Book The Best Hotels in Ashippun, WI for 2026 from CA $88 - Fully Refundable Options

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Our top choices for Ashippun hotels

A modern hotel lobby with seating areas, a TV screen, and a coffee station.

A reception desk with a wooden panel design and a colorful mosaic pattern.

A modern bar area with a white countertop and yellow chairs.

An indoor swimming pool with clear pool rules signs, lifeguard chairs, and a no diving sign.

1. Best Western Watertown

Watertown

Richard

CA $123

CA $140 total

includes taxes & fees

Nov 15 - Nov 16

A spacious indoor area with large windows, a central table, and multiple seating arrangements.

An outdoor patio with seating, a pergola, and a view of the surrounding area.

A modern living room with a sectional sofa, a small table, and red ottomans. Large windows provide a view of the outdoors.

A modern living room with a fireplace, a sofa set, and a television.

2. Hilton Garden Inn Oconomowoc

Oconomowoc

Cindy

CA $155

CA $175 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with a view of the sunset through large windows, wooden beams on the ceiling, and a tiled floor.

A living room with a brown sofa, a round coffee table, and a brown leather chair. There is a door leading to a hallway with a lamp and a framed picture on the wall.

A restaurant with wooden tables and chairs, a kitchen area, and a patterned carpet.

A living room with a brick fireplace, leather sofa, and a ceiling fan.

3. AmericInn by Wyndham Hartford WI

Hartford

Stephanie

CA $120

CA $135 total

includes taxes & fees

Nov 15 - Nov 16

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

A buffet with various food items in metal containers, including omelets and other dishes.

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

A spacious lobby with a high ceiling, a fireplace, seating area, and a reception desk.

4. Holiday Inn Express & Suites Delafield by IHG

Delafield

Stephanie

CA $139

CA $157 total

includes taxes & fees

Nov 16 - Nov 17

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.

A gym with treadmills, elliptical machines, and weight benches.

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

5. Staybridge Suites Milwaukee West-Oconomowoc by IHG

Oconomowoc

Michael

CA $156

CA $176 total

includes taxes & fees

Oct 25 - Oct 26

An outdoor seating area with wooden tables and chairs, a brick building with a sign reading 'WISSOTA CHOPHOUSE,' and a bar area visible through the entrance.

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

A lobby with a reception desk, a green door, a fireplace, and a leather sofa.

A bar area with a long counter, multiple bar stools, a television mounted on the wall, and a variety of bottles and glasses on the counter.

6. Cobblestone Hotel & Suites - Hartford

Hartford

Rhonda

CA $228

CA $256 total

includes taxes & fees

Oct 20 - Oct 21

An outdoor patio with wicker furniture, a fire pit, and a grill area.

A modern hotel with a stone facade, multiple floors, and a parking lot.

A modern hotel lobby with a sofa, round tables, and a large window.

A modern kitchen with a central island, pendant lighting, and a chalkboard sign.

7. TownePlace Suites by Marriott Oconomowoc

Oconomowoc

Matt

CA $177

CA $200 total

includes taxes & fees

Oct 25 - Oct 26

A cozy interior with a wooden staircase, a coffee station, and a dining area.

A kitchen with a large island, wine rack, and a window with a view of trees.

A two-story house with a porch, a front door, and a small front yard.

A neatly made bed with a laptop, a glass of white wine, and a plate of snacks on a bedside table.

8. The Katherine Holle House

Watertown

Victoria

CA $155

CA $178 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a large bed, two armchairs, a bathroom with a bathtub, and a large wall painting of a waterfall.

A spacious lounge area with a high ceiling, a central chandelier, and a reception desk in the background.

A reception area with a dark counter, a framed picture on the wall, and a door to the right.

A hotel room with a large flat-screen TV, a sofa, a coffee table, a desk, and a mirror.

9. Super 8 by Wyndham Watertown WI

Watertown

Lynn

CA $82

CA $93 total

includes taxes & fees

Nov 15 - Nov 16

A hotel with a row of single-story buildings, a parking lot, and a well-lit sign.

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.

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

10. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

Delafield

Samuel

CA $115

CA $129 total

includes taxes & fees

Nov 2 - Nov 3

A wooden interior with a pool, a staircase, and a sign indicating a 30 ft depth.

A hotel room with a large bed, a desk, a chair, a bathroom with a bathtub, and a small sitting area.

11. Iron Ridge Inn Motel

Iron Ridge

robert

CA $102

CA $107 total

includes taxes & fees

Oct 18 - Oct 19

A hotel lobby with a reception desk, a staircase, and seating area.

A hotel room with two beds, each with a wooden headboard and white bedding. There is a nightstand with a lamp between the beds.

