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

Find Hotels with a Pool in Waukesha, WI from CA $120

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Check availability on Waukesha Hotels with a Pool

Tonight
Sep 26 - Sep 27
Tomorrow
Sep 27 - Sep 28
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Waukesha hotels with a pool

An indoor swimming pool with a tiled floor, a pool ladder, and a few lounge chairs.
A breakfast bar with a sign reading 'Breakfast Corner,' a coffee machine, and various breakfast items.
A hotel room with a sofa, armchair, bed, and a small table.
A hotel lobby with a fireplace, seating area, and a reception desk.

1. Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha
Waukesha
  • Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.
CA $106
CA $120 total
includes taxes & fees
Sep 28 - Sep 29
Baymont by Wyndham Waukesha
A modern lobby with a stone wall, a fireplace, and two yellow armchairs.
A modern bar area with a stone wall, wooden flooring, and bar stools.
A modern building with a reflective water body in front, surrounded by greenery and a clear sky.
A spacious hotel lobby with a patterned carpet, modern furniture, and a large chandelier.

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.
CA $155
CA $175 total
includes taxes & fees
Oct 1 - Oct 2
Marriott Milwaukee West
A swimming pool with a blue interior, surrounded by lounge chairs and a lifebuoy on the wall.
A hotel room with two beds, a desk, a TV, and a view of the outside.
A vending machine with multiple beverage options including sodas, juices, and energy drinks.
A reception area with a reception desk, a mounted television, and two armchairs.

3. Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Waukesha
CA $178
CA $201 total
includes taxes & fees
Oct 22 - Oct 23
Cobblestone Hotel & Suites - Waukesha/West Milwaukee
An indoor swimming pool with a tiled edge, wooden ceiling beams, and a view of the outdoors.
A modern hotel with a sign reading "HOME 2 SUITES BY HILTON".
A hotel lobby with seating areas, a bar, and a television screen.
A gym with treadmills, weight machines, and a rack of dumbbells.

4. 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.
CA $184
CA $208 total
includes taxes & fees
Oct 11 - Oct 12
Home2 Suites by Hilton Milwaukee Brookfield
An indoor swimming pool with clear water, surrounded by lounge chairs and a stone-tiled deck.
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.
A stone fireplace with a framed sign above it, two armchairs, a basket, and a bowl of fruit on the floor.

5. 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.
CA $118
CA $133 total
includes taxes & fees
Oct 4 - Oct 5
Wildwood Lodge
A pool area with a glass table, lounge chairs, and a basketball hoop.
A reception area with a wooden reception desk, a checkered chair, a sofa, and a table with decorative items.
A conference table with various glassware and a pitcher of yellow liquid, likely juice, in a meeting room.
A bathroom with a granite countertop sink, a glass shelf with towels, and a glass shower enclosure.

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.
CA $148
CA $168 total
includes taxes & fees
Oct 1 - Oct 2
Holiday Inn Pewaukee - Milwaukee West by IHG
An indoor swimming pool with clear glass walls, sun loungers, and a tiled floor.
A modern hotel lobby with a seating area, a counter with a coffee machine, and a decorative wall.
An outdoor seating area with wicker furniture and cushions, a glass door entrance, and a well-lit interior.
A hotel room with a sofa, armchair, coffee table, desk, and kitchenette.

7. 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.
CA $113
CA $131 total
includes taxes & fees
Sep 28 - Sep 29
AmericInn by Wyndham Brookfield
An indoor swimming pool with clear glass walls, tiled floor, and metal pool ladders.
A reception desk with a "Welcome to the Cheese State" sign, a Hilton Honors sign, and a magazine rack with a red cover.
A modern hotel room with a gray sofa, a small kitchenette, a framed picture on the wall, and a green chair.
A modern office space with a long table, chairs, and coffee machines.

8. 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.
CA $146
CA $165 total
includes taxes & fees
Oct 11 - Oct 12
Hampton Inn Milwaukee/Brookfield
A swimming pool with a tiled deck, a lounge area with chairs, and a view of the outside.
A spacious lobby with a yellow sofa, a gray sofa, and a coffee table with magazines. There are wall-mounted lights, a large window with a view of greenery, and a door leading outside.
A hotel room with a large bed, a separate bathroom with a bathtub, a desk with a computer, and a window with curtains.
A hotel lobby with a reception desk, seating area, flat-screen TV, and a fireplace.

9. 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.
CA $112
CA $126 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Waukesha Grand
A spacious living room with a fireplace, comfortable seating, and a large bookshelf filled with books and decorative items.
A modern bathroom with a glass shower enclosure, a wooden vanity, and a large mirror.
A courtyard with a wooden staircase, a bench, and a garden area.
A hotel room with a bathroom, a bed, and a view of the outdoors.

10. The Ingleside Hotel

The Ingleside Hotel
Pewaukee
  • Splash into vacation bliss at this family-friendly hotel featuring a whimsical water park.
CA $151
CA $171 total
includes taxes & fees
Sep 28 - Sep 29
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

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

10/10 Excellent
"Room was nice, bed is super comfortable. Balcony is wonderful and the courtyard is so relaxing!"
Kyle 2-night trip
Posted 1 hour ago
AmericInn by Wyndham Brookfield
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Wonderful, historic hotel with amazing staff!"
Shannon 1-night trip
Posted 3 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Four Points by Sheraton Milwaukee North Shore

Four Points by Sheraton Milwaukee North Shore

10/10 Excellent
"Everything"
Kellea 13-night trip
Posted 1 day ago
Four Points by Sheraton Milwaukee North Shore
Sybaris Pool Suites Mequon

Sybaris Pool Suites Mequon

8/10 Good
"The property entrance needs a makeover and some updating."
Glendelle 1-night trip
Posted 1 day ago
Sybaris Pool Suites Mequon

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 $120 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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