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

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Southwest Wisconsin bed & breakfast

A wooden staircase with ornate balusters and a stained glass window with geometric patterns.

1. Ringling House Bed & Breakfast

Ringling House Bed & Breakfast
3.0 star property
Baraboo
9.4 out of 10, Exceptional, (126 reviews)
"How fun to stay in a beautiful home with so much history! Along with sharing her knowledge of the home and the family story, the host was very gracious and accommodating. The room had everything I needed and was very comfortable. The breakfast was plentiful and gourmet, a real treat."
United States
Linda
The price is ₩206,938
₩237,925 total
includes taxes & fees
Oct 26 - Oct 27
Ringling House Bed & Breakfast
A Victorian-style house with a prominent tower, a front porch, and a green awning.

2. Maon House Bed and Breakfast

Maon House Bed and Breakfast
2.0 star property
Richland Center
9.4 out of 10, Exceptional, (28 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 ₩222,244
₩250,025 total
includes taxes & fees
Oct 15 - Oct 16
Maon House Bed and 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, (259 reviews)
"Our first stay at a BnB. All aspects of the stay were outstanding."
United States
Neil
The price is ₩138,152
₩145,760 total
includes taxes & fees
Oct 15 - Oct 16
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, (125 reviews)
"Great historic B&B. Highly recommended!"
United States
Sanghoon
The price is ₩164,981
₩184,776 total
includes taxes & fees
Nov 1 - Nov 2
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, (100 reviews)
"We have stayed in other Bed snd Breakfasts before but the owners of this one were the most welcoming, accommodating and friendly. Thei breakfast was amazing!"
United States
Victoria
The price is ₩140,807
₩162,485 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, (250 reviews)
"Staff was helpful and personable, the breakfasts were delicious and enjoyed the stay."
United States
Bernie
The price is ₩267,601
₩301,051 total
includes taxes & fees
Nov 1 - Nov 2
McConnell Inn
A large, two-story house with a stone pathway leading to the front door.

7. Greenway House Bed & Breakfast

Greenway House Bed & Breakfast
4.0 star property
Green Lake
9.6 out of 10, Exceptional, (38 reviews)
"The home was beautiful with plenty of outdoor areas to sit. The breakfasts were delicious, the bed was comfortable, and Candace and Paul were wonderful hosts. Would definitely stay again."
United States
Michael
The price is ₩252,277
₩283,818 total
includes taxes & fees
Nov 4 - Nov 5
Greenway House Bed & Breakfast
A cozy wooden cabin with a balcony overlooking a lush green landscape.

8. Justin Trails Resort, LLC.

Justin Trails Resort, LLC.
3.0 star property
Sparta
9.6 out of 10, Exceptional, (42 reviews)
"Absolutely beautiful. Perfect getaway with the doggies. Will definitely be back!"
United States
Jacquelyn
The price is ₩310,875
₩330,790 total
includes taxes & fees
Nov 9 - Nov 10
Justin Trails Resort, LLC.
A garden with a small stream, lush greenery, and a wooden cabin.

9. 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 ₩190,876
₩201,381 total
includes taxes & fees
Oct 15 - Oct 16
Rainbow Ridge Farms Bed and Breakfast Onalaska/La Crosse
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 ₩323,155
₩369,450 total
includes taxes & fees
Oct 15 - Oct 16
1810 Emerson House Bed & Breakfast - Adults Only
A brick building with a green awning, surrounded by colorful flowers and trees.

11. Hotel Ruby Marie

Hotel Ruby Marie
3.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (1,004 reviews)
"This is a super fun 19th century hotel with a great location and great staff."
United States
Spencer
The price is ₩212,233
₩245,129 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Ruby Marie
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 ₩165,382
₩184,616 total
includes taxes & fees
Oct 18 - Oct 19
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, (558 reviews)
"Special Personal touches and the extraordinary delicious breakfasts made for a very memorable stay."
United States
Charlene
The price is ₩143,197
₩159,844 total
includes taxes & fees
Nov 1 - Nov 2
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, (299 reviews)
"Our stay at the little cottage at Seven Oaks was wonderful. We were greeted by the owners upon our arrival and found the B&B to be clean, cozy, and just what we had hoped for. Close to everything we needed, yet not in the middle of the busyness. The property is well cared for and provided a relaxing, quiet stay. Breakfast baskets were nice with plenty for the two of us. Great hosts!!"
United States
ivan
The price is ₩185,537
₩216,905 total
includes taxes & fees
Nov 2 - Nov 3
Seven Oaks Bed & Breakfast
A living room with a dark blue wall, a leather sofa, a coffee table, a round table with chairs, and a bookshelf.

15. Apple Tree Lane Bed & Breakfast

Apple Tree Lane Bed & Breakfast
3.5 star property
Waupaca
10.0 out of 10, Exceptional, (22 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 ₩180,198
₩232,362 total
includes taxes & fees
Oct 25 - Oct 26
Apple Tree Lane Bed & Breakfast
Aerial view

16. Aldrich Guest House

Aldrich Guest House
3.5 star property
Galena
10.0 out of 10, Exceptional, (102 reviews)
"Great location nearby the biking trail and Grant Park. Sauna was nice but not listed as an amenity."
United States
Anne
The price is ₩196,883
₩218,507 total
includes taxes & fees
Nov 3 - Nov 4
Aldrich Guest House
A covered outdoor seating area with wicker chairs and a table, overlooking a cityscape with autumn foliage.

17. 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 ₩160,176
₩186,125 total
includes taxes & fees
Oct 19 - Oct 20
The Hancock House
A large, historic brick building with multiple towers and a prominent entrance.

18. Redstone Inn And Suites

Redstone Inn And Suites
3.0 star property
Downtown Dubuque
8.6 out of 10, Excellent, (910 reviews)
"The staff was friendly and very helpful. The 2 breakfasts we had were excellent"
United States
Robert
The price is ₩166,850
₩200,220 total
includes taxes & fees
Oct 15 - Oct 16
Redstone Inn And Suites
A snow-covered pathway leading to a historic house with a porch and a staircase.

19. 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 ₩265,625
₩297,500 total
includes taxes & fees
Oct 15 - Oct 16
Mont Rest Inn
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

Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

10/10 Excellent
"We stsyed at Hotel Rome, it was connected to the park. Once we found the parkinglot it was easy to get around the surrounding area. Food was good. Employees were friendly. We had the bunk bed room, it was maintained okay. Bunkbeds were hard, was not an actual matress. Very thin foam."
Rebecca 3-night trip
Posted 1 hour ago
Mt. Olympus Water & Theme Park Resort

Find out more about Southwest Wisconsin

Southwest Wisconsin B&B information

Number of reviews
3,177
Accommodation
12 B&B
Lowest Price
₩145,760
Highest Price
₩369,450