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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
$128 nightly
The price is $151 total per night from Dec 28 to Dec 29
$151 total
Dec 28 - Dec 29
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 ...
Amazing, unique hotel. 10/10

Reviewed on Dec 4, 2025

Opens in a new windowSaint Kate - The Arts Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $118 total per night from Jan 1 to Jan 2
$118 total
Jan 1 - Jan 2, 2026
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 ...
Room was clean and staff was very friendly.

Reviewed on Dec 7, 2025

Opens in a new windowDrury Plaza Hotel Milwaukee Downtown
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $199 total per night from Jan 1 to Jan 2
$199 total
Jan 1 - Jan 2, 2026
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, ...
Clean & Courteous.

Reviewed on Dec 5, 2025

Opens in a new windowThe Pfister Hotel
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
1215 N 10th Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $149 total per night from Dec 14 to Dec 15
$149 total
Dec 14 - Dec 15
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet ...
Friendly staff, nice bar/restaurant next door, up and coming clean neighborhood, close to Basketball arena. Room was clean an comfortable with plenty of space. Building in beautiful. Safe parking accross the street (or valet parking for a fee)

Reviewed on Dec 4, 2025

Opens in a new windowThe Brewhouse Inn & Suites
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
$134 nightly
The price is $158 total per night from Dec 28 to Dec 29
$158 total
Dec 28 - Dec 29
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 ...
Everything was perfect!

Reviewed on Dec 6, 2025

Opens in a new windowThe Iron Horse Hotel
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 Dec 14 to Dec 15
$183 total
Dec 14 - Dec 15
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 ...
Did not have breakfast

Reviewed on Dec 8, 2025

Opens in a new windowPotawatomi Hotel & Casino
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
$74 nightly
The price is $87 total per night from Dec 28 to Dec 29
$87 total
Dec 28 - Dec 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 ...
Room was clean and spacious. However the toilets are very small and very low to ground. I felt like I was in an elementary school bathroom. It is good thing we have good knees. The only other thing was the water was not what I would consider hot in the shower, although warm enough just not a hot ...

Reviewed on Dec 8, 2025

Opens in a new windowAmbassador Hotel Milwaukee, Trademark Collection by Wyndham
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $109 total per night from Dec 14 to Dec 15
$109 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet ...
Clean room, kind attentive staff, the sunday night bartender was so attentive and kind.

Reviewed on Dec 9, 2025

Opens in a new windowHyatt Regency Milwaukee
Hilton Milwaukee

Hilton Milwaukee

4 out of 5
509 W Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $105 total per night from Dec 21 to Dec 22
$105 total
Dec 21 - Dec 22
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 ...
I really liked how nice the hotel looked. And the staff were very helpful. And I did enjoy playing with the doggies when they were around:)

Reviewed on Dec 7, 2025

Opens in a new windowHilton Milwaukee
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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.

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

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Clean room, kind attentive staff, the sunday night bartender was so attentive and kind. "
A verified traveler stayed at Hyatt Regency Milwaukee
Hyatt Regency Milwaukee