Cascade Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Cascade Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
Price was CA $1,087, price is now CA $961 per person
CA $961
per person
Sep 11 - Sep 14
found 4 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.4/10 Very good! (925 reviews)
The staff were friendly and helpful. The room was clean but lacked a few items like a trash can in the bathroom and a small microwave. The area was safe and nice

Reviewed on Jul 2, 2026

County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Downtown Milwaukee
Price was CA $1,209, price is now CA $1,061 per person
CA $1,061
per person
Sep 11 - Sep 14
found 4 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.6/10 Exceptional! (1,005 reviews)
County Clare is a cute small hotel with a really nice Irish bar and restaurant. The breakfast was great! Location is great and very walkable! We had some issues with finding our reservation and electronic room keys not working, frequently. But staff was nice and helpful! I would choose County Clare again!

Reviewed on Jul 2, 2026

Wildwood Lodge

Wildwood Lodge

2.5 out of 5
Price was CA $1,165, price is now CA $1,036 per person
CA $1,036
per person
Sep 11 - Sep 14
found 4 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.8/10 Excellent! (1,016 reviews)
Absolutely amazing 👏

Reviewed on Jul 1, 2026

Holiday Inn Express Milwaukee-West Medical Center by IHG

Holiday Inn Express Milwaukee-West Medical Center by IHG

2.5 out of 5
Wauwatosa
Price was CA $1,165, price is now CA $1,055 per person
CA $1,055
per person
Sep 11 - Sep 14
found 4 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
7.8/10 Good! (1,009 reviews)
Contacted the manager twice and asked for a call back and never received anything.

Reviewed on Jun 29, 2026

Crowne Plaza Milwaukee Airport by IHG

Crowne Plaza Milwaukee Airport by IHG

3.5 out of 5
College Heights
Price was CA $1,077, price is now CA $983 per person
CA $983
per person
Sep 11 - Sep 14
found 4 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
7.8/10 Good! (1,017 reviews)
Arrived at hotel to be told they were fully booked a year ago due to a convention and Horels.com was supposed to contact me the day before. I had to scramble to find another room on a busy weekend and paid nearly double the cost. Both parties are blaming each other and no one cares if we were inconvenienced or ended up paying extra. Tip: Call hotel to confirm anything booked via third party vendors.

Reviewed on Jul 1, 2026

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Cascade Hotel Deals

Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is CA $225 per night from Jul 5 to Jul 6
CA $225
CA $255 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (581 reviews)
"The hotel was beautiful with a great outdoor seating area to enjoy the river view. The owners were on site and attentive to our needs. Breakfast was great and had a good variety of items. It was nice to feel welcomed and cared for by the owners. The customer service was the best I have had in the ..."

Reviewed on Jul 2, 2026

Watershed Hotel
The American Club

The American Club

5 out of 5
419 Highland Drive Kohler WI
Fully refundable
The price is CA $832 per night from Jul 19 to Jul 20
CA $832
CA $919 total
Jul 19 - Jul 20
includes taxes & fees
9.6/10 Exceptional! (253 reviews)
"AMAZING stay, can't wait to come back!!"

Reviewed on Jun 28, 2026

The American Club
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

3 out of 5
3664 S Taylor Dr Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Jul 12 to Jul 13
CA $146
CA $166 total
Jul 12 - Jul 13
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"My bedroom towels and bedding was dirty had to call front desk to come and change it so I could sleep the night.i had planned on spending nights i check out the next day .terrible"

Reviewed on Jul 2, 2026

AmericInn by Wyndham Sheboygan
See all 660 properties in Cascade
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.
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Stay near popular Cascade attractions

Butler Lake and Flynn's Spring State Natural Area

Explore the great outdoors at Butler Lake and Flynn's Spring State Natural Area, a lovely green space in Cascade. While you're in the area, wander around the parks.
See properties

Frequently asked questions

How much does a Cascade vacation package cost?
Offering excellent value package deals from CA $961 on Expedia, you'll be pleasantly surprised at how much a vacation to Cascade costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Cascade?
To pick up cheap Cascade vacation packages, plan your getaway outside of peak times like public holidays and major festivals. You'll typically find lower prices and better availability for hotels and flights.
How many days is enough for Cascade?
The ideal duration for your Cascade vacation depends on what you'd like to see. Usually, a handful of days to a week will give you enough time to tick off all the major sights and discover some hidden spots along the way.
How to find the best Cascade package deals?
Use Expedia's handy filters to find some fabulous Cascade package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Cascade package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Cascade vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still have the freedom to create a customized Cascade vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Cascade?
If you're considering a spontaneous Cascade vacation, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Cascade?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred season and the type of activities available will also help you decide when to visit Cascade.
  2. Figure out your budget: Make sure you have enough money to pay for everything from meals and transportation to activities and airfares. Your hotel will probably be the biggest expense during your trip to Cascade.
  3. Work out your trip length: Consider how long you want to spend discovering Cascade. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a Cascade vacation package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.