Title: Book the Best ROMANTIC Hotels in Pewaukee, WI from CA $103 - Pewaukee Romantic Getaways | Expedia.ca [Pewaukee Travel Guide](https://expedia.ca/Pewaukee.dx145269)[Hotels in Pewaukee](https://expedia.ca/Pewaukee-Hotels.d145269.Travel-Guide-Hotels)[Vacation Rentals in Pewaukee](https://expedia.ca/Pewaukee-Vacation-Rentals.d145269.Travel-Guide-VacationRentals)[Pewaukee Car Rentals](https://expedia.ca/Car-Rentals-In-Pewaukee.d145269.Car-Rental-Guide)[Pewaukee Vacation Packages](https://expedia.ca/Pewaukee.d145269.Destination-Travel-Guides) ![Pewaukee Lake Wisconsin Sunset After Summer Storm](https://images.trvl-media.com/place/145269/aee1c4a9-c25b-4b5e-bc0d-b3dfebe76004.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Pewaukee, WI from CA $103 - ![](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 availability on Pewaukee Romantic Hotels Tonight [Dec 2 - Dec 3](https://www.expedia.ca/Hotel-Search?regionId=145269&startDate=2025-12-02&endDate=2025-12-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Dec 3 - Dec 4](https://www.expedia.ca/Hotel-Search?regionId=145269&startDate=2025-12-03&endDate=2025-12-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=145269&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=145269&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Pewaukee Romantic Hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/894100/894006/8211d654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/900000/894100/894006/a3a0afad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/900000/894100/894006/3e4a1560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/900000/894100/894006/03299826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ingleside Hotel Pewaukee 8.6/10 Excellent (754) "Great place, very quiet clean and wonderful location for access to medical facilities " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $150 CA $169 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Milwaukee-Hotels-The-Ingleside-Hotel.h894006.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/580000/579400/579313/39ea0f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/580000/579400/579313/7138e0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/580000/579400/579313/f8453d59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/580000/579400/579313/83b9654a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Pewaukee - Milwaukee West by IHG Pewaukee 9.0/10 Wonderful (466) "staff,condition,room.all was awesome ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $127 CA $144 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-Holiday-Inn-Pewaukee-Milwaukee-West.h579313.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) ![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) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/0c61c922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saint Kate - The Arts Hotel Downtown Milwaukee 9.8/10 Exceptional (2457) "Friendly staff, clean room, good food." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan CA $145 CA $171 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.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) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/c055d27d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6:00 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/14923cee.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) ### The Pfister Hotel Downtown Milwaukee 9.6/10 Exceptional (1815) "Ive stayed here many times, never disappointed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) WILLIAM NEIL CA $166 CA $195 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3900/3872/5526dd91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/3900/3872/04b4772e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/3900/3872/9ce0695b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/10000/3900/3872/9f7f2737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Milwaukee Riverfront by IHG Glendale 7.8/10 Good (1015) "Clean rooms, very accommodating to our needs/wants. Was a very pleasant stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $89 CA $103 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Milwaukee-Hotels-Holiday-Inn-Milwaukee-Riverfront.h3872.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/c32357bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/d840fb7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/44c73916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Theatre show](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/f9ba75ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham Marquette 9.0/10 Wonderful (1263) "Wonderful time Wonderful place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darrin CA $99 CA $117 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19146/w3835h2563x0y0-19f7c59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/19200/19146/aee762cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/19200/19146/f256b554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19200/19146/c262b390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Milwaukee Downtown Westown 9.2/10 Wonderful (1011) "Staff are super friendly & accommodating!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MAUREEN CA $125 CA $147 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Milwaukee-Hotels-DoubleTree-By-Hilton-Milwaukee-Downtown.h19146.