Charley B's Classic Grill & Ice Cream Parlour

Burgers are great. Shakes are tasty. Cool little place with a cool patio.

Me and my friend stopped by for lunch on Sunday, and it did not disappoint. They have great portion sizes for fries and lemonades and all for a fair price. Lots of flavours of lemonade to choose from. The service was great and staff was very friendly.

Charley B's is your classic summer hamburger joint, complete with a sheltered outdoor patio that is well worth taking a road trip to try. Their wide menu selection is locally sourced, and the results are delicious. We didn't try the ice cream (too full from dinner), but they make their own. If it's anything like their burger menu, it's going to be tasty too! Looking forward to coming back for another visit.

I absolutely love this place! The food is incredibly delicious, and their ice cream and desserts are truly the best! However, what really impressed me was the exceptional service. I placed an order for 6 ice creams at 9:23 PM, but due to a more than 25min delay, several orders were dispatched after mine. The staff apologized for the wait and kept me updated. When my order was finally ready, they not only served it promptly but also gifted me a gift card for the delay! Huge shoutout to Charley for the wonderful service. Despite the wait, the staff's politeness and apology made all the difference. Can't wait to come back!

My wife & I, along with friends of ours have been touring Manitoba on our motorcycles this year... generally afternoon trips of 5 or 6 hours out and back from Winnipeg. This evening's ride took us to Charley B's in Winkler. 2 of us had the White Mushroom burger, 1 had an Ohana burger and 1 had a regular cheeseburger plus onion rings. Although the items are slightly pricey, the food quality is fantastic. There were no complaints on ANY of the items ordered. Next visit will be for the ice cream side of the menu. Definitely a favorite and repeat stop in our travels.

Charley B’s is a great example of good management, well-trained staff, and very good food and could be used as the goal to reach for any restaurant. The vibe here would be perfect, but there are a lot of flies swarming the area later in summer (maybe because they smell the great food served here). If this problem could be solved, this will be a world-class drive-in.

Ok this place is amazing, in fact i’ve been back twice in the last week and will probably be back again shortly and every time i’m passing through or working in or near the Winkler area. In fact i’d make the drive down from Winnipeg just to have their Big Bad Wolf burger it’s that good. It’s absolutely unbeatable and anybody who disagrees will receive a strongly worded letter from me. Not often does an eatery leave me this satisfied with their product. From the initial tastings of their burgers, poutine and fresh squeezed lemonade i’m confident in saying whatever you order will satisfy!

So we thought we'd order light and just get a poutine and burger and share it. Well, we ate half the burger and barely made a dent in the poutine. The portions are generous. It's also not cheap but here you definitely get what you pay for. The food tasted like it was made from real ingredients, I don't know if it's made from scratch but it certainly tastes like it was made from scratch.

Food was delicious! All homemade things. When I was there, they had a tonne of flies on their patio. I think I had 20 flying around me? Otherwise the chairs and pergola and tables are all very nice.

Charley B’s will forever be our favourite drive-in in Southern Manitoba. If you’re looking for a place with delicious, fresh, & locally sourced food, Charley B’s is your place. They offer a variety of burgers, poutines, ice creams, & other delicious main dishes & sides, there’s something for everyone. They also have gluten-friendly options (my mother has celiac & she’s never had an issue eating here). We’d recommend you try the Smokey & The Bandit Burger (I like to swap out the hamburger for crispy chicken), & an Arnold Palmer as a drink of choice. I promise you won’t be disappointed!

My go to is the “Main Drag,” it hits every single time, 10/10 would recommend. The seating is usually clean, wait time can be decent, and atmosphere loud with the cruisers, but that’s not Charlie B’s fault.

Cute drive in. Delicious burgs and ice cream. Nice patio. Friendly staff. Worth the drive from Winnipeg

We had a Mudslide shake and a main street Sunday. Both were half decent and pretty tasty!