Title: Book the Best ROMANTIC Hotels in Jackson, WI from CA $128 - Jackson Romantic Getaways | Expedia.ca [Hotels in Jackson](https://expedia.ca/Jackson-Hotels.d602318.Travel-Guide-Hotels)[Vacation Rentals in Jackson](https://expedia.ca/Jackson-Vacation-Rentals.d602318.Travel-Guide-VacationRentals)[Flights to Jackson](https://expedia.ca/Cheap-Flights-To-Jackson.d602318.Travel-Guide-Flights)[Jackson Car Rentals](https://expedia.ca/Car-Rentals-In-Jackson.d602318.Car-Rental-Guide)[Jackson Vacation Packages](https://expedia.ca/Jackson.d602318.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Jackson, WI from CA $128 ![](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 Jackson Romantic Hotels Tonight [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=602318&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=602318&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=602318&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=602318&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Jackson Romantic Hotels ![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/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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/f5f9fda5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Milwaukee Westown 8.4/10 Very good (1190) "Clean rooms, centrally located " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie CA $130 CA $153 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Milwaukee-Hotels-Hyatt-Regency-Milwaukee.h18051.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) ![Theatre show](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/f9ba75ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/4fcc9d1c.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) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham Marquette 9.0/10 Wonderful (1218) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) dillon CA $115 CA $136 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.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) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/25000000/24190000/24180300/24180254/23d4fed2.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) ![Terrace/patio](https://images.trvl-media.com/lodging/25000000/24190000/24180300/24180254/4d36a329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Milwaukee/Downtown Westown 9.4/10 Exceptional (1000) "Convenient location, helpful staff and good accommodation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christel CA $149 CA $176 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Milwaukee-Hotels-Hyatt-Place-MilwaukeeDowntown.h24180254.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/40000/40000/39988/96abe88f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/1000000/40000/40000/39988/a81d27e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Concierge desk](https://images.trvl-media.com/lodging/1000000/40000/40000/39988/6aed0c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/40000/40000/39988/564afc25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Glendale/Milwaukee Glendale 7.8/10 Good (1007) "Clean room, respectable staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kasey CA $112 CA $129 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Milwaukee-Hotels-La-Quinta-Inn-By-Wyndham-Milwaukee-Glendale-Hampton-Ave.h39988.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/690000/687300/687252/3d482465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/690000/687300/687252/dcd6c3fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/690000/687300/687252/308abb73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/690000/687300/687252/e9f7160e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott Milwaukee West Waukesha 9.2/10 Wonderful (1005) "Great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Johnathan Grisby CA $144 CA $163 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Milwaukee-Hotels-Marriott-Milwaukee-West.h687252.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/894100/894006/8211d654.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) ![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) ![Arcade](https://images.trvl-media.com/lodging/1000000/900000/894100/894006/b2cf2510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ingleside Hotel Pewaukee 8.6/10 Excellent (740) "Everything about the stay was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roland CA $149 CA $169 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Milwaukee-Hotels-The-Ingleside-Hotel.h894006.Hotel-Information) ![Serves dinner and happy hour](https://images.trvl-media.com/lodging/1000000/30000/27300/27215/d5967899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/30000/27300/27215/2848533e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/27300/27215/d3dec2fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/1000000/30000/27300/27215/d9a3a456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Milwaukee Brookfield Brookfield 8.8/10 Excellent (1013) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Antonio CA $148 CA $170 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Milwaukee-Hotels-Embassy-Suites-By-Hilton-Milwaukee-Brookfield.h27215.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/3900/3872/fd9c0e2f.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) ### Holiday Inn Milwaukee Riverfront by IHG Glendale 7.8/10 Good (1007) "great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $127 CA $147 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Milwaukee-Hotels-Holiday-Inn-Milwaukee-Riverfront.h3872.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/26100/26053/fb600f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/26100/26053/04483ad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/30000/26100/26053/205eb850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/26100/26053/12bc3216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Milwaukee - Brookfield Brookfield 8.4/10 Very good (1000) "Pleasant visit." