Top 10 Hotels Near 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 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

P7,781

P9,134 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 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

P7,885

P13,118 total

includes taxes & fees

Oct 5 - Oct 6

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

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.

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

3. Heart O' Chicago

1.7 km from Kathy Osterman Beach

Jenn

P5,773

P6,777 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 cozy interior with a wooden staircase, a seating area with chairs and a table, and shelves with various items.

4. Ray's Bucktown B&B

7.7 km from Kathy Osterman Beach

Susan

P13,585

P15,336 total

includes taxes & fees

Oct 13 - Oct 14

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

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

5. The Sono Chicago

8.7 km from Kathy Osterman Beach

Christie

P15,207

P17,852 total

includes taxes & fees

Oct 25 - Oct 26

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.

A modern interior with a brick wall, a staircase, and a large framed artwork.

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

6. Hotel Zachary Chicago, a Tribute Portfolio Hotel

Wrigleyville, 4.3 km from Kathy Osterman Beach

Jeffrey

P16,861

P19,793 total

includes taxes & fees

Nov 1 - Nov 2

7. NorthPark Inn

5.3 km from Kathy Osterman Beach

P5,071

P5,953 total

includes taxes & fees

Oct 2 - Oct 3

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

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

8. The Peninsula Chicago

Streeterville, 10.3 km from Kathy Osterman Beach

Levi

P39,114

P46,502 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 modern interior with a spiral staircase, large windows, and a geometric patterned floor.

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

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.

9. Residence Inn Chicago Downtown Magnificent Mile

Streeterville, 10.5 km from Kathy Osterman Beach

Brian

P13,784

P16,388 total

includes taxes & fees

Nov 1 - Nov 2

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 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

P34,398

P40,896 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 hotel lobby with a reception desk, seating area, staircase, and large windows.

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

A modern staircase with glass railings and pendant lighting.

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

Streeterville, 10.8 km from Kathy Osterman Beach

Jessica

P28,725

P36,013 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 spacious lobby with a marble floor, a reception desk, and a glass partition.

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

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

12. Hotel Riu Plaza Chicago

Streeterville, 10.6 km from Kathy Osterman Beach

Sean Robert

P10,646

P14,443 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A hotel room with two beds, a desk, a chair, and a view of the cityscape.

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

13. Aloft by Marriott Chicago Downtown River North

River North, 10.7 km from Kathy Osterman Beach

James

P11,591

P13,781 total

includes taxes & fees

Nov 1 - Nov 2

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

14. Villa D' Citta

7.1 km from Kathy Osterman Beach

Jeffrey

P15,761

P18,502 total

includes taxes & fees

Oct 7 - Oct 8

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

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

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

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

15. The Gem Museum Suites

7.2 km from Kathy Osterman Beach

Archita

P12,077

P13,826 total

includes taxes & fees

Oct 29 - Oct 30

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

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

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

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

16. Hotel EMC2, Autograph Collection

Streeterville, 10.6 km from Kathy Osterman Beach

Abey

P24,874

P29,573 total

includes taxes & fees

Oct 29 - Oct 30

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

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

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

17. Viceroy Chicago

9.5 km from Kathy Osterman Beach

Margaret

P18,435

P23,992 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

18. Hyatt Place Chicago/Wicker Park

8.5 km from Kathy Osterman Beach

Tyler

P11,905

P13,976 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 group of people on a boat with a city skyline in the background.

A modern bar area with a central bar and multiple stools, surrounded by a high ceiling with a decorative light fixture.

19. Four Seasons Hotel Chicago

Streeterville, 10 km from Kathy Osterman Beach

Teresa

P33,168

P39,434 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.

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

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.

20. Waldorf Astoria Chicago

9.8 km from Kathy Osterman Beach

Luis

P34,654

P41,201 total

includes taxes & fees

Nov 1 - Nov 2

View all properties

Compare popular hotels close to Kathy Osterman Beach

Property	Property class	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

The Villa Toscana

8/10 Good

"Perfect location for a short stay near Wrigley. Breakfast was lovely with a homey feel. House gives historic vibes with modern amenities such as check in and wifi. Parking is included, but you are in a big city and you have street parking on your own and it is complicated, but a god send if you know the area. Sharing the bathroom was no problem at all. I would suggest that the owners install grab bars as the tub is high and getting in and out if you are unsteady is quite difficult. The stairs up to the room were narrow and steep, but manageable for me. Overall for the price it was worth it for me, but as I get older I would need more assistance with luggage and shower grab bars."

Dorothy's

8/10 Good

"It’s hard to judge the staff because you never see the owners. I did see the cleaning crew twice, and they were very hard working. The problem with not seeing the owners (ever) is that if there’s an issue, it’s not real clear how to resolve it. My room was a little musty, and had I seen someone at breakfast, I’d have likely mentioned that. I’d have also suggested a basket in the bathroom for the used hand towels. And they could probably start a pot of coffee in the morning (or at least instruct how much grounds to scoop for 12 cups). But overall, minor issues for a decent place at a good price in a safe neighborhood. Convenient to the El and several bus lines … an easy CTA trip from either airport. Recommended, and I’ll be back."

Best Western Plus Hawthorne Terrace Hotel

10/10 Excellent

"all good. will stay there again, no doubt"

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."

Rodeway Inn Chicago North Shore - Lincolnwood

10/10 Excellent

"A++, overall great experience"

Wrigleyville Inn

10/10 Excellent

"This place was so cute and super close to Wrigley Field. Loved staying here. The staff and owner were super helpful and great. Would recommend. 10/10."

The Chicago Hotel Collection - Wrigleyville

10/10 Excellent

"Great location, walkable to many cute neighborhoods, restaurants and bars. Great room and beautiful rooftop deck"

The Guesthouse Hotel

8/10 Good

"Nice balcony, no housekeeping"

Hotel Zachary Chicago, a Tribute Portfolio Hotel

10/10 Excellent

"Without question the best location when staying in Wrigleyville. The restaurant options at street level are a definite bonus. Will be staying there 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.

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.

Hotels near Kathy Osterman Beach

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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. Hotel Zachary Chicago, a Tribute Portfolio Hotel

7. NorthPark Inn

8. The Peninsula Chicago

9. Residence Inn Chicago Downtown Magnificent Mile

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. Villa D' Citta

15. The Gem Museum Suites

16. Hotel EMC2, Autograph Collection

17. Viceroy Chicago

18. Hyatt Place Chicago/Wicker Park

19. Four Seasons Hotel Chicago

20. Waldorf Astoria Chicago

Compare popular hotels close to Kathy Osterman Beach

Top Kathy Osterman Beach Hotel Reviews

The Villa Toscana

Dorothy's

Best Western Plus Hawthorne Terrace Hotel

The Majestic Hotel

Rodeway Inn Chicago North Shore - Lincolnwood

Wrigleyville Inn

The Chicago Hotel Collection - Wrigleyville

The Guesthouse Hotel

Hotel Zachary Chicago, a Tribute Portfolio Hotel

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