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Top hotels in Hillside
Saint Kate - The Arts Hotel
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $206 total per night from May 26 to May 27
$206 total
May 26 - May 27
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 ...
Great, comfortable room. Great Lobby Bar and convenient location.
Reviewed on May 6, 2026
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
$111 nightly
The price is $131 total per night from May 25 to May 26
$131 total
May 25 - May 26
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 ...
The most important factor for me is a clean room. It was spotless as was the entire hotel. It was in the best location for a concert and we were even able to get a snack after the concert in the restaurant. We will be back!
Reviewed on May 5, 2026
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $223 total per night from May 31 to Jun 1
$223 total
May 31 - Jun 1
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, ...
The Pfister is an incredible place to stay! However, given it was Kentucky Derby night, I could not get in house dining to pick up the phone for over 45 minutes. The front desk and the concierge were very helpful!
Reviewed on May 4, 2026
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $195 total per night from May 11 to May 12
$195 total
May 11 - May 12
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 ...
Nice room, gym was very nice, food options in the various restaurants were wonderful. The hotel was clean and the room was comfortable. Self parking was easy and convenient. We will stay there again.
Reviewed on May 6, 2026
The Iron Horse Hotel
500 W Florida Street Milwaukee WI
$159 nightly
The price is $187 total per night from May 31 to Jun 1
$187 total
May 31 - Jun 1
Total with taxes and fees
This boutique hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Families will appreciate the arcade/game room and onsite laundry facilities. WiFi ...
As we pulled up it was confusing as to where to go or park or stop for valet. Once we figured it out I will say our valet nick was fantastic. Unfortunately that was the only thing fantastic. The place was absolutely packed for a derby event. Our fault for not checking that before. Not the hotels ...
Reviewed on May 3, 2026
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
2308 W Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $106 total per night from May 24 to May 25
$106 total
May 24 - May 25
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 bar was great! Reasonable drink prices and 1/2 price apps. The bartender was very friendly. We used the shuttle to go to the Brewers game and that was great! I also felt safe at this property. I liked the gated parking and it was easily accessible. We will stay here again.
Reviewed on May 4, 2026
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $116 total per night from May 10 to May 11
$116 total
May 10 - May 11
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 ...
Wish breakfast was included,not an add-on expence.
Reviewed on May 5, 2026
Sheraton Milwaukee Brookfield Hotel
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 ...
The hotel is clean and the staff are attentive. The TV’s were out and my door had an issue with the locking mechanism. When I tried to open the door it stuck. Bought it to management attention they said it would be fixed. It wasn’t. 4 days no tv in the room and at one point it took me 10 minutes ...
Reviewed on May 6, 2026
Crowne Plaza Milwaukee Airport by IHG
6401 S 13th Street Milwaukee WI
Fully refundable
$93 nightly
The price is $110 total per night from May 10 to May 11
$110 total
May 10 - May 11
Total with taxes and fees
This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and ...
The room was clean, the staff was really nice and friendly!! Our TV would not work and called the front desk and she was able to send maintenance out to fix it right away!
Reviewed on May 1, 2026
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
Sheraton Milwaukee Brookfield Hotel
2 out of 5
Posted 2 hours ago
Travelocity Verified Review
"The hotel is clean and the staff are attentive. The TV’s were out and my door had an issue with the locking mechanism. When I tried to open the door it stuck. Bought it to management attention they said it would be fixed. It wasn’t. 4 days no tv in the room and at one point it took me 10 minutes to get the door open. I will NOT be staying there in the future.
If an issue is bought to the attention of management twice and it’s not taken care of then, it seems to be an inconvenience for them and they not concerned about me. "
A verified traveler stayed at Sheraton Milwaukee Brookfield Hotel
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