Search B&B in Southwest Wisconsin

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

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 Rp2.069.682
Rp2.318.010 total
includes taxes & fees
1 Jan - 2 Jan 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 Rp1.356.345
Rp1.431.028 total
includes taxes & fees
30 Dec - 31 Dec
Shane Acres Country Inn
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 Rp2.160.105
Rp2.489.814 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 Rp3.357.038
Rp3.776.668 total
includes taxes & fees
30 Dec - 31 Dec
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 Rp1.657.755
Rp1.914.708 total
includes taxes & fees
30 Dec - 31 Dec
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 Rp1.883.812
Rp2.119.288 total
includes taxes & fees
5 Jan - 6 Jan 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 Rp3.934.238
Rp4.185.915 total
includes taxes & fees
5 Jan - 6 Jan 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 Rp2.168.478
Rp2.406.591 total
includes taxes & fees
4 Jan - 5 Jan 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 Rp1.172.150
Rp1.312.808 total
includes taxes & fees
30 Dec - 31 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, (265)
"Really nice place to stay. "
United States
John
The price is Rp1.992.655
Rp2.261.747 total
includes taxes & fees
5 Jan - 6 Jan 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 Rp3.332.255
Rp3.732.126 total
includes taxes & fees
30 Dec - 31 Dec
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 Rp2.595.475
Rp2.738.310 total
includes taxes & fees
30 Dec - 31 Dec
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 Rp1.841.950
Rp2.044.197 total
includes taxes & fees
30 Dec - 31 Dec
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwest Wisconsin Hotel Reviews

Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

10/10 Excellent
"excellent breakfast hot tub was hot and comfortable"
LeRoy 2-night trip
Posted 2 days 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
Rp1.312.808
Highest Price
Rp4.185.915