Howards Grove Vacation Packages

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Top Howards Grove Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $1,786, price is now CA $1,407 per person
CA $1,407
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,192 reviews)

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $2,231, price is now CA $1,491 per person
CA $1,491
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $1,839, price is now CA $1,567 per person
CA $1,567
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.8/10 Exceptional! (2,652 reviews)

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $1,602, price is now CA $1,438 per person
CA $1,438
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,592 reviews)

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
Marquette
Price was CA $1,586, price is now CA $1,440 per person
CA $1,440
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9/10 Wonderful! (1,342 reviews)
Nice hotel. I loved that you could park in the hotel garage and go in and out at ease. Hotel also provided a shuttle service. The food in the cafe is good and there's a Starbucks inside the lower level. Nice features left over from the hotel's past. Our deluxe-double room was huge and quiet. I would definitely stay here again.

Reviewed on Jul 15, 2026

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Howards Grove Hotel Deals

Harbor Town, BW Signature Collection

Harbor Town, BW Signature Collection

2.5 out of 5
4004 Calumet Ave. Manitowoc WI
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Jul 20 to Jul 21
CA $139
CA $158 total
Jul 20 - Jul 21
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
"Room was clean. Staff went above and beyond. There is a continental breakfast buffet. They also have free items to order, including omlettes, breakfast sandwiches, waffles, yogurt, hash browns, etc. They may renovate on a regular basis. During my stay they replaced the toilets in every room. Decent ..."

Reviewed on Jul 14, 2026

Harbor Town, BW Signature Collection
The American Club

The American Club

5 out of 5
419 Highland Drive Kohler WI
The price is CA $906 per night from Aug 16 to Aug 17
CA $906
CA $1,001 total
Aug 16 - Aug 17
includes taxes & fees
9.6/10 Exceptional! (260 reviews)
"Everything was great! Website could be better to understand how to book amenities."

Reviewed on Jul 14, 2026

The American Club
Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is CA $226 per night from Aug 2 to Aug 3
CA $226
CA $256 total
Aug 2 - Aug 3
includes taxes & fees
9.6/10 Exceptional! (595 reviews)
"Absolutely loved this hotel! Staff is great, room was perfect, having a balcony is a huge bonus. Breakfast could've had sugar free/diabetic options. Bathroom with handicap accessible shower needs a longer & wider shower curtain. Water covers the floor makes it very slippery. But otherwise this place ..."

Reviewed on Jul 15, 2026

Watershed Hotel
See all 521 properties in Howards Grove
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.
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What to do in Howards Grove

Sheboygan Arts & Water Segway Tour w/ Private Tour Option

Sheboygan Segway Tour w/ Private Tour Option

CA $143
per adult
Sheboygan Segway Tour w/ Private Tour Option
Sheboygan Showdown Scavenger Hunt

Sheboygan Showdown Scavenger Hunt

CA $33
per adult
Sheboygan Showdown Scavenger Hunt
Private Professional Golf Experience in American Club Wisconsin

Private Professional Golf Experience in American Club Wisconsin

CA $307
per adult
Private Professional Golf Experience in American Club Wisconsin
See all activities in Howards Grove

Frequently asked questions

How much does a Howards Grove vacation package cost?
You can grab a vacation package to this destination from CA $1,407 on Expedia. But how much your vacation to Howards Grove costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Howards Grove?
If you're looking to score a cheap Howards Grove vacation package, consider planning a trip in January, February and April. You're likely to find lower rates on airfares and hotels during these quieter months — ideal for a budget-friendly break.
How many days is enough for Howards Grove?
With a well-organized schedule, you can easily visit the top Howards Grove sights in a few days. But if you'd like to venture off the beaten track or go on day trips, consider booking your Howards Grove vacation for longer.
How to find the best Howards Grove package deals?
Use Expedia's filters to find some terrific Howards Grove package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Howards Grove package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Howards Grove vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and accommodations separately. Better still, you can personalize your Howards Grove escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Howards Grove?
If you're planning a spontaneous Howards Grove getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Howards Grove?

  1. Choose when to get away: Check your calendar and get packing. Your favourite time of year and the type of activities available will also help you decide when to vacation in Howards Grove.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and meals to experiences and flights. Your accommodations will likely be the largest expense during your trip to Howards Grove.
  3. Decide your trip length: Think about how much time you want to spend exploring Howards Grove. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your accommodations and airfare: After you've nailed down your dates and duration, book the ideal Howards Grove vacation package for you.

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