A lake surrounded by lush green hills and a rocky cliff.

Luxury Hotels & Resorts in Southwest Wisconsin from NZ$189

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Southwest Wisconsin Luxury Hotels

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Southwest Wisconsin luxury hotels

A two-story house with a porch, a chimney, and a flag.

1. Iron Amethyst Inn Boutique Hotel

Iron Amethyst Inn Boutique Hotel
Mazomanie
NZ$380
includes taxes & fees
13 Sept - 14 Sept
Iron Amethyst Inn Boutique Hotel
A balcony with ornate metal railings, a wooden door, and a seating area with chairs and a table.
A grand hallway with a checkered floor, ornate wooden doors, and a chandelier.
A bedroom with a large bed, a fireplace, bookshelves, and a view of greenery through the window.
A cozy living room with a fireplace, bookshelves, a television, and a leather sofa.

2. Mansion Hill Inn

Mansion Hill Inn
Downtown Madison
NZ$578
includes taxes & fees
30 Aug - 31 Aug
Mansion Hill Inn
A waterfront hotel with outdoor seating and a view of the sunset over the water.
A hotel with a view of the water at sunset, featuring a prominent entrance and multiple balconies.
A spacious room with a large window, a sofa, a coffee table, and a lamp.
A spacious bedroom with a large bed, a sitting area with a chair, and a view of the sea through large windows.

3. The Edgewater

The Edgewater
Downtown Madison
  • Indulge in lakeside luxury at this Madison retreat, where a full-service spa and exceptional dining create an Art Deco oasis.
NZ$478
includes taxes & fees
7 Sept - 8 Sept
The Edgewater
A brick building with multiple floors, large windows, and a sign for 'Pharmacy'.
A spacious restaurant with high ceilings, exposed brick walls, and large windows. Tables are set with white tablecloths and black chairs.
A modern living room with a leather sofa, a fireplace, and a large window.
A hotel room with a large bed, a desk, a chair, a chandelier, and a view of the outdoors.

4. The Charmant Hotel

The Charmant Hotel
Historic Downtown La Crosse
  • Elegant riverside sophistication awaits at this historic La Crosse hotel with pillowtop beds, rainfall showers, and two bars.
NZ$350
includes taxes & fees
30 Aug - 31 Aug
The Charmant Hotel
A rooftop terrace with red chairs, a fire pit, and a deer statue.
A storefront with a neon sign reading "Camp Trippalindee."
A modern bar area with a long counter, multiple seating options, and a ceiling with a unique design.
A hotel lobby with a reception desk, seating area, and a view of the outside.

5. Graduate by Hilton Madison

Graduate by Hilton Madison
Downtown Madison
NZ$331
includes taxes & fees
7 Sept - 8 Sept
Graduate by Hilton Madison
A hotel entrance with a marquee sign, a flag, and a well-lit facade.
A large indoor swimming pool with clear water, surrounded by a tiled floor and a glass railing.
A hotel lobby with a bar area, large windows, and a patterned carpet.
A balcony with a view of buildings and a river.

6. Best Western Premier Park Hotel

Best Western Premier Park Hotel
Downtown Madison
  • Spa hotel near Capitol Square offers upscale amenities and full-service relaxation in elegant setting.
NZ$279
includes taxes & fees
6 Sept - 7 Sept
Best Western Premier Park Hotel
A hotel room with a view of a cityscape, including a prominent dome building.
A gym with various exercise equipment, a wall-mounted TV, and a large window providing natural light.
A bar area with a long counter, multiple bar stools, and a variety of bottles and glasses.
A spacious dining area with a long table and multiple chairs, a bar area with stools, and a seating area with cushioned booths.

7. DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown
Downtown Madison
NZ$253
includes taxes & fees
6 Sept - 7 Sept
DoubleTree by Hilton Madison Downtown
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.
A modern building with a sign reading "The DYLIN" and a brick facade.
A modern kitchen with wooden cabinets, a built-in oven, and a sink. There is a dining area with a table and chairs, and a bed with a pink blanket.

8. The Dylin

The Dylin
Downtown Madison
NZ$262
includes taxes & fees
31 Aug - 1 Sept
The Dylin
A bar area with a curved counter, bar stools, and a bookshelf with books and bottles.
A room with a view of a large dome building, a lamp, a chair, and a small table.
A modern hotel lobby with a large window offering a view of a domed building, a round table, and blue chairs.
A cityscape at dusk with a prominent building featuring a dome, surrounded by modern high-rise buildings and a well-lit plaza.

9. Hilton Madison Monona Terrace

Hilton Madison Monona Terrace
Downtown Madison
NZ$253
includes taxes & fees
7 Sept - 8 Sept
Hilton Madison Monona Terrace
A spacious lobby with a high ceiling, a reception desk, and a display of various items on the wall.
A modern building with a glass facade, a covered entrance, and a flagpole.
An indoor swimming pool with clear markings for non-diving and diving areas, surrounded by lounge chairs and tables.
A spacious lobby with a bar area, seating arrangements, and a decorative partition.

10. DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East
Greater Sandburg
NZ$189
includes taxes & fees
6 Sept - 7 Sept
DoubleTree by Hilton Madison East
View all properties

Top Southwest Wisconsin Hotel Reviews

Baymont by Wyndham Janesville

Baymont by Wyndham Janesville

10/10 Excellent
"Very nice. Staff very helpful. Everything was great."
Randy 6-night trip
Posted 1 hour ago
Baymont by Wyndham Janesville
Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

10/10 Excellent
"The property's pretty outdated and beat up.\nIt shows from a minute you walk in the door the staff is very helpful. I enjoyed my stay i did not sleep under the covers because as soon as I opened app the bed, there was something black in the bed. So I j covered"
Michael 1-night trip
Posted 14 hours ago
Stoney Creek Hotel La Crosse - Onalaska
Grand Marquis Waterpark Hotel & Suites

Grand Marquis Waterpark Hotel & Suites

10/10 Excellent
"🙂"
Antonio 3-night trip
Posted 2 days ago
Grand Marquis Waterpark Hotel & Suites
Natura Treescape Resort

Natura Treescape Resort

10/10 Excellent
"Muy buena la verdad se los recomiendo los ninos se divierten mucho y nosotros los adultos también"
Braylis 1-night trip
Posted 3 days ago
Natura Treescape Resort

Explore a world of travel with Expedia