Country Club Estates Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Country Club Estates

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Milwaukee Airport by IHG

Crowne Plaza Milwaukee Airport by IHG

3.5 out of 5
College Heights
Price was CA $1,325, price is now CA $1,109 per person
CA $1,109
per person
Jun 22 - Jun 25
found 19 hours ago
Roundtrip non-stop flight included
Regina (YQR) to Milwaukee (MKE)
7.8/10 Good! (1,008 reviews)
Clean room easy smooth check in

Reviewed on Apr 3, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $1,784, price is now CA $1,365 per person
CA $1,365
per person
Jun 22 - Jun 25
found 19 hours ago
Roundtrip non-stop flight included
Regina (YQR) to Milwaukee (MKE)
9.6/10 Exceptional! (2,047 reviews)
Service was perfect! Strongly recommend the top floor bar! Wonderful views!

Reviewed on Apr 9, 2026

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was CA $1,353, price is now CA $1,116 per person
CA $1,116
per person
Jun 22 - Jun 25
found 19 hours ago
Roundtrip non-stop flight included
Regina (YQR) to Milwaukee (MKE)
9.4/10 Exceptional! (456 reviews)
The room was very spacious and clean. We loved the convenience of the area and the many amenities es provided on site. The team did an amazing job of communicating with rapid speed.

Reviewed on Mar 23, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $1,392, price is now CA $1,163 per person
CA $1,163
per person
Jun 22 - Jun 25
found 19 hours ago
Roundtrip non-stop flight included
Regina (YQR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,417 reviews)
Clean room, nice casino

Reviewed on Apr 3, 2026

Hampton Inn & Suites Milwaukee Downtown

Hampton Inn & Suites Milwaukee Downtown

2.5 out of 5
Westown
Price was CA $1,556, price is now CA $1,305 per person
CA $1,305
per person
Jun 23 - Jun 26
found 19 hours ago
Roundtrip non-stop flight included
Regina (YQR) to Milwaukee (MKE)
6.8/10 (1,004 reviews)
This is our go-to hotel in Milwaukee. Great location for shows. We have stayed here a few times. Parking is very convenient. The parking garage is connected to the hotel. The breakfast is great! Never had a problem. And, its really quiet.

Reviewed on Apr 4, 2026

Country Club Estates Hotel Deals

Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
269 Fontana Boulevard Fontana WI
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Apr 12 to Apr 13
CA $133
CA $184 total
Apr 12 - Apr 13
includes taxes & fees
8.6/10 Excellent! (1,819 reviews)
I have stayed here multiple times. It has always been my husband and I’s get away spot. This last time we stayed it was unfortunately a different experience. It was so incredibly loud we couldn’t sleep. There were children running around everywhere we went unsupervised by any parents. It made our ...

Reviewed on Apr 8, 2026

Abbey Resort and Avani Spa
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from Apr 21 to Apr 22
CA $198
CA $275 total
Apr 21 - Apr 22
includes taxes & fees
8.6/10 Excellent! (3,211 reviews)
Everyone was very attentive. The check in was amazing. They really think of the kids.

Reviewed on Apr 8, 2026

Timber Ridge Lodge and Waterpark
The Cove Of Lake Geneva

The Cove Of Lake Geneva

3.5 out of 5
111 Center St Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Apr 12 to Apr 13
CA $136
CA $189 total
Apr 12 - Apr 13
includes taxes & fees
9/10 Wonderful! (1,426 reviews)
Yes

Reviewed on Apr 9, 2026

The Cove Of Lake Geneva
See all 864 properties in Country Club Estates
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Country Club Estates vacation package cost?
Get ready to book, because a getaway to Country Club Estates starts from a tempting CA $1,109. When you combine your flights, hotels and car rentals into a vacation package, you'll enjoy the best prices.
How do I get a cheap travel package to Country Club Estates?
Bundle your hotel and flight bookings, toss in extras such as activities, and save with a Country Club Estates vacation package. You won't just enjoy wonderful discounts on your escape — you'll have plenty of choice too. When you book through Expedia, you can select from more than 550 partner airlines and 1,000,000 properties around the globe. Your dream vacation begins right here, right now!
What are the top hotels in Country Club Estates?
Secure a room at Beautiful Log Cabin Home In Fontana. It's one of this neighborhood's most sought-after hotels. Another top option in Country Club Estates is Beautiful Beach Access Vacation Home Lic Str22.
How far in advance should I book my Country Club Estates vacation?
You'll be rewarded with the widest variety at the lowest prices by booking your vacation to Country Club Estates nice and early. Airlines typically sell flights around 12 months before departure, so secure your spot ASAP. Having said that, Expedia is committed to giving you the best deals around, so it's always a good time to book your dream vacation!
What does an Expedia Country Club Estates travel package include?
That depends on what you want. If you're traveling solo, you might decide to bundle flights and hotels. Taking the whole crew to Country Club Estates? A travel package that includes hotels, rental cars and flights might suit you better. Expedia gives you the flexibility and freedom to customize your travel package.
What should I know before booking a Country Club Estates travel package?
Discover deals that match your budget with an Expedia package. Hotels, flights, rental cars — we have everything you need to plan your escape. You'll save precious dollars just by bundling your bookings. Whether you're embarking on a winter adventure or relaxing on a sunny beach, your perfect vacation is only clicks away.
Can I choose my airline with a Country Club Estates Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our vacation packages give you the flexibility to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Country Club Estates vacation package?
We totally understand — life doesn't always go according to plan. If you've locked in a Country Club Estates vacation package and need to cancel or change it, we can help. We suggest taking a look at our Customer Service Portal first for information. But generally, if you've booked your package in the last 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's more than 24 hours, your hotel, airline or car rental company may impose a charge.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.