Search B&B in Southwest Wisconsin

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Jan 9 - Jan 11
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Our top choices for Southwest Wisconsin bed & breakfast

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 P7,261
P8,132 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Four Mounds Inn
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 P4,759
P5,021 total
includes taxes & fees
Dec 30 - Dec 31
Shane Acres Country Inn
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 P7,578
P8,735 total
includes taxes & fees
Jan 5 - Jan 6, 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 P11,778
P13,250 total
includes taxes & fees
Dec 30 - Dec 31
McConnell 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 P5,816
P6,717 total
includes taxes & fees
Dec 30 - Dec 31
Hotel Ruby Marie
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
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
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 P6,609
P7,435 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Maon House Bed and Breakfast
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, (12)
"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 P13,803
P14,686 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Justin Trails Resort, LLC.
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 P7,901
P8,769 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Aldrich Guest House
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, (487)
"The owner/innkeeper was lovely! A very nice host and the property is absolutely gorgeous! Truly a dream! Each room is decorated beautifully in time-accurate furnishings and feels very homey. The breakfast was delicious as well, curated and cooked by the host himself. A wonderful evening/stay for my partner and I."
United States
Isabell
Alexander Mansion Bed and Breakfast
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, (524)
"Rooms were clean. The staff(the owners themselves) were very helpful and friendly ."
United States
AIKATERINI
The price is P4,112
P4,606 total
includes taxes & fees
Dec 30 - Dec 31
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, (265)
"Really nice place to stay. "
United States
John
The price is P6,991
P7,935 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Seven Oaks Bed & Breakfast
Front of property
Mont Rest Inn

Mont Rest Inn

Mont Rest Inn
3.0 star property
Bellevue
9.6 out of 10, Exceptional, (117)
"The staff was so nice."
United States
Carole
The price is P11,691
P13,094 total
includes taxes & fees
Dec 30 - Dec 31
Mont Rest Inn
Garden
Lazy Cloud

Lazy Cloud

Lazy Cloud
3.5 star property
Lake Geneva
9.4 out of 10, Exceptional, (231)
"Super clean cozy and intimate stay we had a great time look forward to more stays "
United States
Marcus
The price is P9,106
P9,607 total
includes taxes & fees
Dec 30 - Dec 31
Lazy Cloud
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 P6,462
P7,172 total
includes taxes & fees
Dec 30 - Dec 31
Belle Aire Mansion Guest House
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
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

Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

10/10 Excellent
"The Bar new they were going to be very busy for the Packer- Baltimore game, along with 2 or 3 private parties would be coming in after their parties ended. Still there was only one bartender who was very buried in the weeds Bartending and cooking! Poor scheduling by Management."
Scott 2-night trip
Posted 15 hours ago
Stoney Creek Hotel La Crosse - Onalaska

Find out more about Southwest Wisconsin

Southwest Wisconsin B&B information

Number of reviews
4,355
Accommodation
13 B&B
Lowest Price
P4,606
Highest Price
P14,686

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