Deals on vacations and trips to Plymouth
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Plymouth flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield
Save 100% on your flight
Price was $435, price is now $271 per person
$271
per person
Feb 18 - Feb 23
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Kinn Guesthouse Bay View
Bay View
Save 100% on your flight
Price was $723, price is now $487 per person
$487
per person
Feb 18 - Feb 23
found 2 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.
The Iron Horse Hotel
Fifth Ward
Save 100% on your flight
Price was $963, price is now $651 per person
$651
per person
Feb 18 - Feb 23
found 2 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
This smoke-free hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and a library are also on offer.
Holiday Inn Express Milwaukee Downtown by IHG
Downtown Milwaukee
Save 100% on your flight
Price was $630, price is now $428 per person
$428
per person
Feb 18 - Feb 23
found 2 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center and valet parking. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
The Pfister Hotel
Downtown Milwaukee
Save 100% on your flight
Price was $707, price is now $494 per person
$494
per person
Feb 18 - Feb 23
found 2 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.
Top Plymouth hotels deals
AmericInn by Wyndham Plymouth
1708 Eastern Ave Plymouth WI
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $105 total per night
$105 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features an indoor pool and a hot tub. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A business center, a lobby fireplace, and dry cleaning are also on offer.
Pool
Hot Tub
Plymouth Suites Hotel
606 E Mill St Plymouth WI
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $111 total per night
$111 total
Dec 29 - Dec 30
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and self parking. Barbecue grills are provided for your convenience.
Free WiFi
Air conditioning
The American Club
419 Highland Drive Kohler WI
Free Cancellation
$490 nightly
The price is $541 total per night
$541 total
Dec 28 - Dec 29
Total with taxes and fees
A full-service spa, 3 restaurants, and 4 indoor tennis courts are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Unwind with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and an area shuttle.
Spa
Parking included
Grandstay Residential Suites Hotel - Sheboygan
708 Niagara Avenue Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $129 total per night
$129 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This aparthotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
Comfort Inn Fond Du Lac
77 Holiday Ln Fond du Lac WI
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $86 total per night
$86 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Radisson Hotel and Conference Center Fond du Lac
625 W Rolling Meadows Dr Fond du Lac WI
Free Cancellation
$104 nightly
The price is $118 total per night
$118 total
Dec 29 - Dec 30
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like local cuisine breakfast and free self parking.
Pool
Hot Tub
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.
Popular places to visit
Road America
You can take time to visit Road America during your travels to Plymouth. Discover the area's waterfalls and coffeehouses.
Sheboygan County Fairgrounds
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.
Frequently asked questions
Photos of local treasures
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