The Best Hotels with a Pool in Hartland, WI from ₩117,548 in 2026

A calm lake surrounded by autumn-colored trees and a small gazebo.

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Our top choices for Hartland hotels with a pool

An indoor swimming pool area with multiple lounge chairs and tables, a pool with clear blue water, and a view of the outdoors through large windows.

A coffee station with two espresso machines, a coffee press, and various coffee cups and containers.

A spacious living area with a fireplace, seating, and large windows.

A hotel room with a blue sofa, a bed, a desk, a lamp, and a framed abstract artwork.

1. Holiday Inn Express & Suites Delafield by IHG

Delafield

Splash into morning swims and evening relaxation at this recently renovated hotel with an indoor pool and hot tub.

₩125,923

₩142,293 total

includes taxes & fees

Nov 23 - Nov 24

An indoor swimming pool with a clear blue water, surrounded by lounge chairs and a sunbed.

A hotel room with a bed, a TV, a desk, a chair, and a window with curtains.

A hotel lobby with a dining area, a reception desk, and a clock on the wall.

A hotel lobby with leather sofas, a reception desk, and a dining area.

2. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

Delafield

Plunge into aquatic bliss with a scenic indoor pool and soothing hot tub, perfect for relaxation after exploring nearby trails.

₩107,365

₩121,322 total

includes taxes & fees

Nov 16 - Nov 17

An indoor swimming pool with a tiled floor, metal railings, and a high ceiling with skylights.

A hotel with a signboard, a well-maintained lawn, and a building with a dark roof and large windows.

A modern bathroom with a large bathtub, a shower area, and a vanity with a mirror.

A reception area with a counter, a flat-screen TV, and a sign that reads 'AmericInn by Hyatt.'

3. AmericInn by Wyndham Delafield-Waukesha-Milwaukee

Delafield

Dive into rejuvenating waters at this Delafield hotel's indoor pool and hot tub sanctuary.

₩104,980

₩118,628 total

includes taxes & fees

Oct 26 - Oct 27

A spacious living room with a fireplace, comfortable seating, and a large bookshelf filled with books and decorative items.

A hotel room with a bathroom, a bed, and a view of the outdoors.

A dining table with a plate of food, a glass of red wine, and a glass of beer.

A courtyard with a wooden staircase, a bench, and a garden area.

4. The Ingleside Hotel

Pewaukee

Splash into vacation bliss at this family-friendly hotel featuring a whimsical water park.

₩141,962

₩160,418 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with a tiled deck, a lounge area with chairs, and a view of the outside.

A hotel lobby with a reception desk, seating area, flat-screen TV, and a fireplace.

A Best Western hotel with a modern facade, accessible parking, and a covered entrance.

A hotel room with a large bed, a separate bathroom with a bathtub, a desk with a computer, and a window with curtains.

5. Best Western Waukesha Grand

Pewaukee

Luxurious indoor pool sanctuary with year-round swimming and a rejuvenating hot tub for post-adventure relaxation.

₩104,874

₩118,508 total

includes taxes & fees

Nov 2 - Nov 3

A large indoor swimming pool with clear blue water, surrounded by blue and white lounge chairs, and equipped with safety signs and lighting.

A hotel lobby with a seating area, a flat-screen TV mounted on the wall, and a fireplace.

A hotel lobby with a stone fireplace, comfortable seating, a flat-screen TV, and a dining area.

A hotel room with a bed, a sofa, a TV, a desk, and a small table.

6. Staybridge Suites Milwaukee West-Oconomowoc by IHG

Oconomowoc

Refreshing year-round indoor pool retreat offers aquatic relaxation and fitness options for every season.

₩145,805

₩164,761 total

includes taxes & fees

Nov 1 - Nov 2

An indoor swimming pool with clear water, surrounded by lounge chairs and a stone-tiled deck.

A stone fireplace with a framed sign above it, two armchairs, a basket, and a bowl of fruit on the floor.

A modern lobby with a brown leather sofa, wooden dining table, and a mounted TV.

