Where to Eat in Pleasant Prairie: The Best Restaurants and Bars

April 14, 2018 Toi Mattera

Pleasant Prairie is a village in Kenosha County, Wisconsin situated between Milwaukee and Chicago. The population was 19,719 at the 2010 census. The neighborhoods of Carol Beach, Dexter's Corner, Ranney, and Tobin are located within the village.
Things to do in Pleasant Prairie

1. Harborside Common Grounds

5159 6th Ave, Kenosha, WI 53140-3403 Takeout, Outdoor Seating, Seating, Wheelchair Accessible American, Cafe Breakfast, Lunch +1 262-652-5111
Excellent
61%
Good
36%
Satisfactory
2%
Poor
1%
Terrible
0%
Overall Ratings

4.5 based on 87 reviews

Harborside Common Grounds

Reviewed By northernk - Phoenix, Arizona

Great place to pick up a treat or two and a coffee or tea. Good friendly service, rustic and historic cute house looking business that has been converted and an area outside to enjoy the view and enjoy your drink and snack. After take a walk along the harbor. Great place glad to return.

2. Tenuta's

3203 52nd St, Kenosha, WI 53144-4099 Takeout, Outdoor Seating, Parking Available, Wheelchair Accessible Italian, Delicatessen Lunch +1 262-657-9001
Excellent
77%
Good
19%
Satisfactory
2%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 326 reviews

Tenuta's

Reviewed By Mario C

I live in Kenosha and shop here often. We also bring out of visitors here and they always love it. The wine and beer selection are top notch. After having lived in Italy for four years I grew a custom to fresh food and a great selection.
,this place offers it all.

3. Scoops Ice Cream

5711 8th Ave, Kenosha, WI 53140-4002 Takeout, Outdoor Seating, Seating, Wheelchair Accessible American +1 262-657-9866
Excellent
74%
Good
22%
Satisfactory
2%
Poor
0%
Terrible
2%
Overall Ratings

4.5 based on 40 reviews

Scoops Ice Cream

Reviewed By cmhprh - Kenosha, Wisconsin

First, the address has changed. Scoops moved to bigger quarters. The correct address is: 5711 Eighth Avenue, Kenosha. (TripAdvisor right now has Scoops at 5819 Sixth Avenue; I'll get a message to them to update the record.)

Second, though, who doesn't love good, homemade ice cream? They have many, many flavors of ice cream -- some very specifically marked gluten free, and some very specifically marked soy/vegan ice cream. They have homemade waffle cones, regular sugar cones, and wafer cones; they have oreo cones (very good!), pretzel cones, cookie cones (looks like a chocolate chip cookie in the shape of a cone), and one other specialty cone that I've forgotten. They've got other treats and candy, as well.

The staff are cheerful and helpful. They know what they're serving, and they'll provide helpful advice if you're not sure what you want. And they do know their stuff!

I had a lovely dark chocolate blend of three chocolates, in an Oreo cone. The cone was very solid -- not what I expected! It held up very well. And the ice cream was smooth, creamy, and delicious.

There is both inside and outside seating, and the place was hopping on a lovely summer evening. What a joy to find a place like this! I honestly can't think of a single reason to give Scoops anything but top marks!

4. Oliver's Bakery

3526 Roosevelt Rd, Kenosha, WI 53142-3976 Takeout, Wheelchair Accessible American Breakfast +1 262-652-3984
Excellent
83%
Good
17%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 29 reviews

Oliver's Bakery

Reviewed By Terri H - Pleasant Prairie, Wisconsin

No matter what you get at Oliver's, it will be freshly made, very tasty, and of the best quality. I love their donuts and their cookies at Christmas time are so good! You can always recognize an Oliver's birthday cake when you take that first bite of the moist cake and delicious frosting!

5. Cheddar's Scratch Kitchen

10366 77th St, Pleasant Prairie, WI 53158-1141 (Formerly Cheddar's) Seating, Waitstaff, Parking Available, Television, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Full Bar, Takeout American Lunch, Dinner +1 262-697-1657
Excellent
48%
Good
27%
Satisfactory
12%
Poor
10%
Terrible
3%
Overall Ratings

4 based on 229 reviews

Cheddar's Scratch Kitchen

Reviewed By Jim L - Kenosha, Wisconsin

While vactioning, we had been to a Cheddar's in Independence MO. The food was good but it was SO LOUD we could barely hear each other. Which explains the two-year gap between visits to Cheddar's. But being hungry and not wanting to cook, we tried the local version. It was still loud, although not like the other one. And the salads - we both had the chicken pecan - were delicious. Even better than we remembered. The only down part of our visit was the service. It was lackadaisical at best. But I don't think that will stop us from visitin Cheddar's again when the mood strikes.

