All Hotels by Wyndham Extra Holidays in Southwest Wisconsin - 2026 Updated Prices

A lake surrounded by lush green hills and a rocky cliff.

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Our top choices for Southwest Wisconsin Wyndham Extra Holidays

An indoor swimming pool with multiple lanes, wooden beams on the ceiling, and a large decorative tree sculpture.

A multi-story hotel with balconies, stone facade, and a landscaped driveway.

A modern hotel room with a stone fireplace, a large artwork of a deer head, a sofa, a chair, and a flat-screen TV mounted on the wall.

A hotel room with two beds, a headboard, a bedside table with a lamp, a large window with curtains, and a wall with bear artwork.

1. Club Wyndham Glacier Canyon

Baraboo

Roberto

A wooden deck with chairs overlooking a body of water and a grassy area.

A building with a reflective pond in front, featuring multiple balconies and a central entrance.

A room with a fireplace, a ceiling fan, a dining table with chairs, and a large window with curtains.

A swimming pool surrounded by a fence, with lounge chairs and umbrellas, and a building in the background.

2. Club Wyndham Tamarack

Wisconsin Dells

Sharon

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Top Southwest Wisconsin Hotel Reviews

Mt. Olympus Water & Theme Park Resort

10/10 Excellent

"The room was clean and the fridge was cold and so was the air conditioner. Staff thay we did see was very helpful and the open chest for extra towels and sheets was super helpful although im sure wasn't on pursose but it definitely made the stay better considering there was no front desk at the property. Over all well.worth the price."

The Madison Concourse Hotel and Governor's Club

10/10 Excellent

"All great - parking garage a little crowded but didn't impact the enjoyment"

The Wisconsin Hotel & Conference Center

10/10 Excellent

"Wonderful property to stay at"

Comfort Suites Madison West - Middleton

8/10 Good

"CONS: The shower curtain was torn in multiple locations & there was no inner lining to it. There were clearly multiple holes in the walls that had been patched over. The cover to the TV remote was missing so you have to hold the batteries in to use it. You can change channels & the volume, but anything that requires the menu is a no go, as the menu only stays up for 1/2 second. I've been seeing this next thing more & more... The inner drapes don't close; they're purely for decoration. It gives me the feeling everyone outside can see everything we're doing inside; creepy. I walked to the entertainment room & thought I'd play pool (8-ball). There were two cue sticks; one had been broken & taped up just enough to be usable, but neither had tips on them. (I mean no tips... period. Useless.) PROS: The bed was decent to sleep on, the shower worked normally & the fridge worked so those are positives. There was also a shuttle service to the location I needed to get to to, which helped. The best thing about the place though was the continental breakfast. Although the eggs were powdered, they still tasted good. There were also sausage patties, waffles, breakfast potatoes, cold cereals, milk, juices, and a handful of other things I can't think of offhand. Overall, I gave it 4 stars because it was actually in pretty good shape, considering this is a college town. Otherwise, I would have given it 2 stars."

Wingate by Wyndham Wisconsin Dells Waterpark

10/10 Excellent

"Room was clean, loved the pool areas!"

Stoney Creek Hotel La Crosse - Onalaska

8/10 Good

"There are many positives about this property. The location is wonderful with the easiest access to I-90 and local attractions. The property is an “up North” themed resort style hotel that is a little older with a rustic feel, but maintained well. It has a great indoor/outdoor pool and the largest hot tub I have seen at a hotel. The staff was very friendly and the morning breakfast buffet was well done. The room and beds were comfortable. Small negatives include a dated, small tv in the room, and thin walls between other rooms. I feel it is a great place for families with kids."

Atlantis Family Waterpark Hotel, an Ascend Collection Hotel

10/10 Excellent

"Every one was super nice and helpful and joyous. Definitely coming back."

Best Western Baraboo Inn

10/10 Excellent

"Overall good hotel"

DoubleTree by Hilton Madison Downtown

10/10 Excellent

"Nice property, great location!"

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Book Wyndham Extra Holidays in Southwest Wisconsin on Expedia.com

Search Hotels by Wyndham Extra Holidays in Southwest Wisconsin

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southwest Wisconsin Wyndham Extra Holidays

1. Club Wyndham Glacier Canyon

2. Club Wyndham Tamarack

Top Southwest Wisconsin Hotel Reviews

Mt. Olympus Water & Theme Park Resort

The Madison Concourse Hotel and Governor's Club

The Wisconsin Hotel & Conference Center

Comfort Suites Madison West - Middleton

Wingate by Wyndham Wisconsin Dells Waterpark

Stoney Creek Hotel La Crosse - Onalaska

Atlantis Family Waterpark Hotel, an Ascend Collection Hotel

Best Western Baraboo Inn

DoubleTree by Hilton Madison Downtown

Explore a world of travel with Expedia