The Best Hotels Closest to Kathy Osterman Beach in Chicago for 2026

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Our top choices for Kathy Osterman Beach hotels

A view through a glass door to an outdoor patio area with tables and chairs, a potted plant, and a clear sky.

A modern hotel lobby with seating areas, a dining section, and a wall with a motivational quote.

A modern bar area with wooden bar stools, a counter with a beverage display, and a mounted television.

A modern lounge area with a stone fireplace, comfortable seating, and artwork on the walls.

1. Hampton Inn Chicago North-Loyola Station

1.9 km from Kathy Osterman Beach

Alexis

￥19,551

￥22,951 total

includes taxes & fees

Nov 1 - Nov 2

A modern living room with leather sofas, a dining area, and large windows offering a view of greenery.

A modern brick building with large windows, a covered entrance, and a tree-lined street.

A patio with a brick floor, metal chairs, a round table, and a blue umbrella.

A modern living room with leather sofas, a coffee table, a TV, and a dining area with natural light.

2. House 5863 - Chicago Bed and Breakfast

1.1 km from Kathy Osterman Beach

jiantao

￥19,829

￥32,987 total

includes taxes & fees

Oct 26 - Oct 27

A three-tiered fruit basket on a wooden table against a wall with framed pictures.

A multi-story hotel with a modern design, featuring balconies with railings, large windows with curtains, and a parking area in front.

A hotel room with two beds, a large window with a city view, a painting on the wall, and a lamp on the nightstand.

A motel reception desk with a clock, a welcome sign, and a sign listing room types and rates.

3. Heart O' Chicago

1.7 km from Kathy Osterman Beach

Jenn

￥14,517

￥17,041 total

includes taxes & fees

Oct 15 - Oct 16

A bathroom with a glass-tiled wall, a sink, and a shower area.

A patio with a grill, outdoor seating, and potted plants.

A room with wooden flooring, a bookshelf filled with books and decorative items, two chairs, and a table with various objects.

A building with a large window, a bench, and a sign that reads "RAY'S BUCKTOWN BED & BREAKFAST".

4. Ray's Bucktown B&B

7.7 km from Kathy Osterman Beach

Susan

￥34,160

￥38,563 total

includes taxes & fees

Oct 19 - Oct 20

A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining table.

A living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

A spacious room with hardwood flooring, a stone fireplace, a door with glass panels, and a vase on the floor.

5. The Sono Chicago

8.7 km from Kathy Osterman Beach

Christie

￥38,255

￥44,908 total

includes taxes & fees

Oct 25 - Oct 26

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

A rooftop bar with seating and a view of the city skyline at night.

A modern indoor pool area with large windows, potted palm plants, and lounge chairs.

A spacious hotel lobby with multiple seating areas, a grand staircase, and large windows offering views of the city.

6. The Peninsula Chicago

Streeterville, 10.3 km from Kathy Osterman Beach

Levi

￥98,394

￥116,979 total

includes taxes & fees

Nov 1 - Nov 2

7. NorthPark Inn

5.3 km from Kathy Osterman Beach

￥12,741

￥14,957 total

includes taxes & fees

Oct 2 - Oct 3

A modern hotel lobby with a spiral staircase, seating areas, and large windows offering city views.

A modern living room with a large sectional sofa, a flat-screen TV mounted on the wall, a dining area with a table and chairs, and a view of the cityscape through large windows.

A high-rise building with a modern glass facade, surrounded by other tall buildings.

A modern interior with a spiral staircase, large windows, and a geometric patterned floor.

8. Residence Inn Chicago Downtown Magnificent Mile

Streeterville, 10.5 km from Kathy Osterman Beach

Brian

￥34,635

￥41,178 total

includes taxes & fees

Nov 1 - Nov 2

A bar area with multiple seating options, including bar stools and round tables, with a variety of bottles and glasses on the bar counter.

An outdoor seating area with tables and chairs, potted plants, and a TV screen.

A spacious room with a large window overlooking Wrigley Field, a view of the Chicago Cubs stadium, and a chessboard on the table.

A modern hotel room with a large bed, a flat-screen TV, a sofa, and a city view.

9. Hotel Zachary Chicago, a Tribute Portfolio Hotel

Wrigleyville, 4.3 km from Kathy Osterman Beach

Jeffrey

￥42,364

￥49,733 total

includes taxes & fees

Nov 1 - Nov 2

A couple dining at a table with a view of a cityscape and a sunset.

A woman sitting by a window with a city view, holding a cup and saucer.

A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.

A modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.

10. Park Hyatt Chicago

Streeterville, 10.2 km from Kathy Osterman Beach

Tom

￥86,429

￥102,754 total

includes taxes & fees

Nov 1 - Nov 2

A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.

A modern staircase with glass railings and pendant lighting.

A modern urban street with high-rise buildings, including a prominent 'The Gwent' and 'Nordstrom' sign.

