Wheatland Vacations from $579

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The Latest Wheatland vacation packages

Price found within the past 48 hours. Click for updated prices.
The Ingleside Hotel

The Ingleside Hotel

4 out of 5
Price was $691, price is now $579 per person
$579
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
8.6/10 Excellent! (981 reviews)

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $837, price is now $610 per person
$610
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.2/10 Wonderful! (1,378 reviews)
Thank you again. Iron horse is the place to stay in MIL

Reviewed on Nov 8, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was $1,032, price is now $804 per person
$804
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.6/10 Exceptional! (2,299 reviews)
Beautiful hotel. Friendly staff

Reviewed on Nov 8, 2026

Kimpton Journeyman Hotel by IHG

Kimpton Journeyman Hotel by IHG

4.5 out of 5
Downtown Milwaukee
Price was $787, price is now $646 per person
$646
per person
Jan 12 - Jan 15
found 24 hours ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
9.4/10 Exceptional! (1,000 reviews)
Clean rooms, beautiful rooftop bar

Reviewed on Nov 8, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $902, price is now $777 per person
$777
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.8/10 Exceptional! (2,742 reviews)
All great

Reviewed on Nov 8, 2026

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Wheatland 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
$131 nightly
The price is $145 total per night from Nov 15 to Nov 16
$145 total
Nov 15 - Nov 16
Total with taxes and fees
8.6/10 Excellent! (2,190 reviews)
"The grounds are beautiful, the facility is very nice, the amenities are very classic/traditional, and the staff is very kind. We were a bit disappointed that, despite having left our room before 10 am, and making sure we removed the DND sign, our room was not serviced. It was a bit inconvenient because ..."

Reviewed on Nov 8, 2026

Abbey Resort and Avani Spa
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
$129 nightly
The price is $146 total per night from Dec 10 to Dec 11
$146 total
Dec 10 - Dec 11
Total with taxes and 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
$131 nightly
The price is $146 total per night from Dec 9 to Dec 10
$146 total
Dec 9 - Dec 10
Total with taxes and fees
Timber Ridge Lodge and Waterpark
See all 1,196 properties in Wheatland
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.

Find the Best Wheatland Vacation Packages

Wheatland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Top Sights
Logic Puzzle Museum and Spinning Top and Yo-Yo Museum

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Frequently asked questions

How much does a Wheatland vacation package cost?
You can grab a vacation package to this destination from $579 on Expedia. But how much your vacation to Wheatland costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Wheatland?
If you're hoping to book a cheap Wheatland vacation package, consider visiting in May, June and December. You'll generally find lower prices on flights and accommodations during these months — ideal for travelers wishing to save money.
How many days is enough for Wheatland?
Generally, a handful of days is enough to visit the major attractions during your Wheatland vacation. But if you'd like to have more time to unwind or go on day trips, consider extending your itinerary.
How to find the best Wheatland package deals?
Begin your search for a Wheatland package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Wheatland package deal straight away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Wheatland getaway off to a flying start.
Is it cheaper to book a Wheatland vacation as a package?
You can enjoy significant savings on your next Wheatland break by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Wheatland?
If you're planning a spontaneous Wheatland vacation, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Wheatland vacation packages?
Jet off on your dream escape to Wheatland with our Book Now, Pay Later vacations. There's no need to save up or wait for payday — we've joined forces with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stay on budget and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.