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

Find Hotels with a Pool in Waukesha, WI

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Check availability on Waukesha Hotels with a Pool

Tonight
Sep 1 - Sep 2
Tomorrow
Sep 2 - Sep 3
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

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.
NT$2,494
NT$2,819 total
includes taxes & fees
Sep 14 - Sep 15
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.
NT$3,467
NT$3,918 total
includes taxes & fees
Sep 6 - Sep 7
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.
NT$3,702
NT$4,184 total
includes taxes & fees
Sep 13 - Sep 14
Home2 Suites by Hilton Milwaukee Brookfield

4. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Waukesha
NT$3,386
NT$3,827 total
includes taxes & fees
Sep 2 - Sep 3
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.
NT$2,533
NT$2,925 total
includes taxes & fees
Sep 2 - Sep 3
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.
NT$2,941
NT$3,323 total
includes taxes & fees
Sep 13 - Sep 14
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.
NT$3,016
NT$3,408 total
includes taxes & fees
Sep 16 - Sep 17
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.
NT$2,506
NT$2,832 total
includes taxes & fees
Oct 1 - Oct 2
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.
NT$3,102
NT$3,506 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn Milwaukee/Brookfield

10. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into vacation bliss at this family-friendly hotel featuring a whimsical water park.
NT$3,386
NT$3,827 total
includes taxes & fees
Sep 3 - Sep 4
The Ingleside Hotel
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

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 9 hours 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 10 hours ago
AmericInn by Wyndham Glendale/Milwaukee
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

10/10 Excellent
"Fast check in. Valet was worth the money!"
Debbie 1-night trip
Posted 11 hours ago
Hyatt Regency Milwaukee
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 15 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 18 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 2 days ago
Sheraton Milwaukee Brookfield Hotel

Frequently asked questions

What are some accommodations 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 like 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 into account the local weather in Waukesha can help you maximize your time at the pool during your trip. 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.

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