Hotels with Parking near Oak Street
Hotels near Oak Street
Chicago Hotels
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Oak Street, Chicago, Illinois, United States of America

Photo by Eleonora Bertacchi

Hotels with Parking near Oak Street

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your current months are July, 2025 and August, 2025.

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Hotels with Parking near Oak Street

Experience the historic charm of this traditional street lined with boutique hotels and commercial establishments.

Relax in a cozy space with seating areas, pendant lights, and vibrant artwork.

Stroll through a serene suburban neighborhood lined with well-maintained gardens and charming homes.

Cozy seating area with a fireplace, sofa, and chair, surrounded by a geometric pattern and a warm rug.

Carleton of Oak Park

3.0 star property

Oak Park

9.0 out of 10, Wonderful, (1009)

9.0/10

Wonderful

(1009)

The price is £133

£133

includes taxes & fees

25 Jul - 26 Jul

Carleton of Oak Park

Enjoy a romantic breakfast on the balcony with a city view, surrounded by a selection of cheeses, fresh fruits, and nuts.

Relax in a stylish lounge area with a high ceiling, fireplace, and comfortable seating around a central coffee table.

Relax in the elegant lobby, featuring a grand archway, fireplace, and comfortable seating areas.

Traditional building with a welcoming entrance, featuring a covered area with string lights and a bench.

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property

Downtown Chicago

8.2 out of 10, Very good, (1020)

8.2/10

Very good

(1020)

The price is £136

£136

includes taxes & fees

14 Jul - 15 Jul

The Chicago Hotel Collection Ambassador Gold Coast

Relax in a serene bedroom with a large bed, minimalist decor, and a cityscape painting above.

Enjoy cooking in this functional kitchen with a central island and dining area.

Cozy retreat with a compact kitchenette, microwave, and toaster, perfect for a relaxing stay.

Kitchen area features a dishwasher, trash bin, and a potted plant on the countertop.

Rainbow Motel

Garfield Ridge

7.6 out of 10, Good, (4)

7.6/10

Good

(4)

The price is £77

£77

includes taxes & fees

14 Jul - 15 Jul

Rainbow Motel

Relax in style with plush seating and a classic design, featuring a sofa, armchairs, and a bookshelf.

Step into a welcoming space with a bar area featuring a selection of beverages and lush greenery.

Book lovers can enjoy a curated collection of art and literature on display.

Welcome to our reception area, featuring a stylish counter and pendant lights above, a shelf with decorative items, and a window with a view of the street.

Freehand Chicago

4.0 star property

Downtown Chicago

8.0 out of 10, Very good, (2047)

8.0/10

Very good

(2047)

The price is £95

£95

includes taxes & fees

6 Aug - 7 Aug

Freehand Chicago

Experience the vibrant city atmosphere from this unique, circular building with a glass facade offering a glimpse into the interior.

Guests can enjoy the city skyline views from a stylish seating area with comfortable chairs and a bench.

Relax in our spacious seating area with comfortable sofas and chairs, surrounded by a stylish bar and large window.

Relax in a serene urban setting with a spacious seating area and unobstructed city views.

The Chicago Hotel Collection - Magnificent Mile

4.0 star property

Downtown Chicago

7.2 out of 10, Good, (1095)

7.2/10

Good

(1095)

The price is £131

£131

includes taxes & fees

16 Jul - 17 Jul

The Chicago Hotel Collection - Magnificent Mile

Enjoy a meal with a city view from this dining area featuring a large window and a table set for four.

Experience the vibrant cityscape with a blend of modern and classic architecture, surrounded by lush greenery and pedestrian walkways.

Enjoy a city view from the large window, relax in comfortable armchairs, and unwind with a lamp-lit sideboard.

Experience the grandeur of our lobby, featuring a high ceiling, elegant chandeliers, and a geometric patterned carpet.

Omni Chicago Hotel

4.5 star property

Downtown Chicago

9.2 out of 10, Wonderful, (1483)

9.2/10

Wonderful

(1483)

The price is £208

£208

includes taxes & fees

10 Aug - 11 Aug

Omni Chicago Hotel

Enjoy a casual coffee break in our cozy coffee shop with a menu board, seating area, and unique decor.

Relax in this stylish room with a high ceiling, exposed beams, and a city view.

Compact hotel room with a bunk bed, kitchenette, and small dining area.