A hotel room with a flat-screen TV, a coffee maker, two patterned chairs, a round table with a vase, and a large window with curtains.

A lobby with a staircase, a fireplace, and a television mounted on the wall.

12. Heritage inn

Watertown

Michele

CA $87

CA $99 total

includes taxes & fees

Nov 9 - Nov 10

An indoor swimming pool with lounge chairs and a wooden ceiling.

A modern building with a covered entrance, a tall green tree, and a clear sky.

An elevator with a metallic interior, emergency exit sign, and a patterned floor.

A reception area with a blue counter, a sign for Days Inn, and a seating area with a lamp and chairs.

13. Days Inn by Wyndham Johnson Creek

Johnson Creek

Gail

CA $92

CA $98 total

includes taxes & fees

Nov 11 - Nov 12

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

A kitchen with a dining area, a refrigerator, and a chalkboard with writing.

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.

14. AmericInn by Wyndham Delafield-Waukesha-Milwaukee

Delafield

Wilson

CA $112

CA $127 total

includes taxes & fees

Oct 18 - Oct 19

A hot tub with a waterfall feature, a seating area with tables and chairs, and a window providing natural light.

A hotel room with a desk, chair, bed, sofa, and a lamp.

A hotel with a covered entrance, multiple floors, and a sign indicating it is a Comfort Suites hotel.

15. Comfort Suites Johnson Creek Conference Center

Johnson Creek

BreAnna

CA $118

CA $134 total

includes taxes & fees

Nov 10 - Nov 11

A dining table set for breakfast with chairs, plates, cups, and a glass of orange juice.

A living room with a fireplace, a sofa, and a chair.

A swimming pool area with a gazebo, surrounded by trees and a grassy lawn.

A covered outdoor area with a pool, lounge chairs, and umbrellas.

16. Shane Acres Country Inn

Juneau

Neil

CA $146

CA $154 total

includes taxes & fees

Oct 18 - Oct 19

A hotel room with a bed, a desk, a chair, a television, and a lamp.

A dark wooden entertainment center with a flat-screen TV and a remote control on top.

A bathroom with a white sink, dark cabinets, a mirror, a toilet, and a trash can.

A hotel room with two single beds, wooden headboards, a nightstand with a lamp, and a wooden floor.

17. SILVER BELL MOTEL

Hartford

Jamie

CA $72

CA $81 total

includes taxes & fees

Oct 19 - Oct 20

A modern restaurant with a central island and bar seating, large windows, and a kitchen visible in the background.

A person standing in front of a building with a 'be fitness' sign, a stone facade, and a black car parked nearby.

A spacious lobby with a wooden floor, a sofa, a chair, a coffee table, and a vintage suitcase.

A bar with a colorful ceiling and wooden beams.

18. The Delafield Hotel

Delafield

joan

CA $213

CA $241 total

includes taxes & fees

Oct 18 - Oct 19

A hotel room with a bed, a desk, a chair, a bathroom with a bathtub, and a window with a view of a fence and trees.

A living room with a sofa, armchair, and coffee table.

A wooden desk with a computer setup including a monitor, keyboard, and mouse.

A modern bathroom with a walk-in shower, a bathtub, and a toilet.

19. Super 8 by Wyndham Hartford WI

Hartford

Jason

CA $78

CA $88 total

includes taxes & fees

Nov 1 - Nov 2

A Victorian-style house with a prominent front entrance, a steeply pitched roof, and a brick facade.

A bedroom with a large bed, bedside lamps, a TV, and a window with curtains.

A glass container on a counter with various food items, including bottles and containers of cottage cheese, yogurt, and other dairy products.

A spacious living room with two sofas, a coffee table, and a large chandelier.

20. Mon Bijou

Oconomowoc

Christopher

CA $379

CA $429 total

includes taxes & fees

Oct 26 - Oct 27

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Top Ashippun Hotel Reviews

avid hotel Milwaukee West Waukesha by IHG

10/10 Excellent

"Cute modern cozy rooms. Great EV charging."

Days Inn by Wyndham Johnson Creek

10/10 Excellent

"Clean place nice staff hot tub"

Comfort Suites Johnson Creek Conference Center

10/10 Excellent

"Everything good a nice place"

Best Western Waukesha Grand

10/10 Excellent

"Quiet, comfortable, Great value"

Cobblestone Hotel & Suites - Hartford

10/10 Excellent

"The bed was the best id ever slept in for a hotel. Absolutely a huge positive!!!"

The Ingleside Hotel

10/10 Excellent

"Nice staff & nice room. Loved bathroom and bed was super comfy! Bar area was a fun place to grab a few drinks, an app & watch sports (GO Brewers!)."

