Hillside Hotels near Milwaukee

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Dec 21 - Dec 22
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Dec 22 - Dec 23
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Dec 26 - Dec 28
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Jan 2 - Jan 4

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Our top choices for Hillside hotels

Front of property - evening/night
The Knickerbocker on the Lake

The Knickerbocker on the Lake

The Knickerbocker on the Lake
3.0 star property
Yankee Hill, 2 km from Hillside
8.6 out of 10, Excellent, (1000)
"Loved this room and the very friendly staff we will be back"
United States
Brittanie
The price is P7,046
P8,307 total
includes taxes & fees
Dec 23 - Dec 24
The Knickerbocker on the Lake
Fridge, microwave, oven, dishwasher
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View
4.5 star property
Bay View, 6.3 km from Hillside
9.6 out of 10, Exceptional, (437)
"Great location. Easy check in and clean room."
United States
Mark
The price is P8,667
P10,219 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Kinn Guesthouse Bay View
Irish cuisine
County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub
2.5 star property
Yankee Hill, 1.9 km from Hillside
9.6 out of 10, Exceptional, (1002)
"Great place to stay."
United States
William
The price is P8,984
P10,593 total
includes taxes & fees
Dec 23 - Dec 24
County Clare Irish Hotel & Pub
Exterior
The Westin Milwaukee

The Westin Milwaukee

The Westin Milwaukee
4.0 star property
Downtown Milwaukee, 2.4 km from Hillside
9.0 out of 10, Wonderful, (851)
"Clean room, great staff"
United States
Steven
The price is P7,267
P8,568 total
includes taxes & fees
Jan 9 - Jan 10, 2026
The Westin Milwaukee
Exterior
Hilton Garden Inn Milwaukee Airport

Hilton Garden Inn Milwaukee Airport

Hilton Garden Inn Milwaukee Airport
3.0 star property
12.9 km from Hillside
9.2 out of 10, Wonderful, (1002)
"Nice place"
United States
Todd
The price is P5,381
P6,344 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Hilton Garden Inn Milwaukee Airport
Terrace/patio
Home2 Suites by Hilton Milwaukee Airport

Home2 Suites by Hilton Milwaukee Airport

Home2 Suites by Hilton Milwaukee Airport
3.0 star property
12.9 km from Hillside
9.6 out of 10, Exceptional, (1002)
"I’ve stayed here before, will stay again!! "
United States
Sabrina
The price is P5,249
P6,188 total
includes taxes & fees
Dec 28 - Dec 29
Home2 Suites by Hilton Milwaukee Airport
Free daily continental breakfast
Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG
2.5 star property
Downtown Milwaukee, 2.2 km from Hillside
9.0 out of 10, Wonderful, (1004)
"Excellent stay and service "
United States
Shawn
The price is P6,166
P7,269 total
includes taxes & fees
Dec 25 - Dec 26
Holiday Inn Express Milwaukee Downtown by IHG
Exterior
Tru By Hilton Milwaukee Downtown, WI

Tru By Hilton Milwaukee Downtown, WI

Tru By Hilton Milwaukee Downtown, WI
2.5 star property
Downtown Milwaukee, 2.2 km from Hillside
8.2 out of 10, Very Good, (1002)
"Only place we stay in Milwaukee."
United States
Kerstin M
The price is P4,478
P5,280 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Tru By Hilton Milwaukee Downtown, WI
Lobby
The Pfister Hotel

The Pfister Hotel

The Pfister Hotel
4.5 star property
Downtown Milwaukee, 2 km from Hillside
9.6 out of 10, Exceptional, (1830)
"Great hotel and staff!"
United States
Keith
The price is P8,940
P10,540 total
includes taxes & fees
Jan 14 - Jan 15, 2026
The Pfister Hotel
Lobby
Super 8 by Wyndham Milwaukee Airport

Super 8 by Wyndham Milwaukee Airport

Super 8 by Wyndham Milwaukee Airport
2.0 star property
11.5 km from Hillside
7.6 out of 10, Good, (1454)
"For what we paid, this place was honestly great! Clean enough to feel comfortable. Only complaint was the walls felt thin so we could hear alot of outside noise and other room noise."
Canada
Gabriel
The price is P3,145
P3,707 total
includes taxes & fees
Dec 28 - Dec 29
Super 8 by Wyndham Milwaukee Airport
Exterior
Marriott Milwaukee Downtown

Marriott Milwaukee Downtown

Marriott Milwaukee Downtown
4.0 star property
Downtown Milwaukee, 2 km from Hillside
9.0 out of 10, Wonderful, (711)
"Excellent location "
United States
Thomas
The price is P7,443
P8,775 total
includes taxes & fees
Dec 26 - Dec 27
Marriott Milwaukee Downtown
Premium bedding, down comforters, pillowtop beds, laptop workspace
Clarion Pointe Milwaukee Airport

