
Exclusive Road America Vacation Deals

Road America vacation package deals
Price found within the past 48 hours. Click for updated prices.

Doubletree by Hilton Pleasant Prairie Kenosha
Price was $418, price is now $361 per person
$361
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. There's a hot tub on site, and laundry facilities and wedding services are also offered.

County Clare Irish Hotel & Pub
Downtown Milwaukee
Price was $632, price is now $526 per person
$526
per person
Nov 26 - Nov 29
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. Dry cleaning and luggage storage are also provided.

Kinn Guesthouse Downtown
Downtown Milwaukee
Price was $782, price is now $657 per person
$657
per person
Nov 26 - Nov 29
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. Self parking and express check-out are also offered on site.

Abbey Resort and Avani Spa
Price was $616, price is now $526 per person
$526
per person
Dec 18 - Dec 22
found 15 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Milwaukee (MKE)
This smoke-free resort features a full-service spa, a marina, and 2 restaurants. Bring the family and enjoy the children's pool, waterslide, and kid-friendly dining. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.

Ramada by Wyndham Milwaukee
Marquette
Price was $509, price is now $439 per person
$439
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Milwaukee (MKE)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and a free area shuttle. Traveling on business? Take advantage of the 3 conference rooms, 24-hour business center, and express check-in. There's a gym on site, and a 24-hour front desk and express check-out are also provided.

Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was $500, price is now $433 per person
$433
per person
Jan 6 - Jan 8
found 6 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.
Frequently asked questions
Top Road America hotel deals

The Osthoff Resort
101 Osthoff Avenue, Elkhart Lake, WI
$251 nightly
The price is $283 total per night
$283 total
Oct 26 - Oct 27
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Hot Tub

Victorian Inn Elkhart Lake Wisconsin
266 Victorian Village Dr, Elkhart Lake, WI
$531 nightly
The price is $578 total per night
$578 total
Oct 26 - Oct 27
Total with taxes and fees
A private beach and an indoor pool are featured at this aparthotel. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.
Pool
Pet friendly

Siebkens Resort
284 S Lake St, Elkhart Lake, WI
$120 nightly
The price is $135 total per night
$135 total
Oct 26 - Oct 27
Total with taxes and fees
A private beach and a restaurant are featured at this hotel. Enjoy the seasonal outdoor pool and perks like free WiFi. There's a bar/lounge on site, and express check-out and wedding services are also provided.
On private beach
Pool
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.