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 Pfister Hotel
Downtown Milwaukee
Price was CA $1,619, price is now CA $967 per person
CA $967
per person
Jul 30 - Aug 2
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Milwaukee (MKE)
9.6/10 Exceptional! (2,134 reviews)
Beautiful, historic hotel in downtown Milwaukee. Excellent location, allowing us to walk to various attractions. The staff was always friendly and helpful.
Reviewed on Jun 17, 2026
Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was CA $1,130, price is now CA $924 per person
CA $924
per person
Sep 11 - Sep 13
found 19 hours ago
Roundtrip flight included
Vancouver (YVR) to Milwaukee (MKE)
9.8/10 Exceptional! (2,655 reviews)
Our second stay here. We really like the bar area, great cocktails and live music. The place was hopping. Rooms were clean, comfortable and spacious. Staff is friendly and helpful. We had some appetizers and pizza and it was delicious. Location is great, easy walkable for downtown sites and restaurants.
Reviewed on Jun 19, 2026
Dubbel Dutch
Downtown Milwaukee
Price was CA $1,020, price is now CA $855 per person
CA $855
per person
Sep 11 - Sep 13
found 19 hours ago
Roundtrip flight included
Vancouver (YVR) to Milwaukee (MKE)
9.2/10 Wonderful! (148 reviews)
Beautiful historic building in a great location! Loved every minute of our stay!
Reviewed on Jun 20, 2026
The Iron Horse Hotel
Fifth Ward
Price was CA $1,081, price is now CA $939 per person
CA $939
per person
Sep 11 - Sep 13
found 19 hours ago
Roundtrip flight included
Vancouver (YVR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,166 reviews)
We loved the Iron Horse!! Location was fantastic, we walked to several places from the hotel. The room was gorgeous and huge, very comfortable. I agonized over where to stay in milwaukee and really happy with this hotel. The lobby has an oddly strong scent of aftershave that made us laugh. The valet are really friendly, front desk was great too!
Reviewed on Jun 20, 2026
Howards Grove Hotel Deals
Harbor Town, BW Signature Collection by Best Western
4004 Calumet Ave. Manitowoc WI
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Jun 24 to Jun 25
CA $112
CA $127 total
Jun 24 - Jun 25
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Hotel was older and needed updating. Beds and the water pressure were the best things about here. Toilet had a black ring around the inside and got plugged. Bedding did have spots on it and the carpet was old. Bathroom needed upgrading. Breakfast was a breakfast sandwich, mini waffle, tiny Danish, ..."
Reviewed on Jun 21, 2026
Watershed Hotel
838 N 15th St Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is CA $236 per night from Jun 22 to Jun 23
CA $236
CA $267 total
Jun 22 - Jun 23
includes taxes & fees
9.6/10 Exceptional! (568 reviews)
"Beautiful clean rooms"
Reviewed on Jun 19, 2026
The American Club
419 Highland Drive Kohler WI
Fully refundableReserve now, pay when you stay
The price is CA $794 per night from Jul 2 to Jul 3
CA $794
CA $878 total
Jul 2 - Jul 3
includes taxes & fees
9.6/10 Exceptional! (250 reviews)
"Classy and elegant!"
Reviewed on Jun 12, 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 $140
per adult
Private Professional Golf Experience in American Club Wisconsin
CA $304
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.
