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

Find Romantic Hotels in Southwest Wisconsin, WI

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Southwest Wisconsin Romantic Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Southwest Wisconsin romantic hotels

A wooden staircase with ornate balusters and a stained glass window with geometric patterns.
A dining room with a long wooden table set for a meal, surrounded by chairs.
A two-story yellow building with a balcony, a chimney, and American flags.
A metal table set with wine glasses, a bottle, a basket, and a plate of food on a balcony.

1. Ringling House Bed & Breakfast

Ringling House Bed & Breakfast
Baraboo
United States
Jason
£128
includes taxes & fees
28 Sept - 29 Sept
Ringling House Bed & Breakfast
A room with a bed, a small table, and a chair, all set in a cave-like environment with textured walls and a stone floor.
A cave-themed bedroom with a bed, a television, and a small table with a telephone.
A room with a colorful hot air balloon decoration, a staircase with a rocky wall, and a mural of mountains.
A reception area with a stone wall, a mounted television, and a small sink.

2. Don Q Inn

Don Q Inn
Dodgeville
United States
jennifer
£71
includes taxes & fees
29 Sept - 30 Sept
Don Q Inn
An outdoor bar area with a thatched roof, bar stools, and a vehicle parked nearby.
A two-story house with a porch, a chimney, and a flag.
A room with a chandelier, wooden flooring, a dining table, and a sofa.
A cozy room with a chandelier, a Christmas tree, and a bar area.

3. Iron Amethyst Inn Boutique Hotel

Iron Amethyst Inn Boutique Hotel
Mazomanie
United States
John
£173
includes taxes & fees
27 Sept - 28 Sept
Iron Amethyst Inn Boutique Hotel
A bar area with a checkered floor, wooden bar counter, and multiple bar stools.
A restaurant with wooden tables and chairs, a kitchen area with a blue backsplash, a TV mounted on the wall, and a window with a view of the outdoors.
A hotel room with a large bed, a desk, a chair, a bathroom, and a framed picture on the wall.
A swimming pool with a view of the outside, a red ceiling, and a sign indicating a sauna area.

4. AmericInn & Suites By Wyndham Baraboo Event Center

AmericInn & Suites By Wyndham Baraboo Event Center
Baraboo
United States
Rachel
£60
includes taxes & fees
27 Sept - 28 Sept
AmericInn & Suites By Wyndham Baraboo Event Center
A room with a wooden floor, a yellow armchair, a small wooden table, a floor lamp, and a window with curtains.
A two-story building with a green facade and a sign for 'The Goose Crown Inn of Stoughton.'
A bed with a headboard, two bedside lamps, and a window with curtains.
A dining room with a chandelier, floral wallpaper, and a table set for four.

5. The Goose Crown Inn of Stoughton

The Goose Crown Inn of Stoughton
Stoughton
£93
includes taxes & fees
28 Sept - 29 Sept
The Goose Crown Inn of Stoughton
A dining table set for breakfast with chairs, plates, cups, and a glass of orange juice.
A covered outdoor area with a pool, lounge chairs, and umbrellas.
A swimming pool area with a gazebo, surrounded by trees and a grassy lawn.
A living room with a fireplace, a sofa, and a chair.

6. Shane Acres Country Inn

Shane Acres Country Inn
Juneau
United States
Hubert
£82
includes taxes & fees
26 Sept - 27 Sept
Shane Acres Country Inn
A cabin with a dining area, a bicycle, and a sign reading "Vangelis".
A bedroom with a wooden headboard, a window with a view of green foliage, a bed with white linens, and a tray with breakfast items.

7. Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
Wild Rose
United States
Jennifer
£119
includes taxes & fees
29 Sept - 30 Sept
Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
An outdoor water park with various inflatable play structures and a building in the background.
A beachside pool area with lounge chairs and umbrellas.
A hotel room with a large bed, a separate desk with a chair, a large mirror, a television, and a large bathtub.
A beach volleyball game on a sandy beach with a water body in the background, umbrellas, and chairs.

8. Natura Aloha Reach Resort

Natura Aloha Reach Resort
Lake Delton
United States
alma
£56
includes taxes & fees
2 Oct - 3 Oct
Natura Aloha Reach Resort
A pool area with a slide, lounge chairs, and a building with an 'ICE CUBES' sign.
A kitchen with a central island, dark wooden cabinets, and a dining area with a table and chairs.
A modern kitchen with a central island, a dining area with a table and chairs, and large windows with curtains.
A hotel room with a large bathtub, a bed with a patterned bedspread, a small desk with a computer, and a mirror reflecting the room.

9. Black Hawk Motel and Suites

Black Hawk Motel and Suites
Downtown Wisconsin Dells
United States
Mckenna
£59
includes taxes & fees
25 Oct - 26 Oct
Black Hawk Motel and Suites
An indoor swimming pool with wooden walls and ceiling, surrounded by chairs and tables.
A modern living room with a sofa, a flat-screen TV, and a kitchen area with wooden cabinets and a microwave.
A neatly made bed with white linens, two bedside tables with lamps, and a framed picture on the headboard.
A hotel lobby with a staircase, seating area, and a large window.

10. Super 8 by Wyndham La Crosse

Super 8 by Wyndham La Crosse
Northside
United States
Christan
£62
includes taxes & fees
27 Sept - 28 Sept
Super 8 by Wyndham La Crosse
View all properties

Top Southwest Wisconsin Hotel Reviews

Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

10/10 Excellent
"Very clean property, nice hotel and reasonably priced"
Cody 1-night trip
Posted 6 hours ago
Stoney Creek Hotel La Crosse - Onalaska
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Very comfy bed and rooms!"
Emily 2-night trip
Posted 15 hours ago
The Madison Concourse Hotel and Governor's Club
Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

8/10 Good
"You check in at one building and then may have to drive 10 minutes or more to wherever your actual building you are staying is located."
Sarah 1-night trip
Posted 2 days ago
Mt. Olympus Water & Theme Park Resort
The Edgewater

The Edgewater

10/10 Excellent
"Beautiful room and wonderful staff! Elegant hotel"
Pamela 2-night trip
Posted 3 days ago
The Edgewater

Explore a world of travel with Expedia