Find Boutique Hotels in Waukesha, WI

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Waukesha Boutique Hotels

Our top choices for Waukesha boutique hotels

Hallway
The Iron Horse Hotel

The Iron Horse Hotel

4.0 star property
Fifth Ward
9.2 out of 10, Wonderful, (1013)
"Best decor, very clean, staff were wonderful, and VERY pet friendly!"
United States
Mary
The price is NT$4,182
NT$4,930 total
includes taxes & fees
Dec 23 - Dec 24
The Iron Horse Hotel
Exterior
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 star property
Westown
9.4 out of 10, Exceptional, (1003)
"Enjoy the stay very much"
United States
Gabriel
The price is NT$3,554
NT$4,191 total
includes taxes & fees
Dec 10 - Dec 11
The Brewhouse Inn & Suites
Fridge, microwave, oven, dishwasher
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 star property
Bay View
9.6 out of 10, Exceptional, (434)
"Great location. Easy check in and clean room."
United States
Mark
The price is NT$4,041
NT$4,765 total
includes taxes & fees
Dec 11 - Dec 12
Kinn Guesthouse Bay View
Reception
Hotel Metro, Autograph Collection

Hotel Metro, Autograph Collection

4.0 star property
Downtown Milwaukee
8.2 out of 10, Very Good, (1000)
"Location was ideal. Valet service and front desk did a really nice job. "
United States
Bran
The price is NT$4,842
NT$5,709 total
includes taxes & fees
Jan 4 - 2026/1/5
Hotel Metro, Autograph Collection
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.
View all properties

Top Waukesha Hotel Reviews

The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Brian got us to our room and set the tone for this fabulous, gorgeous hotel stay. Everyone was very helpful and made our stay special. "
Brenda 1-night trip
Posted 3 days ago
The Pfister Hotel

Explore a world of travel with Expedia

Frequently asked questions

What's there to see and do in Waukesha?
The shopping, live music, and sporting events are just some of the things to enjoy while you're in the area. Experience the cultural highlights around Waukesha with a visit to Waukesha County Museum, The Rave-Eagles Club, and Sharon Lynne Wilson Center for the Arts. Some other things you might want to enjoy include Hawks Inn, Oconomowoc Arts Center, and Rave Ballroom.
What kind of weather should I plan for when I travel to Waukesha?
Understanding the weather in Waukesha will help you enjoy your stay to the fullest. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Waukesha are January, March, November, and February, with each month seeing an average of 8 inches of snowfall.
What's the best way to get to my boutique hotel in Waukesha?
You have a few options for getting to Waukesha. The nearest major airport is Waukesha, WI (UES-Waukesha County), which is located 1.8 mi (3 km) from the heart of the city, but General Mitchell Intl. Airport (MKE) may also be an option. If you'd like to explore around the area, you may want to rent a car for your trip.