Hartland Vacations from $537

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Your Hartland Vacation

From its highlights to its hidden delights, this city is best explored with a Hartland vacation package. Book a hotel in Halls Park, which is good for nature, watersports and views. Make your trip to Hartland even more fun by including some sightseeing. Sussex Bowl, Oconomowoc Golf Club and Maple Wayside Trailhead are among the leading attractions you'll want to explore. Whatever your travel plans or budget, organizing your ultimate tailored Hartland vacation is a breeze with Expedia.

The Latest Hartland 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 $606, price is now $537 per person
$537
per person
Dec 15 - Dec 18
found 23 hours ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
8.6/10 Excellent! (981 reviews)

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was $846, price is now $676 per person
$676
per person
Dec 15 - Dec 18
found 23 hours ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
9.6/10 Exceptional! (2,299 reviews)
The Pfister is our go to in Milwaukee. Always amazing customer service, beautiful rooms and facilities.

Reviewed on Oct 31, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $719, price is now $582 per person
$582
per person
Dec 15 - Dec 18
found 23 hours ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
9.2/10 Wonderful! (1,378 reviews)
It's a great place to stay in Milwaukee.

Reviewed on Nov 1, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $797, price is now $702 per person
$702
per person
Dec 15 - Dec 18
found 23 hours ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
9.8/10 Exceptional! (2,742 reviews)

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
Avenues West
Price was $836, price is now $753 per person
$753
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Milwaukee (MKE)
9/10 Wonderful! (1,417 reviews)
This is the second time I have stayed at the Ambassador Hotel and I love how comfortable clean and convenient it is to down town and the baseball stadium.

Reviewed on Nov 1, 2026

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Stay near popular Hartland attractions

Pine Lake

Commune with nature and explore the great outdoors at Pine Lake during your travels in Chenequa.
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Hartland Hotel Deals

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $100 total per night from Nov 9 to Nov 10
$100 total
Nov 9 - Nov 10
Total with taxes and fees
Sheraton Milwaukee Brookfield Hotel
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
2308 W Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $87 total per night from Nov 22 to Nov 23
$87 total
Nov 22 - Nov 23
Total with taxes and fees
9/10 Wonderful! (1,429 reviews)
"This is the second time I have stayed at the Ambassador Hotel and I love how comfortable clean and convenient it is to down town and the baseball stadium."

Reviewed on Nov 1, 2026

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Motel 6 Milwaukee, WI - Glendale

Motel 6 Milwaukee, WI - Glendale

2 out of 5
5485 N Port Washington Rd Milwaukee WI
Fully refundableReserve now, pay when you stay
$44 nightly
The price is $51 total per night from Nov 12 to Nov 13
$51 total
Nov 12 - Nov 13
Total with taxes and fees
Motel 6 Milwaukee, WI - Glendale
See all 656 properties in Hartland
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 Hartland Vacation Packages

Hartland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Population
9,200
Top Sights
Sussex Bowl, Oconomowoc Historical Museum and Fowler Lake Park

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Frequently asked questions

How much does a Hartland vacation package cost?
You can snap up a vacation package to this top destination from $537 on Expedia. But how much your vacation to Hartland costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Hartland?
If you'd like to snag a cheap Hartland vacation package, consider visiting in November, December and January. You'll typically find lower prices on hotels and flights during these months — perfect for budget-conscious travelers.
How many days is enough for Hartland?
With a well-organized travel plan, you can easily hit the most popular Hartland attractions in a few days. But if you'd like to venture off the beaten track or go on day tours, consider booking your Hartland vacation for longer.
How to find the best Hartland package deals?
Landing a cheap Hartland package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a few filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most affordable Hartland package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Hartland vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and hotels individually. Better still, you can tailor your Hartland getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Hartland?
If you've got your Hartland travel dates locked in, book as soon as you can to grab some fantastic deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Hartland vacation packages?
If you're like us, you love traveling the world but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Hartland trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.