The Best Hotels with a Pool in Hartland, WI from ￥13,915 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 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 leather sofas, a reception desk, and a dining area.

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

1. 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.

￥14,015

￥15,837 total

includes taxes & fees

Sep 29 - Sep 30

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 modern bathroom with a large mirror, a sink, a toilet, and a shower.

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

A Holiday Inn Express building with a parking lot, marked handicapped spaces, and a landscaped area with trees.

2. 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.

￥18,559

￥20,972 total

includes taxes & fees

Sep 30 - Oct 1

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

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

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

A hotel room with two beds, a desk with a TV, a chair, a lamp, and a window.

3. AmericInn by Wyndham Delafield-Waukesha-Milwaukee

Delafield

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

￥12,315

￥13,915 total

includes taxes & fees

Sep 28 - Sep 29

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

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

4. Best Western Waukesha Grand

Pewaukee

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

￥12,444

￥14,061 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

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

5. Wildwood Lodge

Pewaukee

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

￥13,115

￥14,820 total

includes taxes & fees

Oct 4 - Oct 5

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

A modern bathroom with a glass shower enclosure, a wooden vanity, and a large mirror.

6. The Ingleside Hotel

Pewaukee

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

￥16,844

￥19,035 total

includes taxes & fees

Sep 28 - Sep 29

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.

The entrance to Milwaukee County Zoo with a circular flower bed and a sign above.

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

7. 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.

￥16,514

￥18,660 total

includes taxes & fees

Oct 1 - Oct 2

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

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

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

8. Staybridge Suites Milwaukee West-Oconomowoc by IHG

Oconomowoc

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

￥17,301

￥19,550 total

includes taxes & fees

Oct 4 - Oct 5

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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 Brookfield

10/10 Excellent

"Room was nice, bed is super comfortable. Balcony is wonderful and the courtyard is so relaxing!"

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent

"Wonderful, historic hotel with amazing staff!"

Four Points by Sheraton Milwaukee North Shore

10/10 Excellent

"Everything"

Sybaris Pool Suites Mequon

8/10 Good

"The property entrance needs a makeover and some updating."

AmericInn by Wyndham Glendale/Milwaukee

10/10 Excellent

"the room was clean the staff was wonderful and nice breakfast was good and hot and clean"

The Ingleside Hotel

10/10 Excellent

"Very clean room and parking was easy."

Hampton Inn Milwaukee/Brookfield

10/10 Excellent

"Easy parking, kind staff, good breakfast, clean room!! I traveled alone (22F) and felt safe in the hotel and in the area!"

Hampton Inn by Hilton Milwaukee Northwest

10/10 Excellent

"Everything is always cleaned and maintained when i come here."

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: Offers a seasonal outdoor pool, an indoor pool, and a snack bar/deli. AmericInn by Wyndham Glendale/Milwaukee: Provides a water park, an indoor pool, and a snack bar/deli. Motel 6 Milwaukee, WI - Glendale: Offers 2 restaurants, an indoor pool, and buffet.

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. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

2. Holiday Inn Express & Suites Delafield by IHG