Plymouth Vacation Packages 2026 from $567

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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.

The Latest Plymouth vacation packages

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

The Iron Horse Hotel

Fifth Ward

$567

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip flight included

Denver (DEN) to Milwaukee (MKE)

9.2/10 Wonderful! (1,291 reviews)

Great overnight stay at the Iron Horse Hotel! We loved the vibe and atmosphere. The outside dining and entertainment space was excellent! Food was delicious. The rooms were very clean and we enjoyed the industrial touches to the decor. The gym area could use some additional machines. Check in and out was a little confusing and the valet didn’t include the proper charges, so now we need to follow up with the hotel. Kind of annoying. Otherwise, we’re definitely coming back!

Reviewed on Aug 24, 2026

The Pfister Hotel

Downtown Milwaukee

Save 100% on your flight

$669

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip flight included

Denver (DEN) to Milwaukee (MKE)

9.6/10 Exceptional! (2,221 reviews)

Excellent stay! Will certainly be back!

Reviewed on Aug 24, 2026

Lake Lawn Resort

Save 100% on your flight

$663

per person

Oct 14 - Oct 18

found 1 hour ago

Roundtrip flight included

Dallas (DFW) to Milwaukee (MKE)

9/10 Wonderful! (1,013 reviews)

The Lakeside part of the resort is tucked away from the rest, but we enjoyed having a quiet pool right there. It’s very dated, but well maintained. There are good enough amenities onsite, but the activities and staff involvement could definitely be better. You have to prompt staff and be extremely specific with what you are looking for in order to get anything. For example, despite there being a schedule of activities to participate in, there was never anything going on. Music schedules were off and there was no notice so we had to figure it out on our own. There was supposed to be food and beverage service at the main pool, but there was not. Do not expect anyone to go above and beyond and you will be content. The views were beautiful! Food was ok. Overall not a bad place to stay at all for the price. I think if staff was more involved and less passive it would be much more pleasurable and we would have spent more time and money on site than we did.

Reviewed on Aug 24, 2026

Saint Kate - The Arts Hotel

Downtown Milwaukee

$608

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip flight included

Denver (DEN) to Milwaukee (MKE)

9.8/10 Exceptional! (2,658 reviews)

This was our second stay here and the hotel is very cool and fun. The hotel staff were very friendly and helpful. The only complaint about the hotel itself is that the sound attenuation from the hall and adjacent rooms was pretty bad. We could hear the people in the next room talking at a normal level. The other thing is that staff vacuumed the hall outside our door at 8:30 on Sunday morning and it was very loud. Where we had a big problem was in the restaurant on the second floor. We were there for Sunday morning breakfast. Our waitress poured coffee and took our order and did not come back to our table for 35 minutes. She was serving others in the same room but we could not get her attention. We had to flag someone else down in the interim to get a coffee refill. When the food finally came, delivered by someone other than our waitress, it was completely cold. It is clear that our waitress forgot about us and our food. We had to get manager to have our food re-done, and he did comp the meal for us, which was very nice. But overall, we did not get our food properly served for an hour after we arrived. That obviously spoiled the wonderful experience we were looking forward to.

Reviewed on Aug 24, 2026

Kinn Guesthouse Bay View

Bay View

Save 100% on your flight

$1,090

per person

Oct 14 - Oct 21

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Milwaukee (MKE)

9.4/10 Exceptional! (496 reviews)

Great Location. Nice restaurant in building.

Reviewed on Aug 20, 2026

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Stay near popular Plymouth attractions

A winding road through a forest with autumn-colored trees.

Road America

9.4/10 (240 reviews)

Experience world-class motorsports at this legendary 4-mile road course set in Wisconsin's rolling Kettle Moraine landscape. Beyond racing, enjoy zip-lining and driving schools across the 640-acre park-like grounds.

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An aerial view of a golf course with sand bunkers, a winding path, and a forested area with autumn foliage.

Evergreen Golf Course

7.6/10 (4 reviews)

This beginner-friendly 9-hole municipal course offers a relaxed golfing experience with well-maintained greens. Complete a round in just 90 minutes while enjoying the balanced mix of par-3 and par-4 holes.

