Find Hotels with a Pool in Waukesha, WI from CA $106

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Our top choices for Waukesha hotels with a pool

1. Marriott Milwaukee West

Marriott Milwaukee West
3.5 star property
Waukesha
9.2 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Dive into Milwaukee's indoor pool and hot tub oasis where relaxation flows after a day of business or skiing adventures.
The price is CA $156
CA $176 total
includes taxes & fees
Nov 27 - Nov 28
Marriott Milwaukee West

2. Home2 Suites by Hilton Milwaukee Brookfield

Home2 Suites by Hilton Milwaukee Brookfield
3.0 star property
Waukesha
8.8 out of 10, Excellent, (645 reviews)
  • cleanliness
    Experience relaxing aquatic bliss in Milwaukee with a refreshing year-round indoor pool.
The price is CA $144
CA $163 total
includes taxes & fees
Dec 6 - Dec 7
Home2 Suites by Hilton Milwaukee Brookfield

3. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
2.0 star property
Waukesha
9.0 out of 10, Wonderful, (95 reviews)
The price is CA $137
CA $155 total
includes taxes & fees
Nov 15 - Nov 16
Cobblestone Hotel & Suites - Waukesha/West Milwaukee

4. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
2.5 star property
Waukesha
7.0 out of 10, Good, (1,001 reviews)
  • cleanliness
    Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
The price is CA $106
CA $120 total
includes taxes & fees
Nov 18 - Nov 19
Baymont by Wyndham Waukesha

5. Best Western Waukesha Grand

Best Western Waukesha Grand
2.5 star property
Pewaukee
7.8 out of 10, Good, (1,007 reviews)
  • cleanliness
    Luxurious indoor pool sanctuary with year-round swimming and a rejuvenating hot tub for post-adventure relaxation.
The price is CA $109
CA $123 total
includes taxes & fees
Nov 19 - Nov 20
Best Western Waukesha Grand

6. Wildwood Lodge

Wildwood Lodge
2.5 star property
Pewaukee
9.0 out of 10, Wonderful, (1,162 reviews)
  • cleanliness
    Make a splash at this woodland retreat with a pristine indoor pool and rejuvenating hot tub for year-round aquatic enjoyment.
The price is CA $111
CA $126 total
includes taxes & fees
Nov 29 - Nov 30
Wildwood Lodge

7. 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, (530 reviews)
  • cleanliness
    Splash into pure relaxation at the indoor pool and hot tub, where leisure is available all year long.
The price is CA $135
CA $152 total
includes taxes & fees
Dec 13 - Dec 14
Holiday Inn Pewaukee - Milwaukee West by IHG

8. The Ingleside Hotel

The Ingleside Hotel
4.0 star property
Pewaukee
8.6 out of 10, Excellent, (992 reviews)
  • cleanliness
    Splash into vacation bliss at this family-friendly hotel featuring a whimsical water park.
The price is CA $152
CA $172 total
includes taxes & fees
Nov 15 - Nov 16
The Ingleside Hotel

9. Hampton Inn Milwaukee/Brookfield

Hampton Inn Milwaukee/Brookfield
2.5 star property
Brookfield
8.8 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Float into a perfect swim paradise at this hotel with a serene, truly heated indoor pool.
The price is CA $132
CA $149 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn Milwaukee/Brookfield

10. Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek
3.0 star property
Brookfield
9.4 out of 10, Exceptional, (260 reviews)
  • cleanliness
    Dive into poolside relaxation at this Milwaukee family hotel with an indoor aquatic haven.
The price is CA $168
CA $189 total
includes taxes & fees
Nov 23 - Nov 24
Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek
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.

Choose what matters most at hotels with a pool in Waukesha

Top Waukesha Hotel Reviews

Frequently Asked Questions

What are the best hotels in Waukesha with outdoor pools?

The Baymont by Wyndham Waukesha is a fantastic option for families looking to enjoy an outdoor pool while visiting this charming Wisconsin city. With a solid traveller rating of 7.0, guests have praised the friendly staff and spacious rooms, making it a comfortable choice for families.


At the Baymont, you'll find a friendly setting complemented by a variety of amenities that cater to both convenience and comfort. Enjoy a refreshing dip in the pool after a day of exploring, and take advantage of complimentary breakfast options to kickstart your morning. The hotel also offers free WiFi, toiletries, and self-parking, ensuring that your stay is straightforward and accommodating for families.

How much does a hotel with outdoor pool in Waukesha cost?

Enjoy staying in a hotel in Waukesha with an outdoor pool. You can find a great deal from CA $106 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.

Are there hotels with outdoor pools that are close to Prairieville Park?

The Baymont by Wyndham Waukesha is an excellent choice for families seeking a hotel with an outdoor pool near Prairieville Park. With a traveller rating of 7.0, guests frequently praise the friendly staff and the spacious rooms, making it a comfortable base for your adventures.


At the Baymont, you can enjoy a refreshing dip in the outdoor pool after a day of exploring. Families will appreciate the convenience of complimentary amenities, including free WiFi, toiletries, and a hearty continental breakfast to kick-start your mornings. Plus, self-parking is free, adding to the overall value of your stay.

Is it cheaper to book flights and a hotel in Waukesha as a package?

Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it’s wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.

Can I cancel my hotel reservation on Expedia?

Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Waukesha for you.

How can I save on a hotel in Waukesha with Expedia?

Before booking your Waukesha hotel, remember to join One Key™, Expedia’s free travel rewards program. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

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