Welcome to the reception area, where friendly staff are available to assist with your stay. The space features a comfortable seating area and a convenient directory display.

The Chicago Hotel Collection River North

3.0 star property

Downtown Chicago

7.2 out of 10, Good, (510)

7.2/10

Good

(510)

The price is £111

£111

includes taxes & fees

13 Jul - 14 Jul

The Chicago Hotel Collection River North

Relax in this stylish living area with a large sofa, glass coffee table, and patterned rug.

Classic design room with a bed, mirror, and lamp, offering a view of a nearby building.

Relax in this open-plan living space with a dining area, featuring a sofa, chair, and dining table.

Bathroom features a shower with a glass door, a vanity with a mirror, and a toilet.

Dorothy's

3.0 star property

Lakeview

8.6 out of 10, Excellent, (49)

8.6/10

Excellent

(49)

The price is £113

£113

includes taxes & fees

14 Jul - 15 Jul

Dorothy's

Admiral Motel By Oyo Chicago I-94

2.5 star property

Chatham

4.4 out of 10, (24)

4.4/10

(24)

The price is £80

£80

includes taxes & fees

13 Jul - 14 Jul

Admiral Motel By Oyo Chicago I-94

Check-in at our welcoming reception area, featuring a central desk and helpful policies displayed on the wall.

Two single beds with patterned bedspreads, a wall-mounted lamp, and a window with curtains.

Fresh fruit and vintage charm adorn this cozy space.

Bathroom features a modern sink with a faucet and two square mirrors above.

Heart O' Chicago

2.0 star property

Edgewater

7.8 out of 10, Good, (999)

7.8/10

Good

(999)

Heart O' Chicago

Relax in our spacious lobby with a comfortable seating area, featuring a sofa and armchairs.

Enjoy casual dining in a stylish space with comfortable seating and a modern design.

Corridors feature illuminated panels that add ambiance to the space.

Enjoy a city view from the comfort of this stylish room, featuring two single beds, a desk, and a coffee maker.

Holiday Inn Chicago North-Evanston by IHG

3.0 star property

Downtown Evanston

8.4 out of 10, Very good, (1424)

8.4/10

Very good

(1424)

The price is £94

£94

includes taxes & fees

6 Aug - 7 Aug

Holiday Inn Chicago North-Evanston by IHG

Located at the corner of a bustling street, Ohio House features a flat roof and large glass windows.

Cozy living space with a sofa, flat-screen TV, and kitchenette.

Relax in this serene hotel room with a large bed, two bedside tables, and a window offering a view of the outdoors.

Enjoy the city view from the comfort of this stylish room, featuring a large window and a cozy armchair.

Ohio House Motel

2.5 star property

Downtown Chicago

9.0 out of 10, Wonderful, (1013)

9.0/10

Wonderful

(1013)

The price is £106

£106

includes taxes & fees

4 Aug - 5 Aug

Ohio House Motel

Stairwell with a metal railing and large window featuring a decorative pattern.

Office building with a clearly marked entrance and a brick facade.

Cozy retreat with a single bed, patterned bedspread, and a framed picture above.

Enjoy a comfortable stay with a shelf unit and large mirror, plus a window offering a view of the outside.

Best Motel By OYO Chicago I-90

2.0 star property

Woodlawn

3.4 out of 10, (25)

3.4/10

(25)

The price is £87

£87

includes taxes & fees

16 Jul - 17 Jul

Best Motel By OYO Chicago I-90

Stunning outdoor space with lush greenery and vibrant flowers, surrounded by a unique mural.

Welcome to Vershey, where a modern reception area sets the tone for a stylish stay.

Hotel Versey's elegant entrance features a black awning, glass door, and potted plants with vibrant flowers.

Relax in this classic room with two double beds, a cityscape mural, and a small table with a chair.

Hotel Versey Chicago Lincoln Park

3.0 star property

Lakeview

8.6 out of 10, Excellent, (1510)

8.6/10

Excellent

(1510)

The price is £137

£137

includes taxes & fees

14 Jul - 15 Jul

Hotel Versey Chicago Lincoln Park

Hotel facade with a balcony featuring a variety of flowers and large windows with metal railings.

Stunning staircase with a classic design, featuring a handrail and steps, leading to a contemporary space with a chandelier and flat-screen TV.

Relax in the inviting lobby, featuring a fireplace, comfortable seating, and artwork on the walls.

