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 Ingleside Hotel
Price was CA $1,349, price is now CA $1,168 per person
CA $1,168
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.6/10 Excellent! (800 reviews)
Clean rooms and overall property. Friendly staff and helpful instructions.
Only thing lacking is a smart tv in rooms.
Reviewed on May 25, 2026
The Pfister Hotel
Downtown Milwaukee
Price was CA $2,836, price is now CA $2,277 per person
CA $2,277
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.6/10 Exceptional! (2,115 reviews)
The staff was very helpful and kind. Beautiful facility
Reviewed on May 25, 2026
Holiday Inn Express Milwaukee Downtown by IHG
Downtown Milwaukee
Price was CA $1,628, price is now CA $1,424 per person
CA $1,424
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9/10 Wonderful! (1,000 reviews)
We arrived at three in the morning to staff that was waiting for us, which was very nice. I didn’t have to wake anybody up. The room was great the bed as usual. Excellent we just love the beds at Holiday Inn express. Where we were missing a trash can in the room, but we dealt with that. Woke up to their breakfast, which is always great. We just love their pancake machine. The hotel was essentially located in the middle of everything much closer to places we needed to go then we thought it was gonna be had a great weekend.
Reviewed on May 26, 2026
Sheraton Milwaukee Brookfield Hotel
Price was CA $1,376, price is now CA $1,237 per person
CA $1,237
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.4/10 Very Good! (814 reviews)
I haven't stayed at the hotel prior. They've done some improvements and remodeled great hotel
Reviewed on May 26, 2026
The Iron Horse Hotel
Fifth Ward
Price was CA $2,166, price is now CA $1,954 per person
CA $1,954
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,126 reviews)
The room was a bit dirty with a used bar of soap left in the shower. By 5pm on Sunday housekeeping hadn’t made up our room so we decided to skip it.
Reviewed on May 26, 2026
Howards Grove Hotel Deals
Watershed Hotel
838 N 15th St Sheboygan WI
The price is CA $180 per night from May 28 to May 29
CA $180
CA $205 total
May 28 - May 29
includes taxes & fees
9.6/10 Exceptional! (548 reviews)
"Room was clean and spacious"
Reviewed on May 23, 2026
The American Club
419 Highland Drive Kohler WI
Fully refundableReserve now, pay when you stay
The price is CA $835 per night from Jun 7 to Jun 8
CA $835
CA $922 total
Jun 7 - Jun 8
includes taxes & fees
Holiday Inn Manitowoc by IHG
4601 Calumet Ave Manitowoc WI
Fully refundable
The price is CA $157 per night from Jun 25 to Jun 26
CA $157
CA $179 total
Jun 25 - Jun 26
includes taxes & fees
8.2/10 Very Good! (588 reviews)
"Nothing says "Welcome" like dead plants, peeling faux leather, and wall wraps falling off a filthy elevator. Toilet seat falling off must have been missed by the cleaning staff. No charging ports for smart devices, and beds hard as a rock, and well worn on one side! Other than that, will find somewhere ..."
Reviewed on May 10, 2026
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.
Discover the most popular places to visit in Howards Grove
Blue Harbor Resort & Conference Center Water Park
Enjoy a fun-filled day at Blue Harbor Resort & Conference Center Water Park during your trip to Sheboygan. Wander the lakeside in this family-friendly area.
What to do in Howards Grove
Sheboygan Segway Tour w/ Private Tour Option
CA $138
per adult
Private Professional Golf Experience in American Club Wisconsin
CA $301
per adult
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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.
