Find Romantic Hotels in Waukesha, WI

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Check availability on Waukesha Romantic Hotels

Our top choices for Waukesha romantic hotels

Lobby
Price Pointe Inn

Price Pointe Inn

Price Pointe Inn
2.5 star property
Waukesha
8.0 out of 10, Very Good, (158)
"Room was very nice "
United States
Amy
Price Pointe Inn
Lounge
Marriott Milwaukee West

Marriott Milwaukee West

Marriott Milwaukee West
3.5 star property
Waukesha
9.2 out of 10, Wonderful, (1002)
"A very clean and accommodating hotel. We will stay here again!"
United States
David
The price is ￥14,826
￥16,753 total
includes taxes & fees
Dec 21 - Dec 22
Marriott Milwaukee West
Front of property - evening/night
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee
4.0 star property
Westown
8.4 out of 10, Very Good, (1224)
"Staff very friendly and helpful, room was great and the location was perfect."
United States
Stacy
The price is ￥14,430
￥17,012 total
includes taxes & fees
Dec 14 - Dec 15
Hyatt Regency Milwaukee
Lobby
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
4.0 star property
Marquette
9.0 out of 10, Wonderful, (1261)
"Excellent check in staff was so helpful, fun and accommodating… Clean comfortable room Dining wonderful "
United States
Kathleen
The price is ￥11,526
￥13,590 total
includes taxes & fees
Dec 28 - Dec 29
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Terrace/patio
Hyatt Place Milwaukee/Downtown

Hyatt Place Milwaukee/Downtown

Hyatt Place Milwaukee/Downtown
3.0 star property
Westown
9.4 out of 10, Exceptional, (1001)
"great location and personable staff! "
United States
Adriane
The price is ￥18,923
￥22,310 total
includes taxes & fees
Dec 14 - Dec 15
Hyatt Place Milwaukee/Downtown
Exterior
DoubleTree by Hilton Milwaukee Downtown

DoubleTree by Hilton Milwaukee Downtown

DoubleTree by Hilton Milwaukee Downtown
4.0 star property
Westown
9.2 out of 10, Wonderful, (1003)
"Staff was excellent! They were all very friendly! The rooms were really nice and an excellent value overall."
United States
Amber
The price is ￥15,197
￥17,917 total
includes taxes & fees
Dec 18 - Dec 19
DoubleTree by Hilton Milwaukee Downtown
Lobby
Hilton Garden Inn Milwaukee Downtown

Hilton Garden Inn Milwaukee Downtown

Hilton Garden Inn Milwaukee Downtown
3.5 star property
Downtown Milwaukee
9.2 out of 10, Wonderful, (1000)
"Room was great, convenient location, well-priced. Staff was friendly and helpful. Love that they were able to use an old building so effectively. "
United States
Mary
The price is ￥13,581
￥16,013 total
includes taxes & fees
Dec 18 - Dec 19
Hilton Garden Inn Milwaukee Downtown
Deluxe King | 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
9.8 out of 10, Exceptional, (2464)
"Staff was very attentive and pleasant "
United States
Andrea
The price is ￥20,079
￥23,673 total
includes taxes & fees
Dec 28 - Dec 29
Saint Kate - The Arts Hotel
Exterior
Crowne Plaza Milwaukee Airport by IHG

Crowne Plaza Milwaukee Airport by IHG

Crowne Plaza Milwaukee Airport by IHG
3.5 star property
College Heights
8.0 out of 10, Very Good, (1001)
"Great stay "
United States
Veronica
The price is ￥11,918
￥14,051 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Crowne Plaza Milwaukee Airport by IHG
Lobby
The Pfister Hotel

The Pfister Hotel

The Pfister Hotel
4.5 star property
Downtown Milwaukee
9.6 out of 10, Exceptional, (1798)
"Ive stayed here many times, never disappointed."
United States
WILLIAM NEIL
The price is ￥23,875
￥28,149 total
includes taxes & fees
Jan 1 - Jan 2, 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.
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Top Waukesha Hotel Reviews

The Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"Great ambiance! Loved the view from our room too. "
ALANA 1-night trip
Posted 1 day ago
The Iron Horse Hotel

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Frequently asked questions

Searching for romantic hotels in Waukesha?
Are you looking for a romantic escape? Our guests also enjoy Waukesha for its live music, shopping, and sporting events. You might consider checking out some of the nearby sights and attractions such as Frame Park Formal Gardens, Center Court Sports Complex, or Infinity Fields Baseball Park. If you're interested in staying near a certain attraction, you can sort by neighborhood and proximity 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 Waukesha?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Waukesha: 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 27°F. The snowiest months in Waukesha are January, March, November, and February, with each month seeing an average of 8 inches of snowfall.
What is there to do in Waukesha?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all there is to see and do in Waukesha. Couples looking for a little of everything will enjoy Waukesha for its live music, shopping, and sporting events. You might think about stopping by Frame Park Formal Gardens, Center Court Sports Complex, or Infinity Fields Baseball Park while you're seeing the sights.
What's the best way to get to Waukesha and around town during my romantic getaway?
This information about transportation options in Waukesha might help your romantic trip get off to a smooth start: If you're looking to fly to Waukesha, the closest major airport is Waukesha, WI (UES-Waukesha County), located 1.8 mi (3 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.