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 hotel room with a bed, a desk with a television, a chair, a wardrobe, and a mirror.

A modern hotel with a prominent 'Hampton Inn' sign, a corner location with a street view, and a crosswalk in front.

A rooftop terrace with outdoor seating, a pool, and a view of the city skyline.

A buffet setup with labeled trays of scrambled eggs, smoked salmon, and other dishes.

1. Hampton Inn Chicago North-Loyola Station

1.9 km from Kathy Osterman Beach

Alexis

￥19,879

￥23,336 total

includes taxes & fees

Nov 12 - Nov 13

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

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

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.

2. House 5863 - Chicago Bed and Breakfast

1.1 km from Kathy Osterman Beach

Malena

￥18,773

￥31,709 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 kitchen counter with a microwave, two large containers, and baskets of bread and pastries.

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

3. Heart O' Chicago

1.7 km from Kathy Osterman Beach

Oscar

￥16,093

￥18,891 total

includes taxes & fees

Nov 19 - Nov 20

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

A cozy interior with a wooden staircase, a seating area with chairs and a table, and shelves with various items.

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.

4. Ray's Bucktown B&B

7.7 km from Kathy Osterman Beach

Lora

￥30,035

￥33,906 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 bar area with a checkered floor, bar stools, and a bartender.

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

5. The Peninsula Chicago

Streeterville, 10.3 km from Kathy Osterman Beach

Melinda

￥98,763

￥117,419 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.

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.

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

6. Hotel Zachary Chicago, a Tribute Portfolio Hotel

Wrigleyville, 4.3 km from Kathy Osterman Beach

Madaline

￥40,169

￥47,153 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A lobby with wicker furniture, a fire feature, and a view of the outdoors.

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

7. Residence Inn Chicago Downtown Magnificent Mile

Streeterville, 10.5 km from Kathy Osterman Beach

Kaitlyn

￥34,764

￥41,332 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 rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.

8. Park Hyatt Chicago

Streeterville, 10.2 km from Kathy Osterman Beach

Tom

￥86,042

￥102,295 total

includes taxes & fees

Nov 15 - Nov 16

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

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

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

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

9. Hotel Riu Plaza Chicago

Streeterville, 10.6 km from Kathy Osterman Beach

Scott E

￥29,250

￥39,281 total

includes taxes & fees

Nov 11 - Nov 12

A hotel room with a large bed, a wooden cabinet, a chair, and a view of the city skyline.

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

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

A rooftop terrace with white chairs and a table, overlooking a cityscape with tall buildings and a view of the ocean.

10. Viceroy Chicago

9.5 km from Kathy Osterman Beach

Emily

￥48,705

￥63,136 total

includes taxes & fees

Nov 1 - Nov 2

Three people sitting on a sofa with a table in front of them.

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

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

A person in a white robe sitting by a window with a view of modern high-rise buildings.

11. Sofitel Chicago Magnificent Mile

10 km from Kathy Osterman Beach

Mariellen

￥47,248

￥60,871 total

includes taxes & fees

Nov 8 - Nov 9

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

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.

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

12. Hotel EMC2, Autograph Collection

Streeterville, 10.6 km from Kathy Osterman Beach

Stanford

￥50,408

￥59,928 total

includes taxes & fees

Nov 1 - Nov 2

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

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

13. Four Seasons Hotel Chicago

Streeterville, 10 km from Kathy Osterman Beach

Edda

￥82,961

￥98,634 total

includes taxes & fees

Nov 15 - Nov 16

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

14. Waldorf Astoria Chicago

9.8 km from Kathy Osterman Beach

Luis

￥83,208

￥98,934 total

includes taxes & fees

Nov 15 - Nov 16

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

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

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.

An outdoor terrace with a fire feature, seating, and a city view.

15. Hyatt Place Chicago/Wicker Park

8.5 km from Kathy Osterman Beach

Tyler

￥26,705

￥31,350 total

includes taxes & fees

Nov 2 - Nov 3

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

A pool table in a room with large windows, a bicycle outside, and a lamp on a table.

A conference room with a long table, multiple chairs, and framed pictures 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.

16. Aloft by Marriott Chicago Downtown River North

River North, 10.7 km from Kathy Osterman Beach

ana

￥29,234

￥34,757 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A modern hotel entrance with a neon sign, a covered walkway, and a cityscape view.

