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Top hotels in Hillside
Saint Kate - The Arts Hotel
139 E Kilbourn Ave Milwaukee WI
$181 nightly
The price is $213 total per night from Apr 19 to Apr 20
$213 total
Apr 19 - Apr 20
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 ...
Very clean, quiet room. Staff was very responsive to setting up the sofa bed for us. Parking was easy, and the discount was appreciated. The arts decorations were beautiful..we will stay again..
Reviewed on Apr 12, 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 3 to May 4
$223 total
May 3 - May 4
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, ...
Excellent hotel in every aspect.
Reviewed on Apr 11, 2026
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $131 total per night from Apr 29 to Apr 30
$131 total
Apr 29 - Apr 30
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 hotel is beautiful!! The front desk staff INCREDIBLE!!! Kenneth I believe was the gentleman's name. He was very polite and friendly. He allowed my son to go into the little store they have and grab a couple snacks. Breakfast was hot, fresh and quite a few options. Hot tub was heavenly. We LOVED ...
Reviewed on Apr 11, 2026
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $183 total per night from Apr 13 to Apr 14
$183 total
Apr 13 - Apr 14
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 ...
Worth it!!!
Reviewed on Apr 10, 2026
The Iron Horse Hotel
500 W Florida Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $151 total per night from Apr 23 to Apr 24
$151 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 ...
One of those rare hotels where the place you stay is actually one of the highlights of your trip, instead of just a way to get to other highlights. The design is cool - you're surrounded by exposed brick and reclaimed wood. On our stay, the people were super friendly and authentic, and there were ...
Reviewed on Apr 12, 2026
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
2308 W Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $90 total per night from Apr 26 to Apr 27
$90 total
Apr 26 - Apr 27
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 ...
Expensive for what you get. Only thing has going for it is location. Walls and doors pretty thin, definitely not sound proof.
Reviewed on Apr 12, 2026
The Knickerbocker on the Lake
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 ...
Easy parking
Reviewed on Apr 9, 2026
Hilton Milwaukee
509 W Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $125 total per night from Apr 30 to May 1
$125 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 ...
Excellent accommodations and very friendly staff. Would definitely go back especially because of the ornate building.
Reviewed on Apr 12, 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 bathroom could only be described as a little gross but the rest of the stay was great. The parking is great, the bed was comfortable and the TV excellent. The breakfast was just ok, but the fruit was fresh and delicious. I would stay here again the next time I'm in town, but I would bring some ...
Reviewed on Apr 12, 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
The Iron Horse Hotel
5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"One of those rare hotels where the place you stay is actually one of the highlights of your trip, instead of just a way to get to other highlights. The design is cool - you're surrounded by exposed brick and reclaimed wood. On our stay, the people were super friendly and authentic, and there were spaces in the room and common areas where we wanted to linger just for fun. "
A verified traveler stayed at The Iron Horse Hotel
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