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Sheboygan County Fairgrounds

8.8/10 (15 reviews)

The Sheboygan County Fairgrounds transforms each Labor Day weekend into Wisconsin's premier agricultural celebration with livestock competitions, carnival rides, and local culinary traditions.

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Lakeland University

This historic liberal arts institution offers a blend of academic heritage and modern campus life since 1862. Explore Lakeland's 240-acre grounds during Preview Days to experience its personalized educational approach.

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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.

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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.

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Antoinette Dairy Cow Statue

8.2/10 (31 reviews)

Antoinette, a towering Holstein cow statue, celebrates Plymouth's cheese-making heritage. Snap photos of this quirky roadside attraction before exploring local shops to taste Wisconsin's dairy excellence.

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Johnson Hill Kame State Natural Area

This glacial kame showcases Wisconsin's Ice Age legacy with its distinctive conical hill formation. Hike through diverse forests while observing the geological wonders left by ancient meltwater streams.

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Plymouth Hotel Deals

Baymont by Wyndham Plymouth

678 Walton Drive Plymouth WI

Fully refundableReserve now, pay when you stay

$143 nightly

$162 total

Aug 31 - Sep 1

Total with taxes and fees

AmericInn by Wyndham Plymouth

1708 Eastern Ave Plymouth WI

$119 nightly

$135 total

Sep 15 - Sep 16

Total with taxes and fees

8.8/10 Excellent! (459 reviews)

"I"

Reviewed on Aug 23, 2026

Plymouth Suites Hotel

606 E Mill St Plymouth WI

$94 nightly

$106 total

Sep 3 - Sep 4

Total with taxes and fees

See all 680 properties in Plymouth

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.

Find the Best Plymouth Vacation Packages

Things to do in and around Plymouth

Plymouth, Wisconsin, is a charming destination perfect for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can enjoy a variety of activities such as exploring recreational areas, attending exciting motor racing events, and indulging in local winery packages. Don't miss out on popular attractions and unique day trips that showcase the area's scenic beauty and vibrant community, making Plymouth an ideal spot for an unforgettable vacation.

Shopping

The Farmers Market, located 6 miles away, offers a vibrant public market experience perfect for finding local gifts. Evans, an 8-mile drive, has unique store offerings. If you're up for a drive, Deer Trace Mall, 11 miles away, features family-friendly entertainment and a variety of shops.

Recreation

At Evergreen Golf Course in Plymouth, enjoy a round of golf surrounded by lush greenery and fresh air. The Bull at Pinehurst Farms, about 9 miles away, offers a tranquil golfing experience with picturesque views. Blackwolf Run, located 10 miles from Plymouth, provides a challenging course set in a serene landscape.

Adventure

Experience thrills at Blue Harbor Resort & Conference Center Water Park, where you can enjoy exciting water slides and family-friendly attractions 14 miles from Plymouth. For winter sports enthusiasts, Sunburst Ski Area offers fantastic skiing opportunities located 21 miles away, while the West Bend Labyrinth Garden, a 24-mile journey, provides a fun maze experience for the whole family.

Nightlife

Plymouth, Wisconsin, offers a charming nightlife with local pubs and cozy bars. Enjoy live music at venues like The Sound Lounge, or unwind with friends at the Town & Country Pub. The atmosphere is friendly and relaxed, perfect for a casual evening out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Plymouth

Plymouth, Wisconsin, offers a delightful blend of outdoor adventures and scenic beauty, perfect for romantic getaways and family outings. Explore local attractions like the Plymouth Harbor, historic sites, and botanical gardens, or enjoy the charm of Plymouth Rock and waterfront attractions. Whether you're looking to immerse yourself in culture or simply enjoy the great outdoors, Plymouth has something for every traveler to discover.