Holiday Inn Express & Suites Delafield by IHG

8/10 Good

"Nice hotel & convenient location!"

Best Western Watertown

10/10 Excellent

"The breakfast was excellent. The food was fresh and ready on time."

Iron Ridge Inn Motel

10/10 Excellent

"Pool was a little cold, staff was the Best. Grandkids had the best time."

More cheap stays in Ashippun

Wildwood Lodge

N14 W24121 Tower Place Pewaukee WI

CA $111

CA $126 total

Nov 2 - Nov 3

includes taxes & fees

Best Western Waukesha Grand

2840 N Grandview Boulevard Pewaukee WI

CA $112

CA $126 total

Nov 1 - Nov 2

includes taxes & fees

7.8/10 Good! (1,001 reviews)

Comfort Suites Johnson Creek Conference Center

725 Paradise Ln Johnson Creek WI

CA $118

CA $134 total

Nov 15 - Nov 16

includes taxes & fees

8.2/10 Very good! (1,003 reviews)

Holiday Inn Express & Suites Delafield by IHG

3030 Golf Rd Delafield WI

CA $139

CA $157 total

Nov 16 - Nov 17

includes taxes & fees

9.4/10 Exceptional! (706 reviews)

avid hotel Milwaukee West Waukesha by IHG

2101 Meadow Lane Pewaukee WI

CA $140

CA $158 total

Nov 15 - Nov 16

includes taxes & fees

Cobblestone Hotel & Suites - Hartford

101 Park Avenue Hartford WI

CA $228

CA $256 total

Oct 20 - Oct 21

includes taxes & fees

8.8/10 Excellent! (494 reviews)

Hotels in Ashippun with star rating

Frequently asked questions

What's the best place for a stay in Ashippun?

Located 16.7 mi (26.9 km) from the heart of Ashippun, The Ingleside Hotel is a top choice for your stay based on our traveler data. Other good options for your trip to the area are Wildwood Lodge and Best Western Waukesha Grand. See all available top hotels, or vacation rentals in Ashippun.

What's the top vacation rental in Ashippun?

Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle: This vacation home rental outside of Ashippun is located on a lake and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. See all vacation rentals in Ashippun.

If I need to cancel my hotel reservation in Ashippun, will I receive a refund?

Yes, the majority of hotel room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Ashippun.

What is staying in Ashippun like?

Travelers to Ashippun will find plenty to explore and enjoy. There are 198 hotels and other accommodations in the surrounding area. Find out more about Ashippun.

What should I do while I'm visiting Ashippun?

Places to visit in the wider area include Lac La Belle, Erin Hills Golf Course, and Fowler Lake Park. You'll also find Holy Hill and Hawks Inn in the area. Check out what more to see and do in Expedia's Ashippun guide.

What's the seasonal weather like in Ashippun?

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 Ashippun are January, March, February, and November, with each month seeing an average of 6 inches of snowfall.

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Find hotels in Ashippun, WI from CA $88

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Ashippun

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Ashippun hotels

1. Best Western Watertown

2. Hilton Garden Inn Oconomowoc

3. AmericInn by Wyndham Hartford WI

4. Holiday Inn Express & Suites Delafield by IHG

5. Staybridge Suites Milwaukee West-Oconomowoc by IHG

6. Cobblestone Hotel & Suites - Hartford

7. TownePlace Suites by Marriott Oconomowoc

8. The Katherine Holle House

9. Super 8 by Wyndham Watertown WI

10. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

11. Iron Ridge Inn Motel

12. Heritage inn

13. Days Inn by Wyndham Johnson Creek

14. AmericInn by Wyndham Delafield-Waukesha-Milwaukee

15. Comfort Suites Johnson Creek Conference Center

16. Shane Acres Country Inn

17. SILVER BELL MOTEL

18. The Delafield Hotel

19. Super 8 by Wyndham Hartford WI

20. Mon Bijou

Top Ashippun Hotel Reviews

avid hotel Milwaukee West Waukesha by IHG

Days Inn by Wyndham Johnson Creek

Comfort Suites Johnson Creek Conference Center

Best Western Waukesha Grand

Cobblestone Hotel & Suites - Hartford

The Ingleside Hotel

Holiday Inn Express & Suites Delafield by IHG

Best Western Watertown

Iron Ridge Inn Motel

More cheap stays in Ashippun

Wildwood Lodge

Best Western Waukesha Grand

Comfort Suites Johnson Creek Conference Center

Holiday Inn Express & Suites Delafield by IHG

avid hotel Milwaukee West Waukesha by IHG

Cobblestone Hotel & Suites - Hartford

Hotels in Ashippun with star rating

Frequently asked questions

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