A spacious living area with a large round table, multiple chairs, a sofa, and a television mounted on the wall.

7. Wildwood Lodge

Pewaukee

Make a splash at this woodland retreat with a pristine indoor pool and rejuvenating hot tub for year-round aquatic enjoyment.

₩104,025

₩117,548 total

includes taxes & fees

Nov 8 - Nov 9

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 bathroom with a granite countertop sink, a glass shelf with towels, and a glass shower enclosure.

A room with two metal-framed lounge chairs, one with a towel on it, and a small table with a towel and a rolled-up item.

8. 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.

₩120,621

₩136,301 total

includes taxes & fees

Nov 23 - Nov 24

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Choose what matters most at hotels with a pool in Hartland

Breakfast included

Hot tub

4 stars

5 stars

Spa

Top Hartland Hotel Reviews

AmericInn by Wyndham Glendale/Milwaukee

10/10 Excellent

"I’ve stayed all over Milwaukee for many years. This is the best value in the city. Affordable, great king sized bed, breakfast included, shower pressure just right and the cable tv has everything I want. What more could you ask?"

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent

"Excellent"

Sybaris Pool Suites Mequon

10/10 Excellent

"This was one of the best places we have ever stayed. I highly recommend it!"

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent

"Old school hotel, rooms were clean and bar staff was very welcoming. Overall it was a great experience."

Holiday Inn Milwaukee Riverfront by IHG

10/10 Excellent

"We had a great stay at Holiday Inn Milwaukee Riverfront! The hot tub was one of our favorite parts, and the staff were all very nice, friendly, and helpful. The lobby has plenty of space to relax and spend time with family, whether you want to play games, enjoy some delivery pizza, or just hang out together. It’s nice to have a comfortable space where the whole family can unwind and enjoy time together. Overall, we really enjoyed our stay and would definitely recommend this hotel for a family getaway!"

Wildwood Lodge

8/10 Good

"We have stayed here previously (June 2026) and the amenities and staff were terrific again this stay. Our room, however, was difficult to regulate the temperature, it was too warm, despite setting the thermostat at 68 degrees and later 65 degrees, we finally opened the window when we got up in the morning. We appreciated the generous size in room refrigerator, but the refrigerator compressor which was cycling on/off throughout the night, often woke me up."

Ramada by Wyndham Milwaukee

10/10 Excellent

"The location of the parking lot in proximity to the property was spot on. Well worth the $20 dollar fee. The staff here is beyond wonderful! We encounter three different ladies at the front desk and every single one of them were the friendliest, welcoming and helpful staff we've had on our travels. Seriously....the staff MADE our stay!"

Frequently asked questions

What are some accommodations with pools in Hartland?

AmericInn by Wyndham Brookfield: Features daily, an indoor pool, and free self parking. Ambassador Hotel Milwaukee, Trademark Collection by Wyndham: Provides a seasonal outdoor pool, an indoor pool, and free self parking. Sheraton Milwaukee Brookfield Hotel: Features a seasonal outdoor pool, an indoor pool, and a snack bar/deli. Motel 6 Milwaukee, WI - Glendale: Offers 2 restaurants, an indoor pool, and buffet. Sybaris Pool Suites Mequon: Offers buffet, an indoor pool, and free self parking.

What is there to see and do in Hartland?

The picturesque setting of Nagawicka Lake and Nagawaukee County Park and Beach showcase the area's natural beauty. Discover sights such as Maple Wayside Trailhead and Pine Lake during your stay.

When is the best time to book a hotel with a pool in Hartland?

Taking into account the local weather in Hartland is an important factor for planning your visit, especially if you plan to spend your trip poolside. 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 26°F. The snowiest months in Hartland are January, March, November, and February, with each month seeing an average of 8 inches of snowfall.

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Change your mind

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Check availability on Hartland Hotels with a Pool

Our top choices for Hartland hotels with a pool

1. Holiday Inn Express & Suites Delafield by IHG

2. La Quinta Inn & Suites by Wyndham Milwaukee Delafield