A calm lake with sunlight reflecting off the water, surrounded by trees and rocks.

Waukesha Hotel with Pool

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Check availability on Waukesha Hotel with Pool

Tonight
31 Aug - 1 Sept
Tomorrow
1 Sept - 2 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Waukesha hotels with a pool

1. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
Waukesha
  • Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
HK$618
HK$699 total
includes taxes & fees
14 Sept - 15 Sept
Baymont by Wyndham Waukesha

2. Marriott Milwaukee West

Marriott Milwaukee West
Waukesha
  • Dive into Milwaukee's indoor pool and hot tub oasis where relaxation flows after a day of business or skiing adventures.
HK$860
HK$971 total
includes taxes & fees
6 Sept - 7 Sept
Marriott Milwaukee West

3. Home2 Suites by Hilton Milwaukee Brookfield

Home2 Suites by Hilton Milwaukee Brookfield
Waukesha
  • Experience relaxing aquatic bliss in Milwaukee with a refreshing year-round indoor pool.
HK$894
HK$1,010 total
includes taxes & fees
20 Sept - 21 Sept
Home2 Suites by Hilton Milwaukee Brookfield

4. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Waukesha
HK$840
HK$949 total
includes taxes & fees
2 Sept - 3 Sept
Cobblestone Hotel & Suites - Waukesha/West Milwaukee

5. AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield
Brookfield
  • Dive into aquatic bliss at this hotel's indoor pool, featuring relaxing sun loungers and pristine waters for year-round swimming.
HK$628
HK$725 total
includes taxes & fees
6 Sept - 7 Sept
AmericInn by Wyndham Brookfield

6. Holiday Inn Pewaukee - Milwaukee West by IHG

Holiday Inn Pewaukee - Milwaukee West by IHG
Pewaukee
  • Splash into pure relaxation at the indoor pool and hot tub, where leisure is available all year long.
HK$729
HK$824 total
includes taxes & fees
13 Sept - 14 Sept
Holiday Inn Pewaukee - Milwaukee West by IHG

7. Wildwood Lodge

Wildwood Lodge
Pewaukee
  • Make a splash at this woodland retreat with a pristine indoor pool and rejuvenating hot tub for year-round aquatic enjoyment.
HK$746
HK$843 total
includes taxes & fees
16 Sept - 17 Sept
Wildwood Lodge

8. Best Western Waukesha Grand

Best Western Waukesha Grand
Pewaukee
  • Luxurious indoor pool sanctuary with year-round swimming and a rejuvenating hot tub for post-adventure relaxation.
HK$620
HK$701 total
includes taxes & fees
1 Oct - 2 Oct
Best Western Waukesha Grand

9. Hampton Inn Milwaukee/Brookfield

Hampton Inn Milwaukee/Brookfield
Brookfield
  • Float into a perfect swim paradise at this hotel with a serene, truly heated indoor pool.
HK$771
HK$871 total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Milwaukee/Brookfield

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

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
Brookfield
  • Splashy indoor pool paradise with loungers lets you swim, soak, and sip in Milwaukee West.
HK$788
HK$910 total
includes taxes & fees
2 Oct - 3 Oct
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
View all properties

Choose what matters most at hotels with a pool in Waukesha

Breakfast included
Hot tub
4 stars
Water park
Spa

Top Waukesha Hotel Reviews

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

10/10 Excellent
"Nice beds, clean room, overall impression very positive"
Jeff 3-night trip
Posted less than an hour ago
AmericInn by Wyndham Brookfield
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent
"Hotel has a great location…easy access to everything. Room was spacious and clean and the breakfast and Happy Hour were great!!! Would definitely stay there again when traveling to Milwaukee!!!"
Margaret 4-night trip
Posted 1 hour ago
Embassy Suites by Hilton Milwaukee Brookfield
AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

10/10 Excellent
"Super comfortable bed and spacious room. The water pressure in the shower was great and the location was convenient to get into downtown. My favorite perk was the coffee machine available 24/7."
Maureen 2-night trip
Posted 2 hours ago
AmericInn by Wyndham Glendale/Milwaukee
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

10/10 Excellent
"My wife and I were on the road and we missed our regular visits to a B&B not far from home. Saint Kate came up on our search offering a trifecta: a genuine art gallery, live music at the bar and weekend brunch. We were not disappointed. The entire hotel experience is about the arts, from the soap in the bathroom shaped like pink erasers we went to school with, to the galleries spanning two floors, to the DJ entertaining us at Saturday morning brunch that was like our B&B experience. WiFi might be underpowered here, but if you're here for work, you're missing the point of the experience. Stow the laptop, put your work phone on mute, and let your hair down and enjoy!"
Matthew 2-night trip
Posted 2 hours ago
Saint Kate - The Arts Hotel
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

10/10 Excellent
"Fast check in. Valet was worth the money!"
Debbie 1-night trip
Posted 3 hours ago
Hyatt Regency Milwaukee
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"We've stayed there previously and nothing has changed. Beautiful hotel, elevator is a hoot."
Sue 1-night trip
Posted 3 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Hilton Milwaukee

Hilton Milwaukee

10/10 Excellent
"The room was spacious and the bed was comfortable. I told the front desk staff that I was celebrating my birthday so I was given a room with a beautiful view!"
Jill 1-night trip
Posted 7 hours ago
Hilton Milwaukee
The Iron Horse Hotel

The Iron Horse Hotel

8/10 Good
"The Iron Horse Hotel is visually stunning. The lobby and dining areas feature a fantastic industrial design with exposed brick, heavy timber beams, vintage motorcycles, and vibrant artwork. The staff is extremely helpful and welcoming, and the room's bathroom was beautifully designed. However, there are a few areas for improvement. First, the on-site restaurant closes at 10:00 PM, which is too early, especially on weekends. Second, at the outdoor bar, I was served a drink in a noticeably dirty glass. When I asked for a replacement, the bartender simply poured the existing drink from the dirty glass directly into a clean one rather than pouring a fresh drink. Finally, the room itself showed significant wear and tear. The carpeting had a tripping hazard from buckling, dark creases, and a bleached spot. The animal-hide ottoman was heavily worn with a hole on top, and the bathroom vanity had a burnt-out bulb, indicating a lapse in basic maintenance. Despite these issues, the beautiful atmosphere and great staff make this a place I would definitely stay again."
EFRAIN A 2-night trip
Posted 10 hours ago
The Iron Horse Hotel
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent
"The staff goes above and beyond for making their guests feel welcome, and they are very informative about any questions one may ask"
Cheryl 1-night trip
Posted 1 day ago
Sheraton Milwaukee Brookfield Hotel

Frequently asked questions

What are some accommodation options with pools in Waukesha?
Baymont by Wyndham Waukesha: Features daily, a pool and free self parking. Marriott Milwaukee West: Offers a snack bar/deli, an indoor pool and free self parking. AmericInn by Wyndham Brookfield: Provides daily, an indoor pool and free self parking. The Pfister Hotel: Hotel, 14-minute walk from Lake Michigan. Features 2 restaurants, an indoor pool and a full-service spa. Sheraton Milwaukee Brookfield Hotel: Offers a seasonal outdoor pool, an indoor pool and free self parking.
What is there to see and do in Waukesha?
Explore places such as American Family Field while you're in the area. Surround yourself with nature at Frame Park Formal Gardens and Fox River Park. The sporting events, live music and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Waukesha?
Taking the local weather in Waukesha into account can help you maximise your time at the pool during your trip. 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 Waukesha are January, March, November and February, with each month seeing an average of 21 cm of snowfall.

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