Name: Caribbean Club Resort
Rating: 8

Photo by Inbal Arieh

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Top Romantic Southwest Wisconsin Hotels

Ho-Chunk Casino Hotel - Wisconsin Dells

S3214 County Road BD Baraboo WI

1 hour drive from University of Wisconsin-Madison

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

2 hours drive from University of Wisconsin-Madison

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! (357 reviews)

Couples like: hot tub, on the beach, fireplace

Travelers say...

The stairs to the dock were right outside our door. Caught some fish while watching a bald eagle flying nearby. We did not like that one of our vehicles had to be parked down the road. That was a very big inconvenience

Reviewed on Aug 20, 2025

Great Wolf Lodge Wisconsin Dells

1400 Great Wolf Dr Baraboo WI

2 hours drive from University of Wisconsin-Madison

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! (1,003 reviews)

The hotel was very clean with so much to do with your loved ones.

Reviewed on Nov 25, 2025

See all 3,690 properties in Southwest Wisconsin

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.