Hartland Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.

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Hartland Hotel Deals

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $113
CA $131 total
Sep 29 - Sep 30
includes taxes & fees
AmericInn by Wyndham Brookfield
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

2308 W Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $123
CA $145 total
Oct 18 - Oct 19
includes taxes & fees
9/10 Wonderful! (1,397 reviews)
"Wonderful, historic hotel with amazing staff!"

Reviewed on Sep 26, 2026

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $106
CA $123 total
Oct 4 - Oct 5
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
See all 668 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations

Stay near popular Hartland attractions

Pine Lake

Commune with nature and explore the great outdoors at Pine Lake during your travels in Chenequa.
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Maple Wayside Trailhead

You can take time to visit Maple Wayside Trailhead during your travels to Hartland.
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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 on Expedia. However, how much your vacation to Hartland costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Hartland?
If you'd like to book a cheap Hartland vacation package, consider visiting in January, February and March. You're likely to find better prices on flights and accommodations during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Hartland?
With a well-planned schedule, you can easily tick off the top Hartland attractions in a few days. But if you prefer to discover hidden spots or go on day trips, consider booking your Hartland vacation for longer.
How to find the best Hartland package deals?
Use Expedia's filter tool to find some tempting Hartland package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Hartland package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Hartland vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights separately. Better still, you can personalize your Hartland escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Hartland?
Enjoy incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Hartland getaway.
How to plan a trip to Hartland?
  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Hartland.
  2. Set your budget: Consider expenses such as food, flights and transportation when working out how much to put aside for your trip to Hartland. Then, select a property that suits your budget, whether that's an affordable option or a more luxurious retreat.
  3. Work out your trip length: Consider how long you want to spend exploring Hartland. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Hartland vacation package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.