Hartland Vacations from $511

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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 Stella Hotel & Ballroom

The Stella Hotel & Ballroom

3.5 out of 5
Downtown Kenosha
Price was $671, price is now $511 per person
$511
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
9.4/10 Exceptional! (1,002 reviews)
Great hotel especially for the price. Clean, comfortable. Will definitely return.

Reviewed on Mar 24, 2026

Hampton Inn & Suites Milwaukee Downtown

Hampton Inn & Suites Milwaukee Downtown

2.5 out of 5
Westown
Save 100% on your flight
Price was $1,191, price is now $864 per person
$864
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
6.8/10 (1,004 reviews)
Great location. Convenient parking. Clean rooms

Reviewed on Mar 30, 2026

Crowne Plaza Milwaukee Airport by IHG

Crowne Plaza Milwaukee Airport by IHG

3.5 out of 5
College Heights
Price was $842, price is now $618 per person
$618
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
7.8/10 Good! (1,008 reviews)
Clean room easy smooth check in

Reviewed on Apr 3, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $1,022, price is now $776 per person
$776
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,417 reviews)
The Hotel & Casino was very nice! Clean, friendly staff! However, when we were told at check-in how to use our Food & Beverage Credit, it was not being excepted at the check-out when ordering and we were told to go back to the Hotel Check-In to get it fixed! At that point, we were too tired and considered it a loss.

Reviewed on Apr 2, 2026

SpringHill Suites by Marriott Kenosha

SpringHill Suites by Marriott Kenosha

2.5 out of 5
Save 100% on your flight
Price was $818, price is now $630 per person
$630
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
9.6/10 Exceptional! (406 reviews)
It’s refreshing to stay somewhere that’s not right in a big city, that’s well maintained. Thank you!

Reviewed on Mar 24, 2026

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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
$95 nightly
The price is $110 total per night from Apr 6 to Apr 7
$110 total
Apr 6 - Apr 7
Total with taxes and fees
8.4/10 Very Good! (688 reviews)
Ive stayed at a few area hotels. this was by far The cleanest most recently updated and pleasant hotels.I have been to. The hotel made service cleaned my broom and gave me fresh towels every night without asking. It was a very comfortable mattress and pillows. No continental breakfast which I did ...

Reviewed on Apr 1, 2026

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
$76 nightly
The price is $90 total per night from Apr 19 to Apr 20
$90 total
Apr 19 - Apr 20
Total with taxes and fees
9/10 Wonderful! (1,319 reviews)
The room was clean, the housekeeping and front desk staff were helpful. But the property is dated. Some consider it “historic”, but it lacked charm and just seemed old. My stay left a lot to be desired and I

Reviewed on Apr 2, 2026

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 out of 5
1200 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $132 total per night from Apr 9 to Apr 10
$132 total
Apr 9 - Apr 10
Total with taxes and fees
8.8/10 Excellent! (1,165 reviews)
Excellent breakfast and the staffs on-site for breakfast were quick and excellent with their service. Easy in and out parking. Plenty business, shops and restaurants nearby. The restaurant on site isn’t that bad either. Great food except their French onion soup was inedible. Way too salty!. The front ...

Reviewed on Apr 3, 2026

Embassy Suites by Hilton Milwaukee Brookfield
See all 661 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 $511 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.