Indian Hills Vacation Packages

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

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Top Holiday Package Deals in Indian Hills

Price found within the past 48 hours. Click for updated prices.
Fairfield Inn & Suites by Marriott Milwaukee Downtown

Fairfield Inn & Suites by Marriott Milwaukee Downtown

2.5 out of 5
Westown
Price was CA $977, price is now CA $886 per person
CA $886
per person
Apr 9 - Apr 12
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
8.2/10 Very Good! (1,000 reviews)
They had a nice breakfast and drinks available

Reviewed on Feb 16, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $1,128, price is now CA $975 per person
CA $975
per person
Apr 9 - Apr 12
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.8/10 Exceptional! (2,425 reviews)
The Saint Kate Arts Hotel is outstanding. It’s one of the more unique hotels I’ve stayed in. The room was clean. We stayed in the This Time Tomorrow Foundation room which is decorated with vinyl album covers and other fun extras. The staff was fantastic, friendly and helpful. Loved the complimentary champagne at check-in. Drinks at the bar were delicious and the atmosphere can’t be beat. Live music and art are a perfect combo on a Friday night, the bar was lively and full. We stayed here to see a show at Pabst and loved not having to go outside to access the theater. The studio, restaurant on the second floor, was excellent. Try the spicy tuna with crunchy rice! Cool presentation. I am seeing a show at Fiserv soon and plan to stay here again. I am really looking forward to going back. Best stay I’ve had anywhere in awhile.

Reviewed on Feb 21, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $1,225, price is now CA $1,079 per person
CA $1,079
per person
Apr 9 - Apr 12
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.2/10 Wonderful! (1,008 reviews)
Nice community seating areas . Fun pool table at the bar. All night valet. Clean comfortable room.

Reviewed on Feb 15, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $1,243, price is now CA $1,118 per person
CA $1,118
per person
Apr 9 - Apr 12
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9/10 Wonderful! (1,357 reviews)
Everything was wonderful

Reviewed on Feb 17, 2026

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was CA $1,122, price is now CA $1,013 per person
CA $1,013
per person
Apr 9 - Apr 12
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.4/10 Exceptional! (1,001 reviews)
Staff was amazing, very friendly and helpful!

Reviewed on Feb 21, 2026

Indian Hills 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 $138 per night from Feb 23 to Feb 24
CA $138
CA $188 total
Feb 23 - Feb 24
includes taxes & fees
8.6/10 Excellent! (1,759 reviews)
Very clean, with beautiful amenities. Staff were lovely and the food was delicious (filet). The only note I would have for improvement: new shower heads. 😁

Reviewed on Feb 21, 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 $192 per night from Feb 26 to Feb 27
CA $192
CA $268 total
Feb 26 - Feb 27
includes taxes & fees
8.6/10 Excellent! (3,149 reviews)
Great trip overall. The rooms were perfect and the staff was outstanding friendly, helpful, and attentive. The only downside was that the resort felt crowded at times and there weren’t enough pool floats. Still a very enjoyable stay and we’d return.

Reviewed on Feb 20, 2026

Timber Ridge Lodge and Waterpark
#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms

#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms

Twin Lakes WI
10/10 Exceptional! (44 reviews)
Upstairs and basement was not heated good it’s gives discomfort

Reviewed on Jan 5, 2026

Get rates
#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms
See all 844 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.
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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 CA $886. 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.