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Live Entertainment

Playscape

Have Fun While You Dine in North Windham, CT

Enjoy Live Entertainment & Musicians as You Eat

Weekends at Oliver’s Dairy Bar & Grill mean live entertainment by local musicians. Sit on our deck and enjoy your meal, a cold beverage, or a delicious frozen treat and enjoy music by talented musicians from North Windham, CT, and the surrounding areas. Bring your family or friends and enjoy a night out.
To find out who is performing, check our Facebook page, or contact us: (860) 450-5555.

Live Entertainment Every Weekend

Come Down To Oliver's and Bring Your Family And Friends.
Great Food and Fun
Beer & Wine

Entertainment Calendar for July 2023
7/1 Bruce John 12:30 – 2:00 pm
Patty Tuite 6:00 – 9:00 pm
7/7 Bruce John & Dinosaurs After Dark 12:00 – 2:00 pm
7 /8 Bruce John 12:00 – 2:00 pm
Crossover 6:00 – 9:00 pm
7/15 Bruce John 12:00 – 2:00 pm
FUSE 6:00 – 9:00 pm
7/16 Jason Beaulieu 12:00 – 2:00 pm
7/21 Sal Iacobucci 6:00 – 9:00 pm
7/22 Bruce John 12:00 – 2:00 pm
Sweet Magic 6:00 – 9:00 pm
7/28 Jan Jungden Trio 6:00 – 9:00 pm (on the deck)
7/29 Bruce John 12:00 – 2:00 pm
Patty Tuite 6:00 – 9:00 pm
7/30 Jack Neumuth 12:00 – 2:00 pm

Entertainment Calendar for August 2023
8/12 Bruce John 12:00 – 2:00 pm
432 Trio 6:00 – 9:00 pm
8/13 Mark Luka 12:00 – 2:00 pm
8/18 Weekend on Wednesday 6:00 – 9:00 pm
8/19 Bruce John 12:00 – 2:00 pm
Sweet Magic 6:00 – 9:00 pm
8/26 Bruce John 12:00 – 2:00 pm
Patty Tuite 6:00 – 9:00 pm
8/27 Missing Maplewood 12:00 – 2:00 pm

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Your Kids Can Play on Our Playscape While You Relax

Bring your children to Oliver’s Dairy Bar & Grill and enjoy some time relaxing while they play in a safe space. We have a vinyl playscape available for the kids to climb on and enjoy. As you wait for your meal, your kids can enjoy swinging on the swings, playing in the playhouse, using the slide, and generally having fun. Let your kids run around while you relax and enjoy the evening.

Cornhole and Lifesize Jenga!

For the kid in you, enjoy a game of Cornhole and Jenga while you’re here!