A riverside town with colorful buildings and a sandy beach.

Find Romantic Hotels in Pewaukee, WI

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pewaukee Romantic Hotels

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Pewaukee romantic hotels

A stone fireplace with a framed sign above it, two armchairs, a basket, and a bowl of fruit on the floor.
A spacious living area with a large round table, multiple chairs, a sofa, and a television mounted on the wall.
A hotel with a stone facade, multiple windows, and outdoor seating with green chairs.
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone-tiled deck.

1. Wildwood Lodge

Wildwood Lodge
Pewaukee
United States
Hope
₩113,202
₩127,918 total
includes taxes & fees
Oct 7 - Oct 8
Wildwood Lodge
A spacious living room with a fireplace, comfortable seating, and a large bookshelf filled with books and decorative items.
A hotel room with a bathroom, a bed, and a view of the outdoors.
A courtyard with a wooden staircase, a bench, and a garden area.
A dining table with a plate of food, a glass of red wine, and a glass of beer.

2. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
United States
Jill
₩145,389
₩164,289 total
includes taxes & fees
Oct 8 - Oct 9
The Ingleside Hotel
A spacious living room with a large window, two armchairs, a coffee table, and a bookshelf with books and decorative items.
A modern hotel lobby with a bar area, seating arrangements, and a large window providing natural light.
A building with a central entrance, surrounded by a symmetrical garden with potted plants and a clear sky.
A modern lobby with a reception desk, patterned sofas, and a decorative wall.

3. DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield
Brookfield
United States
Douglas
₩136,346
₩157,475 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Milwaukee - Brookfield
An indoor swimming pool with lounge chairs and umbrellas, surrounded by large windows.
A spacious lobby with a reception desk, seating area, fireplace, and a staircase with ornate railings.
A brick building with a sign reading "Country Inn & Suites by Radisson."
A hotel room with two beds, a red armchair, a television, and a window with curtains.

4. Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
Brookfield
United States
Heather
₩136,835
₩158,044 total
includes taxes & fees
Oct 31 - Nov 1
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
A modern restaurant with a central island and bar seating, large windows, and a kitchen visible in the background.
A spacious lobby with a wooden floor, a sofa, a chair, a coffee table, and a vintage suitcase.
A bar with a colorful ceiling and wooden beams.
A modern bedroom with a large bed, a desk, a chair, a television, and a window.

5. The Delafield Hotel

The Delafield Hotel
Delafield
United States
joan
₩277,369
₩313,428 total
includes taxes & fees
Oct 26 - Oct 27
The Delafield Hotel
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, large windows, and a tiled floor with a 'No Diving' sign.
Exterior
A hotel lobby with a bar area, multiple seating options, and a television screen.
Reception

6. Hilton Garden Inn Milwaukee Northwest Conference Center

Hilton Garden Inn Milwaukee Northwest Conference Center
Park Place
United States
Ruth B
₩121,333
₩143,052 total
includes taxes & fees
Oct 18 - Oct 19
Hilton Garden Inn Milwaukee Northwest Conference Center
An outdoor dining area with wooden tables and chairs, a central fire feature, and string lights overhead.
A modern restaurant with wooden tables and chairs, a central plant, and a hanging light fixture.
A modern bar area with a central bar, multiple stools, and a well-stocked shelf with bottles.
A spacious hotel lobby with a carpeted floor, seating areas, and a large window providing a view.

7. Renaissance Milwaukee West Hotel

Renaissance Milwaukee West Hotel
Wauwatosa
United States
James
₩194,123
₩224,989 total
includes taxes & fees
Oct 18 - Oct 19
Renaissance Milwaukee West Hotel
A cozy outdoor seating area with stone furniture and a small table, surrounded by lush greenery and string lights.
A room with a large bed, a sitting area with a sofa and a table, and a fireplace.
A building with a sign that reads "Manderley Bed & Breakfast Inn" and a notice stating "Reservations Required."
A multi-level interior with a staircase, wooden railings, and a framed picture on the wall.

8. Manderley Bed and Breakfast

Manderley Bed and Breakfast
Concordia
United States
Maria
₩148,850
₩175,498 total
includes taxes & fees
Oct 8 - Oct 9
Manderley Bed and Breakfast
A lobby with a checkered floor, two elevators, and a chandelier.
A lobby with a checkered floor, a staircase, and a reception desk.
A hotel room with a bed, a desk, a chair, a television, and a window with curtains.
A modern building with large glass windows and a prominent marquee sign.

9. Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Marquette
United States
Anthony
₩102,790
₩121,190 total
includes taxes & fees
Nov 1 - Nov 2
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
View all properties

Top Pewaukee Hotel Reviews

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

8/10 Good
"Room was clean but underwhelming. Breakfast was not included, restaurants, Starbucks, and gift shops all close by 10 so no food or drink options. Close walk to places, and papa John’s will deliver there."
Brandi 1-night trip
Posted 9 hours ago
Hyatt Regency Milwaukee
Days Inn & Suites by Wyndham Milwaukee

Days Inn & Suites by Wyndham Milwaukee

8/10 Good
"Not fancy. Not perfect. Nice staff. Late night bar. 4 free electric charging stations."
Michael 2-night trip
Posted 17 hours ago
Days Inn & Suites by Wyndham Milwaukee
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Room was great and staff was very friendly"
Anthony 1-night trip
Posted 20 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
The Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"Great stay!"
Dylan 1-night trip
Posted 1 day ago
The Iron Horse Hotel
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

10/10 Excellent
"Checking in was smooth, very friendly staff. Valet staff was amazing! Super helpful. The building is gorgeous outside. Cobblestone street was adorable addition to the building style. The inside was very clean and quiet. Many seating areas and a bit of entertainment with the TV’s playing the story of Pabst brewery. Beautiful artifacts of the past all around. The staircases. Love. The brick. All of it. The room was very large. Full bathroom, kitchenette and two beds. Spacious, clean, and truly a beautiful room. The tall ceilings and industrial design were really cool. We loved it. We will be staying again."
Amanda 1-night trip
Posted 2 days ago
The Brewhouse Inn & Suites
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

8/10 Good
"N/A"
Stephen 1-night trip
Posted 2 days ago
Saint Kate - The Arts Hotel

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 Beach, Pewaukee Lake, or Springs Water Park. 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 Beach, Pewaukee Lake, or Springs Water Park.
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. If you'd like to venture out around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia