
Southwest Wisconsin Romantic Vacations
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Top Romantic Southwest Wisconsin Hotels

Ho-Chunk Casino Hotel - Wisconsin Dells
S3214 County Road BD, Baraboo, WI
Plan a stay with your special someone, where you're sure to love the lobby fireplace and restaurant at this romantic hotel. You'll also appreciate the 2 ...
Girls trip
"It was a great stay, i will totally come back. Fun times!"
Reviewed on Aug 15, 2022

Caribbean Club Resort
1093 Canyon Road, Wisconsin Dells, WI
A garden, a hot tub, and a private beach await couples visiting this romantic condo. The property also offers in-room fireplaces, a terrace, and a lakeside ...
8/10 Very Good! (350 reviews)
Couples like: hot tub, on the beach, fireplace
Travelers say...
"My friends and I had so much fun here. Tammy and Daniel were so polite, helpful and accommodating. Our unit was clean and very comfortable.I will definitely come back to stay and make more memories."
Reviewed on Jul 28, 2025

Great Wolf Lodge Wisconsin Dells
1400 Great Wolf Dr, Baraboo, WI
Plan a stay with your special someone, where you're sure to love the 3 restaurants and pool cabanas at this romantic resort. You'll also appreciate the bar.
8.2/10 Very Good! (1,007 reviews)
"Pull out bed was very uncomfortable"
Reviewed on Aug 1, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.