Highest-rated restaurants with outdoor seating in Winchester, according to Yelp Stacker #4. Los Charritos - Rating: 3.5/5 (33 reviews)- Address: 28539 Winchester Rd Winchester, CA 92596- Categories: Mexican- Read more on Yelp #3. Whiskey Babes - Rating: 3.5/5 (53 reviews)- Price level: $$- Address: 33040 Simpson Rd Winchester, CA 92596- Categories: Whiskey Bars, Pizza, Music Venues- Read more on Yelp #2. Jolene's Country Kitchen - Rating: 4.0/5 (164 reviews)- Price level: $- Address: 27400 Winchester Rd Winchester, CA 92596- Categories: Breakfast & Brunch, American (Traditional)- Read more on Yelp #1. Chris Burgers - Rating: 4.0/5 (190 reviews)- Price level: $- Address: 28325 Winchester Rd Winchester, CA 92596- Categories: Burgers, Breakfast & Brunch, Mexican- Read more on Yelp Canva