TOP Hotels with Connecting Rooms in Southeast Wisconsin, WI for 2026

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Our top choices for Southeast Wisconsin hotels with connecting rooms

An indoor swimming pool with multiple lanes, safety railings, and lounge chairs.

1. Holiday Inn Express & Suites New Berlin by IHG

New Berlin

Edward

includes taxes & fees

6 Dec - 7 Dec

An outdoor seating area with wicker furniture and cushions, a glass door entrance, and a well-lit interior.

2. AmericInn by Wyndham Brookfield

Brookfield

James

includes taxes & fees

9 Nov - 10 Nov

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

3. Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

Brookfield

Jill

includes taxes & fees

14 Nov - 15 Nov

A spacious living room with a large window, two armchairs, a coffee table, and a bookshelf with books and decorative items.

4. DoubleTree by Hilton Milwaukee - Brookfield

Brookfield

Brandon

includes taxes & fees

12 Nov - 13 Nov

A room with two metal-framed lounge chairs, one with a towel on it, and a small table with a towel and a rolled-up item.

5. Holiday Inn Pewaukee - Milwaukee West by IHG

Pewaukee

Hitesh

includes taxes & fees

6 Dec - 7 Dec

A hotel entrance with a covered walkway, a sign reading "La Quinta Inn Suites," and a landscaped area with trees and plants.

6. La Quinta Inn & Suites by Wyndham Milwaukee SW New Berlin

New Berlin

Christopher

includes taxes & fees

15 Nov - 16 Nov

A modern lobby with a stone wall, a fireplace, and two yellow armchairs.

7. Marriott Milwaukee West

Waukesha

Erica

includes taxes & fees

22 Nov - 23 Nov

An indoor swimming pool with lounge chairs and umbrellas, surrounded by large windows.

8. Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Brookfield

Glenda

includes taxes & fees

17 Nov - 18 Nov

A modern lobby with a curved seating area, a reception desk, and a large window with a view.

9. Sheraton Milwaukee Brookfield Hotel

Brookfield

Trace

includes taxes & fees

19 Nov - 20 Nov

A modern bar area with a long counter, multiple hanging pendant lights, and a variety of bottles on shelves.

10. Homewood Suites by Hilton Oak Creek Milwaukee

Oak Creek

Andrew and Shawna

includes taxes & fees

6 Dec - 7 Dec

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Top Southeast Wisconsin Hotel Reviews

A grand lobby with ornate columns, a chandelier, and a staircase leading to an upper level.

The Pfister Hotel

Downtown Milwaukee

10/10 Excellent

Nicholas

Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

Brookfield

10/10 Excellent

Andrew

A spacious living area with a fireplace, seating, and large windows.

Holiday Inn Express & Suites Delafield by IHG

Delafield

10/10 Excellent

Clachaig 66

Marriott Milwaukee West

Waukesha

8/10 Good

We stayed here in July during the week the Republican National Convention was in town, so the hotel was probably busier than usual. The room was pretty spacious for myself and 2 children, but we had an issue with the cleaning staff, the vending machine and the restaurant. The cleaning staff - on two occasions - skipped our room, even though we were literally there waiting for them. When we went next door to ask them to come back, they said NO and when we asked if we could just have some extra...

Cathy

A building with a 'Inn' sign, large arched windows, and a well-lit entrance.

Kinn Guesthouse Downtown

Downtown Milwaukee

8/10 Good

This property is beautifully styled. My suite was over 35m2 and on a corner. The furnishings are stylish and well curated. The bed was massive and very soft, too soft for me but a great bed none the less. Outside the room is a common area with a stunning high end kitchen with dare cooking and food storage areas. Free nespresso and Rishi tea, free pastries and yogurt and granola. Utterly gorgeous. The hotel works entirely with out a front desk and no keys. Access is all via a key code sent to...

Mark