The Inn on the Olde Homestead

The Inn on the Olde Homestead in the Village of Waukesha, Wisconsin is a small, historic-style B&B that leans hard into an early-colonial, unplugged getaway vibe.

Photo of The Inn on the Olde Homestead by The Inn on Google Maps

Atmosphere and common spaces: The property is designed to feel like stepping back into the 1800s, with multiple shared areas that function like a “home away from home.” A standout is the tavern room, where a full kitchen is tucked behind an authentic cage bar to preserve the period feel.

Kitchen access for longer stays: Guests can use the hidden kitchen setup (including an induction cooktop, a compact oven, a microwave, and a coffee maker), which is especially handy if you prefer simple in-room meals or extended visits. There’s also a laundry facility available for longer stays.

Quiet, screen-free reset: Rooms do not have TVs, which can make the stay feel calmer and more intentional. Free WiFi is available, and complimentary coffee is offered around the clock.

On-property food and easy browsing: Jack’s Cafe is located right on the property for an easy lunch stop, and a neighboring country shop is highlighted as part of the overall experience. This setup makes it simple to settle in without needing to drive for every small plan.

No TVs: The intentionally screen-free setup may not suit travelers who like to unwind with nightly television.

Shared-space navigation: Because the inn emphasizes common rooms and a “hidden” kitchen concept, the layout may feel less straightforward than a standard hotel.

Pros	Cons
Historic colonial ambiance with inviting common areas	No in-room TVs by design
Hidden-use kitchen, plus laundry for longer stays	Layout and shared spaces may not fit every travel style

The Inn on the Olde Homestead in 360°