People talk
Our Guestbook
“ Great atmosphere, live music, friendly staff and people ”
“ Excellent food. I’ve only ever gotten takeout but the food is on point. Fries/sweet fry’s are always fantastic. Great lil hole in wall place ”
“ Always love the food service and atmosphere. ”
“ Stop in often just to eat, have NEVER had a bad meal here. It's not anything fancy, it's just simple meals done extremely well. The atmosphere is great, you can spend alot of time looking around at all the things on the walls. Overall it's a great time with great food. ”
“ We stopped at this place for a drink and a small bit to eat on our way home from Gillette state park. Really cool decor, friendly bartender, great selection of draft beer and awesome nachos. Would definitely go back if we're ever in that area again. ”
“ Always loved stopping in here for many years. When I'm riding out in that area always try to stop in for at least 1. Nice friendly relaxed place ”
“ Their live bands especially The Mick Louis Band are amazing. ”
“ This is a great place! We come here all the time, perfect for us for an early dinner or lunch spot. My son loves the atmosphere, there's always something to look at. We love the staff, it's a small town family business pub/bar. The menu has a variety for everyone and we've tried so many items in all the times we've been. This time we did an order of the potato skins and we all did sandwiches/burgers. Everything is delicious, prices are more reasonable that anywhere else. My brother who doesn't even live in town comes here more often than we do for the bar scene, live music, he loves the Halloween costume party. Great place to check out, and one of our favorite regular spots. ”
Menu
Willy's Chili
Cheese Burger
Chocolate Raspberry Bash
Creme Brulee Cheese
Chocolate Peanut Butter Pie
About
Winchester Cafe
Welcome to Winchester Cafe, a delightful gem located at 1374 Portland-Cobalt Rd in Portland, Connecticut. This charming spot offers a warm and inviting atmosphere, making it a perfect place to enjoy comfort food with friends and family. With a phone call away at +1 860-342-0224, a fantastic experience is always just around the corner.
At Winchester Cafe, you will find a menu brimming with mouthwatering options. For the health-conscious, the Lean And Green section features fresh salads, including the satisfying House Garden Salad and the hearty Chicken Caesar Salad. If you're looking to indulge, their selection of Steer Burgers is sure to hit the spot. The Winchester Burger, a 6 oz patty topped with sautéed peppers, onions, and mushrooms, glistens with cheese on a toasted roll, promising a flavor explosion with every bite. Don’t miss the Double Barrel Burger for those who want double the deliciousness!
Starters at Winchester Cafe are equally enticing. Guests rave about Willy's Chili, an award-winning dish packed with secret ingredients, offering a perfect initiation into the cafe's culinary delights. The crispy Onion Rings and tater skins, paired with their enticing Buffalo Wings, make for a savory beginning to your meal. And let’s not forget the irresistible fries—both regular and sweet—each bite beautifully satisfying.
What makes Winchester Cafe truly special is not just the food, but the vibrant atmosphere that surrounds it. Customers have praised the friendly staff and the lively decor that invites conversation and laughter. From local live music to the eclectic charm of the walls filled with art, every detail contributes to a unique dining experience. As one patron mentioned, it's not fancy, but rather simple meals done extremely well, making every visit memorable.
Whether you're stopping for a quick drink and some nachos after a day at Gillette State Park, or you're looking for a comforting meal with the family, Winchester Cafe is a culinary haven waiting to be explored. Give it a try, and you'll understand why so many locals feel right at home here.
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