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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
$186 nightly
The price is $219 total per night from Sep 20 to Sep 21
$219 total
Sep 20 - Sep 21
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 ...
"Was wonderful time nothing really needs said"

Reviewed on Sep 17, 2026

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

Drury Plaza Hotel Milwaukee Downtown

4 out of 5
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $151 total per night from Sep 27 to Sep 28
$151 total
Sep 27 - Sep 28
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 ...
"Amazing staff"

Reviewed on Sep 17, 2026

Opens in a new windowDrury Plaza Hotel Milwaukee Downtown
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 $110 total per night from Sep 29 to Sep 30
$110 total
Sep 29 - Sep 30
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, great breakfast!"

Reviewed on Sep 18, 2026

Opens in a new windowHyatt Regency 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
$87 nightly
The price is $100 total per night from Sep 20 to Sep 21
$100 total
Sep 20 - Sep 21
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 ...
"Property was dirty and didn’t feel very safe. The back door had tape so it wouldn’t lock. The shower filled the bathtub and it didn’t drain well."

Reviewed on Sep 16, 2026

Opens in a new windowSheraton Milwaukee Brookfield Hotel
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
$74 nightly
The price is $85 total per night from Oct 6 to Oct 7
$85 total
Oct 6 - Oct 7
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 ...
"I stay at this hotel a couple of times a month and the rooms need an upgrade - - mainly the bathroom. There have been a few hairs on the walls of the tub/shower."

Reviewed on Sep 16, 2026

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
$216 nightly
The price is $255 total per night from Oct 4 to Oct 5
$255 total
Oct 4 - Oct 5
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
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
$183 nightly
The price is $216 total per night from Sep 27 to Sep 28
$216 total
Sep 27 - Sep 28
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 ...
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 Oct 19 to Oct 20
$98 total
Oct 19 - Oct 20
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 ...
Opens in a new windowAmbassador Hotel Milwaukee, Trademark Collection by Wyndham
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
$126 nightly
The price is $148 total per night from Oct 19 to Oct 20
$148 total
Oct 19 - Oct 20
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 ...
Opens in a new windowThe Brewhouse Inn & Suites
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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 1 hour ago
Travelocity Verified Review
"Clean room, great breakfast!"
A verified traveler stayed at Hyatt Regency Milwaukee
Hyatt Regency Milwaukee