Hartland Vacations from $515

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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 $659, price is now $515 per person
$515
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) 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

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $746, price is now $577 per person
$577
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
9/10 Wonderful! (1,357 reviews)
Room was clean and beautiful!! Front desk staff was helpful and has one of the best selections of slot machines in the casino will definitely be going back!!!

Reviewed on Feb 7, 2026

Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was $694, price is now $538 per person
$538
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
9/10 Wonderful! (1,002 reviews)
Room was good for the price however housecleaning was hit or miss and they did not clean the bathroom floor once in the 5 days we were there and on the days they did clean the room, they would forget to empty out the trash cans or left the bathroom sink dirty. Breakfast was just ok, nothing to rave about. The staff day staff was much more helpful than the night staff but both were friendly. The hotel itself is nice and centrally located. We walked almost everywhere.

Reviewed on Jan 27, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $833, price is now $652 per person
$652
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
9.2/10 Wonderful! (1,008 reviews)
Staff was great and helpful, food was delicious and the room was amazing!

Reviewed on Feb 9, 2026

Hampton Inn & Suites Milwaukee Downtown

Hampton Inn & Suites Milwaukee Downtown

2.5 out of 5
Westown
Price was $821, price is now $647 per person
$647
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
6.6/10 (1,003 reviews)
Clean hotel great service

Reviewed on Feb 4, 2026

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

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

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 Feb 26 to Feb 27
$87 total
Feb 26 - Feb 27
Total with taxes and fees
9/10 Wonderful! (1,296 reviews)
Weird elevator but nice place

Reviewed on Feb 10, 2026

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Motel 6 Milwaukee, WI - Glendale

Motel 6 Milwaukee, WI - Glendale

2 out of 5
5485 N Port Washington Rd Milwaukee WI
Fully refundableReserve now, pay when you stay
$42 nightly
The price is $49 total per night from Feb 17 to Feb 18
$49 total
Feb 17 - Feb 18
Total with taxes and fees
6/10 (1,150 reviews)
Love it

Reviewed on Feb 12, 2026

Motel 6 Milwaukee, WI - Glendale
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
$74 nightly
The price is $85 total per night from Feb 22 to Feb 23
$85 total
Feb 22 - Feb 23
Total with taxes and fees
8.4/10 Very Good! (564 reviews)
Great value for the room!

Reviewed on Feb 9, 2026

Sheraton Milwaukee Brookfield Hotel
See all 629 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 $515 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.