TOP Family Friendly Hotels in Southwest Wisconsin for 2026 - 𝗙𝗿𝗲𝗲 𝗖𝗮𝗻𝗰𝗲𝗹𝗹𝗮𝘁𝗶𝗼𝗻 on Select Hotels

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Check availability on Southwest Wisconsin Family friendly Hotels

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Our top choices for Southwest Wisconsin family-friendly hotels

A bar area with arcade games, a counter, and bar stools.

An indoor swimming pool with a hexagonal tile floor, wooden walls, and large windows.

A hotel with a covered entrance, a dome structure, and a flagpole with an American flag.

A bathroom with a shower, a vanity with a mirror, and a telephone.

1. Ramada by Wyndham Richland Center

Richland Center

Spacious family retreat with free breakfast and indoor pool makes lasting memories at this Richland Centre haven.

S$134

includes taxes & fees

11 Oct - 12 Oct

A swimming pool with four lounge chairs and a view of trees through large windows.

A lobby with a reception desk, a sofa, and a chair.

A hotel room with two beds, a desk, a chair, and a large window with a view of trees.

2. Holiday Inn Express & Suites Reedsburg - Dells Area by IHG

Reedsburg

S$119

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with wooden walls, a stone fireplace, and a mounted deer head.

A hotel room with two beds, a desk, a chair, a fireplace, and a view of the parking lot.

An indoor swimming pool with a basketball hoop, multiple windows, and seating areas.

A hotel lobby with wooden beams, chandeliers, a stone wall, and a mounted elk head.

3. The Lodge at Mauston

Mauston

S$174

includes taxes & fees

4 Oct - 5 Oct

An indoor swimming pool with a lifeguard chair, lounge chairs, and a wooden deck.

A hotel room with a large bathtub, a bedside table with a lamp, a mirror, and a small wooden cabinet.

A brick building with a covered entrance and a parking lot.

A kitchen counter with a coffee machine, a toaster, a kettle, and a clock on the wall.

4. Cedarberry Inn

Sauk City

Family adventures flourish at this riverside hotel with a heated indoor pool, arcade games, and warm hot tub perfect for cosy evenings.

S$158

includes taxes & fees

6 Oct - 7 Oct

A breakfast buffet with fruits, yogurt, and a pitcher of water on a granite countertop.

A hotel room with two beds, a desk, a TV, and a window with curtains.

A large, multi-story building with a prominent entrance, large windows, and a well-maintained lawn.

An indoor swimming pool with clear views of the outdoors through large windows, a wooden ceiling, and a tiled floor.

5. GrandStay Hotel & Suites Mount Horeb - Madison

Mount Horeb

S$130

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with slides and a large tree in the center.

A log cabin building with a sign reading "Cranberry Country Lodge Lobby".

A child playing chess at a wooden table in a room with wooden walls and a lamp.

A reception area with a stone counter, framed pictures, and a small table with chairs.

6. Cranberry Country Lodge

Tomah

S$130

includes taxes & fees

2 Nov - 3 Nov

A lobby with two armchairs, a small table, a fireplace, a TV screen, and a reception desk.

A modern kitchen with wooden cabinets, a microwave, and a variety of appliances.

7. Comfort Inn & Suites New Lisbon

New Lisbon

S$88

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with a wooden ceiling, blue walls, and a clear pool area.

A building with a modern design, featuring a large glass entrance and blue structural columns.

A reception area with a desk, computer, printer, and coffee station.

A hotel room with a bed, two wall-mounted lights, a window with red curtains, a desk with a telephone, and a TV on a stand.

8. Motel 6 Baraboo, WI - Lake Delton

Baraboo

Splash into family fun near Kalahari Indoor Waterpark with on-site pool and convenient comforts.

S$73

includes taxes & fees

27 Oct - 28 Oct

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Choose what matters most at family-friendly hotels in Southwest Wisconsin

Breakfast included

Pool

All-inclusive

4 stars

5 stars

Family-friendly hotels with free breakfast in Southwest Wisconsin

Holiday Inn Express & Suites Reedsburg - Dells Area by IHG

Reedsburg

S$119

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, a separate bathroom with a bathtub, a large mirror, and a television in the corner.

A living room with a fireplace, a flat-screen TV, a ceiling fan, and a dining area with chairs and a table.

Ramada by Wyndham Richland Center

Richland Center

S$134

includes taxes & fees

11 Oct - 12 Oct

A modern restaurant with wooden furniture, a central bar area, and pendant lighting.

A modern hotel lobby with a wooden ceiling, a fitness center in the background, and a seating area with a blue patterned rug.

An outdoor patio area with a stone fire pit, outdoor seating, and umbrellas.

A swimming pool adjacent to a building with stone facade and large windows.

Fairfield Inn & Suites by Marriott Baraboo

Baraboo

S$149

includes taxes & fees

18 Oct - 19 Oct

A modern hotel room with a large bed, a separate sofa, a bathtub, and a flat-screen TV mounted on the wall.

A hotel with a covered entrance, a parking lot, and a brick facade.

An indoor swimming pool with a clear blue water, surrounded by colorful Adirondack chairs, and a tiled floor with a red border.

A kitchen with blue cabinets, a chalkboard with "Good Morning Welcome" message, coffee machines, and a fruit bowl.

AmericInn by Wyndham Reedsburg

Reedsburg

S$88

includes taxes & fees

18 Oct - 19 Oct

An indoor swimming pool with multiple lanes, lounge chairs, and a bar area.

Cedarberry Inn

Sauk City

S$158

includes taxes & fees

6 Oct - 7 Oct

A hotel room with two beds, a desk, a chair, a TV, and a door leading to another room.

A hotel with a brick facade, a covered entrance, and a Super 8 sign.

A swimming pool with a tiled floor and a wooden ceiling. There are two metal ladders leading into the pool. A sign with 'SPA RULES' is visible on the wall.

A bathroom with a shower, grab bars, a towel rack, and a wheelchair-accessible bench.

Super 8 by Wyndham Reedsburg

Reedsburg

S$67

includes taxes & fees

4 Oct - 5 Oct

A bar area with a checkered floor, wooden bar counter, and multiple bar stools.

A restaurant with wooden tables and chairs, a kitchen area with a blue backsplash, a TV mounted on the wall, and a window with a view of the outdoors.

A swimming pool with a view of the outside, a red ceiling, and a sign indicating a sauna area.

A hotel room with a large bed, a desk, a chair, a bathroom, and a framed picture on the wall.

AmericInn & Suites By Wyndham Baraboo Event Center

Baraboo

S$104

includes taxes & fees

14 Oct - 15 Oct

A reception desk with a stone facade, two Dell computers, a wooden sign above the desk, and a clock on the wall.

A café with wooden tables and blue chairs, a coffee machine, and a sign indicating breakfast hours.

A hotel room with two beds, a nightstand with a phone, a lamp, and a window with a view of the beach.

A laundry area with two washers and dryers, a poster explaining their use, and a payment terminal.

AmericInn by Wyndham Mauston

Mauston

S$88

includes taxes & fees

13 Oct - 14 Oct

A water feature with wooden barrels and a pool area.

Cranberry Country Lodge

Tomah

S$130

includes taxes & fees

2 Nov - 3 Nov

GrandStay Hotel & Suites Mount Horeb - Madison

Mount Horeb

S$130

includes taxes & fees

1 Nov - 2 Nov

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Family-friendly hotels with pools in Southwest Wisconsin

Holiday Inn Express & Suites Reedsburg - Dells Area by IHG

Reedsburg

S$119

includes taxes & fees

1 Nov - 2 Nov