Indian Hills Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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
Price found within the past 48 hours. Click for updated prices.
  • Aerial view
    Jul 25 - Jul 29

    Potawatomi Hotel & Casino + Flight

    Menomonee River Valley
    4 nights
    4.5 star property
    9.2/10 - Wonderful (1,487 reviews)
    "Customer service was good."
    Reviewed May 24, 2026
    Roundtrip • Toronto (YYZ) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,441
    CA $1,190
    per traveller
    found 1 hour ago
    Potawatomi Hotel & Casino
  • Lobby
    Jul 25 - Jul 29

    The Pfister Hotel + Flight

    Downtown Milwaukee
    4 nights
    4.5 star property
    9.6/10 - Exceptional (2,110 reviews)
    "Wonderful experience, elegant while being cozy!!"
    Reviewed May 25, 2026
    Roundtrip • Toronto (YYZ) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $2,545
    CA $1,808
    per traveller
    found 1 hour ago
    The Pfister Hotel
  • Deluxe King
    Jul 25 - Jul 29

    Saint Kate - The Arts Hotel + Flight

    Downtown Milwaukee
    4 nights
    4.0 star property
    9.8/10 - Exceptional (2,626 reviews)
    "Loved the vibe, the atmosphere at the Lobby bar, the music!"
    Reviewed May 22, 2026
    Roundtrip • Toronto (YYZ) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,648
    CA $1,288
    per traveller
    found 1 hour ago
    Saint Kate - The Arts Hotel
  • Fridge, microwave, oven, dishwasher
    Jul 25 - Jul 29

    Kinn Guesthouse Bay View + Flight

    Bay View
    4 nights
    4.5 star property
    9.4/10 - Exceptional (463 reviews)
    "Love the decor. Felt like home! Walking distance to coffee & dinner places was great! "
    Reviewed May 8, 2026
    Roundtrip • Toronto (YYZ) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,729
    CA $1,362
    per traveller
    found 1 hour ago
    Kinn Guesthouse Bay View
  • Front of property
    Jul 25 - Jul 29

    The Brewhouse Inn & Suites + Flight

    Westown
    4 nights
    3.5 star property
    9.6/10 - Exceptional (1,057 reviews)
    "This was our 4th time staying here and it never disappoints! We love the unique property and rooms, and the fact that there is so much in a walkable distance. The staff is also wonderful, front desk, valet and restaurant staff. We had fun getting to know Chris in the restaurant/bar. We will be back!"
    Reviewed May 21, 2026
    Roundtrip • Toronto (YYZ) - Milwaukee (MKE)
    YYZ - MKE • 1 stop MKE - YYZ • 1 stop
    CA $1,814
    CA $1,499
    per traveller
    found 1 hour ago
    The Brewhouse Inn & Suites

Indian Hills 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 $171 per night from May 26 to May 27
CA $171
CA $225 total
May 26 - May 27
includes taxes & fees
9.2/10 Wonderful! (1,343 reviews)
"Happy"

Reviewed on May 25, 2026

Harbor Shores on Lake Geneva
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 $177 per night from May 28 to May 29
CA $177
CA $232 total
May 28 - May 29
includes taxes & fees
8.6/10 Excellent! (1,887 reviews)
"Would come again"

Reviewed on May 24, 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 $274 per night from May 28 to May 29
CA $274
CA $359 total
May 28 - May 29
includes taxes & fees
8.6/10 Excellent! (3,262 reviews)
"This resort is 100 percent family water park bowling for the kids arcade we enjoy are staying"

Reviewed on May 24, 2026

Timber Ridge Lodge and Waterpark
See all 894 properties in Indian Hills
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
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Frequently asked questions

How much does an Indian Hills vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Indian Hills from just . And the more you bundle, the more cash you save. The vacation of your dreams has never been so affordable.
How do I get a cheap travel package to Indian Hills?
Bundle your bookings with Expedia to save big on your next trip. With more than 550 airlines and 1,000,000 properties across the world, your Indian Hills vacation package can be tailored exactly to suit your travel style. With all that extra cash, why not include one or two interesting experiences and tours? It's an easy way to unlock even more discounts. That vacation you've always dreamed of in Indian Hills is closer than you thought!
What are the top hotels in Indian Hills?
6 Blocks To Lake | Fire Pit | Pool Table | Close To Restaurants is one of Indian Hills's leading hotels. Reserve a room here and you'll rest easy knowing you're in excellent hands.
How far in advance should I book my Indian Hills vacation?
It depends on the air carrier, but you can generally look up international flights on Expedia nearly a year in advance. While it's a good idea to book ahead of time, lucky travelers will sometimes nab a cheaper ticket just weeks prior to the date of departure.
What does an Expedia Indian Hills travel package include?
From hotels and flights to rental cars, Expedia can help you shape an Indian Hills package that fits you. Vacationing for a few weeks? Give some thought to a flight, hotel and rental car bundle. If you can only squeeze in a quick getaway, a hotel and flight deal could be more your style. Activities can also be added after you've booked. Our travel packages make it a breeze to plan and save.
What should I know before booking an Indian Hills travel package?
Locking in all the parts of your escape together is one of the best ways to save. Combine your airfares, rental cars and hotels into a tidy little package. But it's not just hotels. Expedia features all kinds of properties, including vacation rentals like beach villas and serviced residences. The list goes on!
Can I choose my airline with an Indian Hills Expedia vacation package?
Yes, definitely. Expedia has more than 550 partner airlines to choose from around the globe. With so much choice, finding the perfect carrier to whisk you away to Indian Hills will be a cinch.
If I'm not able to travel, can I cancel my Indian Hills vacation package?
If your travel plans in Indian Hills have changed, it's good to know that you can cancel your booking. If your booking was made less than 24 hours ago, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a cancellation fee. For more details, check our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.