West Bend Holidays

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West Bend Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Dubbel Dutch

Dubbel Dutch

Downtown Milwaukee
S$628
per person
23 Oct - 25 Oct
found 2 hours ago
Return flight included
Chicago (ORD) to Milwaukee (MKE)
9.2/10 Wonderful! (185 reviews)
This is a nice boutique hotel. It’s a low key setup with no front desk. However, staff is very responsive. They are available by text/call. We loved the experience at the Agency cocktail lounge.

Reviewed on 10 Sept, 2026

The Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
S$734
per person
23 Oct - 25 Oct
found 2 hours ago
Return flight included
Chicago (ORD) to Milwaukee (MKE)
9.2/10 Wonderful! (1,310 reviews)
This is a unique hotel to stay in with a cool vibe and artsy decor. We enjoyed our deluxe room with a view. The staff were friendly and helpful—valet parking was a nice touch. The restaurant was good overall. Only areas of improvement would be thicker walls (we could hear our loud neighbors early in the morning through the walls) and the room had a bit of a musty smell, but nothing unmanageable. Would definitely stay here again!

Reviewed on 12 Sept, 2026

Home2 Suites by Hilton Milwaukee Downtown

Home2 Suites by Hilton Milwaukee Downtown

Downtown Milwaukee
S$681
per person
23 Oct - 25 Oct
found 2 hours ago
Return flight included
Chicago (ORD) to Milwaukee (MKE)
8.8/10 Excellent! (1,003 reviews)
I booked two queen beds and when we arrived they said they only had a room with one queen and a pullout. We did not sleep well.

Reviewed on 11 Sept, 2026

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

Westown
S$702
per person
23 Oct - 25 Oct
found 2 hours ago
Return flight included
Chicago (ORD) to Milwaukee (MKE)
8.6/10 Excellent! (1,429 reviews)
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Reviewed on 12 Sept, 2026

Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

Downtown Milwaukee
S$686
per person
23 Oct - 25 Oct
found 2 hours ago
Return flight included
Chicago (ORD) to Milwaukee (MKE)
9/10 Wonderful! (1,007 reviews)

Top hotels in West Bend

Quality Inn & Suites West Bend

Quality Inn & Suites West Bend

2433 W Washington St West Bend WI
Fully refundable
S$97
4 Oct - 5 Oct
includes taxes & fees
7.6/10 Good! (606 reviews)
"The rooms were clean. The staff were helpful."

Reviewed on 8 Sept, 2026

Quality Inn & Suites West Bend
Country Inn & Suites by Radisson, West Bend, WI

Country Inn & Suites by Radisson, West Bend, WI

2000 Gateway Ct West Bend WI
Fully refundable
S$125
17 Sept - 18 Sept
includes taxes & fees
Country Inn & Suites by Radisson, West Bend, WI
AmericInn by Wyndham West Bend

AmericInn by Wyndham West Bend

2424 W Washington St. West Bend WI
Fully refundableReserve now, pay when you stay
S$115
1 Oct - 2 Oct
includes taxes & fees
AmericInn by Wyndham West Bend
See all 499 properties in West Bend
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular West Bend attractions

Regner Park

9.2/10 (15 reviews)
This vibrant community park offers a sandy beach in summer and transforms into an ice skating wonderland in winter. Enjoy the splash pad, nature trails, and sports facilities while attending seasonal events.
See properties

Washington County Fair Grounds

8.4/10 (20 reviews)
This regional hub hosts the beloved Washington County Fair each July, showcasing agriculture and entertainment. Explore artisan crafts, enjoy live performances, and experience the vibrant community spirit.
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Shalom Wildlife Zoo

9.2/10 (20 reviews)
Explore 75+ species in spacious natural habitats across three miles of scenic trails at Shalom Wildlife Zoo. Rent a golf cart and purchase grain to feed bison, bears, and zebras for an interactive wildlife encounter.
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1889 Courthouse Museum

7.4/10 (3 reviews)
This 1889 Richardsonian Romanesque courthouse preserves Washington County's history through restored architecture. Admire Syrian arches, art glass, and French tiles while exploring exhibits of the region's past.
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Museum of Wisconsin Art

8.6/10 (8 reviews)
MOWA houses the largest collection of Wisconsin art, showcasing the state's rich artistic heritage through diverse exhibitions. Visitors can explore paintings and sculptures in a modern architectural setting.
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Kettle Moraine Ice Center

8.0/10 (5 reviews)
This family-friendly ice sports facility in West Bend hosts hockey leagues and figure skating programmes. Enjoy public skating sessions or watch local competitions from the elevated viewing area.
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Lac Lawrann Conservancy

You can learn about the history of West Bend with a visit to Lac Lawrann Conservancy. Experience the area's live music and festivals.
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West Bend Country Club

9.0/10 (4 reviews)
This Langford and Moreau-designed course showcases Wisconsin's Kettle Moraine topography with dramatic elevation changes and fast greens. The Frank Lloyd Wright-inspired clubhouse offers an elegant retreat.
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Frequently asked questions

How much does a West Bend holiday package cost?
You'll find cheap prices from S$628 on Expedia for your West Bend getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your holiday to West Bend costs.
What are the cheapest months to go to West Bend?
February, March and November are great times to search for cheap West Bend holiday packages. Choosing to travel in less busy periods means you can usually find lower prices on accommodation and flights.
How many days is enough for West Bend?
With a well-planned itinerary, you can easily visit the top West Bend attractions in a handful of days. But if you'd like to discover lesser-known spots or go on day trips, think about booking your West Bend holiday for longer.
Is it worth booking a holiday package to West Bend?
Boasting a host of highlights starting with its amazing history, West Bend is a good holiday destination. Whether you'd like to check out sights such as West Bend Country Club and Kettle Moraine Ice Centre or take the road less traveled, you'll find plenty to see and do on your West Bend holiday.
How to find the best West Bend package deals?
Bagging a cheap West Bend package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical West Bend package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a West Bend holiday as a package?
You can enjoy significant savings on your West Bend escape by booking a tailored holiday package. Click on the "Package" heading, then enter your destination and travel dates to view some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to West Bend?
If you're considering an impromptu West Bend getaway, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score terrific deals on your flights and hotels by booking ahead.
How to plan a trip to West Bend?
  1. Choose when to go: Check your diary and pack your bags. Your favourite season and the available activities will also help you decide when to escape to West Bend.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and food to flights and experiences. Your accommodation will likely be the biggest expense during your trip to West Bend.
  3. Work out your trip length: Think about how long you'd like to spend exploring West Bend. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick a West Bend holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.