Plymouth Vacation Packages
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Your Plymouth Vacation
There's lots to love about Plymouth, from its coastal scenery to its rich history and beyond. When you're ready to spend a bit of time in this fascinating city, our Plymouth vacation packages will be right up your alley. Like to get out and explore? Sheboygan County Fairgrounds, Antoinette and Evergreen Golf Course are just a few of the most popular places to visit during a trip to Plymouth. Whatever your travel plans or budget, organizing your ultimate tailored Plymouth vacation is a walk in the park with Expedia.
Top Plymouth Vacation Deals
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield
Price was CA $1,054, price is now CA $948 per person
CA $948
per person
Oct 3 - Oct 5
found 7 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.4/10 Very Good! (1,001 reviews)
It was a wonderful experience. The staff was super friendly and kind. We found it kid friendly and felt safe.
Reviewed on Aug. 15, 2025
Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was CA $1,298, price is now CA $1,160 per person
CA $1,160
per person
Oct 3 - Oct 5
found 7 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.8/10 Exceptional! (2,397 reviews)
The hotel itself is unique and still the perfect room for comfort and cleanliness. Easy checkin with a glass of champagne. Loved the lobby bar with great bartenders. Great overall hotel close to many arts opportunities, but especially convenient when attending a show at Pabst Theater. Great experience!
Reviewed on Aug. 26, 2025
Plymouth Hotel Deals
AmericInn by Wyndham Plymouth
1708 Eastern Ave, Plymouth, WI
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Sep 7 to Sep 8
CA $139
CA $158 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (414 reviews)
"Good location. Great staff."
Reviewed on Aug. 18, 2025
Plymouth Inn
606 E Mill St, PO BOX 512, Plymouth, WI
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Sep 1 to Sep 2
CA $150
CA $170 total
Sep 1 - Sep 2
includes taxes & fees
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 Plymouth
Skip Barber Driving School
Explore the campus of Skip Barber Driving School, during your travels in Plymouth. Discover the area's waterfalls and coffeehouses.
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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.