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 ...

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! (360 reviews)

Couples like: hot tub, on the beach, fireplace

Travelers say...

The staff was very friendly. Our condo was very nice. Pool area was clean and lots of fun.

Reviewed on 2026/2/17

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! (1,007 reviews)

Yes

Reviewed on 2026/3/1

See all 3,706 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.