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

Historic Hotels & Resorts in Southwest Wisconsin from NZ$209

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Check availability on Southwest Wisconsin Historic Hotels

Tonight
14 Sept - 15 Sept
Tomorrow
15 Sept - 16 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Southwest Wisconsin historic hotels

A motel with a red roof, a covered patio with two chairs and a small table, and a flagpole with an American flag.
A park with a large tree, a grassy area, and a building in the background.
A hotel room with a large bed, two bedside tables, a wall clock, and a painting.

1. King Bed - MCM Style- Backyard View

King Bed - MCM Style- Backyard View
Spring Green
United States
Deborah
NZ$359
includes taxes & fees
11 Oct - 12 Oct
King Bed - MCM Style- Backyard View
A bedroom with a bed, two bedside tables, and a headboard.
A building with a covered outdoor seating area, a paved walkway, and various plants and flowers.

2. King Bed - Signature Style

King Bed - Signature Style
Spring Green
United States
Amy
NZ$368
includes taxes & fees
16 Sept - 17 Sept
King Bed - Signature Style
A waterfront hotel with outdoor seating and a view of the sunset over the water.
A spacious bedroom with a large bed, a sitting area with a chair, and a view of the sea through large windows.
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.

3. The Edgewater

The Edgewater
Downtown Madison
United States
jennifer
NZ$474
includes taxes & fees
4 Oct - 5 Oct
The Edgewater
A hotel room with two beds, a small table, a trash bin, and a bathroom with a shower and toilet.
A room with two beds, a TV, a small kitchenette, a window with a view of trees, and a door leading outside.
A compact room with a kitchenette, a small table, and a window with curtains.
A bathroom with a bathtub, toilet, and sink.

4. Cozy updated Boutique Motel on the Lake Delton Strip

Cozy updated Boutique Motel on the Lake Delton Strip
Lake Delton
United States
Rishi S.
NZ$209
includes taxes & fees
19 Sept - 20 Sept
Cozy updated Boutique Motel on the Lake Delton Strip
A wooden cabin with a porch, a picnic table, and a mailbox.
A tree with pink blossoms in a grassy field.
A view from a covered porch overlooking a grassy field with trees and distant hills.
A wooden cabin interior with a wooden staircase, two wooden chairs, a sofa, a television mounted on the wall, and a window with curtains.

5. Quiet And Beautiful!!

Quiet And Beautiful!!
Warrens
United States
Matthew
NZ$553
includes taxes & fees
16 Sept - 17 Sept
Quiet And Beautiful!!
A wooden deck with outdoor furniture, a view of the lake, and a railing.
A bedroom with a bed, a desk with a lamp, a TV, and large windows with a view of greenery.
A two-story house with a front porch, a fire escape, and a well-maintained garden with colorful flowers.
A cozy living room with a fireplace, wooden furniture, and a large window.

6. Mendota Lake House Inn

Mendota Lake House Inn
Downtown Madison
United States
Charles
NZ$366
includes taxes & fees
16 Sept - 17 Sept
Mendota Lake House Inn
A covered deck with outdoor furniture, a small table, and a grill.
A large tree in front of a building with a white staircase leading up to a deck.
A living room with a fireplace, a sofa, a coffee table, and a television.
A two-story house with a front porch and a staircase leading to the entrance.

7. Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Norwalk
United States
Jim K.
NZ$1,200
includes taxes & fees
16 Sept - 17 Sept
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
A bedroom with a bed, a nightstand, a lamp, and a small table with a plant.
A wooden dock extending into calm water with a bench under a tree.
A staircase with white walls and a framed quote on the wall.

8. Charming Historic Upper Walk to Downtown & Lakes

Charming Historic Upper Walk to Downtown & Lakes
Oconomowoc
United States
Mark G.
Charming Historic Upper Walk to Downtown & Lakes
A spacious kitchen with wooden cabinets, a granite countertop, and a dining area with a table and chairs.
A dining area with a wooden table, chairs, a chandelier, a fireplace, and a television in the background.
A living room with a stone fireplace, a television on a mantel, a grey sofa, a wooden coffee table, and a dining area with a chandelier.

9. Dogwood Dream @ Spring Brook Resort

Dogwood Dream @ Spring Brook Resort
Spring Brook
United States
Debra S.
NZ$1,100
includes taxes & fees
16 Sept - 17 Sept
Dogwood Dream @ Spring Brook Resort
A spacious living area with a high ceiling, a stone fireplace, and a kitchen with a bar.
A spacious living room with a wooden staircase, a leather couch, and a framed picture on the wall.
A wooden deck with chairs and a wheelchair, overlooking a forested area.
A cozy living room with a stone fireplace, a dining area with metal chairs, and a large TV mounted on the wall.

10. The Luxurious Turkey Run

The Luxurious Turkey Run
Wisconsin Dells
United States
Steven V.
NZ$1,221
includes taxes & fees
16 Sept - 17 Sept
The Luxurious Turkey Run
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Top Southwest Wisconsin Hotel Reviews

Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

10/10 Excellent
"Easy walking distance to Camp Randall stadium. Excellent location if you’re doing things at the University of Wisconsin."
Manna 2-night trip
Posted 1 day ago
Best Western Plus InnTowner Madison
DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

8/10 Good
"Stayed one night. Fast check in. On-site parking costs $25 per night. Easy walk to the campus / Capitol. No problems at all. Thank you!"
Peter 1-night trip
Posted 2 days ago
DoubleTree by Hilton Madison Downtown

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