The pioneers who settled in Pleasant Prairie in the 1830s arrived via the Jambeau Trail, which is now called Green Bay Road. Nearly a decade later, the first town meeting took place, during which the village's first election took place. Portions of Pleasant Prairie have been annexed to become part of nearby Kenosha, resulting in the size of the village going shrinking down from 42 to 33 square miles of land. The village is approximately 57 miles north of Chicago and 38 miles south of Milwaukee.
When Should I Visit Pleasant Prairie, WI?
Pleasant Prairie has a cold, snowy climate during the winter months and a warm, comfortable climate during the summer. The best times of year to visit based on the weather are June, July, and August as the average high temperatures rarely go above the mid-80s. In the winter months, you'll regularly see temperatures well below freezing, so if you're planning to visit the village then, bring plenty of layers and your snow boots. The area receives an average of 39 inches of snow per year and 35 inches of rain each year.
The village doesn't host any major annual events that bring a lot of visitors, so you shouldn't see drastic fluctuations in hotel rates throughout the year. Some of the events in the nearby cities may cause prices to go up slightly, particularly if the hotels in those areas are starting to fill up. Examples include the Milwaukee Holiday Lights Festival, Anime Milwaukee in February, the Mama Tried Motorcycle Show in February, PrideFest Milwaukee in June, Summerfest in June and July, and the Milwaukee Brewfest in July.
Below is a chart of the current pricing seasonality of hotels and motels in Pleasant Prairie, WI:
Averate Rates by Star Rating
Below are 3 charts displaying average nightly cost trends by star rating class in Pleasant Prairie, WI. Analyze these charts to calculate the cheapest seasons to stay in Pleasant Prairie for your upcoming travels.
What Are the Luxury Hotels in Pleasant Prairie, WI?
4 Star Average Prices: $135.03
For a more luxurious stay, you'll have to travel outside of Pleasant Prairie to one of the nearby cities. One option is the Grand Geneva Resort & Spa, which is about 29 miles away in Lake Geneva.
This four-star hotel has spacious guest rooms that feature pillowtop beds with premium bedding and down comforters, private patios and balconies, LCD TVs, free Wi-Fi, refrigerators, and designer toiletries. You can also book a pampering treatment at the hotel spa, play a round of golf at the hotel course, or have some family fun at the water park. Dine at any of the three restaurants or enjoy a drink at the poolside bar.
The Iron Horse Hotel is another four-star property within driving distance of Pleasant Prairie. This property is close to the downtown area of Milwaukee and features art deco styling with modern upgrades. Amenities include a 24-hour fitness center, concierge services, free daily newspapers in the lobby, and free wireless internet access in the common areas and guest rooms. You can also enjoy a meal at The Yard, the hotel's restaurant that also has a bar. The rooms come equipped with minibars, refrigerators, pillowtop beds made up with Egyptian cotton sheets, 48-inch TVs, and designer toiletries.
You'll love the high-end atmosphere at The Westin Milwaukee, which offers easy access to shopping, dining, and top attractions. During your stay, take advantage of amenities like an Italian restaurant, a 24-hour fitness center, complimentary Wi-Fi, and concierge services. Your room will also come equipped with a flat-screen TV with premium programming, a pillowtop bed with a down comforter, a double sofa bed, a refrigerator, complimentary toiletries, and a rainfall showerhead. Cooked-to-order breakfasts and 24-hour room service are available for additional costs.
What Are the Best Budget Hotels in Pleasant Prairie, WI?
3 Star Average Prices: $118.04
One of the most affordable options in the area is Super 8 by Wyndham Kenosha/Pleasant Prairie. This property has barbecue grills for guest use, a picnic area, a TV in the lobby, and free on-site self-parking. The front desk staff members are available 24 hours a day to assist with your needs. Within each room, you'll find a flat-screen TV with cable programming, a refrigerator, a separate workspace, free wireless internet access, and a phone with free local calls. A complimentary continental breakfast is served in the lobby each morning.
Another budget-friendly hotel is Motel Sun Inn, which is located in nearby Winthrop Harbor. This cozy property has 28 guest rooms, each of which features a private patio or balcony, a microwave, a refrigerator, a TV with cable channels, complimentary toiletries, and free Wi-Fi. You can also take advantage of the garden for a relaxing stroll. Additional amenities for guests include three restaurants, laundry facilities, a 24-hour front desk, and free parking. The hotel also serves a daily complimentary continental breakfast.