Country Club Estates Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

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

    Find the right fit

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

    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.
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was CA $935, price is now CA $763 per person
CA $763
per person
Nov 12 - Nov 15
found 22 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.4/10 Exceptional! (1,012 reviews)
Impressed by the staff. Amazing building.

Reviewed on Sep. 4, 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $976, price is now CA $810 per person
CA $810
per person
Nov 12 - Nov 15
found 22 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.8/10 Exceptional! (2,397 reviews)
Cool arts hotel - we stayed in one of the artist rooms - an experience. We did brunch on Sunday and it was yummy!

Reviewed on Sep. 5, 2025

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Price was CA $1,043, price is now CA $868 per person
CA $868
per person
Nov 12 - Nov 15
found 22 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.4/10 Exceptional! (291 reviews)
It was a great stay. Only disappointment was there was no gym to work out in. Also, wish we could have used the top terrace to sit out on. Otherwise, it was a great place to stay.

Reviewed on Aug. 30, 2025

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $945, price is now CA $788 per person
CA $788
per person
Nov 12 - Nov 15
found 22 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.6/10 Exceptional! (1,707 reviews)
Beautiful historical hotel

Reviewed on Sep. 4, 2025

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Price was CA $1,015, price is now CA $849 per person
CA $849
per person
Nov 12 - Nov 15
found 22 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9/10 Wonderful! (1,333 reviews)
Very spacious and clean room! I love the giant bath tub in the bathroom

Reviewed on Sep. 4, 2025

Country Club Estates Hotel Deals

Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Sep 11 to Sep 12
CA $184
CA $236 total
Sep 11 - Sep 12
includes taxes & fees
Harbor Shores on Lake Geneva
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 $187 per night from Sep 23 to Sep 24
CA $187
CA $261 total
Sep 23 - Sep 24
includes taxes & fees
Timber Ridge Lodge and Waterpark
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 $146 per night from Sep 7 to Sep 8
CA $146
CA $197 total
Sep 7 - Sep 8
includes taxes & fees
Abbey Resort and Avani Spa
See all 887 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 $763. 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.