Hartland Vacations from $508

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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.
Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

3 out of 5
Price was $640, price is now $508 per person
$508
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Milwaukee (MKE)
9.4/10 Exceptional! (526 reviews)
Clean room, friendly staff

Reviewed on Oct 12, 2025

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $772, price is now $599 per person
$599
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milwaukee (MKE)
9.6/10 Exceptional! (418 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

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $777, price is now $619 per person
$619
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milwaukee (MKE)
9.8/10 Exceptional! (2,425 reviews)
The second floor dining area was the best option - especially for Brunch. Wait staff was attentive and accommodating. They had a DJ and that was pleasant. Pizza available in the downstairs lobby in the evening from the Proof Pizza next door was fast and easy. The bands they have in the Lobby nightly are usually very good. The focus on Art was cool. They offered a ukulele and record player in the room along with Albums to play. More of a gimmick, but a cute idea. Will likely stay again mostly because of location and ease of parking. We had a rowdy neighbor the first night and it seemed we could hear a little too much of that. The rooms are very clean and offer a refrigerator and large windows to see the city outside. Overall a nice experience.

Reviewed on Nov 10, 2025

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Price was $833, price is now $671 per person
$671
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Milwaukee (MKE)
9.4/10 Exceptional! (304 reviews)
Excellent place, secure, clean and unique.

Reviewed on Oct 23, 2025

Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was $695, price is now $562 per person
$562
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milwaukee (MKE)
9/10 Wonderful! (1,011 reviews)
Staff were very friendly and the breakfast was great!! Our room was clean. Will definitely stay here again.

Reviewed on Nov 8, 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
$88 nightly
The price is $102 total per night from Nov 19 to Nov 20
$102 total
Nov 19 - Nov 20
Total with taxes and fees
7.4/10 Good! (1,793 reviews)
The Room was average. Looks better in Pictures

Reviewed on Nov 10, 2025

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
$73 nightly
The price is $86 total per night from Nov 16 to Nov 17
$86 total
Nov 16 - Nov 17
Total with taxes and fees
9/10 Wonderful! (1,229 reviews)
Room was comfortable. Room service had good portions and decent price. Did everything online and made my stay easy.

Reviewed on Nov 4, 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
$97 nightly
The price is $112 total per night from Nov 19 to Nov 20
$112 total
Nov 19 - Nov 20
Total with taxes and fees
8.6/10 Excellent! (1,189 reviews)
Didn't eat breakfast at hotel. Hotel was clean and accommodating. We would stay again.

Reviewed on Nov 8, 2025

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
See all 643 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 $508 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.