Title: 10 Best Hotels in Hillside, Milwaukee for 2026 | Expedia.ca [Hillside Travel Guide](https://expedia.ca/Milwaukee-Hillside.dx870620351623675904)[Vacation Rentals in Milwaukee](https://expedia.ca/Milwaukee-Vacation-Rentals.d602647.Travel-Guide-VacationRentals)[Flights to Milwaukee](https://expedia.ca/Cheap-Flights-To-Milwaukee.d602647.Travel-Guide-Flights)[Things to do in Milwaukee](https://expedia.ca/Things-To-Do-In-Milwaukee.d602647.Travel-Guide-Activities)[Hillside Car Rentals](https://expedia.ca/Car-Rentals-In-Hillside.d870620351623675904.Car-Rental-Guide)[Hillside Vacations](https://expedia.ca/Hillside.d870620351623675904.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Hotels in Hillside, Milwaukee - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=870620351623675904&startDate=2025-12-22&endDate=2025-12-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 23 - Dec 24](https://www.expedia.ca/Hotel-Search?regionId=870620351623675904&startDate=2025-12-23&endDate=2025-12-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=870620351623675904&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=870620351623675904&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Our top choices for Hillside hotels ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/890000/889400/889344/6e38acce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Suite, 1 Bedroom, Jetted Tub, City View](https://images.trvl-media.com/lodging/1000000/890000/889400/889344/018f35be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 Bedroom, City View | Private kitchen](https://images.trvl-media.com/lodging/1000000/890000/889400/889344/cd747fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite, 2 Bedrooms, City View | In-room dining](https://images.trvl-media.com/lodging/1000000/890000/889400/889344/f137b9de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Knickerbocker on the Lake [](https://www.expedia.ca/Milwaukee-Hotels-The-Knickerbocker-On-The-Lake.h889344.Hotel-Information) Yankee Hill, 2 km from Hillside 8.6/10 Excellent (1000) "Loved this room and the very friendly staff we will be back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittanie CA $166 CA $195 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Milwaukee-Hotels-The-Knickerbocker-On-The-Lake.h889344.Hotel-Information) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/21000000/20240000/20233300/20233264/4e3a3faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Master Suite 8 (Pet Friendly)](https://images.trvl-media.com/lodging/21000000/20240000/20233300/20233264/ea153f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Italian cuisine, alfresco dining ](https://images.trvl-media.com/lodging/21000000/20240000/20233300/20233264/98fdcbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite 2 - 1 King Bed](https://images.trvl-media.com/lodging/21000000/20240000/20233300/20233264/67c46e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kinn Guesthouse Bay View [](https://www.expedia.ca/Milwaukee-Hotels-Kinn-Guesthouse-MKE.h20233264.Hotel-Information) Bay View, 6.3 km from Hillside 9.6/10 Exceptional (437) "Great location. Easy check in and clean room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $204 CA $240 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Milwaukee-Hotels-Kinn-Guesthouse-MKE.h20233264.Hotel-Information) ![Irish cuisine](https://images.trvl-media.com/lodging/2000000/1570000/1561000/1560944/bcfab666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Irish cuisine](https://images.trvl-media.com/lodging/2000000/1570000/1561000/1560944/2365da9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Irish cuisine](https://images.trvl-media.com/lodging/2000000/1570000/1561000/1560944/61a67736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1570000/1561000/1560944/1795f7bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### County Clare Irish Hotel & Pub [](https://www.expedia.ca/Milwaukee-Hotels-County-Clare-Irish-Hotel-Pub.h1560944.Hotel-Information) Yankee Hill, 1.9 km from Hillside 9.6/10 Exceptional (1002) "Great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $211 CA $249 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Milwaukee-Hotels-County-Clare-Irish-Hotel-Pub.h1560944.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/18000000/17400000/17398600/17398516/f8b2537e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/18000000/17400000/17398600/17398516/67bd703b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/18000000/17400000/17398600/17398516/1befed26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/18000000/17400000/17398600/17398516/38cfda27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Milwaukee [](https://www.expedia.ca/Milwaukee-Hotels-The-Westin-Milwaukee.h17398516.Hotel-Information) Downtown Milwaukee, 2.4 km from Hillside 9.0/10 Wonderful (851) "Clean room, great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $171 CA $201 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-The-Westin-Milwaukee.h17398516.