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

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Southwest Wisconsin bed & breakfast

A Victorian-style house with a prominent tower, a front porch, and a green awning.

1. Maon House Bed and Breakfast

Maon House Bed and Breakfast
2.0 star property
Richland Center
9.8 out of 10, Exceptional, (27 reviews)
"Lovely restored Victorian house. Everything was beautifully done and up to date while maintaining the character of the house. Everything was spotless and the beds were wonderful. Mary couldn't have been nicer or more accommodating, and served a very nice breakfast, with options for different dietary sensitivities. Would definitely stay their again."
United States
Kathy Z
The price is ₩223,167
₩251,063 total
includes taxes & fees
Oct 16 - Oct 17
Maon House Bed and Breakfast
A wooden staircase with ornate balusters and a stained glass window with geometric patterns.

2. Ringling House Bed & Breakfast

Ringling House Bed & Breakfast
3.0 star property
Baraboo
9.4 out of 10, Exceptional, (124 reviews)
"Charming house, wonderful host, delicious breakfasts! Hope to stay here again!"
United States
Jason
The price is ₩219,816
₩252,534 total
includes taxes & fees
Oct 14 - Oct 15
Ringling House Bed & Breakfast
A dining table set for breakfast with chairs, plates, cups, and a glass of orange juice.

3. Shane Acres Country Inn

Shane Acres Country Inn
3.0 star property
Juneau
10.0 out of 10, Exceptional, (257 reviews)
"Remote location and friendly hosts"
United States
Hubert
The price is ₩138,725
₩146,365 total
includes taxes & fees
Oct 6 - Oct 7
Shane Acres Country Inn
A room with a round table surrounded by wicker chairs, large arched windows, and a brick floor.

4. Four Mounds Inn

Four Mounds Inn
3.0 star property
Dubuque
9.6 out of 10, Exceptional, (123 reviews)
"Great historic B&B. Highly recommended!"
United States
Sanghoon
The price is ₩165,666
₩185,543 total
includes taxes & fees
Oct 5 - Oct 6
Four Mounds Inn
A cozy interior with a wooden staircase, a coffee station, and a dining area.

5. The Katherine Holle House

The Katherine Holle House
3.0 star property
Watertown
9.8 out of 10, Exceptional, (99 reviews)
"The breakfast was flavorful and portions were generous. I appreciated the responsive A/C system and the updated bathroom. The shower was spacious, and the strong water pressure was a pleasure. The owner was welcoming, helpful, and available."
United States
Harland
The price is ₩141,391
₩163,159 total
includes taxes & fees
Nov 1 - Nov 2
The Katherine Holle House
A two-story house with a wrap-around porch and a steeply pitched roof.

6. McConnell Inn

McConnell Inn
3.0 star property
Green Lake
9.2 out of 10, Wonderful, (249 reviews)
"Staff was helpful and personable, the breakfasts were delicious and enjoyed the stay."
United States
Bernie
The price is ₩268,711
₩302,300 total
includes taxes & fees
Nov 1 - Nov 2
McConnell Inn
A cozy wooden cabin with a balcony overlooking a lush green landscape.

7. Justin Trails Resort, LLC.

Justin Trails Resort, LLC.
3.0 star property
Sparta
9.6 out of 10, Exceptional, (41 reviews)
"We stayed in The Cottage. Very cute except the bathroom door would always slam into the fridge."
United States
Dawn
The price is ₩279,166
₩297,341 total
includes taxes & fees
Oct 4 - Oct 5
Justin Trails Resort, LLC.
A garden with a small stream, lush greenery, and a wooden cabin.

8. Rainbow Ridge Farms Bed and Breakfast Onalaska/La Crosse

Rainbow Ridge Farms Bed and Breakfast Onalaska/La Crosse
3.0 star property
Onalaska
9.2 out of 10, Wonderful, (93 reviews)
"Absolutely loved our stay & Rainbow Ridge! Cindy & Donna are wonderful hosts offering hospitality and many opportunities to relax or participate in farm activities. We didn’t milk or collect eggs but we did get to interact with many of the pet characters. Our climb up the ridge is truly memorable, thanks to Cindy for reminding me to take my phone for pictures! Breakfast was delicious, our rest peaceful. Hope to be back soon!"
United States
Tanya
The price is ₩207,753
₩219,186 total
includes taxes & fees
Oct 5 - Oct 6
Rainbow Ridge Farms Bed and Breakfast Onalaska/La Crosse
A brick building with a green awning, surrounded by colorful flowers and trees.

9. Hotel Ruby Marie

Hotel Ruby Marie
3.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (1,001 reviews)
"This is a super fun 19th century hotel with a great location and great staff."
United States
Spencer
The price is ₩181,147
₩209,225 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Ruby Marie
A building with a brick facade, a door with a wreath, and a number plaque reading "1810".

