Hillside

Milwaukee


Popular places to visit

Things to do


Hillside Hotel Deals

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
The price is CA $202 per night from May 11 to May 12
CA $202
CA $239 total
May 11 - May 12
includes taxes & fees
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and 7 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
9.2/10 Wonderful! (1,456 reviews)
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

Potawatomi Hotel & Casino
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
500 W Florida Street Milwaukee WI
The price is CA $217 per night from May 31 to Jun 1
CA $217
CA $256 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,101 reviews)
Nicely located and easy to get to

Reviewed on May 6, 2026

The Iron Horse 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
The price is CA $177 per night from May 25 to May 26
CA $177
CA $209 total
May 25 - May 26
includes taxes & fees
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
9.6/10 Exceptional! (2,197 reviews)
Great stay! I knew we were getting a complimentary breakfast but I did not know we also got a complimentary dinner! Nice perks.

Reviewed on May 7, 2026

Drury Plaza Hotel Milwaukee Downtown
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
The price is CA $144 per night from May 10 to May 11
CA $144
CA $167 total
May 10 - May 11
includes taxes & fees
Book a stay at this golf hotel in Brookfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
8.4/10 Very Good! (781 reviews)
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

Sheraton Milwaukee Brookfield 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
The price is CA $156 per night from May 24 to May 25
CA $156
CA $184 total
May 24 - May 25
includes taxes & fees
Stay at this hotel in Milwaukee. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the bar and the helpful staff in our ...
9/10 Wonderful! (1,322 reviews)
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

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
The price is CA $232 per night from May 31 to Jun 1
CA $232
CA $274 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (2,096 reviews)
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

The Pfister Hotel
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.

Other neighbourhoods around Hillside

Westown

Westown

4/5(9 area reviews)

While visiting Westown, you might make a stop by sights like Miller High Life Theatre and UW–Milwaukee Panther Arena.

Westown
Default Image

Avenues West

While visiting Avenues West, you might make a stop by sights like The Rave-Eagles Club and Pabst Mansion.

Avenues West
Yankee Hill

Yankee Hill

When in Yankee Hill, you can plan a visit to Veteran's Park and Milwaukee Art Museum, some noteworthy sights in the nearby area.

Yankee Hill
Downtown skyline with Buildings along the Milwaukee River, in Milwaukee, Wisconsin.; Shutterstock ID 523595590

Downtown Milwaukee

Central business district with cultural, financial, and historical landmarks, Downtown Milwaukee offers shopping at The Shops of Grand Avenue, art galleries in the Historic Third Ward, high-end dining, and vibrant nightlife. Explore the Milwaukee Public Market and Riverwalk, or hop on the free streetcar system.

Downtown Milwaukee
East Town

East Town

4.5/5(18 area reviews)

East Town is highly notable for its fantastic nightlife, and you might want to visit top sights like Lake Michigan and Veteran's Park. See more of Milwaukee by jumping on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop.

East Town
Lower East Side

Lower East Side

If you're spending some time in Lower East Side, Charles Allis Art Museum and Oriental Theatre are top sights worth seeing.

Lower East Side


Hillside

Choose two or more items and save on your trip:

Explore a world of travel with Expedia