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3650000/3640700/3640630/4b428cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3650000/3640700/3640630/45f51048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/4000000/3650000/3640700/3640630/e0ede44b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/4000000/3650000/3640700/3640630/9be9f0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Milwaukee Airport [](https://www.expedia.ca/Milwaukee-Hotels-Hilton-Garden-Inn-Milwaukee-Airport.h3640630.Hotel-Information) 12.9 km from Hillside 9.2/10 Wonderful (1002) "Nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd CA $126 CA $149 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-Hilton-Garden-Inn-Milwaukee-Airport.h3640630.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/15000000/14640000/14632400/14632397/bfcda574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/15000000/14640000/14632400/14632397/8b279694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/15000000/14640000/14632400/14632397/4364a19c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/15000000/14640000/14632400/14632397/cc91915b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Milwaukee Airport [](https://www.expedia.ca/Milwaukee-Hotels-Home2-Suites-By-Hilton-Milwaukee-Airport.h14632397.Hotel-Information) 12.9 km from Hillside 9.6/10 Exceptional (1002) "I’ve stayed here before, will stay again!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sabrina CA $123 CA $145 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Milwaukee-Hotels-Home2-Suites-By-Hilton-Milwaukee-Airport.h14632397.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/58000000/57140000/57132500/57132464/ecb2f8b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57140000/57132500/57132464/f5325e9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Accessible Bathtub (Accessible Tub)](https://images.trvl-media.com/lodging/58000000/57140000/57132500/57132464/88f1d360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57140000/57132500/57132464/29d6f4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Milwaukee Downtown by IHG [](https://www.expedia.ca/Milwaukee-Hotels-Holiday-Inn-Express-Milwaukee-Downtown.h57132464.Hotel-Information) Downtown Milwaukee, 2.2 km from Hillside 9.0/10 Wonderful (1004) "Excellent stay and service " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawn CA $145 CA $171 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Milwaukee-Hotels-Holiday-Inn-Express-Milwaukee-Downtown.h57132464.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/58000000/57460000/57455000/57455000/774b42e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/58000000/57460000/57455000/57455000/d3b011ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/58000000/57460000/57455000/57455000/6a7e4f5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/58000000/57460000/57455000/57455000/985f7f9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru By Hilton Milwaukee Downtown, WI [](https://www.expedia.ca/Milwaukee-Hotels-Tru-By-Hilton-Milwaukee-Downtown.h57455000.Hotel-Information) Downtown Milwaukee, 2.2 km from Hillside 8.2/10 Very good (1002) "Only place we stay in Milwaukee." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerstin M CA $105 CA $124 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-Tru-By-Hilton-Milwaukee-Downtown.h57455000.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 2 Double Beds | View from room](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/a5ff3833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/1d153cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/c055d27d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pfister Hotel [](https://www.expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) Downtown Milwaukee, 2 km from Hillside 9.6/10 Exceptional (1831) "Great hotel and staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith CA $210 CA $248 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459700/459609/50ccfb9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/460000/459700/459609/c0a1e8e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/460000/459700/459609/1e7849cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/460000/459700/459609/2c7d8c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Milwaukee Airport [](https://www.expedia.ca/Milwaukee-Hotels-Super-8-By-Wyndham-Milwaukee-Airport.h459609.Hotel-Information) 11.5 km from Hillside 7.6/10 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](https://a.travel-assets.com/egds/marks/flags/ca.svg) Gabriel CA $74 CA $87 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Milwaukee-Hotels-Super-8-By-Wyndham-Milwaukee-Airport.h459609.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5570000/5560600/5560572/3a407323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/6000000/5570000/5560600/5560572/d653bfa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/6000000/5570000/5560600/5560572/8987a2a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/6000000/5570000/5560600/5560572/f242c78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Marriott-Milwaukee-Downtown.h5560572.Hotel-Information) Downtown Milwaukee, 2 km from Hillside 9.0/10 Wonderful (711) "Excellent location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $175 CA $206 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Milwaukee-Hotels-Marriott-Milwaukee-Downtown.h5560572.Hotel-Information) ![Comfort Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/1000000/1000000/996200/996128/8d2844a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/1000000/996200/996128/dbb40773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/1000000/996200/996128/c6cdd5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/1000000/996200/996128/425db20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Pointe Milwaukee Airport [](https://www.expedia.ca/Milwaukee-Hotels-Motel-6-Milwaukee-South-Airport.h996128.Hotel-Information) 11.2 km from Hillside 8.8/10 Excellent (290) "Staff friendly and helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia CA $97 CA $114 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Milwaukee-Hotels-Motel-6-Milwaukee-South-Airport.h996128.