Hartland Vacations from $583

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $730, price is now $583 per person
$583
per person
Aug 21 - Aug 23
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Milwaukee (MKE)
9.4/10 Exceptional! (464 reviews)
Kinn Guesthouses are a great place to stay if you don’t mind no front desk and coded entries. We’ve found them to have large rooms which are tastefully decorated, comfortable and quiet. The common area is stocked with teas, coffee and breakfast cereals which you can use. Be sure to contact property directly before you arrive for entry code. Expedia apparently does not share contact information with Kinn so you can access the room. Therefore they have no way to send you this information This can result in check-in delay until you find a person affiliated with Kinn to update you with this info.

Reviewed on May 29, 2026

Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
Save 100% on your flight
Price was $847, price is now $647 per person
$647
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
8.6/10 Excellent! (1,890 reviews)
Nice location, clean .

Reviewed on Jun 1, 2026

Landing Apartments at Mayfair Collection

Landing Apartments at Mayfair Collection

4 out of 5
Wauwatosa
Price was $1,023, price is now $800 per person
$800
per person
Aug 19 - Aug 24
found 22 hours ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
10/10 Exceptional! (3 reviews)
Beautiful apartment, great lication

Reviewed on Apr 14, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $872, price is now $715 per person
$715
per person
Aug 21 - Aug 23
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Milwaukee (MKE)
9.2/10 Wonderful! (1,139 reviews)
Overall a great experience. The curtains in the room didn’t close all the way so the sun was glaring at us by 6am.

Reviewed on May 31, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $834, price is now $689 per person
$689
per person
Aug 21 - Aug 23
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Milwaukee (MKE)
9.8/10 Exceptional! (2,628 reviews)
Clean room staff was extremely helpful and I enjoyed the bar great live music was amazing experience

Reviewed on May 31, 2026

Don't see what you're looking for?
See all available trips from Columbus to Hartland
View all trips

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
$103 nightly
The price is $119 total per night from Jun 28 to Jun 29
$119 total
Jun 28 - Jun 29
Total with taxes and fees
8.4/10 Very Good! (856 reviews)
"Clean Room.friendly staff"

Reviewed on May 31, 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
$109 nightly
The price is $129 total per night from Jun 30 to Jul 1
$129 total
Jun 30 - Jul 1
Total with taxes and fees
9/10 Wonderful! (1,337 reviews)
"Great property will definitely be back"

Reviewed on May 30, 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
$110 nightly
The price is $127 total per night from Jun 7 to Jun 8
$127 total
Jun 7 - Jun 8
Total with taxes and fees
9/10 Wonderful! (1,254 reviews)
"The room was my favorite type with the entry room and the bedroom to the back of the area making it much more quieter and enjoyable."

Reviewed on May 31, 2026

Embassy Suites by Hilton Milwaukee Brookfield
See all 658 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Hartland vacation package cost?
You can snap up a vacation package to this top destination from $583 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.