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Top hotels in Hillside

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $205 total per night from Apr 30 to May 1
$205 total
Apr 30 - May 1
Total with taxes and fees
This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee ...
Clean room very nice staff everything was amazing

Reviewed on Apr 14, 2026

Opens in a new windowSaint Kate - The Arts Hotel
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $223 total per night from May 14 to May 15
$223 total
May 14 - May 15
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...
Hotel was lovely. Blu has such amazing view.

Reviewed on Apr 15, 2026

Opens in a new windowThe Pfister Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street Milwaukee WI
$111 nightly
The price is $131 total per night from Apr 26 to Apr 27
$131 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Staff was extremely friendly and helpful. Probably the best of any hotel we've stayed at. Location was pretty good for activities in downtown area. Room was very nice: good size, nice shower. Were surprised when we found out that we got tickets for three free drinks at the bar. Only had two types ...

Reviewed on Apr 15, 2026

Opens in a new windowDrury Plaza Hotel Milwaukee Downtown
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $183 total per night from Apr 20 to Apr 21
$183 total
Apr 20 - Apr 21
Total with taxes and fees
A casino, 7 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free ...
We visited the Harley Davidson Museum. The stay was wonderful. Food was great!

Reviewed on Apr 15, 2026

Opens in a new windowPotawatomi Hotel & Casino
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
500 W Florida Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $164 total per night from Apr 23 to Apr 24
$164 total
Apr 23 - Apr 24
Total with taxes and fees
This smoke-free hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi ...
Older bartender unfriendly and stale. The whole hotel has lost its vibe from a few years back. Half the staff friendly and attentive, the other have doesn't want to be there. Rooms are starting to show that the Hotel probably will fail sooner than later. We have stayed at least a dozen times, sad ...

Reviewed on Apr 15, 2026

Opens in a new windowThe Iron Horse Hotel
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
2308 W Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $90 total per night from Apr 28 to Apr 29
$90 total
Apr 28 - Apr 29
Total with taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Guests will appreciate perks like free WiFi and a free area shuttle. Self parking, a 24-hour ...
The inside of this hotel is just breathtaking, it's like going back in time to the 1920s. Loved all the subtle restored elements and consistency to tie in the restoration, even in the room itself.

Reviewed on Apr 14, 2026

Opens in a new windowAmbassador Hotel Milwaukee, Trademark Collection by Wyndham
The Knickerbocker on the Lake

The Knickerbocker on the Lake

3 out of 5
1028 East Juneau Avenue Milwaukee WI
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and ...
Clean, quite, convenient

Reviewed on Apr 15, 2026

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Opens in a new windowThe Knickerbocker on the Lake
Hilton Milwaukee

Hilton Milwaukee

4 out of 5
509 W Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $130 total per night from Apr 30 to May 1
$130 total
Apr 30 - May 1
Total with taxes and fees
This luxury hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business ...
Beautiful architecture and well done rooms.

Reviewed on Apr 15, 2026

Opens in a new windowHilton Milwaukee
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $119 total per night from May 10 to May 11
$119 total
May 10 - May 11
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
Room was updated and clean. Quick and easy check-in.

Reviewed on Apr 15, 2026

Opens in a new windowSheraton Milwaukee Brookfield Hotel
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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

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Room was updated and clean. Quick and easy check-in. "
A verified traveler stayed at Sheraton Milwaukee Brookfield Hotel
Sheraton Milwaukee Brookfield Hotel