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/53781c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/w5343h3835x5y5-d9a3c7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/e87cf802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception hall](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/1183b2ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Milwaukee Westown 8.4/10 Very good (1217) "Great hotel. Ideal location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roger CA $130 CA $153 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Milwaukee-Hotels-Hyatt-Regency-Milwaukee.h18051.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/25000000/24190000/24180300/24180254/c2f7bfdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/25000000/24190000/24180300/24180254/4d36a329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/25000000/24190000/24180300/24180254/ef57e50a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/25000000/24190000/24180300/24180254/82cd9d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Milwaukee/Downtown Westown 9.4/10 Exceptional (1009) "Staff is awesome and the rooms are clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria Concepcion CA $157 CA $185 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Milwaukee-Hotels-Hyatt-Place-MilwaukeeDowntown.h24180254.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/24700/24676/bcfb8b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/24700/24676/a34858fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/30000/24700/24676/681f347c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/24700/24676/90931560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza Milwaukee Airport by IHG College Heights 8.0/10 Very good (1023) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica CA $111 CA $131 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Milwaukee-Hotels-Crowne-Plaza-Milwaukee-South.h24676.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=2025-12-16&endDate=2025-12-17®ionId=145269&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_145269) ## Top Pewaukee Hotel Reviews ![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 room was wonderful, but it wasn't the one we reserved with Hotels.com. It sounds like your system wasn't set up to realize that room was not available. Saint Kate made it right by us and we will forever be grateful. " [](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ![Embassy Suites by Hilton Milwaukee Brookfield](https://images.trvl-media.com/lodging/1000000/30000/27300/27215/d5967899_y.jpg) ### Embassy Suites by Hilton Milwaukee Brookfield 10/10 Excellent "Cool lobby nice pool great breakfast." [](https://expedia.ca/Milwaukee-Hotels-Embassy-Suites-By-Hilton-Milwaukee-Brookfield.h27215.Hotel-Information) ![Hyatt Regency Milwaukee](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/53781c07_y.jpg) ### Hyatt Regency Milwaukee 10/10 Excellent "Great hotel. Ideal location " [](https://expedia.ca/Milwaukee-Hotels-Hyatt-Regency-Milwaukee.h18051.Hotel-Information) ![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg) ### The Iron Horse Hotel 10/10 Excellent "Yes" [](https://expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.Hotel-Information) ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg) ### The Pfister Hotel 10/10 Excellent "5+ stars all around " [](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.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 "Room was very neat and spacious ! Looked just like the pictures ! Lady at the front desk was very welcoming n nice ! I Didn’t get to try the breakfast because I woke up too late , but overall everything was great !" [](https://expedia.ca/Milwaukee-Hotels-Holiday-Inn-Milwaukee-Riverfront.h3872.Hotel-Information) ![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg) ### Potawatomi Hotel & Casino 10/10 Excellent "Yes" [](https://expedia.ca/Milwaukee-Hotels-Potawatomi-Hotel-Casino.h8474917.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 "Treated with kindness by every employee. The bar staff were phenomenal. So friendly. " [](https://expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.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 "Everything was amazing from the parking to check in to the room. The bar attached was also a great place to go hang out! " [](https://expedia.ca/Milwaukee-Hotels-The-Brewhouse-Inn-Suites.h7084340.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Pewaukee? > Are you and your partner in need of a romantic vacation? Our guests also love Pewaukee for its water park, sporting events, and array of dining options. You might consider checking out some of the nearby sights and attractions such as Pewaukee Lake, Springs Water Park, or Pewaukee Lake Beach. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list. ### When is the best time of year for a romantic getaway to Pewaukee? > If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Pewaukee: The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Pewaukee are January, March, November, and February, with each month seeing an average of 8 inches of snowfall. ### What is there to do in Pewaukee? > There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Pewaukee. Couples looking for a little of everything will enjoy Pewaukee for its water park, sporting events, and restaurants. You might consider a visit to Pewaukee Lake, Springs Water Park, or Pewaukee Lake Beach. ### What's the best way to get to Pewaukee and around town during my romantic getaway? > This information about transportation options in Pewaukee might help your romantic getaway go off without a hitch: To get to Pewaukee, you can fly into Waukesha, WI (UES-Waukesha County), which is the closest major airport, located 3.2 mi (5.1 km) from the city center. 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