonderful, (1001)
"Great location to stay in a lovely area!"
United States
Emily
The price is ￥21,205
￥24,893 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Best Western Plus Hawthorne Terrace Hotel
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.
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Top Kathy Osterman Beach Hotel Reviews

The Majestic Hotel

The Majestic Hotel

10/10 Excellent
"Clean room."
Kathleen 1-night trip
Posted 4 days ago
The Majestic 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.
See properties

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 68 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 68 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 Swedish American Museum Center. Some landmarks that you won't want to miss include Emil Bach House, Hutchinson Street Historic District, 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.