Search B&B in Southwest Wisconsin

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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Southwest Wisconsin bed & breakfast

Exterior detail
Shane Acres Country Inn

Shane Acres Country Inn

Shane Acres Country Inn
3.0 star property
Juneau
10.0 out of 10, Exceptional, (218)
"Everything was perfect! Can’t wait to come back!"
United States
Maxwell
The price is Rp1.352.214
Rp1.426.669 total
includes taxes & fees
20 Dec - 21 Dec
Shane Acres Country Inn
Private kitchen
The Katherine Holle House

The Katherine Holle House

The Katherine Holle House
3.0 star property
Watertown
9.8 out of 10, Exceptional, (80)
"Amazing service and very quaint place to unwind and enjoy a nice stay "
United States
mahmoud
The Katherine Holle House
Front of property
Four Mounds Inn

Four Mounds Inn

Four Mounds Inn
3.0 star property
Dubuque
9.6 out of 10, Exceptional, (101)
"Beautiful area"
United States
Gina
The price is Rp2.063.378
Rp2.310.950 total
includes taxes & fees
21 Dec - 22 Dec
Four Mounds Inn
Miscellaneous
Hotel Ruby Marie

Hotel Ruby Marie

Hotel Ruby Marie
3.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (950)
"This hotel has a warm quirky welcome. Our stay was delightful."
United States
Allison
The price is Rp1.652.706
Rp1.908.875 total
includes taxes & fees
29 Dec - 30 Dec
Hotel Ruby Marie
Romantic Room, 1 Queen Bed, Connecting Rooms, Garden View | Premium bedding, individually decorated, individually furnished, desk
Ringling House Bed & Breakfast

Ringling House Bed & Breakfast

Ringling House Bed & Breakfast
3.0 star property
Baraboo
9.4 out of 10, Exceptional, (119)
"Our stay at the Ringling House was most enjoyable and well worth the fee that we paid to stay at this Bed and Breakfast. Have stayed at a number of B & B's over the years and will say that this one ranks as one of our tops. Great old-time structure that has been well preserved. Our hosts were very gracious in making sure we enjoyed our stay."
United States
Peter
The price is Rp2.153.526
Rp2.482.231 total
includes taxes & fees
5 Jan - 6 Jan 2026
Ringling House Bed & Breakfast
Front of property – evening/night
McConnell Inn

McConnell Inn

McConnell Inn
3.0 star property
Green Lake
9.2 out of 10, Wonderful, (243)
"It was a super relaxing place to stay!"
United States
michael
The price is Rp3.346.813
Rp3.765.164 total
includes taxes & fees
30 Dec - 31 Dec
McConnell Inn
Exterior
The Buckingham Inn

The Buckingham Inn

The Buckingham Inn
4.0 star property
Regent
9.8 out of 10, Exceptional, (44)
"Great experience, room, bathroom and breakfast just wonderful "
United States
Jose Luis
The Buckingham Inn
Exterior
Maon House Bed and Breakfast

Maon House Bed and Breakfast

Maon House Bed and Breakfast
2.0 star property
Richland Center
9.4 out of 10, Exceptional, (12)
"Wonderful place to stay and a very nice host that cooked an amazing breakfast."
United States
Matt
The price is Rp1.878.075
Rp2.112.835 total
includes taxes & fees
20 Dec - 21 Dec
Maon House Bed and Breakfast
View from property
Rainbow Ridge Farms Bed and Breakfast Onalaska/La Crosse

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, (81)
"A fun place to stay. "
United States
Janet
Rainbow Ridge Farms Bed and Breakfast Onalaska/La Crosse
Front of property
Greenway House Bed & Breakfast

Greenway House Bed & Breakfast

Greenway House Bed & Breakfast
4.0 star property
Green Lake
9.6 out of 10, Exceptional, (34)
"Beautiful room and property, great breakfast and engaging Hosts. "
United States
steven
Greenway House Bed & Breakfast
Property entrance
1810 Emerson House Bed & Breakfast - Adults Only

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, (11)
"The hosts were gracious and thorough with amenities. The property was lovely and comfortable. The food was delicious."
United States
Kathleen
1810 Emerson House Bed & Breakfast - Adults Only
Exterior
Justin Trails Resort, LLC.

