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Top hotels in Hillside

Saint Kate - The Arts Hotel
Gorgeous hotel and room with lovely entertainment and food options onsite. We’ll be back!
Reviewed on Mar 1, 2026

The Pfister Hotel
Check in was great. Very friendly. Clean room. Good location.
Reviewed on Mar 1, 2026

Drury Plaza Hotel Milwaukee Downtown
Great location, absolutely beyond professional and courteous staff, very comfortable and clean everything and everywhere, wonderful perks like multiple free drinks upon check in and a lovely hot included breakfast in the morning in addition to downtown parking for $30 makes this place ...
Reviewed on Mar 1, 2026

The Iron Horse Hotel
We love staying at the Iron Horse. The location is convenient, rooms are cool, and they have onsite food and drink options. Trendy atmosphere.
Reviewed on Mar 1, 2026

Potawatomi Hotel & Casino
The room was nice and I ask for a little more space . The space and view was excellent, guest said they'll have to book a room. Thanks again poto staff
Reviewed on Feb 28, 2026

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Room could be cleaner, stains all over the couch floor wasn’t too clean
Reviewed on Mar 1, 2026

The Knickerbocker on the Lake
Great stay, definitely going to be booking here for future visits to Milwaukee
Reviewed on Feb 26, 2026

Sheraton Milwaukee Brookfield Hotel
Clean room and amenities
Reviewed on Feb 28, 2026

Sonesta Select Milwaukee Brookfield
The room was good, bed was good, staff was good. The TV channels didn't match the TV guide, and they weren't labeled in the system, so figuring out what channel was very difficult. I wouldn't think it hard or costly to fix that. Biggest issue was that the hotel was almost empty - no more than 10% ...
Reviewed on Feb 26, 2026
Hillside Hotel Guide
Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.
Nowhere else can you find better deals on Hillside area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Hillside to find the perfect one to will fit your budget.
Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Hillside are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.
Recent Hillside hotel reviews by fellow wanderers

The Pfister Hotel
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