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

Southwest Wisconsin Hotel Guide - Historic Hotels in Southwest Wisconsin, Wisconsin

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Check availability on Southwest Wisconsin Historic Hotels

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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.
the building, all rooms are on the ground level.
A hotel room with a large bed, two bedside tables, a wall clock, and a painting.
A hotel room with a desk, chair, television, and a lamp.

1. King Bed - MCM Style- Backyard View

King Bed - MCM Style- Backyard View
Spring Green
United States
Deborah
King Bed - MCM Style- Backyard View
A bedroom with a bed, two bedside tables, and a headboard.
Exterior
Miscellaneous
An aerial view of a residential area with a large building, a parking lot, and surrounding greenery.

2. King Bed - Signature Style

King Bed - Signature Style
Spring Green
United States
Amy
€180
includes taxes & fees
2 Nov - 3 Nov
King Bed - Signature Style
A waterfront hotel with outdoor seating and a view of the sunset over the water.
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.
A spacious restaurant with high ceilings, pendant lighting, and large windows offering views of the city.

3. The Edgewater

The Edgewater
Downtown Madison
United States
Javier
€184
includes taxes & fees
29 Oct - 30 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 swimming pool with lounge chairs and a covered area.

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.
€112
includes taxes & fees
8 Oct - 9 Oct
Cozy updated Boutique Motel on the Lake Delton Strip
A wooden cabin with a porch, a picnic table, and a mailbox.
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.
A tree with pink blossoms in a grassy field.

5. Quiet And Beautiful!!

Quiet And Beautiful!!
Warrens
United States
Matthew
€301
includes taxes & fees
4 Oct - 5 Oct
Quiet And Beautiful!!
A wooden deck with outdoor furniture, a view of the lake, and a railing.
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.
A wooden staircase with a handrail, leading to a room with a wooden door and a wall-mounted artwork.

6. Mendota Lake House Inn

Mendota Lake House Inn
Downtown Madison
United States
Nicholas
€188
includes taxes & fees
4 Oct - 5 Oct
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 dining area with a black table, wicker chairs, a basket of bread, and a wood-burning stove.
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.
€640
includes taxes & fees
6 Oct - 7 Oct
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
The Blue Belle
A staircase with a framed quote on the wall, leading to a room with a window and a small table with a plant.
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.

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 living area with a high ceiling, a stone fireplace, and a kitchen with a bar.
A wooden cabin with a porch, a chimney, and a stone retaining wall.
A spacious living room with a wooden staircase, a leather couch, and a framed picture on the wall.
A cozy living room with a stone fireplace, a dining area with metal chairs, and a large TV mounted on the wall.

9. The Luxurious Turkey Run

The Luxurious Turkey Run
Wisconsin Dells
United States
Steven V.
€697
includes taxes & fees
4 Oct - 5 Oct
The Luxurious Turkey Run
Indoor Pool Located in the Clubhouse with Full Free Access, Open Year Round
A dining area with a wooden table, chairs, a chandelier, a fireplace, and a television in the background.
A spacious kitchen with wooden cabinets, a granite countertop, and a dining area with a table and chairs.
A single-story wooden house with a red door, surrounded by a landscaped garden with various plants and a paved driveway.

10. Dogwood Dream @ Spring Brook Resort

Dogwood Dream @ Spring Brook Resort
Spring Brook
United States
stanley v.
Dogwood Dream @ Spring Brook Resort
View all properties

Top Southwest Wisconsin Hotel Reviews

Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

10/10 Excellent
"The property was clean and the building was cleaned regularly."
Jennifer 3-night trip
Posted 15 hours ago
Baymont by Wyndham Madison West/Middleton WI West
Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

8/10 Good
"."
Sherry 1-night trip
Posted 2 days ago
Stoney Creek Hotel La Crosse - Onalaska
The Edgewater

The Edgewater

10/10 Excellent
"The Edgewater is one of my favorite hotels. I had such a wonderful stay and always enjoy being here. I’ll definitely be back!"
Stacy 2-night trip
Posted 2 days ago
The Edgewater

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