TOP Winery Hotels in Northwest Chicago, IL for 2026

A cityscape with a dense urban area, a prominent skyscraper, and a clear blue sky.

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Our top choices for Northwest Chicago hotels with winery

An indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

A hotel room with a bed, a desk, a chair, a TV, a fireplace, and a window with curtains.

A Country Inn & Suites by Radisson with a covered outdoor area and brick facade.

A modern kitchen with dark wood cabinets, a microwave, toaster, and a refrigerator. There are various food items and utensils on the counter.

1. Country Inn & Suites by Radisson, Schaumburg, IL

Schaumburg

Kashanique

£88

includes taxes & fees

4 Oct - 5 Oct

A hotel bathroom with a large bathtub, a television, and a separate bedroom visible through an open door.

A hotel room with a sofa, two wooden chairs, a dining table, a TV, a lamp, and a window with curtains.

A hotel room with a sofa, armchair, desk, and lamps.

A reception desk with a wooden finish, a digital display above it, and two wall-mounted lamps.

2. Holiday Inn Express & Suites Chicago West-Roselle by IHG

Roselle

Layla

£79

includes taxes & fees

28 Sept - 29 Sept

A modern interior with a sign reading "BLACK HAWK BAR" at the entrance.

3. Radisson Hotel Schaumburg

Schaumburg

SHIVAM

£69

includes taxes & fees

26 Sept - 27 Sept

A building with a stone facade, outdoor seating, and string lights.

An outdoor patio area with tables and chairs, a pool, and a covered seating area.

4. Holiday Inn Express & Suites Chicago Schaumburg by IHG

Schaumburg

Charome

£125

includes taxes & fees

1 Oct - 2 Oct

A hotel lobby with a staircase, seating area, and artwork on the walls.

A hotel lobby with a reception desk, a seating area, and a staircase to an upper level.

A hotel room with a large bed, a separate bathtub, a mirror, and a nightstand with a lamp.

A hotel lobby with a seating area, a fireplace, a television, and a balcony.

5. Quality Inn and Suites St Charles - West Chicago

St. Charles

RICARDO

£62

includes taxes & fees

11 Oct - 12 Oct

A wooden staircase with built-in seating and potted plants, leading to a modern interior with large windows and a mezzanine level.

A restaurant interior with wooden tables and chairs, a bar area with wine bottles, and a red booth.

A spacious living area with a high ceiling, exposed brick walls, and a large window. A glass coffee table with books is in the center, and a fireplace with a framed picture above it is visible.

A kitchen with a large island, hanging kitchen tools, and a brick wall.

6. The Publishing House B&B

Downtown Chicago

"This was such a perfect place to stay and I'll definitely stay here whenever going to Chicago. It was close enough to downtown to make it easy to access, but far enough away to be out of the hustle and bustle. The staff were all friendly and kind, the room was beautiful, the bed was very comfy, and the whole place had such a fun vibe and great decor. Breakfast was tasty and the menu options felt like something you'd order at your favorite fancy brunch spot, with fruit and pastries to round it...

Julie

£226

includes taxes & fees

27 Sept - 28 Sept