Top 10 Hotels in Ashippun, WI (from $62) 2026 - Competitive Prices

Go beyond your typical stay in Ashippun

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Our top choices for Ashippun hotels

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

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

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

A hotel room with a large bed, a desk with a chair, a bathroom with a bathtub, and a mirror.

1. Best Western Watertown

Watertown

Richard

$96 nightly

$109 total

Sep 27 - Sep 28

Total with taxes and fees

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 fireplace, a sofa set, and a television.

A modern bar area with a counter, stools, and a television.

2. Hilton Garden Inn Oconomowoc

Oconomowoc

Cindy

$122 nightly

$138 total

Oct 4 - Oct 5

Total with taxes and fees

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

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

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

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

3. Staybridge Suites Milwaukee West-Oconomowoc by IHG

Oconomowoc

Robert

$103 nightly

$116 total

Oct 11 - Oct 12

Total with taxes and fees

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

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.

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

4. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

Delafield

Jordan

$89 nightly

$101 total

Sep 27 - Sep 28

Total with taxes and fees

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 hotel room with a large bed, two bedside tables, a chair, a window with curtains, and an air conditioning unit.

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

5. AmericInn by Wyndham Hartford WI

Hartford

Stephanie

$89 nightly

$100 total

Oct 25 - Oct 26

Total with taxes and fees

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

A bedroom with a large bed, a ceiling fan, a wooden door, and a painting of a tropical beach scene.

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

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

6. Shane Acres Country Inn

Juneau

Hubert

$104 nightly

$109 total

Sep 25 - Sep 26

Total with taxes and fees

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.

7. Heritage inn

Watertown

Linda

$59 nightly

$67 total

Oct 4 - Oct 5

Total with taxes and fees

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 modern restaurant with wooden tables, stone walls, and a bar area.

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.

8. Cobblestone Hotel & Suites - Hartford

Hartford

Kaabala

$147 nightly

$165 total

Oct 25 - Oct 26

Total with taxes and fees

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

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

A buffet with labeled containers of turkey sausage and cookies.

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

9. Holiday Inn Express & Suites Delafield by IHG

Delafield

Muna

$118 nightly

$133 total

Sep 28 - Sep 29

Total with taxes and fees

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.

10. SILVER BELL MOTEL

Hartford

Jamie

$55 nightly

$62 total

Oct 1 - Oct 2

Total with taxes and fees

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.

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

A hotel room with a large bed, a desk with a flat-screen TV, a chair, and a window with curtains.

11. Days Inn by Wyndham Johnson Creek

Johnson Creek

Melissa

$78 nightly

$83 total

Sep 29 - Sep 30

Total with taxes and fees

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

A dining room with a wooden table set for four, surrounded by chairs. There is a chandelier above the table, a cabinet with dishes to the right, and a window with curtains.

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

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

12. The Katherine Holle House

Watertown

Harland

$137 nightly

$155 total

Sep 27 - Sep 28

Total with taxes and fees

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

A compact kitchen with wooden cabinets, a refrigerator, a stove, and a sink.

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

13. Iron Ridge Inn Motel

Iron Ridge

robert

$75 nightly

$79 total

Sep 27 - Sep 28

Total with taxes and fees

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.

14. Comfort Suites Johnson Creek Conference Center

Johnson Creek

BreAnna

$83 nightly

$95 total

Oct 18 - Oct 19

Total with taxes and fees

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.

15. AmericInn by Wyndham Delafield-Waukesha-Milwaukee

Delafield

Terry

$78 nightly

$88 total

Sep 27 - Sep 28

Total with taxes and fees

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

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

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

An indoor swimming pool with clear glass ceiling, poolside chairs, and a view of the outdoors.

16. Super 8 by Wyndham Watertown WI

Watertown

Scott

$82 nightly

$93 total

Oct 11 - Oct 12

Total with taxes and fees

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.

17. TownePlace Suites by Marriott Oconomowoc

Oconomowoc

Matt

$125 nightly

$141 total

Oct 4 - Oct 5

Total with taxes and fees

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 conference table with various glassware and a pitcher of yellow liquid, likely juice, in a meeting room.

18. Holiday Inn Pewaukee - Milwaukee West by IHG

Pewaukee

Anita

$105 nightly

$119 total

Oct 1 - Oct 2

Total with taxes and fees

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

A hallway with a chandelier, an exit sign, a chair, and a trash can.

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

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

19. Mon Bijou

Oconomowoc

Christopher

$267 nightly

$302 total

Sep 27 - Sep 28

Total with taxes and fees

A modern hotel building with a prominent 'Avid' sign, large windows, and a covered entrance area.

A modern reception desk with a wooden finish, a refrigerated beverage display, and a sign indicating the market area.

A modern lounge area with grey upholstered sofas, a central coffee table, and a flat-screen TV mounted on the wall.

A breakfast buffet with labeled containers of fruits and cereals, a 'Good all round' sign, and a view of the outdoors through large windows.

20. avid hotel Milwaukee West Waukesha by IHG

Pewaukee

Christopher

$101 nightly

$114 total

Sep 27 - Sep 28

Total with taxes and fees

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Top Ashippun Hotel Reviews

The Ingleside Hotel

10/10 Excellent

"Great hotel."