A modern hotel room with a green sofa, two round tables, a city view, and a chandelier.

11. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Streeterville, 10.8 km from Kathy Osterman Beach

Jessica

￥72,233

￥90,558 total

includes taxes & fees

Oct 2 - Oct 3

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A bar area with a marble countertop, bar stools, and a variety of bottles.

A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

A spacious lobby with a marble floor, a reception desk, and a glass partition.

12. Hotel Riu Plaza Chicago

Streeterville, 10.6 km from Kathy Osterman Beach

Sean Robert

￥26,749

￥36,287 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel with a colorful awning and a glass facade.

A modern lobby with a reception desk, seating area, and a large illuminated number '5' on the wall.

A hotel room with a wooden wardrobe, a minibar with coffee cups and a bottle, a safe, and a towel rack with a hanging bag.

A bakery display with various baked goods and a coffee machine.

13. Aloft by Marriott Chicago Downtown River North

River North, 10.7 km from Kathy Osterman Beach

James

￥29,125

￥34,625 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel with a glass facade, outdoor seating, and a prominent 'ABT' sign.

A modern lobby with geometric patterned flooring, glass tables with candles, and a visible bar area with shelves.

A modern hotel with a blue facade, large windows, and a prominent entrance.

A modern hotel room with a large bed, a desk, and a view of the cityscape.

14. Hotel EMC2, Autograph Collection

Streeterville, 10.6 km from Kathy Osterman Beach

Abey

￥62,500

￥74,304 total

includes taxes & fees

Oct 29 - Oct 30

A person sitting by a window with a view of a cityscape, including a tall tower.

An indoor swimming pool with a skylight, a lifeguard chair, and a potted plant.

A group of people on a boat with a city skyline in the background.

A couple walking through a spacious lobby with marble flooring, large white floral arrangements, and a modern staircase in the background.

15. Four Seasons Hotel Chicago

Streeterville, 10 km from Kathy Osterman Beach

Teresa

￥83,438

￥99,200 total

includes taxes & fees

Nov 1 - Nov 2

A rooftop pool with lounge chairs and a city skyline in the background.

A modern dining area with a round table and chairs, large windows with a city view, and a decorative light fixture.

16. Viceroy Chicago

9.5 km from Kathy Osterman Beach

Margaret

￥46,320

￥60,283 total

includes taxes & fees

Nov 1 - Nov 2

A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.

An indoor swimming pool with a modern design, a reception area with a sign for Waldorf Astoria Chicago, and a seating area with two people.

A bar area with a polished marble floor, bar stools, a counter with bottles, and a decorative lamp.

A couple dining on a balcony with a cityscape view.

17. Waldorf Astoria Chicago

9.8 km from Kathy Osterman Beach

Luis

￥87,073

￥103,524 total

includes taxes & fees

Nov 1 - Nov 2

A modern dining area with round tables and chairs, large windows, and a view of a cityscape.

A modern high-rise building with a curved glass facade, surrounded by other tall buildings.

Two people at a table with a tiered dessert display and glasses of champagne.

A hotel room with a large bed, a chair, a window with a city view, and a bathroom area with a toilet and a sink.

18. Sofitel Chicago Magnificent Mile

10 km from Kathy Osterman Beach

Mohab

￥47,072

￥60,644 total

includes taxes & fees

Nov 1 - Nov 2

A grand foyer with a wooden staircase, a chandelier, and a large window.

A courtyard with brick arches, outdoor seating, and potted plants.

A room with a wooden table, a coffee machine, a clock, and a framed sign on the wall.

A spacious dining area with a long wooden table, ornate chairs, and a chandelier.

19. Villa D' Citta

7.1 km from Kathy Osterman Beach

Jeffrey

￥39,634

￥46,527 total

includes taxes & fees

Oct 26 - Oct 27

A modern lounge area with seating, a coffee table, and a view of the city at night.

A modern lounge area with seating, tables, and a view of the cityscape.

An outdoor seating area with a wooden table and metal stools, overlooking a cityscape with modern buildings and a street.

A bar area with multiple shelves of bottles, a seating area with bar stools, and a counter with a cash register.

20. Moxy Chicago Downtown

River North, 10.6 km from Kathy Osterman Beach

Justin

￥25,504

￥30,322 total

includes taxes & fees

Nov 1 - Nov 2

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Compare popular hotels close to Kathy Osterman Beach

Property	Star rating	Guest rating
Hampton Inn Chicago North-Loyola Station	9.4 Exceptional 1,048 reviews	View
House 5863 - Chicago Bed and Breakfast	9.2 Wonderful 519 reviews	View
Heart O' Chicago	7.8 Good 999 reviews	View
Ray's Bucktown B&B	9.8 Exceptional 416 reviews	View
The Sono Chicago	9.8 Exceptional 560 reviews	View

Top Kathy Osterman Beach Hotel Reviews

Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley

10/10 Excellent

"Lovely little spot within walking distance of many things, including breweries and an L stop. Was in a bind and Ricky was able to really help me out!"

