TOP 30 Luxury weekend retreats in Madison, Wisconsin

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Castle La Crosse Bed and Breakfast is a stunning example of 19th century residential architecture located at 1419 Cass Street in La Crosse, Wisconsin. This historic institution has been meticulously cared for by its owners for over 131 years and remains in remarkable original condition. Often referred to as the Downton Abbey of the area, Castle La Crosse boasts massive stained glass windows and intricate woodwork that have stood the test of time since 1892 when it was built by Lumber Baron N.B. Holway. Guests can experience the charm of this grand estate by staying in one of the beautifully appointed suites on the second floor, each named after the exquisite woods used throughout the home or on the property. From the Oak Suite to the Walnut Suite, guests can enjoy a luxurious and comfortable stay in a historic setting.

Pebblestone Villa, located at W5242 Wisconsin 21 in Necedah, Wisconsin, is a part of the Woodcraft Homes family. With over 45 years of experience, Woodcraft Homes is known for its quality, integrity, and energy-efficient home construction in central Wisconsin. At Pebblestone Villa, you can expect a team of experienced professionals who are dedicated to making your home building experience satisfying and pleasant. Whether you choose from over 100 plans or opt for a custom design, Woodcraft Homes ensures that your dream home is delivered on time and on budget.

The Cottages at Trillium, located at 2 Craig Avenue in Madison, Wisconsin, offer convenience, design, and affordability in the ultimate package. Situated just off University Ave on the west side of Madison, our community is close to shopping, dining, work, and play. With easy access to Hilldale Shopping Center, West Towne Mall, and the Beltline Highway, our intimate community is the perfect place to call home. Operated under the Affordable Housing Program, The Cottages at Trillium cater to moderate-, middle-, or low-income households. Applicants must meet qualifying standards set by the government and the Managing Agent. We offer an initial 12-month lease term for our residents.