Clarion Pointe Milwaukee Airport

Clarion Pointe Milwaukee Airport
2.5 star property
11.2 km from Hillside
8.8 out of 10, Excellent, (290)
"Staff friendly and helpful "
United States
Julia
The price is P4,125
P4,864 total
includes taxes & fees
Dec 28 - Dec 29
Clarion Pointe Milwaukee Airport
Lobby
Homewood Suites By Hilton Milwaukee Downtown

Homewood Suites By Hilton Milwaukee Downtown

Homewood Suites By Hilton Milwaukee Downtown
3.0 star property
Downtown Milwaukee, 2.1 km from Hillside
9.2 out of 10, Wonderful, (852)
"very nice staff at check in, breakfast okay, even with fresh fruit."
Germany
Lars
The price is P5,489
P6,472 total
includes taxes & fees
Dec 25 - Dec 26
Homewood Suites By Hilton Milwaukee Downtown
Indoor pool
Best Western Plus Milwaukee Airport Hotel & Conference Ctr

Best Western Plus Milwaukee Airport Hotel & Conference Ctr

Best Western Plus Milwaukee Airport Hotel & Conference Ctr
3.0 star property
11.3 km from Hillside
7.6 out of 10, Good, (1161)
"The staff and overall hotel experience is always great, they never disappoint! "
United States
Angelica
The price is P5,391
P6,356 total
includes taxes & fees
Dec 25 - Dec 26
Best Western Plus Milwaukee Airport Hotel & Conference Ctr
Front of property - evening/night
Hilton Garden Inn Milwaukee Downtown

Hilton Garden Inn Milwaukee Downtown

Hilton Garden Inn Milwaukee Downtown
3.5 star property
Downtown Milwaukee, 2 km from Hillside
9.2 out of 10, Wonderful, (1000)
"Staff is friendly and helpful. Hotel is near the Riverside Theater in a historic area."
United States
Kay
The price is P5,249
P6,188 total
includes taxes & fees
Dec 24 - Dec 25
Hilton Garden Inn Milwaukee Downtown
Terrace/patio
Home2 Suites by Hilton Milwaukee Downtown

Home2 Suites by Hilton Milwaukee Downtown

Home2 Suites by Hilton Milwaukee Downtown
3.0 star property
Downtown Milwaukee, 2.2 km from Hillside
8.6 out of 10, Excellent, (932)
"Great location and helpful staff "
United States
Susan
The price is P5,249
P6,188 total
includes taxes & fees
Dec 28 - Dec 29
Home2 Suites by Hilton Milwaukee Downtown
Exterior
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown
3.0 star property
Downtown Milwaukee, 1.9 km from Hillside
9.6 out of 10, Exceptional, (2001)
"Clean hotel and nice staff, would stay again "
Canada
Colin
The price is P5,872
P6,923 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Drury Plaza Hotel Milwaukee Downtown
Premium bedding, down comforters, in-room safe, blackout drapes
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel
4.0 star property
Downtown Milwaukee, 1.5 km from Hillside
9.8 out of 10, Exceptional, (2495)
"All around excellent. Even has an excellent art gallery in the hotel."
United States
David
The price is P7,519
P8,864 total
includes taxes & fees
Dec 28 - Dec 29
Saint Kate - The Arts Hotel
View from property
Residence Inn Milwaukee Downtown by Marriott

Residence Inn Milwaukee Downtown by Marriott

Residence Inn Milwaukee Downtown by Marriott
3.0 star property
Westown, 1.9 km from Hillside
9.0 out of 10, Wonderful, (1000)
"Check in was simple and the front desk lady is amazing!! The room was nice and clean! I will stay here again soon"
United States
Joel
The price is P6,189
P7,297 total
includes taxes & fees
Dec 28 - Dec 29
Residence Inn Milwaukee Downtown by Marriott
Lobby
Cambria Hotel Milwaukee Downtown

Cambria Hotel Milwaukee Downtown

Cambria Hotel Milwaukee Downtown
3.0 star property
Westown, 2 km from Hillside
8.2 out of 10, Very Good, (1002)
"Quiet, freshly appointed room. Polite staff. Easy parking."
United States
Stephen Ellis
The price is P5,740
P6,768 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cambria Hotel Milwaukee Downtown
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.
View all properties

Top Hillside Hotel Reviews

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

10/10 Excellent
"Sandy Hook as an absolute sweetheart. "
Casey 1-night trip
Posted 1 day ago
Hyatt Regency Milwaukee

Frequently asked questions

What is Hillside like?
Travelers will be sure to enjoy their time in Milwaukee's Hillside neighborhood.
If I need to cancel my hotel reservation in Hillside, will I receive a refund?
Yes, most room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within 24 hours of booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to review the best deals in Hillside.
What are the top things to see and do in Hillside?
A few places to visit in the area around Hillside include Milwaukee Youth Arts Center, Best Place at the Historic Pabst Brewery, and Fiserv Forum. While you're out sightseeing, Turner Hall and the Milwaukee Turners and Miller High Life Theatre are a couple of additional sights to visit in Milwaukee.

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