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

17. Moxy Chicago Downtown

River North, 10.6 km from Kathy Osterman Beach

Justin

￥25,599

￥30,435 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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

18. Villa D' Citta

7.1 km from Kathy Osterman Beach

Hernando

￥39,797

￥46,718 total

includes taxes & fees

Oct 26 - Oct 27

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

A compact living space with a kitchenette, a dining area, and a seating area with a TV.

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

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

19. The Gem Museum Suites

7.2 km from Kathy Osterman Beach

Kathleen

￥30,024

￥34,371 total

includes taxes & fees

Nov 18 - Nov 19

A modern restaurant with a variety of seating options including tables, chairs, and a sofa area. There is a large mirror reflecting the interior, and a decorative wall with greenery.

A modern hotel reception with a wooden panel wall, marble reception desk, and a sign indicating member & guest check-in.

A modern bar area with a marble countertop, a large flat-screen TV, and a keyboard. There are bar stools and a seating area with chairs and a table.

A modern living room with a sofa, coffee table, and a flat-screen TV mounted on the wall.

20. Hilton Grand Vacations Club Chicago Magnificent Mile

Streeterville, 10.7 km from Kathy Osterman Beach

Kenneth

￥26,729

￥31,778 total

includes taxes & fees

Nov 9 - Nov 10

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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 1,059 reviews	View
House 5863 - Chicago Bed and Breakfast	9.2 Wonderful 523 reviews	View
Heart O' Chicago	7.8 Good 1,000 reviews	View
Ray's Bucktown B&B	9.8 Exceptional 421 reviews	View
The Peninsula Chicago	9.8 Exceptional 1,000 reviews	View

Hotels recommended for families near Kathy Osterman Beach

A spacious lobby with a central coffee table, sofas, and a large mirror.

A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

￥19,053

￥22,651 total

includes taxes & fees

Nov 11 - Nov 12

A hotel room with a large window, a bed, a desk, a chair, and a lamp.

A modern hotel lobby with grey upholstered chairs, a wooden coffee table, and a large window offering a view of the city and an American flag.

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Downtown Chicago

￥25,125

￥29,870 total

includes taxes & fees

Nov 2 - Nov 3

A bar area with a long counter, bar stools, and a mirrored wall.

A tall red brick building with a classic architectural style, surrounded by modern skyscrapers.

A luxurious bathroom with a large oval bathtub, a chandelier, and two large mirrors with floral arrangements.

A restaurant with wooden flooring, long tables, and chairs with patterned upholstery.

The Whitehall Hotel, BW Premier Collection

Downtown Chicago

￥19,464

￥23,141 total

includes taxes & fees

Nov 2 - Nov 3

A grand ballroom with a central dance floor, ornate ceiling, and chandeliers.

A view of a brick building with ornate windows and a book titled 'CHICAGO' on a table.

A building with a brick facade, multiple windows, and a sign reading 'KNICKERBOCKER.'

A banquet hall with ornate ceiling, chandeliers, and tables set for a formal event.

Millennium Hotel Knickerbocker Chicago

Downtown Chicago

￥20,069

￥27,618 total

includes taxes & fees

Nov 17 - Nov 18

A building with a stone facade and large glass windows.

A room with a white wardrobe, a grey sofa, and a mirror on the wall.

A hotel room with a large bed, two bedside tables with lamps, a chair, and a city view through large windows.

A room with a large window, a patterned armchair, and a view of a cityscape with buildings and a street.

Ohio House Motel

Downtown Chicago

￥17,294

￥20,300 total

includes taxes & fees

Nov 15 - Nov 16

A compact hotel room with bunk beds, a dining table with yellow chairs, a black leather sofa, and a potted plant.

A room with striped walls, a ping pong table, and several chairs.

A stationary bike in a room with wooden walls, a desk, and a television mounted on the wall.

A room with a wooden table, two potted plants, a couch, and a painting on the wall.

The Chicago Hotel Collection River North

Downtown Chicago

￥17,664

￥20,736 total

includes taxes & fees

Nov 19 - Nov 20

A modern rooftop lounge with white seating, a glass ceiling, and city views.

A modern hotel room with a cityscape view, a bed, a desk, a coffee machine, and a purple sofa.

A modern building with a unique architectural design, featuring a mix of glass and concrete materials.

A modern lounge area with seating and tables, large windows offering city views, and a high ceiling with exposed ductwork.

