Welcome to Oliver's Dairy Bar & Grill
Oliver's Dairy Bar & Grill, located at 490 Boston Post Rd, North Windham, CT, offers a delightful blend of classic American comfort food and irresistible ice cream. With a menu featuring everything from Italian sausage sandwiches to maple bacon cheddar burgers, the quality of the dishes shines through in each meal. Customers rave about the meticulously prepared food and nostalgic drive-in atmosphere, complete with outdoor dining and live music. The friendly staff, led by owner Cindy, create a warm, welcoming environment that enhances the overall dining experience. Don’t miss their extensive ice cream selection, especially the famous banana split!
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490 Boston Post Rd, North Windham, CT 06256, United States490 Boston Post Rd, North Windham, CT 06256, United States Hotline: +1 860-450-5555
Welcome to Oliver's Dairy Bar & Grill, your go-to destination for delightful food and delectable ice cream in North Windham, Connecticut. Nestled at 490 Boston Post Rd, this charming eatery combines the nostalgia of a vintage drive-in with a warm, inviting atmosphere that attracts both locals and visitors alike.
At Oliver's, every meal is crafted with care. Customers rave about the attention to detail in each dish, from the mouthwatering Italian sausage sandwich to the satisfying chicken salad sandwich. The grill's celebrated offerings include the standout maple bacon cheddar burger, a dish that perfectly marries rich flavors with quality ingredients. Each bite offers a taste of freshness that truly elevates the dining experience.
The real treat, however, lies in their extensive selection of ice cream—a staggering 15 delicious flavors tempt sweet tooths young and old. Imagine ending a hearty meal with a luscious caramel sundae or a classic banana split, all while enjoying live music that enhances the vibrant atmosphere.
The welcoming nature of owner Cindy and the friendly staff fosters a personable experience that feels like home. Guests often leave with satisfied hearts and full stomachs, eager to return for another round of comfort food and sweet indulgences. For families, there's even a playscape for the kids, making it a perfect spot for a casual outing.
Oliver's Dairy Bar & Grill not only excels in food but also creates a setting reminiscent of simpler times. With outdoor seating that captures the essence of 1960s Americana, it’s an experience you won’t want to miss. If you're in the area, whether it's for a quick bite or a leisurely meal, stop by for a taste of their famous burgers and shakes. You won't be disappointed!
Great experience! I had the Italian sausage sandwich and the wife had chicken salad sandwich. Both were delicious. There was a little wait while the food was prepared, but that is expected when each meal is meticulously prepared. Onion rings were GREAT! About 15 flavors of very delicious ice cream. Highly recommend! Coffee ice cream cone and caramel sundae
If you’re looking for great food and ice cream, look no further! Oliver’s Dairy Bar & Grill did not disappoint. I was visiting from out of state and was very impressed with the food, service, atmosphere and overall experience. The owner, Cindy, greeted me with a warm smile and held a conversation as if she’s known me forever. I love how personable she is! All of the staff were extremely friendly and helpful. They went above and beyond to make sure I had a great first experience here. I ordered a variety of food during my visit. Pictured is the maple bacon cheddar burger with onion rings, grandma’s potato salad, baked beans, coleslaw, and clam strips with homemade tartar sauce. I ended my evening with an enormous classic banana split. Literally everything was very tasty. You can taste the freshness almost immediately. I enjoyed watching a live band while enjoying a delicious meal with good company. I could not have asked for a better experience. I highly recommend that you stop by and give Oliver’s a try! You will not be disappointed. Thank you so much Cindy and staff! I can’t wait to visit again soon.
We had the pleasure of eating there when they had live music. My granddaughter loves the playscape. The outdoor dining reminds me of 1960's vintage drive-ins. The mosquitoes can be an issue at dusk so you may want to visit before that.
Tried to go here on the 4th of July with a group of people and this year they were closed, but every other time I've been there the food and service has been quite nice. I enjoy the country atmosphere and the service is exceptional. Their ice cream is fantastic. If you need a quick bite of food while in the area, and you are in the mood for American, be sure to stop by for a delicious burger and shake.
Great find on Rte 6 and avoiding the Highway. The food was awesome. The grill shrimp on the salad was fresh and tasty. The meatball grinder was a treat. I haven't had one in years. Be sure to stop by
Great food today. Bruce John was providing the entertainment. Great time with my granddaughter. Bruce sang to her Itsy bitsy spider along with my daughter son in law my son my daughter brother partner and ex to celebrate my son's 46th birthday. Great place.
I've been going here for at least 5 years. The food just keeps getting better. Very fresh and the best fried clam strips and chicken strips I've ever had. Staff is always courteous and friendly. If you want great food, this is the place
Tuesdays have become my day to try new (to me) roadside eateries. Today was Oliver's. Oliver's definitely had the nicest facility. It offers live music and a "club" vibe. Probably a nice weekend evening experience. As far as my lunch, I had a good-sized burger and opted for the family-size fries. Add the soda, and my meal came to 20 and change. A bit more than comparable options, but delicious and a great place to eat! If you are in the area, I highly recommend it.