Hartland Vacations from $379

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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.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was $509, price is now $379 per person
$379
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Milwaukee (MKE)
8.4/10 Very Good! (1,004 reviews)
It was a wonderful experience. The staff was super friendly and kind. We found it kid friendly and felt safe.

Reviewed on Aug 15, 2025

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was $633, price is now $477 per person
$477
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Milwaukee (MKE)
9.4/10 Exceptional! (1,025 reviews)
Impressed by the staff. Amazing building.

Reviewed on Sep 4, 2025

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was $674, price is now $521 per person
$521
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Milwaukee (MKE)
9.6/10 Exceptional! (1,720 reviews)
Noisy downtown area. Very grandiose bar/lounge area, full of drunk suits… but honestly outdated and the rooms were small and stuffy. Poorly laid out but has historical “charm” I guess. Front desk staff questioned us when we said there was no room service menu in the room… but the gentleman who took our orders was very kind and thorough and the burgers were amazing, with heaps of sweet potato fries… if you like the history and art and drinking at a lounge bar it’s great, just not our scene

Reviewed on Sep 5, 2025

Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG

Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG

2.5 out of 5
College Heights
Price was $950, price is now $737 per person
$737
per person
Oct 8 - Oct 14
found 1 day ago
Roundtrip flight included
Washington (DCA) to Milwaukee (MKE)
8/10 Very Good! (978 reviews)
If the dryer is broken and at check in someone asks where the laundry room is at, you should probably mention the dryer is broken! Finding out hours aftet checking in that the dryer is broken is not the time to find out. We wouldve canceled our stay as we needed to wash cloths during our vacation.

Reviewed on Aug 25, 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,612, price is now $1,255 per person
$1,255
per person
Oct 8 - Oct 14
found 1 day ago
Roundtrip flight included
Washington (DCA) to Milwaukee (MKE)
9.8/10 Exceptional! (2,411 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

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Hartland Hotel Deals

Sonesta Milwaukee West Wauwatosa

Sonesta Milwaukee West Wauwatosa

3.5 out of 5
10499 W Innovation Dr, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Sep 15 to Sep 16
$107 total
Sep 15 - Sep 16
Total with taxes and fees
Sonesta Milwaukee West Wauwatosa
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
$106 nightly
The price is $125 total per night from Sep 21 to Sep 22
$125 total
Sep 21 - Sep 22
Total with taxes and fees
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

2.5 out of 5
5110 N Port Washington Rd, (772), Milwaukee, WI
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $79 total per night from Sep 15 to Sep 16
$79 total
Sep 15 - Sep 16
Total with taxes and fees
AmericInn by Wyndham Glendale/Milwaukee
See all 631 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.

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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 $379 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.