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth CA $113 CA $131 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Milwaukee-Hotels-DoubleTree-By-Hilton-Milwaukee-Brookfield.h26053.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/3000000/2790000/2781900/2781894/e7980608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2790000/2781900/2781894/2a1201c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, Ensuite (2 Double Beds )](https://images.trvl-media.com/lodging/3000000/2790000/2781900/2781894/eac3c6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2790000/2781900/2781894/12f41533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Price Pointe Inn Waukesha 7.8/10 Good (153) "It was just great and very comfortable 👍" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martin CA $113 CA $128 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Milwaukee-Hotels-Price-Pointe-Inn.h2781894.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=2025-11-12&endDate=2025-11-13®ionId=602318&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Jackson Hotel Reviews ![Embassy Suites by Hilton Milwaukee Brookfield](//images.trvl-media.com/lodging/1000000/30000/27300/27215/d5967899_y.jpg) ### Embassy Suites by Hilton Milwaukee Brookfield 10/10 Excellent "Nice breakfast and happy hour" [](https://expedia.ca/Milwaukee-Hotels-Embassy-Suites-By-Hilton-Milwaukee-Brookfield.h27215.Hotel-Information) ![Saint Kate - The Arts Hotel](//images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg) ### Saint Kate - The Arts Hotel 10/10 Excellent "Very clean room, beautiful view of Milwaukee. The shower was spacious and the double shower head was lovely. The common area with the bar had a nice vibe. All of the staff were very friendly and helpful. And the underground parking was perfect for what we needed. The area is walkable with a lots of great restaurants. I will definitely stay again!! " [](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ![Holiday Inn Milwaukee Riverfront by IHG](//images.trvl-media.com/lodging/1000000/10000/3900/3872/5526dd91_y.jpg) ### Holiday Inn Milwaukee Riverfront by IHG 10/10 Excellent "The staff was great. The room was clean and very comfortable." [](https://expedia.ca/Milwaukee-Hotels-Holiday-Inn-Milwaukee-Riverfront.h3872.Hotel-Information) ![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/120000/117100/117078/c32357bf_y.jpg) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham 10/10 Excellent "The staff for the hotel and the shuttle both went above and beyond to make my wife have a very special birthday, they really are the definition of great customer service." [](https://expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information) ![Days Inn & Suites by Wyndham Milwaukee](//images.trvl-media.com/lodging/3000000/2900000/2899900/2899832/448241dd_y.jpg) ### Days Inn & Suites by Wyndham Milwaukee 10/10 Excellent "Everything was good " [](https://expedia.ca/Milwaukee-Hotels-Days-Inn-Suites-By-Wyndham-Milwaukee.h2899832.Hotel-Information) ![Sonesta Milwaukee West Wauwatosa](//images.trvl-media.com/lodging/2000000/1740000/1730200/1730127/aa54a792_y.jpg) ### Sonesta Milwaukee West Wauwatosa 10/10 Excellent "Great job 👍" [](https://expedia.ca/Milwaukee-Hotels-Sonesta-Milwaukee-West-Wauwatosa.h1730127.Hotel-Information) ![Hyatt Regency Milwaukee](//images.trvl-media.com/lodging/1000000/20000/18100/18051/53781c07_y.jpg) ### Hyatt Regency Milwaukee 10/10 Excellent "Clean rooms, centrally located " [](https://expedia.ca/Milwaukee-Hotels-Hyatt-Regency-Milwaukee.h18051.Hotel-Information) ![The Brewhouse Inn & Suites](//images.trvl-media.com/lodging/8000000/7090000/7084400/7084340/c5b60965_y.jpg) ### The Brewhouse Inn & Suites 10/10 Excellent "The property and rooms are beautiful, especially if you are a beer enthusiast as the building is the former Pabst historic brewhouse. The surrounding area takes advantage of this theme, including breweries within a stone’s throw of the hotel." [](https://expedia.ca/Milwaukee-Hotels-The-Brewhouse-Inn-Suites.h7084340.Hotel-Information) ![Comfort Suites Milwaukee West](//images.trvl-media.com/lodging/1000000/50000/40200/40153/01b9e2b0_y.jpg) ### Comfort Suites Milwaukee West 10/10 Excellent "Stayed in 5 different hotels while in Wisconsin. This was by far the best" [](https://expedia.ca/Milwaukee-Hotels-Hyatt-Place-Milwaukee-West.h40153.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Jackson? > Are you looking for a romantic getaway? If you want to see some sights and attractions in the greater Jackson area, you might head to Washington County Fair Grounds, Cabela's, or Little Switzerland. If you're interested in staying near a certain attraction, you can sort by neighborhood or distance to top sights, 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 Jackson? > If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Jackson: The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Jackson are January, March, February, and April, with each month seeing an average of 10 inches of snowfall. ### What is there to do in Jackson? > There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all that Jackson has to offer. If you're interested in seeing some of the area's sights and attractions, you might make a stop at Washington County Fair Grounds or Cabela's. ### What's the best way to get to Jackson and around town during my romantic getaway? > This information about transportation options in Jackson might help your romantic getaway go off without a hitch: If you're looking to fly to Jackson, the closest major airport is Waukesha, WI (UES-Waukesha County), located 20.1 mi (32.3 km) from the city center. 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