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 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.

A snack kiosk with refrigerated display cases labeled 'SNACKS TO GO' and 'CHILL OUT.'

1. Hampton Inn Chicago North-Loyola Station

1.9 km from Kathy Osterman Beach

Alexis

￥21,202

￥24,889 total

includes taxes & fees

Oct 28 - Oct 29

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

A crowded beach with people sunbathing and swimming, surrounded by tall buildings.

2. House 5863 - Chicago Bed and Breakfast

1.1 km from Kathy Osterman Beach

jiantao

￥19,817

￥32,967 total

includes taxes & fees

Oct 26 - Oct 27

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

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 kitchen counter with a microwave, two large containers, and baskets of bread and pastries.

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

￥14,508

￥17,030 total

includes taxes & fees

Oct 15 - Oct 16

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

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

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

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

4. Ray's Bucktown B&B

7.7 km from Kathy Osterman Beach

Susan

￥29,919

￥33,776 total

includes taxes & fees

Sep 30 - Oct 1

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 with benches.

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.

5. The Sono Chicago

Old Town Chicago, 8.7 km from Kathy Osterman Beach

Christie

￥29,278

￥34,370 total

includes taxes & fees

Sep 30 - Oct 1

A modern lounge area with a fire feature, seating, and a bar.

A modern lounge area with a sectional sofa, red chairs, a glass coffee table, and a patterned rug.

A group of people seated at a table with drinks and a salad, in a modern indoor setting with large windows and a bar area.

A modern lobby with a reception desk, seating area, and elevators.

6. Hyatt Place Chicago/Wicker Park

8.5 km from Kathy Osterman Beach

Michael

￥36,519

￥42,873 total

includes taxes & fees

Oct 25 - Oct 26

A spacious hotel lobby with a high ceiling, chandeliers, and a bar area.

A spacious lobby with a high ceiling, a reception desk, comfortable seating, and a large stained glass window.

A gym with various exercise equipment, large windows, and a television on the wall.

A patio area with outdoor seating and a view of a park with trees and a lawn.

7. The Gem Museum Suites

7.2 km from Kathy Osterman Beach

Archita

￥28,098

￥32,167 total

includes taxes & fees

Oct 29 - Oct 30

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

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

A modern bar area with a checkered floor, bar stools, and a bartender.

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

8. The Peninsula Chicago

Streeterville, 10.3 km from Kathy Osterman Beach

Levi

￥106,252

￥126,321 total

includes taxes & fees

Sep 30 - Oct 1

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

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

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.

9. Hotel Riu Plaza Chicago

Streeterville, 10.6 km from Kathy Osterman Beach

Sean Robert

￥37,206

￥48,718 total

includes taxes & fees

Oct 25 - Oct 26

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

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

10. Residence Inn Chicago Downtown Magnificent Mile

Streeterville, 10.5 km from Kathy Osterman Beach

Brian

￥37,306

￥44,353 total

includes taxes & fees

Oct 25 - Oct 26

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

A stone entrance with a black metal gate, a black mat, and two lion statues.

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.

11. Villa D' Citta

7.1 km from Kathy Osterman Beach

Jeffrey

￥39,611

￥46,500 total

includes taxes & fees

Oct 26 - Oct 27

A grand lobby with a chandelier, a check-in counter, a sofa, and a coffee table.

A cozy room with a brick fireplace, leather seating, and a table.

A dimly lit bar area with multiple hanging lamps and a framed painting on the wall.

A spacious room with a grand chandelier, a check-in desk, and a staircase leading to another level.

12. Graduate by Hilton Evanston

7 km from Kathy Osterman Beach

Paul

￥25,686

￥29,406 total

includes taxes & fees

Oct 6 - Oct 7

A modern kitchen with a large island, bar stools, and a city view.

A high-rise building with multiple floors, large windows, and a modern architectural design.

A modern dining area with a wooden table and chairs, a central sink, and large windows.

A spacious living area with a large sofa, a dining table, and a TV mounted on the wall.

13. Level Chicago – Old Town

Near North Side, 9.4 km from Kathy Osterman Beach

Brian

￥47,283

￥59,389 total

includes taxes & fees

Oct 29 - Oct 30

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

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

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

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

14. Hotel Zachary Chicago, a Tribute Portfolio Hotel

Wrigleyville, 4.3 km from Kathy Osterman Beach

Jeffrey

￥51,640

￥60,620 total

includes taxes & fees

Oct 4 - Oct 5

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

A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.

