Find Romantic Hotels in Southwest Wisconsin, WI from $64

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

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on Southwest Wisconsin Romantic Hotels

Next weekend
In two weeks

Top Southwest Wisconsin Romantic Hotels

Waterfront Hotel

3.0 star property
Prairie Du Chien
9.2 out of 10, Wonderful, (867)
"Amazing stay! "
United States
Ashley
$116 nightly
The price is $129
Jan 1 - Jan 2, 2026
Total with taxes and fees
Waterfront Hotel

Best Western Plus LaCrescent / LaCrosse

2.5 star property
La Crescent
9.2 out of 10, Wonderful, (504)
"Very clean and friendly staff. Perhaps the cleanest hotel I’ve stayed at in a long time. "
United States
Suzanne
$89 nightly
The price is $100
Dec 21 - Dec 22
Total with taxes and fees
Best Western Plus LaCrescent / LaCrosse

DoubleTree by Hilton Madison East

4.0 star property
Greater Sandburg
9.4 out of 10, Exceptional, (1010)
"Friendly staff, clean rooms, really enjoyed my stay!"
United States
Laura
$106 nightly
The price is $122
Dec 14 - Dec 15
Total with taxes and fees
DoubleTree by Hilton Madison East

Best Western Premier Park Hotel

4.0 star property
Downtown Madison
9.6 out of 10, Exceptional, (1000)
"Great place to stay!"
United States
Celeste
$102 nightly
The price is $118
Dec 14 - Dec 15
Total with taxes and fees
Best Western Premier Park Hotel

Deer Valley Lodge & Golf

2.5 star property
Barneveld
8.8 out of 10, Excellent, (674)
"Staff was amazing! We had the pool mostly yo ourselves "
United States
Kara
$89 nightly
The price is $94
Dec 8 - Dec 9
Total with taxes and fees
Deer Valley Lodge & Golf

AmericInn by Wyndham Waupun

2.5 star property
Waupun
9.0 out of 10, Wonderful, (474)
"Enjoyed the pool and hot tub. "
United States
Patrick
$84 nightly
The price is $96
Dec 21 - Dec 22
Total with taxes and fees
AmericInn by Wyndham Waupun

DoubleTree by Hilton Madison Downtown

4.0 star property
Downtown Madison
9.6 out of 10, Exceptional, (1003)
"Great stay!"
United States
Joanie
$98 nightly
The price is $113
Dec 21 - Dec 22
Total with taxes and fees
DoubleTree by Hilton Madison Downtown

Radisson Hotel La Crosse

3.5 star property
Historic Downtown La Crosse
8.6 out of 10, Excellent, (1004)
"The room was clean and the staff was courteous."
United States
Beverly
$107 nightly
The price is $123
Dec 8 - Dec 9
Total with taxes and fees
Radisson Hotel La Crosse

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
$90 nightly
The price is $95
Dec 8 - Dec 9
Total with taxes and fees
Shane Acres Country Inn

Quality Inn & Suites Belmont - Platteville

2.5 star property
Belmont
8.4 out of 10, Very Good, (274)
"Property is very clean, nice pool, bar wirh food onsite."
United States
Tresa
$59 nightly
The price is $64
Dec 21 - Dec 22
Total with taxes and fees
Quality Inn & Suites Belmont - Platteville
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.

Find out more about Southwest Wisconsin

Southwest Wisconsin attractions for couples

Southwest Wisconsin is a paradise of adventure and charm, perfect for families and quality-seeking travelers. Start your journey in the picturesque town of Mineral Point, known for its rich mining history and vibrant arts scene. Stroll through its historic streets, where local artisans showcase their crafts in galleries and shops. Next, immerse yourself in nature at the stunning Governor Dodge State Park, where the trails and lakes offer opportunities for hiking, fishing, and picnicking amidst breathtaking landscapes. For a unique family experience, visit the National Mississippi River Museum & Aquarium in Dubuque, Iowa, just a short drive away, where interactive exhibits and live animal displays captivate kids and adults alike. Wine enthusiasts will appreciate the scenic vineyards along the Driftless Wine Trail, where you can indulge in tastings and tours that highlight the region's exceptional wines. Finally, unwind in the charming town of Prairie du Chien, where you can explore historic sites such as Fort Crawford and enjoy riverfront activities. Consider staying at a locally-owned inn or a boutique hotel that offers personalized service and a cozy atmosphere, enhancing your exploration of this captivating region.

Top Southwest Wisconsin Hotel Reviews

Explore a world of travel with Expedia