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/19000000/18110000/18109600/18109539/c7d00688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18110000/18109600/18109539/056fce67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/19000000/18110000/18109600/18109539/bc2b6cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view](https://images.trvl-media.com/lodging/19000000/18110000/18109600/18109539/afa2cf13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites By Hilton Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Homewood-Suites-By-Hilton-Milwaukee-Downtown.h18109539.Hotel-Information) Downtown Milwaukee, 2.1 km from Hillside 9.2/10 Wonderful (852) "very nice staff at check in, breakfast okay, even with fresh fruit." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Lars CA $129 CA $152 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Milwaukee-Hotels-Homewood-Suites-By-Hilton-Milwaukee-Downtown.h18109539.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11900/11861/9f1af6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/11900/11861/b840fb04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/20000/11900/11861/e2b850b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free breakfast](https://images.trvl-media.com/lodging/1000000/20000/11900/11861/41625e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Milwaukee Airport Hotel & Conference Ctr [](https://www.expedia.ca/Milwaukee-Hotels-Best-Western-Plus-Milwaukee-Airport-Hotel-Conference-Ctr.h11861.Hotel-Information) 11.3 km from Hillside 7.6/10 Good (1161) "The staff and overall hotel experience is always great, they never disappoint! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angelica CA $127 CA $149 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Milwaukee-Hotels-Best-Western-Plus-Milwaukee-Airport-Hotel-Conference-Ctr.h11861.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/6000000/5260000/5257000/5256901/4dd89346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily continental breakfast for a fee](https://images.trvl-media.com/lodging/6000000/5260000/5257000/5256901/60d3c31b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5260000/5257000/5256901/eacf3867.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/6000000/5260000/5257000/5256901/48372a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Hilton-Garden-Inn-Milwaukee-Downtown.h5256901.Hotel-Information) Downtown Milwaukee, 2 km from Hillside 9.2/10 Wonderful (1000) "Staff is friendly and helpful. Hotel is near the Riverside Theater in a historic area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kay CA $123 CA $145 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Milwaukee-Hotels-Hilton-Garden-Inn-Milwaukee-Downtown.h5256901.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651130/449092f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651130/642a4f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651130/b6f2c5ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651130/42ea4dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Home2-Suites-By-Hilton-Milwaukee-Downtown.h57651130.Hotel-Information) Downtown Milwaukee, 2.2 km from Hillside 8.6/10 Excellent (932) "Great location and helpful staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $123 CA $145 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Milwaukee-Hotels-Home2-Suites-By-Hilton-Milwaukee-Downtown.h57651130.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/ac1d9528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/242e01d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/94387fc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/7db2444a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drury Plaza Hotel Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Drury-Plaza-Hotel-Milwaukee-Downtown.h32501737.Hotel-Information) Downtown Milwaukee, 1.9 km from Hillside 9.6/10 Exceptional (2002) "Clean hotel and nice staff, would stay again " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Colin CA $138 CA $163 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-Drury-Plaza-Hotel-Milwaukee-Downtown.h32501737.Hotel-Information) ![The Parlor](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/23224790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/b6428bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/f7898a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saint Kate - The Arts Hotel [](https://www.expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) Downtown Milwaukee, 1.5 km from Hillside 9.8/10 Exceptional (2496) "All around excellent. Even has an excellent art gallery in the hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $177 CA $208 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/670000/664700/664676/ba2d9439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/664700/664676/8b0934aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/670000/664700/664676/20383f17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch Smart TV with cable channels](https://images.trvl-media.com/lodging/1000000/670000/664700/664676/76084e7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn Milwaukee Downtown by Marriott [](https://www.expedia.ca/Milwaukee-Hotels-Residence-Inn-Milwaukee-Downtown-By-Marriott.h664676.Hotel-Information) Westown, 1.9 km from Hillside 9.0/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Joel CA $145 CA $172 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Milwaukee-Hotels-Residence-Inn-Milwaukee-Downtown-By-Marriott.h664676.