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

Most Romantic Hotels in Southwest Wisconsin

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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 library with wooden bookshelves, a green sofa, a wooden desk, and a chandelier.
A two-story yellow building with a balcony, a chimney, and American flags.

1. Ringling House Bed & Breakfast

Ringling House Bed & Breakfast
Baraboo
United States
Jason
RM607
RM698 total
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 reception area with a stone wall, a mounted television, and a small sink.
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.

2. Don Q Inn

Don Q Inn
Dodgeville
United States
jennifer
RM323
RM411 total
includes taxes & fees
28 Sept - 29 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 cozy room with a chandelier, a Christmas tree, and a bar area.
A bar area with a wooden counter, stools, shelves with bottles, and a neon sign.

3. Iron Amethyst Inn Boutique Hotel

Iron Amethyst Inn Boutique Hotel
Mazomanie
United States
John
RM950
RM1,002 total
includes taxes & fees
8 Oct - 9 Oct
Iron Amethyst Inn Boutique Hotel
A bar area with a checkered floor, wooden bar counter, and multiple bar stools.
A swimming pool with a view of the outside, a red ceiling, and a sign indicating a sauna area.
A hotel room with a large bed, a desk, a chair, a bathroom, and a framed picture on the wall.
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.

4. AmericInn & Suites By Wyndham Baraboo Event Center

AmericInn & Suites By Wyndham Baraboo Event Center
Baraboo
United States
Rachel
RM290
RM329 total
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 room with a radiator, a chair, a desk, a lamp, and a bookshelf with books.
A bed with a headboard, two bedside lamps, and a window with curtains.

5. The Goose Crown Inn of Stoughton

The Goose Crown Inn of Stoughton
Stoughton
RM448
RM508 total
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 bedroom with a large bed, a ceiling fan, a wooden door, and a painting of a tropical beach scene.
A living room with a fireplace, a sofa, and a chair.

6. Shane Acres Country Inn

Shane Acres Country Inn
Juneau
United States
Hubert
RM422
RM445 total
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 wooden cabin interior with a dining table, a chair, a hanging lantern, and a window with a view of trees.
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
RM447
RM644 total
includes taxes & fees
28 Sept - 29 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 multi-story hotel with a pool area, outdoor seating, and a stone facade.
A beach volleyball game on a sandy beach with a water body in the background, umbrellas, and chairs.
A hotel room with a large bed, a separate desk with a chair, a large mirror, a television, and a large bathtub.

8. Natura Aloha Reach Resort

Natura Aloha Reach Resort
Lake Delton
United States
alma
RM226
RM300 total
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 hallway leading to a bathroom with a sink and a hairdryer, and a door leading to a balcony with a stone wall and a view of greenery.
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.
A modern kitchen with a central island, a dining area with a table and chairs, and large windows with curtains.

9. Black Hawk Motel and Suites

Black Hawk Motel and Suites
Downtown Wisconsin Dells
United States
Mckenna
RM302
RM339 total
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 neatly made bed with white linens, two bedside tables with lamps, and a framed picture on the headboard.
A spacious dining area with multiple tables and chairs, a kitchen in the background, and framed pictures on the walls.
A modern living room with a sofa, a flat-screen TV, and a kitchen area with wooden cabinets and a microwave.

10. Super 8 by Wyndham La Crosse

Super 8 by Wyndham La Crosse
Northside
United States
Christan
RM293
RM337 total
includes taxes & fees
29 Sept - 30 Sept
Super 8 by Wyndham La Crosse
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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

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