Search Hotels Near Kathy Osterman Beach, Chicago

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29 Dec - 30 Dec
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2 Jan - 4 Jan
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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 ฿5,600
฿6,573 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Guesthouse Hotel
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 ฿2,820
฿5,147 total
includes taxes & fees
4 Jan - 5 Jan 2026
House 5863 - Chicago Bed and Breakfast
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, (1002)
"Room was clean and spacious, staff was very pleasant and helpful, breakfast was great too!"
United States
Michele
The price is ฿3,537
฿4,153 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hampton Inn Chicago North-Loyola Station
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, (1000)
"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, (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
The price is ฿6,041
฿7,091 total
includes taxes & fees
8 Jan - 9 Jan 2026
Hotel Zachary Chicago, a Tribute Portfolio Hotel
Living area
Wrigleyville Suites

Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Wrigleyville, 4.1 km from Kathy Osterman Beach
9.6 out of 10, Exceptional, (27)
"Nice place "
United States
Barry
The price is ฿3,128
฿3,672 total
includes taxes & fees
30 Dec - 31 Dec
Wrigleyville Suites
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, (1003)
"I had an amazing stay here!"
United States
Sandee
The price is ฿3,667
฿4,304 total
includes taxes & fees
27 Jan - 28 Jan 2026
Best Western Plus Hawthorne Terrace Hotel
Front of property
The Den Hotel

The Den Hotel

The Den Hotel
2.0 star property
Lakeview, 5.1 km from Kathy Osterman Beach
9.0 out of 10, Wonderful, (23)
"Great location easy check in nice facilities "
United States
Nicholas
The price is ฿4,997
฿5,866 total
includes taxes & fees
30 Dec - 31 Dec
The Den Hotel
Front of property
The Majestic Hotel

The Majestic Hotel

The Majestic Hotel
3.0 star property
4.4 km from Kathy Osterman Beach
8.6 out of 10, Excellent, (1003)
"Great place, room, and location. Would stay again!"
United States
Jeffrey
The price is ฿2,765
฿3,246 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Majestic 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, (384)
"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 ฿5,061
฿5,713 total
includes taxes & fees
14 Jan - 15 Jan 2026
Ray's Bucktown B&B
Free WiFi, bed sheets
Dorothy's

Dorothy's

Dorothy's
3.0 star property
4.6 km from Kathy Osterman Beach
8.4 out of 10, Very good, (98)
"Can’t beat the price or location. Everything seemed clean and I loved the waffles. "
United States
Ashley
The price is ฿1,229
฿2,529 total
includes taxes & fees
30 Dec - 31 Dec
Dorothy's
Flat-screen TV, video game console, pay films
City Suites Hotel

City Suites Hotel

City Suites Hotel
3.0 star property
Lakeview, 5.2 km from Kathy Osterman Beach
8.6 out of 10, Excellent, (1003)
"Amazing staff, wonderful place and conveniently located. Will stay again when back in chicago"
United Kingdom
Pardhy
The price is ฿2,359
฿2,769 total
includes taxes & fees
18 Jan - 19 Jan 2026
City Suites Hotel
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 ฿6,389
฿7,500 total
includes taxes & fees
7 Jan - 8 Jan 2026
Villa D' Citta
Suite, 2 Bedrooms, Kitchen (Three Beds, Washer/Dryer) | Private kitchen | Full-sized 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, (100)
"Lovely stay with helpful staff excellent location. Breakfast is a wonderful full dining experience -no pre packaged chain hotel offerings. One can easily walk to shopping, dining, cafes and Lake Michigan. Rooms very clean with lots of storage /closet space. Mini kitchens are fully equipped with new appliances that all work! Only comment is that bed and pillows were very firm and made it uncomfortable to sleep-this is the reason for 4 stars and not 5. "
United States
Andrea
The price is ฿5,642
฿6,459 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Gem Museum Suites
Exterior
Wrigley Hostel

Wrigley Hostel

Wrigley Hostel
1.5 star property
Wrigleyville, 4.5 km from Kathy Osterman Beach
8.2 out of 10, Very good, (468)
"Great place"
United States
Robert
The price is ฿3,104
฿3,643 total
includes taxes & fees
4 Jan - 5 Jan 2026
Wrigley Hostel
Lobby
Graduate by Hilton Evanston

Graduate by Hilton Evanston

Graduate by Hilton Evanston
4.0 star property
7 km from Kathy Osterman Beach
9.0 out of 10, Wonderful, (1008)
"Charming and quirky - great place to stay!"
United States
Nicole
The price is ฿2,761
฿3,161 total
includes taxes & fees
5 Jan - 6 Jan 2026
Graduate by Hilton Evanston
Terrace/patio
Hyatt House Chicago/Evanston

Hyatt House Chicago/Evanston

Hyatt House Chicago/Evanston
3.5 star property
7 km from Kathy Osterman Beach
9.0 out of 10, Wonderful, (1002)
"Everything was 👍 great!!!!!"
United States
Jonathan
The price is ฿4,190
฿4,796 total
includes taxes & fees
19 Jan - 20 Jan 2026
Hyatt House Chicago/Evanston
Front of property
Hotel Versey Chicago Lincoln Park

Hotel Versey Chicago Lincoln Park

Hotel Versey Chicago Lincoln Park
3.0 star property
6 km from Kathy Osterman Beach
8.6 out of 10, Excellent, (1487)
"Nice hotel and rooms"
United States
Scott
The price is ฿2,265
฿2,659 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hotel Versey Chicago Lincoln Park
Exterior
The Hotel at Midtown

The Hotel at Midtown

The Hotel at Midtown
4.0 star property
7 km from Kathy Osterman Beach
9.0 out of 10, Wonderful, (835)
"Clean room. Great gym and convenient parking."
United States
Daniel
The Hotel at Midtown
Premium bedding, minibar, desk, blackout curtains
The Willows Hotel

The Willows Hotel

The Willows Hotel
3.0 star property
5.8 km from Kathy Osterman Beach
8.4 out of 10, Very good, (1002)
"A charming older hotel."
United States
Kathy
The price is ฿2,550
฿2,993 total
includes taxes & fees
25 Jan - 26 Jan 2026
The Willows 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.
View all properties

Top Kathy Osterman Beach Hotel Reviews

The Den Hotel

The Den Hotel

10/10 Excellent
"Great location easy check in nice facilities "
Nicholas 2-night trip
Posted 7 days ago
The Den 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 theatre scene and live music.
See properties

Frequently asked questions

What's the area like around Kathy Osterman Beach?
Kathy Osterman Beach is located in Chicago. Travellers like this budget-friendly area for its theatre scene and live music. If you're looking for a convenient place to stay, take a look at the 71 hotels and other accommodation options you'll find within a mile.
Where is 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 traveller 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 Heart O' Chicago and Hampton Inn Chicago North-Loyola Station.
How many hotels should I expect to find close to Kathy Osterman Beach?
Expedia has 71 hotels and other accommodation options 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! You'll find that most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to view the best deals available near Kathy Osterman Beach.
What can I see and do near Kathy Osterman Beach?
You'll want to browse the collections at Halim Time & Glass Museum, Swedish American Museum Center and Leather Archives & Museum. 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 transport at Bryn Mawr Station, Thorndale Station and Granville Station. If you'd like to venture farther outside of the area, you may want a car rental for your journey.