The Delafield Hotel

10/10 Excellent

"Incredible staff, wonderful facility, in a league of their own."

Cobblestone Hotel & Suites - Hartford

8/10 Good

"we have a group of eight people, we tried to get together with an additional room for a couple hours, to cheer each other, but when I asked if we can have a room for It, I was told, you need pay additional fee."

Staybridge Suites Milwaukee West-Oconomowoc by IHG

10/10 Excellent

"We very much enjoyed our stay. (Ten days). From check-in to check out everything was very good. We enjoyed breakfast each morning and the Social time in the evening. The pool and hot tub were enjoyable as well. The Laundry was definitely a bonus. We really appreciated the friendly staff who were constantly cleaning and checking to see if we needed anything. We highly recommend staying here and hope to return next year when we come to visit family and friends."

Holiday Inn Pewaukee - Milwaukee West by IHG

10/10 Excellent

"Great place to stay in Pewaukee"

La Quinta Inn & Suites by Wyndham Milwaukee Delafield

8/10 Good

"Our room was very clean and comfortable. I wished that the beds were queens rather than double beds."

Comfort Suites Johnson Creek Conference Center

8/10 Good

"Wish the pool would be open til 11 pm."

Heritage inn

8/10 Good

"I liked we could bring our dogs. But a guy that lives on the corner behind the hotel was verbally abusive about our dog on our first night there. Then a dog attacked my beagle and drew blood on both ears and a Knick on her nose. That dog lives on the corner in front of the hotel to the right in an apartment above the flower shop. That dog was with owners on the step unleashed when a I came down Main Street and came out into the street to head to the parking lot for the hotel. The dog came running out and started a fight with my beagle, very scary! So my point in reporting this is if you have dogs be cautious!"

Best Western Watertown

8/10 Good

".."

More cheap stays in Ashippun

Best Western Waukesha Grand

2840 N Grandview Boulevard Pewaukee WI

$79 nightly

$89 total

Oct 25 - Oct 26

Total with taxes and fees

7.8/10 Good! (1,007 reviews)

Comfort Suites Johnson Creek Conference Center

725 Paradise Ln Johnson Creek WI

$83 nightly

$95 total

Oct 18 - Oct 19

Total with taxes and fees

8.2/10 Very Good! (1,000 reviews)

Wildwood Lodge

N14 W24121 Tower Place Pewaukee WI

$89 nightly

$101 total

Oct 14 - Oct 15

Total with taxes and fees

avid hotel Milwaukee West Waukesha by IHG

2101 Meadow Lane Pewaukee WI

$101 nightly

$114 total

Sep 27 - Sep 28

Total with taxes and fees

Holiday Inn Express & Suites Delafield by IHG

3030 Golf Rd Delafield WI

$118 nightly

$133 total

Sep 28 - Sep 29

Total with taxes and fees

Cobblestone Hotel & Suites - Hartford

101 Park Avenue Hartford WI

$147 nightly

$165 total

Oct 25 - Oct 26

Total with taxes and fees

8.8/10 Excellent! (478 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.

Where can I learn more about changing or cancelling my trip to Ashippun?

For additional details about picking new dates or cancelling your trip to Ashippun, go to https://www.expedia.com/service/.

What is staying in Ashippun like?

Travelers to Ashippun will find plenty to explore and enjoy. There are 199 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.

Find hotels in Ashippun, WI from $62

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. Staybridge Suites Milwaukee West-Oconomowoc by IHG

4. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

5. AmericInn by Wyndham Hartford WI

6. Shane Acres Country Inn

7. Heritage inn

8. Cobblestone Hotel & Suites - Hartford

9. Holiday Inn Express & Suites Delafield by IHG

10. SILVER BELL MOTEL

11. Days Inn by Wyndham Johnson Creek

12. The Katherine Holle House

13. Iron Ridge Inn Motel

14. Comfort Suites Johnson Creek Conference Center

15. AmericInn by Wyndham Delafield-Waukesha-Milwaukee

16. Super 8 by Wyndham Watertown WI

17. TownePlace Suites by Marriott Oconomowoc

18. Holiday Inn Pewaukee - Milwaukee West by IHG

19. Mon Bijou

20. avid hotel Milwaukee West Waukesha by IHG

Top Ashippun Hotel Reviews

The Ingleside Hotel

The Delafield Hotel

Cobblestone Hotel & Suites - Hartford

Staybridge Suites Milwaukee West-Oconomowoc by IHG

Holiday Inn Pewaukee - Milwaukee West by IHG

La Quinta Inn & Suites by Wyndham Milwaukee Delafield

Comfort Suites Johnson Creek Conference Center

Heritage inn

Best Western Watertown

More cheap stays in Ashippun

Best Western Waukesha Grand

Comfort Suites Johnson Creek Conference Center

Wildwood Lodge

avid hotel Milwaukee West Waukesha by IHG

Holiday Inn Express & Suites Delafield by IHG

Cobblestone Hotel & Suites - Hartford

Hotels in Ashippun with star-rating

Frequently asked questions

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