Sheboygan County Fairgrounds: Experience the vibrant atmosphere of the Sheboygan County Fairgrounds, a hub for outdoor family fun. Enjoy various events and activities that showcase local culture, crafts, and delicious food, making it a perfect spot for family bonding and community spirit.
Wade House Historic Site: Discover the rich history at Wade House Historic Site, located 6 miles from Plymouth. This beautifully preserved historic house offers a glimpse into 19th-century life with guided tours, engaging exhibits, and cultural events that celebrate Wisconsin’s heritage.
Kohler Design Center: Explore the innovative Kohler Design Center, located 10 miles away. This museum showcases cutting-edge kitchen and bath designs, featuring stunning displays and interactive elements that highlight the artistry and engineering behind Kohler products.

Best time to go to Plymouth

The best time to visit Plymouth can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Plymouth falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Plymouth falls in January, visitor numbers are average and weather is mostly cloudy with no rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	19.6°F (-6.9°C)	No Rain	Mostly Cloudy	Average	Slightly Low
February	20.8°F (-6.2°C)	No Rain	Mostly Cloudy	Average	Slightly Low
March	32.5°F (0.3°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
April	42.4°F (5.8°C)	Light Rain	Mostly Cloudy	Average	Average
May	54.5°F (12.5°C)	Light Rain	Mostly Sunny	Average	Average
June	64.4°F (18.0°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	70.2°F (21.2°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	68.9°F (20.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	62.2°F (16.8°C)	Light Rain	Mostly Sunny	Average	Average
October	49.8°F (9.9°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	37.4°F (3.0°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	27.3°F (-2.6°C)	Light Rain	Mostly Cloudy	Slightly Low	Average

Tips to save on your trip to Plymouth

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Plymouth.
Consider traveling to Plymouth during the low season (January to March) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Plymouth Essential Information

Language	English
Currency	U.S dollars
Population	8,500
Max Temp Winter	25ºF
Max Temp Summer	75ºF
Top Sights	Sheboygan County Historical Museum, Wade House Historic Site and Antoinette

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Frequently asked questions

How much does a Plymouth vacation package cost?

You'll find cheap prices from $567 on Expedia for your Plymouth getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Plymouth costs.

What are the cheapest months to go to Plymouth?

If you're looking to score a cheap Plymouth vacation package, consider traveling in August, September and December. You'll typically find better rates on airfares and hotels during these quieter months — ideal for a budget-friendly getaway.

How many days is enough for Plymouth?

Usually, a handful of days is enough to tick off the main sights during your Plymouth vacation. But if you'd like to have time to rest or take day tours, consider extending your itinerary.

Is it worth booking a vacation package to Plymouth?

Plymouth has everything you need for an amazing break — watersports, cycling and walking trails are just the start. Whether you want to check out sights like Sheboygan County Fairgrounds and Evergreen Golf Course, or take the path less traveled, there's plenty to see and do on your Plymouth vacation.

How to find the best Plymouth package deals?

Finding a cheap Plymouth package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, add some filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Plymouth package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.

Is it cheaper to book a Plymouth vacation as a package?

You can enjoy significant savings on your Plymouth break by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.

When to book a vacation package to Plymouth?

Secure incredible discounts by booking your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Plymouth adventure.

Does Expedia offer Book Now, Pay Later Plymouth vacation packages?

If you're like us, you love going away but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Plymouth trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.

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Plymouth Vacation Rentals

Things to do in Sheboygan

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

Plymouth Vacations from $567

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Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Plymouth Vacation

The Latest Plymouth vacation packages

The Iron Horse Hotel

The Pfister Hotel

Lake Lawn Resort

Saint Kate - The Arts Hotel

Kinn Guesthouse Bay View

Stay near popular Plymouth attractions

Road America

Evergreen Golf Course

Sheboygan County Fairgrounds

Lakeland University

Crystal Lake

Skip Barber Driving School

Antoinette Dairy Cow Statue

Johnson Hill Kame State Natural Area

Plymouth Hotel Deals

Baymont by Wyndham Plymouth

AmericInn by Wyndham Plymouth

Plymouth Suites Hotel

Find the Best Plymouth Vacation Packages

Things to do in and around Plymouth

Find the best attractions in and around Plymouth

Best time to go to Plymouth

Tips to save on your trip to Plymouth

Plymouth Essential Information

More vacations you might like

Frequently asked questions

Explore a world of travel with Expedia

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