The Godfrey Hotel Chicago

Downtown Chicago

￥20,997

￥28,516 total

includes taxes & fees

Nov 1 - Nov 2

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

A modern hotel lobby with a central seating area, a reception desk, and a cityscape mural on the wall.

A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.

A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

￥25,368

￥30,162 total

includes taxes & fees

Nov 1 - Nov 2

Top Kathy Osterman Beach Hotel Reviews

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

10/10 Excellent

"The apartment was great for our family and the host was very flexible and accomodating. We would certainly stay here again!"

Super 8 by Wyndham Chicago IL

10/10 Excellent

"Building was older, but rooms were clean and updated. Beds were very comfy! Staff was super friendly and nice. Very close to Loyola and not far from Northwestern."

Heart O' Chicago

8/10 Good

"I love this place. First stayed in 1980 when looking at colleges, with my parents. Returned in the 90s for Pride and Market Days, with friends. I've also seen an ugly side here with prostitution, drugs, and violence. I keep coming back cuz it's affordable and has parking, in the middle of where I want to be. Upgrades from my last stay. Modern key cards, better TV, and even a meager breakfast and coffee. A genuine mid century architectural gem that is surprisingly intact. Ripe to become a boutique hotel. I hope I can afford it then."

House 5863 - Chicago Bed and Breakfast

10/10 Excellent

"It was a very nice place to stay. Everything was very clean and Erick was very helpful."

Cozy studio in Andersonville Chicago

10/10 Excellent

"Apartment included a complete array of amenities. Location was great for our visit."

The Guesthouse Hotel

10/10 Excellent

"This was one of my favorite hotel stays. The room was comfy with a full usable kitchen. An excellent location that felt safe and centrally located. The staff were friendly and helpful. This is now my go-to hotel for Chicago."

Walk to Wrigley Field/Monthly Discounts Available

10/10 Excellent

"Location couldn’t get any better! Pictures are accurate description of what you get, an older apartment but great location. Beware it can be a little loud, but that’s what you get for such a prime location!"

Great Location-Beautiful Friendly Andersonville Neighborhood

10/10 Excellent

"Paul’s place is the upper floor of a beautiful, historic two-flat in Andersonville, a happening neighborhood on the North Side of Chicago with renowned brew pubs, restaurants and theaters. The apartment was perfectly clean and the furniture and decor well-appointed. We would wholeheartedly recommend this spot for a trip to Chicago off the typical tourist track."

Peaceful Oasis in Top Chicago Neighborhood. Low Traffic, Pristine Cleanliness.

10/10 Excellent

"I enjoyed and loved staying in the cottage. Very peaceful and in a great location. The picture shown on the website is exactly what you get!"

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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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 ￥18,891

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

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 Peninsula Chicago

6. Hotel Zachary Chicago, a Tribute Portfolio Hotel

7. Residence Inn Chicago Downtown Magnificent Mile

8. Park Hyatt Chicago

9. Hotel Riu Plaza Chicago

10. Viceroy Chicago

11. Sofitel Chicago Magnificent Mile

12. Hotel EMC2, Autograph Collection

13. Four Seasons Hotel Chicago

14. Waldorf Astoria Chicago

15. Hyatt Place Chicago/Wicker Park

16. Aloft by Marriott Chicago Downtown River North

17. Moxy Chicago Downtown

18. Villa D' Citta

19. The Gem Museum Suites

20. Hilton Grand Vacations Club Chicago Magnificent Mile

Compare popular hotels close to Kathy Osterman Beach

Hotels recommended for families near Kathy Osterman Beach

The Chicago Hotel Collection Ambassador Gold Coast

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

The Whitehall Hotel, BW Premier Collection

Millennium Hotel Knickerbocker Chicago

Ohio House Motel

The Chicago Hotel Collection River North

The Godfrey Hotel Chicago

Hilton Chicago/Magnificent Mile Suites

Top Kathy Osterman Beach Hotel Reviews

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

Super 8 by Wyndham Chicago IL

Heart O' Chicago

House 5863 - Chicago Bed and Breakfast

Cozy studio in Andersonville Chicago

The Guesthouse Hotel

Walk to Wrigley Field/Monthly Discounts Available

Great Location-Beautiful Friendly Andersonville Neighborhood

Peaceful Oasis in Top Chicago Neighborhood. Low Traffic, Pristine Cleanliness.

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

Frequently asked questions