10. 1810 Emerson House Bed & Breakfast - Adults Only

1810 Emerson House Bed & Breakfast - Adults Only
3.5 star property
Beloit
9.6 out of 10, Exceptional, (13 reviews)
"Very nice house with super friendly hosts"
United States
John
The price is ₩324,496
₩370,983 total
includes taxes & fees
Oct 7 - Oct 8
1810 Emerson House Bed & Breakfast - Adults Only
A living room with a dark blue wall, a leather sofa, a coffee table, a round table with chairs, and a bookshelf.

11. Apple Tree Lane Bed & Breakfast

Apple Tree Lane Bed & Breakfast
3.5 star property
Waupaca
10.0 out of 10, Exceptional, (21 reviews)
"The breakfast was amazing and there were so many neat and unique places to utilize on the property. Property was switching ownership and the new owner was very helpful and accommodating!"
United States
Lindsey
The price is ₩180,946
₩233,326 total
includes taxes & fees
Oct 25 - Oct 26
Apple Tree Lane Bed & Breakfast
A cozy living room with a fireplace, a sofa, a coffee table, and a view through large windows.

12. Carriage House B&B

Carriage House B&B
3.0 star property
Historic Downtown Winona
9.6 out of 10, Exceptional, (96 reviews)
"Excellent ambience and very helpful staff Have the sumptuous breakfast a bit earlier."
United States
Mark
The price is ₩161,846
₩180,651 total
includes taxes & fees
Oct 4 - Oct 5
Carriage House B&B
A table set for a meal with various dishes, glasses of orange juice, and a vase with flowers.

13. Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast
3.5 star property
Historic Downtown Winona
9.8 out of 10, Exceptional, (555 reviews)
"Special Personal touches and the extraordinary delicious breakfasts made for a very memorable stay."
United States
Charlene
The price is ₩141,833
₩158,322 total
includes taxes & fees
Oct 8 - Oct 9
Alexander Mansion Bed and Breakfast
A wooden dining table with wicker chairs, surrounded by a grill and a white fence.

14. Seven Oaks Bed & Breakfast

Seven Oaks Bed & Breakfast
3.5 star property
Lake Geneva
9.8 out of 10, Exceptional, (298 reviews)
"Everything was great"
United States
Jason
The price is ₩186,307
₩217,805 total
includes taxes & fees
Nov 3 - Nov 4
Seven Oaks Bed & Breakfast
A covered outdoor seating area with wicker chairs and a table, overlooking a cityscape with autumn foliage.

15. The Hancock House

The Hancock House
3.5 star property
Dubuque
9.0 out of 10, Wonderful, (108 reviews)
"Overall, we had a great stay. Beautiful home with wonderful views. The breakfast was okay."
United States
Joshua
The price is ₩160,841
₩186,897 total
includes taxes & fees
Oct 6 - Oct 7
The Hancock House
A room with ornate wood paneling, a chandelier, a dining table with chairs, and a cabinet with glassware.

16. Redstone Inn And Suites

Redstone Inn And Suites
3.0 star property
Downtown Dubuque
8.6 out of 10, Excellent, (906 reviews)
"The staff was friendly and very helpful. The 2 breakfasts we had were excellent"
United States
Robert
The price is ₩167,543
₩201,051 total
includes taxes & fees
Oct 4 - Oct 5
Redstone Inn And Suites
A snow-covered pathway leading to a historic house with a porch and a staircase.

17. Mont Rest Inn

Mont Rest Inn
3.0 star property
Bellevue
9.8 out of 10, Exceptional, (135 reviews)
"It was a very nice experience. Would definitely go back."
United States
Oscar
The price is ₩266,728
₩298,735 total
includes taxes & fees
Oct 4 - Oct 5
Mont Rest Inn
Aerial view

18. Aldrich Guest House

Aldrich Guest House
3.5 star property
Galena
10.0 out of 10, Exceptional, (101 reviews)
"Fantastic and comfortable stay with delicious breakfast. "
United States
Anubhav
The price is ₩197,700
₩219,414 total
includes taxes & fees
Oct 6 - Oct 7
Aldrich Guest House
A large, historic house with a well-maintained garden and a gazebo.

19. The Steamboat House Bed & Breakfast

The Steamboat House Bed & Breakfast
4.0 star property
Galena
9.6 out of 10, Exceptional, (89 reviews)
"The breakfast was fantastic"
United States
Michael
The price is ₩321,682
₩357,000 total
includes taxes & fees
Oct 5 - Oct 6
The Steamboat House Bed & Breakfast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southwest Wisconsin Hotel Reviews

Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

10/10 Excellent
"Very clean, well maintained, and staffed by genuinely friendly people. Breakfast was included, parking was free, and the complimentary shuttle will take you anywhere within two miles until 10:30 p.m.—perfect for getting to the UW Field House for a women’s volleyball game. The hotel also has a nice fitness room, hot tub, and warm pool, plus an on-site restaurant and drinks. With its great location and thoughtful amenities, this place was truly impressive."
Douglas 1-night trip
Posted 5 hours ago
Best Western Plus InnTowner Madison

Find out more about Southwest Wisconsin

Southwest Wisconsin B&B information

Number of reviews
3,334
Accommodation
11 B&B
Lowest Price
₩146,365
Highest Price
₩370,983