Justin Trails Resort, LLC.

Justin Trails Resort, LLC.
3.0 star property
Sparta
9.6 out of 10, Exceptional, (38)
"To stay in peace, with nature and family, and with your Dog, I do recommend, the breakfast was delicious, the space clean, it’s really a cozy cabin, and the owner super friendly!"
United States
Luciana
The price is Rp3.922.255
Rp4.173.166 total
includes taxes & fees
21 Dec - 22 Dec
Justin Trails Resort, LLC.
Miscellaneous
Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast
3.5 star property
Historic Downtown Winona
9.8 out of 10, Exceptional, (486)
"The breakfast was wonderful"
United States
Marlin
Alexander Mansion Bed and Breakfast
Lobby
Aldrich Guest House

Aldrich Guest House

Aldrich Guest House
3.5 star property
Galena
10.0 out of 10, Exceptional, (97)
"We had a lovely stay for an overnite trip. Good service and a beautiful home. "
United States
Susan
The price is Rp1.969.892
Rp2.186.246 total
includes taxes & fees
23 Dec - 24 Dec
Aldrich Guest House
Library
The Richards House Bed & Breakfast

The Richards House Bed & Breakfast

The Richards House Bed & Breakfast
3.0 star property
Dubuque
9.0 out of 10, Wonderful, (522)
"Hosts were wonderful with good food and great knowledge of the area "
United States
Mary
The price is Rp1.168.580
Rp1.308.810 total
includes taxes & fees
21 Dec - 22 Dec
The Richards House Bed & Breakfast
Exterior
Seven Oaks Bed & Breakfast

Seven Oaks Bed & Breakfast

Seven Oaks Bed & Breakfast
3.5 star property
Lake Geneva
9.8 out of 10, Exceptional, (264)
"Really nice place to stay. "
United States
John
The price is Rp1.986.586
Rp2.254.859 total
includes taxes & fees
5 Jan - 6 Jan 2026
Seven Oaks Bed & Breakfast
Front of property
Redstone Inn And Suites

Redstone Inn And Suites

Redstone Inn And Suites
3.0 star property
Downtown Dubuque
8.6 out of 10, Excellent, (857)
"Clean room and owner was exceptional!! Highly recommend!! Complimentary breakfast was excellent. "
United States
ANGELO
Redstone Inn And Suites
Front of property
Mont Rest Inn

Mont Rest Inn

Mont Rest Inn
3.0 star property
Bellevue
9.6 out of 10, Exceptional, (116)
"The staff was so nice."
United States
Carole
The price is Rp3.322.106
Rp3.720.759 total
includes taxes & fees
21 Dec - 22 Dec
Mont Rest Inn
Porch
Belle Aire Mansion Guest House

Belle Aire Mansion Guest House

Belle Aire Mansion Guest House
3.0 star property
Galena
9.0 out of 10, Wonderful, (434)
"Cass was great and so was the Inn. :)"
United States
Richard
The price is Rp1.836.340
Rp2.037.970 total
includes taxes & fees
22 Dec - 23 Dec
Belle Aire Mansion Guest House
Fireplace
Carriage House B&B

Carriage House B&B

Carriage House B&B
3.0 star property
Historic Downtown Winona
9.6 out of 10, Exceptional, (89)
"A very pleasant stay."
United States
Betty
The price is Rp2.462.365
Rp2.748.667 total
includes taxes & fees
27 Dec - 28 Dec
Carriage House B&B
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

Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

10/10 Excellent
"Room was clean and inviting. The breakfast food was not well heated, making it slightly off-putting. Staff are great. Didn't use the hot tub or pool."
Brett 4-night trip
Posted 1 day ago
Hampton Inn & Suites Madison-West

Find out more about Southwest Wisconsin

Southwest Wisconsin B&B information

Number of reviews
4,203
Accommodation
13 B&B
Lowest Price
Rp1.308.810
Highest Price
Rp4.173.166