Hartland Vacations from $253
Book a Hotel + Flight or Car together to unlock savings
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.
Abbey Resort and Avani Spa
$253
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
8.6/10 Excellent! (2,107 reviews)
Rooms look pretty and clean. Plenty of space in single queen bed room. Great gym. Had a good scalp massage at the spa. Definitely will come back to this property.
Reviewed on Oct 22, 2026
The Iron Horse Hotel
Fifth Ward
$694
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Milwaukee (MKE)
9.2/10 Wonderful! (1,353 reviews)
Rooms were great, staff was very friendly and helpful. We didn’t care much for the food in their restaurant. Prices were in line with everyone else. Overall a 4 out of 5.
Reviewed on Oct 22, 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
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$87 nightly
$100 total
Nov 1 - Nov 2
Total with taxes and fees
8.4/10 Very Good! (1,288 reviews)
"Excellent"
Reviewed on Oct 22, 2026
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
2308 W Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$76 nightly
$90 total
Nov 12 - Nov 13
Total with taxes and fees
9/10 Wonderful! (1,411 reviews)
"Old school hotel, rooms were clean and bar staff was very welcoming. Overall it was a great experience."
Reviewed on Oct 21, 2026
AmericInn by Wyndham Brookfield
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$80 nightly
$93 total
Nov 15 - Nov 16
Total with taxes and fees
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 $253 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.