6. The Chancery Pub & Restaurant

11900 108th St, Pleasant Prairie, WI 53158-1614 Takeout, Seating, Waitstaff, Parking Available, Wheelchair Accessible, Serves Alcohol, Full Bar, Reservations American, Bar, Contemporary, Pub, Gluten Free Options Lunch, Dinner, Breakfast, Drinks +1 262-857-3540
Excellent
29%
Good
45%
Satisfactory
16%
Poor
6%
Terrible
4%
Overall Ratings

4 based on 120 reviews

The Chancery Pub & Restaurant

Reviewed By skjacobs - Barrington, Illinois

There aren't too many restaurants that are halfway between Chicago and Milwaukee so that's why we ended up here. The menu had a nice variety of choices. Good service, good food, and there was no problem when we lingered after our meal to visit.

7. La Fogata Mexican Grill

3300 Sheridan Rd, Kenosha, WI 53140-1923 Takeout, Reservations, Outdoor Seating, Seating, Waitstaff, Parking Available, Television, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Full Bar Mexican, Southwestern, Latin, Vegetarian Friendly, Vegan Options, Gluten Free Options Lunch, Dinner +1 262-654-5900
Excellent
63%
Good
26%
Satisfactory
9%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 242 reviews

La Fogata Mexican Grill

Reviewed By DIVBG12 - Kenosha, Wisconsin

Time and time again this place serves amazing food! However, getting a reservation or table is next to impossible! They NEED to expand - again! I feel like they over exaggerate the amount of wait time - which drives people away. They’ve been in business long enough now to know it’s a popular restaurant and the “small” dining area isn’t cutting it anymore. PLEASE expand into your LARGE parking lot!!

8. Paielli's Bakery

6020 39th Ave, Kenosha, WI 53142-7094 Takeout, Wheelchair Accessible Breakfast +1 262-654-0785
Excellent
78%
Good
13%
Satisfactory
6%
Poor
3%
Terrible
0%
Overall Ratings

4.5 based on 30 reviews

Reviewed By 6530bx4 - Plesant Prairie, WI

If you think you have to go to O&H in Racine for good Kringle, think again. Some of the best is at Paielli's and reasonably priced. There are also many variations. The other bakery stuff at this family owned places also is generally well done with perhaps the exception of their bread which can be pricey and sometimes comes out of the fridge where it has been stored instead of being on the shelf fresh. That's too bad because on a good day the bread is also good.

9. Sazzy B

5623 6th Ave, Kenosha, WI 53140-4101 Reservations, Seating, Waitstaff, Wheelchair Accessible, Serves Alcohol, Full Bar American, International, Contemporary, Vegetarian Friendly, Vegan Options, Gluten Free Options Dinner, Brunch, Late Night SGD 16 - SGD 47 +1 262-925-8499
Excellent
66%
Good
24%
Satisfactory
6%
Poor
3%
Terrible
1%
Overall Ratings

4.5 based on 190 reviews

Sazzy B

A great restaurant offering big city atmosphere and quality in the heart of downtown Kenosha

Reviewed By paulwg2017

If you're looking for a place with GREAT atmosphere, GREAT food, GREAT bartenders and wait staff, GREAT live music, Sazzy B in Kenosha, WI is the place! Their head chef, Mary Radigan (of the legendary Radigan's Restaurant), has an amazing menu! The bartenders are awesome - serving custom drinks that are out of this world. The atmosphere is warm and friendly. They also have a fine selection of wines and beer, especially with adjoining The Buzz cafe, featuring wines, craft beers, coffees, panini sandwiches, etc. The music is great no matter what day of the week... they always feature live music - local jazz Americana, R & B,.. Check out the calendar online, but on the weekends, you can always count on great local live jazz starting at 8 or 8:30 pm. They also have a fantastic weekend brunch! This is not your average bar/restaurant. The entire event is amazing, and the prices are very reasonable. In a town where you can easily park on the block for free... The atmosphere and food are like no other place in town - you'd swear you were in downtown Chicago or New York. Check it out!

10. Olive Garden

10110 77th St, Pleasant Prairie, WI 53158-1145 Takeout, Seating, Waitstaff, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Full Bar Italian, Vegetarian Friendly, Gluten Free Options Lunch, Dinner +1 262-697-8233
Excellent
36%
Good
40%
Satisfactory
18%
Poor
5%
Terrible
1%
Overall Ratings

4 based on 77 reviews

Olive Garden

Reviewed By corndogsmom - Burlington, Wisconsin

Stopped in for a quick bite and even though it was PACKED, we were seated quickly.
Our server was friendly and attentive.
For $25 we got stuffed!!!
I love eggplant Parmesan and ordered the sandwich I had soup and breadsticks too.
I didn't eat my fries that came with the sandwich, not because they weren't good. But I was stuffed!!

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