Hartland Vacations from $272

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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.
Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
Save 100% on your flight
Price was $383, price is now $272 per person
$272
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Houston (HOU) to Milwaukee (MKE)
8.6/10 Excellent! (1,644 reviews)
The staff were very nice and helpful to direct us to our wedding reception we were attending. The amenities were great, the bars and restaurants were cute and good options. Unfortunately our carper in our room had a huge weird brown stain, and walking around the hotel was freezing! We would gladly stay again if needed to though.

Reviewed on Dec 14, 2025

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $617, price is now $448 per person
$448
per person
Feb 19 - Feb 22
found 2 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Milwaukee (MKE)
9.6/10 Exceptional! (428 reviews)
The room was great, location was perfect. I loved the loft vibe and exposed brick. It would have been a 5 star review if the TV was working. We couldn't get the TV to turn on.

Reviewed on Nov 5, 2025

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $825, price is now $602 per person
$602
per person
Feb 19 - Feb 22
found 2 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Milwaukee (MKE)
9.2/10 Wonderful! (1,012 reviews)
Cool boutique hotel in a great neighborhood

Reviewed on Dec 16, 2025

Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was $585, price is now $430 per person
$430
per person
Feb 19 - Feb 22
found 2 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Milwaukee (MKE)
9/10 Wonderful! (1,001 reviews)
Manager very helpful when our heat and phone did not work

Reviewed on Dec 11, 2025

DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was $407, price is now $309 per person
$309
per person
Feb 19 - Feb 22
found 2 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Milwaukee (MKE)
8.4/10 Very Good! (1,001 reviews)
Breakfast was advertised as free but it was $15

Reviewed on Dec 7, 2025

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Hartland Hotel Deals

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 Jan 2 to Jan 3
$87 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
9/10 Wonderful! (1,260 reviews)
The room was very clean and the staff was extremely helpful and kind. I was greeted right away and taken to the front desk to check in. The atmosphere in this beautiful building is wonderful!

Reviewed on Dec 17, 2025

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

3 out of 5
1250 S Moorland Rd Brookfield WI
Fully refundable
$93 nightly
The price is $107 total per night from Dec 25 to Dec 26
$107 total
Dec 25 - Dec 26
Total with taxes and fees
8.6/10 Excellent! (1,253 reviews)
Clean and very spacious rooms. Breakfast was good, and staff was very kind.

Reviewed on Dec 12, 2025

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
Holiday Inn Milwaukee Riverfront by IHG

Holiday Inn Milwaukee Riverfront by IHG

3 out of 5
4700 N Port Washington Rd Milwaukee WI
Fully refundable
$91 nightly
The price is $105 total per night from Dec 23 to Dec 24
$105 total
Dec 23 - Dec 24
Total with taxes and fees
7.8/10 Good! (1,006 reviews)
I really enjoyed my stay at the Holiday Inn. The rooms were clean and the staff were friendly. I will always book a room to Holiday Inn on any travel. Thanks again!

Reviewed on Dec 11, 2025

Holiday Inn Milwaukee Riverfront by IHG
See all 663 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 $272 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.