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.
Residence Inn By Marriott Milwaukee Brookfield
CA $973
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.2/10 Wonderful! (442 reviews)
This is the 4th year we’ve stayed at this property and as always, the property was clean and breakfast was nice. However, this time our room had quite a bit of rust at the bottom that clearly isn’t being addressed, and visible dust lines on the door. Also, handprints were all over the headboard. Due to the poor ventilation of the room (fan was extremely low and poor) it caused everything in the room (bed area and kitchen) to become damp, which made the headboard handprint even more visible along with other areas that haven’t evened cleaned very well. Overall this property is very nice and well kept, and this was one room out of the 4 that we have stayed in.
Reviewed on Aug 15, 2026
The Iron Horse Hotel
Fifth Ward
CA $1,277
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.2/10 Wonderful! (1,267 reviews)
Great hotel, comfortable beds, staff was helpful and kind. The breakfast was delicious, a bit over priced, the bar was fun either way lots of games, great beers too. Perfectly located near a river walk and a brewery and Irish pub!
Reviewed on Aug 15, 2026
Ready to book your vacation to Plymouth?
Plymouth Hotel Deals
Baymont by Wyndham Plymouth
678 Walton Drive Plymouth WI
Fully refundableReserve now, pay when you stay
CA $199
CA $225 total
Aug 23 - Aug 24
includes taxes & fees
AmericInn by Wyndham Plymouth
1708 Eastern Ave Plymouth WI
Fully refundableReserve now, pay when you stay
CA $165
CA $187 total
Aug 23 - Aug 24
includes taxes & fees
8.8/10 Excellent! (457 reviews)
"Pleasant, clean and comfortable."
Reviewed on Aug 6, 2026
Plymouth Suites Hotel
606 E Mill St Plymouth WI
CA $124
CA $141 total
Sep 2 - Sep 3
includes taxes & fees
7.4/10 Good! (60 reviews)
"It was a amazing property. The only bad thing was someone doing the laundry at 5 am waking me up by slamming the dryer doors. But they should mentioned there is not front desk."
Reviewed on Aug 8, 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.
Stay near popular Plymouth attractions
Road America
9.4/10 (240 reviews)
You can take time to visit Road America during your travels to Plymouth. Discover the area's waterfalls and coffeehouses.
Evergreen Golf Course
7.6/10 (4 reviews)
Enjoy a round of golf in Plymouth at Evergreen Golf Course. While you're in the area, stroll along the lakeside.
Sheboygan County Fairgrounds
8.8/10 (15 reviews)
Enjoy an outing to Sheboygan County Fairgrounds during your stay in Plymouth. Discover the area's waterfalls and seek out the golf courses.
Lakeland University
Enjoy the collegiate vibe at Lakeland University during your visit to Plymouth. Savor the area's restaurants and bars.
Skip Barber Driving School
6.8/10 (9 reviews)
Explore the campus of Skip Barber Driving School, during your travels in Plymouth. Discover the area's waterfalls and coffeehouses.
Crystal Lake
Commune with nature and explore the great outdoors at Crystal Lake during your travels in Plymouth. Savor the area's restaurants and bars.
Antoinette
8.2/10 (31 reviews)
You can learn about the history of Plymouth with a visit to Antoinette. Discover the waterfalls in this romantic area, or seek out the golf courses.
Johnson Hill Kame State Natural Area
You can take time to visit Johnson Hill Kame State Natural Area during your travels to Plymouth. Savor the area's restaurants and bars.
Frequently asked questions
How much does a Plymouth vacation package cost?
You'll find cheap prices from CA $923 on Expedia for your Plymouth escape. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Plymouth costs.
What are the cheapest months to go to Plymouth?
If you're looking to snag a cheap Plymouth vacation package, consider travelling in November, December and January. You'll typically find lower prices on flights and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Plymouth?
Usually, a handful of days is enough to visit the main sights during your Plymouth vacation. However, if you'd like to have more time to chill out or go on day trips, consider extending your trip.
Is it worth booking a vacation package to Plymouth?
Popular for its watersports, cycling and walking trails, a Plymouth vacation is a hit with all types of travellers. Be sure to visit top sights like Evergreen Golf Course and Sheboygan County Fairgrounds, and consider renting a set of wheels for day trips to experience even more.
How to find the best Plymouth package deals?
Landing a cheap Plymouth package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, add a few filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most affordable Plymouth package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Plymouth vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component separately. And you'll still have the freedom to create a personalized Plymouth vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Plymouth?
If you're planning a spur-of-the-moment Plymouth adventure, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Plymouth?
- Pick your dates: The things you'd like to do in Plymouth and your favourite season will help you decide when to get away.
- Budget wisely: As well as the price of your stay, you'll need to consider other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that may come up during your trip to Plymouth.
- Determine how many days away: Start by compiling a list of the sights and activities you want to get to in Plymouth. Then, estimate how long you'll need at each, as well as any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customized Plymouth vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
