Howards Grove Vacation Packages

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Top Howards Grove Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Marriott Milwaukee West

Marriott Milwaukee West

3.5 out of 5
Price was CA $1,053, price is now CA $973 per person
CA $973
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,001 reviews)

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $1,340, price is now CA $1,079 per person
CA $1,079
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.6/10 Exceptional! (2,299 reviews)
Clean rooms, top floor pool, easy in/out parking, great gym, helpful staff & beautiful architecture.

Reviewed on Oct 26, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $1,470, price is now CA $1,307 per person
CA $1,307
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,378 reviews)
Fantastic spot. Even my Lyft driver said it was one of the nicest spots in MKE. Comfortable, well designed, accommodating staff, good breakfast at the on-site eatery, walkable to everything.

Reviewed on Oct 26, 2026

County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Downtown Milwaukee
Price was CA $1,098, price is now CA $1,015 per person
CA $1,015
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.6/10 Exceptional! (1,003 reviews)
The staff was very friendly. The room was nice and clean. This is a unique hotel and that uniqueness is on display all the time and it's fun. The continental breakfast was great.

Reviewed on Oct 26, 2026

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Price was CA $1,395, price is now CA $1,297 per person
CA $1,297
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.4/10 Exceptional! (432 reviews)

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Howards Grove Hotel Deals

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Nov 1 to Nov 2
CA $168
CA $191 total
Nov 1 - Nov 2
includes taxes & fees
8.6/10 Excellent! (1,118 reviews)
"Quiet place near the lake."

Reviewed on Oct 27, 2026

Grandstay Residential Suites Hotel - Sheboygan
The American Club

The American Club

5 out of 5
419 Highland Drive Kohler WI
The price is CA $700 per night from Nov 1 to Nov 2
CA $700
CA $774 total
Nov 1 - Nov 2
includes taxes & fees
The American Club
Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

3 out of 5
725 Blue Harbor Drive Sheboygan WI
The price is CA $258 per night from Oct 28 to Oct 29
CA $258
CA $329 total
Oct 28 - Oct 29
includes taxes & fees
Blue Harbor Resort and Conference Center
See all 512 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 & Lakefront Segway Tour

Sheboygan Arts & Lakefront Segway Tour

CA $142
per adult
Sheboygan Arts & Lakefront Segway Tour
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 $299
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 $973 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.

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