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Aug 21 - Aug 23
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Top hotels in Hillside

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
$167 nightly
The price is $197 total per night from Aug 30 to Aug 31
$197 total
Aug 30 - Aug 31
Total with taxes and fees
This boutique hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Families will appreciate the arcade/game room and onsite laundry facilities. WiFi ...
"Staff was super helpful"

Reviewed on Aug 18, 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
$83 nightly
The price is $98 total per night from Sep 2 to Sep 3
$98 total
Sep 2 - Sep 3
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 shuttle driver we delt with was not very helpful nor friendly."

Reviewed on Aug 18, 2026

Opens in a new windowAmbassador Hotel Milwaukee, Trademark Collection by Wyndham
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
$83 nightly
The price is $96 total per night from Aug 23 to Aug 24
$96 total
Aug 23 - Aug 24
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 comfortable, the bathroom was clean."

Reviewed on Aug 18, 2026

Opens in a new windowSheraton Milwaukee Brookfield Hotel
Days Inn & Suites by Wyndham Milwaukee

Days Inn & Suites by Wyndham Milwaukee

3 out of 5
1840 N 6th St Milwaukee WI
Fully refundableReserve now, pay when you stay
$56 nightly
The price is $66 total per night from Sep 16 to Sep 17
$66 total
Sep 16 - Sep 17
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free self parking, and a free area shuttle. Business travelers can take advantage ...
"The front desk employee was kind and the breakfast was better than we expected but the room was very dated with needs of maintenance and wall touch ups for sure. The beds were comfortable and once we adjusted the room temp it wasn't humid"

Reviewed on Aug 18, 2026

Opens in a new windowDays Inn & Suites by Wyndham Milwaukee
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

3 out of 5
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $93 total per night from Aug 20 to Aug 21
$93 total
Aug 20 - Aug 21
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
Opens in a new windowAmericInn by Wyndham Brookfield
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $194 total per night from Sep 2 to Sep 3
$194 total
Sep 2 - Sep 3
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, ...
Opens in a new windowThe Pfister Hotel
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
$175 nightly
The price is $206 total per night from Aug 24 to Aug 25
$206 total
Aug 24 - Aug 25
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 ...
Opens in a new windowPotawatomi Hotel & Casino
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave Milwaukee WI
$93 nightly
The price is $110 total per night from Sep 1 to Sep 2
$110 total
Sep 1 - Sep 2
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 ...
Opens in a new windowHyatt Regency Milwaukee
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

4 out of 5
700 N. Water Street Milwaukee WI
$128 nightly
The price is $151 total per night from Sep 2 to Sep 3
$151 total
Sep 2 - Sep 3
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 ...
Opens in a new windowDrury Plaza Hotel Milwaukee Downtown
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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

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Room was clean and comfortable, the bathroom was clean."
A verified traveler stayed at Sheraton Milwaukee Brookfield Hotel
Sheraton Milwaukee Brookfield Hotel