Hartland Vacations from $526
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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.
Saint Kate - The Arts Hotel
Downtown Milwaukee
$804
per person
Oct 30 - Nov 1
found 8 hours ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
9.8/10 Exceptional! (2,674 reviews)
We loved this hotel and want to come back to explore all of the amazing art installations. Our room was one of a kind with interesting decor and original artwork on the walls. Fabulous lobby bar serving food and hosting nighttime entertainment. We were 7 minutes walk to Fiserv arena to see Eric Clapton. The surrounding area is beautiful. Right next to the Riverwalk. Can’t wait to return.
Reviewed on Sep 14, 2026
Dubbel Dutch
Downtown Milwaukee
$528
per person
Dec 3 - Dec 6
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.2/10 Wonderful! (185 reviews)
This is a nice boutique hotel. It’s a low key setup with no front desk. However, staff is very responsive. They are available by text/call. We loved the experience at the Agency cocktail lounge.
Reviewed on Sep 10, 2026
Stay near popular Hartland attractions
Pine Lake
Commune with nature and explore the great outdoors at Pine Lake during your travels in Chenequa.
Maple Wayside Trailhead
This scenic trailhead opens to the Ice Age Trail's Hartland Segment, winding through oak-hickory woods and marshlands. Sturdy boardwalks guide hikers across wetlands where local wildlife thrives in natural tranquility.
Hartland Hotel Deals
AmericInn by Wyndham Brookfield
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$76 nightly
$88 total
Oct 8 - Oct 9
Total with taxes and fees
8/10 Very Good! (1,595 reviews)
"This is an older hotel that they’re trying to fix up . We had paint chips on the rug, part of the wall was replastered poorly and pictures were peeling away from their frames. One mattress had a spring poking out. Carpeting was new and rooms were clean enough but I don’t think that warrants an 8.0 ..."
Reviewed on Sep 15, 2026
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
2308 W Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$83 nightly
$98 total
Sep 29 - Sep 30
Total with taxes and fees
9/10 Wonderful! (1,385 reviews)
"Beautiful hotel. Close to many attractions and they offer a free shuttle to downtown Milwaukee."
Reviewed on Sep 14, 2026
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$87 nightly
$100 total
Sep 20 - Sep 21
Total with taxes and fees
8.4/10 Very Good! (1,178 reviews)
"It’s a nice clean place to stay in Brookfield!"
Reviewed on Sep 14, 2026
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 $526 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.