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/35000000/34970000/34964000/34963970/7db864bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/35000000/34970000/34964000/34963970/ad22c4f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34970000/34964000/34963970/61d13893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/35000000/34970000/34964000/34963970/0856aa39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cambria Hotel Milwaukee Downtown [](https://www.expedia.ca/Milwaukee-Hotels-Cambria-Hotel-Milwaukee-Downtown.h34963970.Hotel-Information) Westown, 2 km from Hillside 8.2/10 Very good (1002) "Quiet, freshly appointed room. Polite staff. Easy parking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen Ellis CA $135 CA $159 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-Cambria-Hotel-Milwaukee-Downtown.h34963970.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06®ionId=870620351623675904&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Top Hillside Hotel Reviews ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg) ### The Pfister Hotel 10/10 Excellent "Everything was great and outstanding " [](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) ![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/c32357bf_y.jpg) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham 10/10 Excellent "Clean rooms, friendly staff. Shuttle service is a plus " [](https://expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information) ![Holiday Inn Milwaukee Riverfront by IHG](https://images.trvl-media.com/lodging/1000000/10000/3900/3872/5526dd91_y.jpg) ### Holiday Inn Milwaukee Riverfront by IHG 10/10 Excellent "Everything was amazing! Breakfats was sooooo good!" [](https://expedia.ca/Milwaukee-Hotels-Holiday-Inn-Milwaukee-Riverfront.h3872.Hotel-Information) ![Clarion Pointe Milwaukee Airport](https://images.trvl-media.com/lodging/1000000/1000000/996200/996128/8d2844a7_y.jpg) ### Clarion Pointe Milwaukee Airport 10/10 Excellent "." [](https://expedia.ca/Milwaukee-Hotels-Motel-6-Milwaukee-South-Airport.h996128.Hotel-Information) ![The Brewhouse Inn & Suites](https://images.trvl-media.com/lodging/8000000/7090000/7084400/7084340/c5b60965_y.jpg) ### The Brewhouse Inn & Suites 10/10 Excellent "Room was clean and spacious. Staff were wonderful and friendly. I definitely recommend anyone who wants to experience the history of Milwaukee and the brewery to stay here. " [](https://expedia.ca/Milwaukee-Hotels-The-Brewhouse-Inn-Suites.h7084340.Hotel-Information) ![Aloft Milwaukee Downtown](https://images.trvl-media.com/lodging/4000000/3050000/3044600/3044539/a4ecab56_y.jpg) ### Aloft Milwaukee Downtown 10/10 Excellent "Thumbs up" [](https://expedia.ca/Milwaukee-Hotels-Aloft-Milwaukee-Downtown.h3044539.Hotel-Information) ![Hyatt Regency Milwaukee](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/53781c07_y.jpg) ### Hyatt Regency Milwaukee 10/10 Excellent "Lovely stay!" [](https://expedia.ca/Milwaukee-Hotels-Hyatt-Regency-Milwaukee.h18051.Hotel-Information) ![Drury Plaza Hotel Milwaukee Downtown](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/ac1d9528_y.jpg) ### Drury Plaza Hotel Milwaukee Downtown 10/10 Excellent "The staff was great, very friendly and helpful. Grandkids enjoyed the pool and hot tub. Great breakfast. Would stay there again. " [](https://expedia.ca/Milwaukee-Hotels-Drury-Plaza-Hotel-Milwaukee-Downtown.h32501737.Hotel-Information) ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg) ### Saint Kate - The Arts Hotel 10/10 Excellent "The art galleries on site are fabulous. Everything was too notch." [](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ## Frequently asked questions ### What is Hillside like? ### If I need to cancel my hotel reservation in Hillside, will I receive a refund? ### What are the top things to see and do in Hillside? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [2 Star Hotels in Downtown Milwaukee ](https://www.expedia.ca/2Star-Downtown-Milwaukee-Milwaukee-Hotels.s20-n6059651-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Milwaukee ](https://www.expedia.ca/3Star-Milwaukee-Hotels.s30-0-d602647.Travel-Guide-Filter-Hotels) - [Hotels near Baird Center ](https://www.expedia.ca/Baird-Center-Hotels.0-l6068303-0.Travel-Guide-Filter-Hotels) - [Hotels near Best Place at the Historic Pabst Brewery ](https://www.expedia.ca/Best-Place-At-The-Historic-Pabst-Brewery-Hotels.0-l6334048-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Brewers Hill ](https://www.expedia.ca/Brewers-Hill-Milwaukee-Hotels-Cheap-Hotels.0-n6333984-0-tCheapHotels.Travel-Guide-Filter-Hotels) - 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