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

15. Park Hyatt Chicago

Streeterville, 10.2 km from Kathy Osterman Beach

Tom

￥91,660

￥108,976 total

includes taxes & fees

Oct 30 - Oct 31

A breakfast setting with a plate of toast, a bowl of fruit, a cup of coffee, and a newspaper on a table by a window with a city view.

A building facade with a dark entrance, two wall-mounted lights, and a sign reading "The Robey Chicago".

A rooftop pool area with lounge chairs and umbrellas, a city skyline view, and a no diving sign.

A bar area with a circular bar, stools, and a well-stocked shelf of bottles.

16. The Robey, Chicago, a Member of Design Hotels

Wicker Park, 8.7 km from Kathy Osterman Beach

BRIAN

￥34,788

￥44,718 total

includes taxes & fees

Oct 25 - Oct 26

A modern lobby with a geometric light installation, a staircase, and a reception desk.

A modern hotel with a corner location, large windows, and a green awning.

A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a large window with curtains.

A modern lobby with a reception desk, seating area, staircase, and decorative lighting.

17. Hampton Inn & Suites Chicago Downtown

River North, 10.8 km from Kathy Osterman Beach

Catherine

￥37,014

￥44,007 total

includes taxes & fees

Oct 26 - Oct 27

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.

A bartender preparing a cocktail with various ingredients and bottles of liquor on the bar counter.

18. Viceroy Chicago

9.5 km from Kathy Osterman Beach

Margaret

￥62,682

￥79,734 total

includes taxes & fees

Oct 29 - Oct 30

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 long counter, multiple stools, and a seating area with a booth.

A couple dining on a balcony with a cityscape view.

19. Waldorf Astoria Chicago

9.8 km from Kathy Osterman Beach

Luis

￥103,694

￥123,282 total

includes taxes & fees

Oct 25 - Oct 26

A modern lobby with a wooden floor, a staircase with glass railings, and a seating area with leather sofas.

An outdoor seating area with tables and chairs, string lights, and umbrellas.

A serene hallway with a Buddha statue, a stone bench, and a wall with a unique light pattern.

A hotel with a swimming pool, outdoor seating, and a view of the city skyline.

20. The Hotel at Midtown

7.1 km from Kathy Osterman Beach

Haili

￥43,776

￥59,707 total

includes taxes & fees

Oct 4 - Oct 5

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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 1,051 reviews	View
House 5863 - Chicago Bed and Breakfast	9.2 Wonderful 519 reviews	View
Heart O' Chicago	7.8 Good 1,006 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

Super 8 by Wyndham Chicago IL

8/10 Good

"Very nice staff and decent breakfast. Clean. Good value for the $. There were holes in the bottom of the bathtub that had been patched but the floor was like missing from those areas? And all of the lights are brighter than the sun in the room. Very close to the lake."

Heart O' Chicago

8/10 Good

"This was an excellent stay, greatly surprised upon arrival due to price point. The pictures on expedia, while fine, undersold this little place. It is an older place, quite basic, but very well kept. The rooms were extremely clean, even windows were clean. Staff was very kind and helpful. Location was convenient to keep us near downtown, but not IN downtown chaos. My only complaint would be the noise, and this was one night, our first in chicago...the city itself is just noisy. I dont know that the motel can help that much."

The Guesthouse Hotel

8/10 Good

"Nice balcony, no housekeeping"

The Majestic Hotel

10/10 Excellent

"Friendly and helpful staff with very good houses. Location fantastic - 5 minute walk from Lakefront and 10 minute walk from Wrigley Field."

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

10/10 Excellent

"Very nice place. Exactly as described. Would definitely stay here again."

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!"

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 ￥17,030

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Treat yourself

Be picky

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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. Hyatt Place Chicago/Wicker Park

7. The Gem Museum Suites

8. The Peninsula Chicago

9. Hotel Riu Plaza Chicago

10. Residence Inn Chicago Downtown Magnificent Mile

11. Villa D' Citta

12. Graduate by Hilton Evanston

13. Level Chicago – Old Town

14. Hotel Zachary Chicago, a Tribute Portfolio Hotel

15. Park Hyatt Chicago

16. The Robey, Chicago, a Member of Design Hotels

17. Hampton Inn & Suites Chicago Downtown

18. Viceroy Chicago

19. Waldorf Astoria Chicago

20. The Hotel at Midtown

Compare popular hotels close to Kathy Osterman Beach

Top Kathy Osterman Beach Hotel Reviews

Super 8 by Wyndham Chicago IL

Heart O' Chicago

The Guesthouse Hotel

The Majestic Hotel

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

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

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