Indulge in a diverse spread of international cuisine at our buffet, featuring omelets, cheese, and more.

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property

Downtown Chicago

8.4 out of 10, Very good, (1001)

8.4/10

Very good

(1001)

The price is £120

£120

includes taxes & fees

13 Jul - 14 Jul

Holiday Inn Express Chicago - Magnificent Mile by IHG

Classic entrance with arched doorway and benches, leading to a well-lit corridor with doors to various rooms.

Relax with a drink at the bar, featuring a wooden counter and comfortable seating.

Stairs lead to an upper level, with a bar area featuring a wooden counter and pendant lighting.

Relax in a warm and inviting lounge area with comfortable seating and a cozy atmosphere.

The Majestic Hotel

3.0 star property

Lakeview

8.6 out of 10, Excellent, (1011)

8.6/10

Excellent

(1011)

The price is £124

£124

includes taxes & fees

16 Jul - 17 Jul

The Majestic Hotel

Relax and unwind in this stylish living area, featuring a billiards table, comfortable seating, and a cozy fireplace.

Enjoy a meal or meeting with friends and family in this room, featuring a large arched window with a garden view.

Welcome to our reception area, featuring a central counter and illuminated display cases showcasing unique glass objects.

Stunning classical-style building with a grand entrance and ornate columns.

Hyatt Place Chicago Medical/University District

3.0 star property

Near West Side

9.0 out of 10, Wonderful, (1215)

9.0/10

Wonderful

(1215)

The price is £137

£137

includes taxes & fees

27 Jul - 28 Jul

Hyatt Place Chicago Medical/University District

Enjoy meals around the central dining table, surrounded by comfortable chairs and a display case.

Convenient laundry facilities offer a washing machine and dryer for guest use.

Relax in this serene hotel room with a large bed, comfortable seating area, and ample natural light.

Stay fit and active with our fully equipped gym featuring treadmills, stationary bikes, and rowing machines.

Hotel Saint Clair- Magnificent Mile

4.0 star property

Downtown Chicago

8.2 out of 10, Very good, (1659)

8.2/10

Very good

(1659)

Hotel Saint Clair- Magnificent Mile

Experience the grandeur of our elegantly decorated lobby, featuring a stunning chandelier, comfortable seating areas, and intricate designs.

Experience grandeur in our opulent lobby, featuring an ornate staircase, arched columns, and intricate frescoes.

Experience the grandeur of our lobby, featuring ornate doorways, intricate mosaic artwork, and a grand piano.

Relax by the pool surrounded by comfortable lounge chairs and framed artwork.

Palmer House a Hilton Hotel

4.0 star property

Downtown Chicago

8.4 out of 10, Very good, (1778)

8.4/10

Very good

(1778)

The price is £170

£170

includes taxes & fees

8 Aug - 9 Aug

Palmer House a Hilton Hotel

Enjoy a casual dining experience with comfortable seating and a variety of beverages.

Relax in a stylish room with a large bed, city views, and a round table with a lamp.

Experience the warm and inviting lobby, featuring a central fireplace, comfortable seating, and a mix of modern and classic furnishings.

Stylish building with a prominent address sign and large windows.

The Hoxton Chicago

4.0 star property

Downtown Chicago

9.0 out of 10, Wonderful, (1008)

9.0/10

Wonderful

(1008)

The price is £163

£163

includes taxes & fees

10 Aug - 11 Aug

The Hoxton Chicago

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.

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Fourth Presbyterian Church

Find out about the history of Chicago when you take a trip to Fourth Presbyterian Church. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

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John Hancock Center

You can find out about the history of Chicago when you stop by John Hancock Center. Amble around this vibrant area's lakeside or experience its fascinating museums.

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Washington Square

Learn about the local history of Chicago with a stop at Washington Square. Stroll along the lakeside or experience the fascinating museums in this vibrant area.

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Oak Street Beach

Why not spend a care-free afternoon at Oak Street Beach during your travels in Chicago? Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.

See propertiesSee properties in Oak Street Beach

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Chicago Water Tower

You can learn about the history of Chicago with a visit to Chicago Water Tower. Amble around this vibrant area's lakeside or experience its fascinating museums.

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Hotels with Parking near Oak Street

Check prices for these dates

Hotels with Parking near Oak Street

Carleton of Oak Park

Carleton of Oak Park

Other landmarks in Downtown Chicago

900 North Michigan Shops

More trip options

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