The Majestic Hotel

10/10 Excellent

"The property has so much old school Chicago charm! I loved my stay here. It was comfortable and I had everything I needed. Plus, the location was central to everything. I stayed here in order to see shows at the Metro and had a nice, safe walk back from the venue at night with my friends. The front desk staff were exceptionally helpful and kind."

The Guesthouse Hotel

8/10 Good

"Nice balcony, no housekeeping"

Great Location-Beautiful Friendly Andersonville Neighborhood

10/10 Excellent

"This place is immaculate and so Chicago the family really enjoyed our time in the house. Paul was very responsive. He gave great suggestions about things to do around the neighborhood handmade information readily available. There is plenty of parking available on the street. We will definitely be back."

Cozy studio in Andersonville Chicago

8/10 Good

"Host was very responsive. Parking was easy. Only issue was the air conditioner was not cool. Room was not as comfortable otherwise cute spot near great places to dine."

House 5863 - Chicago Bed and Breakfast

10/10 Excellent

"good"

Vintage Escape 1BR Two Blocks Away From Beach

10/10 Excellent

"other than some trouble opening the door for the first time, everything was smooth sailing! (you just have to futz with it a bit). the apartment was excellent and it was super conveniently located right near the red line!"

Charming Wrigleyville Home Close to the Cubs!

10/10 Excellent

"Perfect location to stay for a Cubs game. Brian was a great host and very communicative."

Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!

8/10 Good

"great home in a great location! perfect for large grounds and the proximity of wriglyville made our stay very enjoyable. would stay here again."

Other attractions near Kathy Osterman Beach

Colvin House

After visiting Colvin House, make a plan to see the other sights and activities in Chicago. Stroll along the area's lakeside or simply enjoy its restaurants.

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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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Rosemont Avenue Beach

Why not spend a lazy afternoon at Rosemont Avenue Beach during your trip to Chicago? Stroll along the lakeside or experience the area's theater scene.

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Andersonville Galleria

Find out about the history of Chicago with a stop at Andersonville Galleria. Stroll along the area's lakeside or simply enjoy its restaurants.

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Women & Children First

Women & Children First is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the area's lakeside or simply enjoy its restaurants.

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Joseph J. Gentile Center

Catch an event at Joseph J. Gentile Center during your trip to Chicago. Stroll along this family-friendly area's beaches, or simply enjoy its restaurants.

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Swedish American Museum Center

You can spend an afternoon exploring the galleries in Swedish American Museum Center in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.

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Neo-Futurists

You can get tickets for a performance at Neo-Futurists on your trip to Chicago. Experience the acclaimed theater scene and entertainment choices in this vibrant area.

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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 56 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 Heart O' Chicago and Hampton Inn Chicago North-Loyola Station.

How many hotels will I be able to find close to Kathy Osterman Beach?

Expedia has 56 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 Evanston History Center, Peggy Notebaert Nature Museum, and Halim Time & Glass Museum. Sights like Hutchinson Street Historic District and Emil Bach House highlight some of the local culture. You can check out the local talent at Riviera Theatre, Vic Theatre, and Theater Wit.

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.

Find hotels near Kathy Osterman Beach, Chicago from ￥17,041

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Kathy Osterman Beach hotels

1. Hampton Inn Chicago North-Loyola Station

2. House 5863 - Chicago Bed and Breakfast

3. Heart O' Chicago

4. Ray's Bucktown B&B

5. The Sono Chicago

6. The Peninsula Chicago

7. NorthPark Inn

8. Residence Inn Chicago Downtown Magnificent Mile

9. Hotel Zachary Chicago, a Tribute Portfolio Hotel

10. Park Hyatt Chicago

11. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

12. Hotel Riu Plaza Chicago

13. Aloft by Marriott Chicago Downtown River North

14. Hotel EMC2, Autograph Collection

15. Four Seasons Hotel Chicago

16. Viceroy Chicago

17. Waldorf Astoria Chicago

18. Sofitel Chicago Magnificent Mile

19. Villa D' Citta

20. Moxy Chicago Downtown

Compare popular hotels close to Kathy Osterman Beach

Top Kathy Osterman Beach Hotel Reviews

Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley

The Majestic Hotel

The Guesthouse Hotel

Great Location-Beautiful Friendly Andersonville Neighborhood

Cozy studio in Andersonville Chicago

House 5863 - Chicago Bed and Breakfast

Vintage Escape 1BR Two Blocks Away From Beach

Charming Wrigleyville Home Close to the Cubs!

Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!

Other attractions near Kathy Osterman Beach

Colvin House

Foster Avenue Beach

Rosemont Avenue Beach

Andersonville Galleria

Women & Children First

Joseph J. Gentile Center

Swedish American Museum Center

Neo-Futurists

Frequently asked questions