
Southwest Wisconsin Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
Photo by Inbal Arieh
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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! (358 reviews)
Couples like: hot tub, on the beach, fireplace
Travelers say...
Will definitely come back! Very clean, games are a plus. Very cozy feeling.
Reviewed on Dec 30, 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.
8/10 Very Good! (1,003 reviews)
Clean room, friendly staff, comfy beds.
Reviewed on Jan 11, 2026
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.
