Hartland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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.

Top Hartland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
Price was CA $1,452, price is now CA $1,312 per person
CA $1,312
per person
Aug 19 - Aug 23
found 14 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to Milwaukee (MKE)
8.4/10 Very good! (973 reviews)
Room and facilities overall were clean; staff were nice and helpful. We didn’t use amenities so can’t comment on use but from what we saw, it looked fine. The room could use some TLC though. The bathroom had undergone some repairs it seams, to the wallpaper and sink counter, it was not well done, and the lack of long- term detail cleaning i.e., shower door edges, tile floor, carpet seaming, etc, downgrade the room.

Reviewed on Jul 15, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $2,741, price is now CA $2,159 per person
CA $2,159
per person
Aug 19 - Aug 23
found 14 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to Milwaukee (MKE)
9.6/10 Exceptional! (2,139 reviews)
We were in Milwaukee for our son’s engagement. I had scheduled some special deserts to be shipped from NewJersey. I had called the hotel and advised them to refrigerate the box immediately when received. I was assured that they would take care of it. However when we arrived, and were ready to leave for the engagement we were informed that they had put the box in the freezer instead of the refrigerator. Also the management did not make any attempt to apologize for messing this up for us. Extremely bad customer service.

Reviewed on Jul 14, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $2,111, price is now CA $1,760 per person
CA $1,760
per person
Aug 19 - Aug 23
found 14 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to Milwaukee (MKE)
9.2/10 Wonderful! (1,192 reviews)

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Price was CA $1,922, price is now CA $1,684 per person
CA $1,684
per person
Aug 19 - Aug 23
found 14 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to Milwaukee (MKE)
9.4/10 Exceptional! (373 reviews)

Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was CA $1,737, price is now CA $1,525 per person
CA $1,525
per person
Aug 19 - Aug 23
found 14 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to Milwaukee (MKE)
9/10 Wonderful! (1,004 reviews)
Great stay….perfect for summerfest

Reviewed on Jul 13, 2026

Ready to book your vacation to Hartland?

 

Choose your dates

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
The price is CA $149 per night from Jul 19 to Jul 20
CA $149
CA $172 total
Jul 19 - Jul 20
includes taxes & fees
8.4/10 Very good! (977 reviews)
"Room and facilities overall were clean; staff were nice and helpful. We didn’t use amenities so can’t comment on use but from what we saw, it looked fine. The room could use some TLC though. The bathroom had undergone some repairs it seams, to the wallpaper and sink counter, it was not well done, ..."

Reviewed on Jul 15, 2026

Sheraton Milwaukee Brookfield Hotel
AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

3 out of 5
5110 N Port Washington Rd Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Jul 26 to Jul 27
CA $112
CA $130 total
Jul 26 - Jul 27
includes taxes & fees
AmericInn by Wyndham Glendale/Milwaukee
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
The price is CA $137 per night from Jul 30 to Jul 31
CA $137
CA $161 total
Jul 30 - Jul 31
includes taxes & fees
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
See all 661 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

Stay near popular Hartland attractions

Pine Lake

Commune with nature and explore the great outdoors at Pine Lake during your travels in Chenequa.
See properties

Frequently asked questions

How much does a Hartland vacation package cost?
You can snap up a vacation package to this top destination from CA $1,312 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.