Chester's Drive-In

Call Directions

Chester's Drive-In Drive-In Restaurant serving delicious burgers and homemade root b**r! Don't forget to indulge in dessert with our satisfying chilly ice cream treats.
(1407)

Chester's Drive-In has been locally owned for over 60 years, and we are proud to offer our costumers local suppliers. Come in to enjoy our delicious burgers, deep fried side orders, and thirst-quenching old fashion draft root b**r. We make all food as it is ordered to ensure the best quality and taste for our customers. Drive up and be served by one of our fabulous carhops, order at the side window and enjoy the food and weather with our outdoor seating, or call in your order to dine in the comfort of your home. Whatever option you choose, Chester's Drive-In offers great food, great prices, and great service!

We have run out of food. Thank you everyone for a great season! We will see you in March!
11/01/2026

We have run out of food. Thank you everyone for a great season! We will see you in March!

Countdown til close! ⏰Two days left! Come and grab your Chester’s favorites before they’re gone!
10/31/2026

Countdown til close! ⏰

Two days left! Come and grab your Chester’s favorites before they’re gone!

10/29/2026

Countdown to close!! ⏰

Only 4 days left until we close for the season!

Come on in and grab your Chester’s favorites before they are gone for the year!

Treat yourself to our crispy, golden onion rings 🧅 and pair them with your favorite classic drive-in shakes, malts, or a premium flurry treat. 🍦

🍁 THE FINAL COUNTDOWN IS ON! 🍁There are officially only 5 days left until we close our doors for the season! ⏰ Once we c...
10/28/2026

🍁 THE FINAL COUNTDOWN IS ON! 🍁

There are officially only 5 days left until we close our doors for the season! ⏰ Once we close, your favorites are gone until next year.
Don't miss your last chance to grab the ultimate sweet-and-salty combo:
🧅 Crispy, Golden Onion Rings
🍂 Creamy Pumpkin Cheesecake Flurries

The countdown is on! ⏰ With only 6 days left before closing for the season, it is the perfect time to head in and grab t...
10/27/2026

The countdown is on! ⏰

With only 6 days left before closing for the season, it is the perfect time to head in and grab those Chester's cravings before they pack up for the winter.🍻🍔🥤

The weather is getting colder and that means one thing, closing day is coming fast! ❄️🍂 We will be closed Sunday and Mon...
10/23/2026

The weather is getting colder and that means one thing, closing day is coming fast! ❄️🍂 We will be closed Sunday and Monday, October 25th and 26th and open for our last week, Tuesday, October 27th through Sunday, November 1st! 📅⌛✨

Come get our pumpkin cheesecake flurry 🎃 or our pickle fries 🥒 before they vanish for the year! 🍂🥧 They make a great fal...
10/22/2026

Come get our pumpkin cheesecake flurry 🎃 or our pickle fries 🥒 before they vanish for the year! 🍂🥧 They make a great fall snack for anyone looking to enjoy the crisp weather! 🍁😋

Get your Caramel Apple Sundae before they're gone! 🍦🍏Indulge in the ultimate fall treat: creamy vanilla soft serve layer...
10/21/2026

Get your Caramel Apple Sundae before they're gone! 🍦🍏

Indulge in the ultimate fall treat: creamy vanilla soft serve layered with crisp apple topping, and drenched in rich, buttery caramel drizzle. Choose your perfect finish:
• With peanuts for that perfect salty-sweet crunch 🥜
• Without peanuts for pure, smooth autumn perfection

Stop by today and grab a taste of fall—available for a limited time only!

The wait is over—our iconic frosted glass mugs are back! 🍻Nothing beats the refreshing chill of a root b**r float in a m...
10/17/2026

The wait is over—our iconic frosted glass mugs are back! 🍻

Nothing beats the refreshing chill of a root b**r float in a mug! Gather your friends and family, and come treat yourself today!

10/06/2026

Please note: Posts on this page are for the Plymouth Location, 1504 Eastern Ave only! If you would like information on the Sheboygan location, please follow Chester’s Waterfront !

Address

1504 Eastern Avenue
Plymouth, WI
53073

Opening Hours

Monday 10:30am - 7pm
Tuesday 10:30am - 7pm
Wednesday 10:30am - 7pm
Thursday 10:30am - 7pm
Friday 10:30am - 7pm
Saturday 10:30am - 7pm
Sunday 10:30am - 7pm

Telephone

+19208927722

Website

Alerts

Be the first to know and let us send you an email when Chester's Drive-In posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Shortcuts

Share

Nearby restaurants


Other American restaurants in Plymouth

Show All