Pewaukee Hotel Guide - Romantic Hotels in Pewaukee, Milwaukee

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Check availability on Pewaukee Romantic Hotels

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Pewaukee romantic hotels

Lobby
The Ingleside Hotel

The Ingleside Hotel

The Ingleside Hotel
4.0 star property
Pewaukee
8.6 out of 10, Excellent, (759)
"Everything about the stay was great "
United States
Roland
The price is €103
includes taxes & fees
5 Jan - 6 Jan 2026
The Ingleside Hotel
Indoor pool
Holiday Inn Pewaukee - Milwaukee West by IHG

Holiday Inn Pewaukee - Milwaukee West by IHG

Holiday Inn Pewaukee - Milwaukee West by IHG
3.0 star property
Pewaukee
9.0 out of 10, Wonderful, (469)
"Our stay was December 20th. Vivian at the front desk on the evening shift was a delight. "
United States
Irene
The price is €93
includes taxes & fees
25 Jan - 26 Jan 2026
Holiday Inn Pewaukee - Milwaukee West by IHG
Interior entrance
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, (1264)
"Room was great and staff was very friendly. Would definitely stay here again. "
United States
Elizabeth
The price is €72
includes taxes & fees
11 Jan - 12 Jan 2026
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
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, (1000)
"Staff was excellent! They were all very friendly! The rooms were really nice and an excellent value overall."
United States
Amber
The price is €94
includes taxes & fees
2 Jan - 3 Jan 2026
DoubleTree by Hilton Milwaukee Downtown
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, (1225)
"Lovely stay!"
United States
Tracy
The price is €93
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt Regency Milwaukee
Front of property – evening/night
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, (1001)
"The room was clean and the staff very friendly."
United States
Ewa
The price is €90
includes taxes & fees
30 Dec - 31 Dec
Hilton Garden Inn Milwaukee Downtown
Bar (on property)
Marriott Milwaukee West

Marriott Milwaukee West

Marriott Milwaukee West
3.5 star property
Waukesha
9.2 out of 10, Wonderful, (1000)
"A very clean and accommodating hotel. We will stay here again!"
United States
David
The price is €91
includes taxes & fees
30 Dec - 31 Dec
Marriott Milwaukee West
Lobby
The Pfister Hotel

The Pfister Hotel

The Pfister Hotel
4.5 star property
Downtown Milwaukee
9.6 out of 10, Exceptional, (1839)
"Great hotel and staff!"
United States
Keith
The price is €130
includes taxes & fees
18 Jan - 19 Jan 2026
The Pfister Hotel
The Parlor
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, (2497)
"All around excellent. Even has an excellent art gallery in the hotel."
United States
David
The price is €130
includes taxes & fees
18 Jan - 19 Jan 2026
Saint Kate - The Arts Hotel
Hallway
The Iron Horse Hotel

The Iron Horse Hotel

The Iron Horse Hotel
4.0 star property
Fifth Ward
9.2 out of 10, Wonderful, (1002)
"Cool boutique hotel in a great neighborhood "
United States
Andris
The price is €125
includes taxes & fees
1 Jan - 2 Jan 2026
The Iron Horse 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 Pewaukee Hotel Reviews

The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"The Pfister hotel is second to none in opulence and hospitality! Everyone was fantastic! Dinner at Mason street grill was equally as amazing! Definitely recommend to anyone looking for a historic place to stay:) "
Marielle 1-night trip
Posted 3 days ago
The Pfister Hotel

Frequently asked questions

Searching for romantic hotels in Pewaukee?
Are you and your partner in need of a romantic escape? 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're interested in staying close to a certain attraction, you can sort properties by neighbourhood 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, take a look at these details about year-round temperatures in Pewaukee: The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pewaukee are January, March, November and February, with each month seeing an average of 21 cm of snowfall.
What is there to do in Pewaukee?
There's nothing better than experiencing 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 centre. If you'd like to venture out around the area, consider renting a car to explore more sights.

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