Chesapeake Driving School LLC
Prince Frederick, Maryland
Reviews
Frank Fisiorek
10 Apr 2026
REPORT
My wife came from another country and had to establish her driver's license here. When researching schools, I wanted a school that would provide the needed knowledge to successfully pass the written ...
My wife came from another country and had to establish her driver's license here. When researching schools, I wanted a school that would provide the needed knowledge to successfully pass the written test and road test. Not only did she pass, but she also said when she took the written, it was almost like the right answer popped out for her! Her driver's instruction was excellent. Each instructor provided useful and helpful life practices on the road! Thank you Jeff!
Jessica Schoffstall
25 Jul 2025
REPORT
Chesapeake Driving School has been nothing short of amazing! From start to finish, they were professional, reliable, and incredibly easy to work with. We had to reschedule my daughter’s driving lesson...
Chesapeake Driving School has been nothing short of amazing! From start to finish, they were professional, reliable, and incredibly easy to work with. We had to reschedule my daughter’s driving lesson, and Mr. Cunningham personally called us to make it work. His friendly and flexible approach made the whole process smooth and stress-free. It’s clear they truly care about their students and families. If you’re looking for a top-notch driving school that goes above and beyond, look no further. Five stars all the way!
Lee Little
31 Jan 2025
REPORT
Mr.Cunningham was very kind and such an amazing and fun teacher, never a dull moment!! i passed my final exam 49/50 thanks to his teaching style being so upbeat and in depth! Thank you Mr.C :) i stron...
Mr.Cunningham was very kind and such an amazing and fun teacher, never a dull moment!! i passed my final exam 49/50 thanks to his teaching style being so upbeat and in depth! Thank you Mr.C :) i strongly recommend this school and his class.
Olivia Ivey
28 Jan 2025
REPORT
Over the summer of 2024 I took the driver’s education program and I cannot say enough good things about Chesepake Driving School!! Mr. Cunningham was my instructor and he was great, covered all the ma...
Over the summer of 2024 I took the driver’s education program and I cannot say enough good things about Chesepake Driving School!! Mr. Cunningham was my instructor and he was great, covered all the material clearly and in an interactive way. Mr. Cunningham was great at communicating when emailing or messaging him regarding a concern. Communication on their end was super quick and easy. The drive times with instructors were booked out till December and I requested to Mr. Cunningham if I could have a spot soon as my permit was soon to expire. He scheduled me within 2 weeks and found three driving instructors that could fit me in. All instructors were nice, personable, and made me feel comfortable. It was a good experience and I would recommend Chesapeake Driving School to anyone. Don’t go anywhere else!
Lps Daisy
21 Jun 2022
REPORT
Great class. Mr Bill was an amazing teacher! He made the class fun and enjoyable to be in. He also answered any questions the class asked in a way you could understand it! 100% recommend this school a...
Great class. Mr Bill was an amazing teacher! He made the class fun and enjoyable to be in. He also answered any questions the class asked in a way you could understand it! 100% recommend this school and having him as your teacher! 😊 He made this class very fun from start to finish! I LOVED this class with Mr Bill as the teacher.
Vincent Schiavone
9 Feb 2018
REPORT
I had a great time at Chesapeake driving school, even though some of the people were slightly annoying. Otherwise, I met a lot of cool people.
Alysa Haley
9 Feb 2018
REPORT
Best driving school around. Teachers make the class enjoyable
Lexi Renayy
3 Feb 2018
REPORT
Chesapeake driving school is able to make the class that is supposed to be boring, an actual fun time. i enjoyed this class a lot and you will pass on your first time gaurenteed! the instructors are a...
Chesapeake driving school is able to make the class that is supposed to be boring, an actual fun time. i enjoyed this class a lot and you will pass on your first time gaurenteed! the instructors are all nice and mostly funny, which makes it a lot more enjoyable. I honestly was kind of upset for the class to be over!
Katy Rhodes
20 Jan 2018
REPORT
CDS is the best driving school in Southern Maryland. Awesome staff and are fun to be around. Most importantly, you WILL pass your test the first time if you go through with CDS . Mr.Cunningham is the ...
CDS is the best driving school in Southern Maryland. Awesome staff and are fun to be around. Most importantly, you WILL pass your test the first time if you go through with CDS . Mr.Cunningham is the best👌🏼
Caili Cunningham
22 Oct 2017
REPORT
Just wanted to make this known: the owners of this company have had great service. They recent dealt with the unfortunate death of their son, which is the reason for the inconvenience and lack of atte...
Just wanted to make this known: the owners of this company have had great service. They recent dealt with the unfortunate death of their son, which is the reason for the inconvenience and lack of attention to their business these last couple weeks. This small business is fantastic. The instructors know what they are doing and make this experience enjoyable. Definatly recommend them!
Alex Roper
3 Jul 2017
REPORT
Book an Appointment
Online booking unavailable
Please call
(443) 975-7457
Business Hours
Tuesday
Tue
16:00PM-20:00PM
Thursday
Thu
16:00PM-20:00PM
Friday
Fri
09:30AM-14:30PM
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Chesapeake Driving School LLC
Prince Frederick, Maryland
Business Hours
Tuesday
16:00PM-20:00PM
Thursday
16:00PM-20:00PM
Friday
09:30AM-14:30PM
Reviews
Frank Fisiorek
10 Apr 2026
My wife came from another country and had to establish her driver's license here. When researching schools, I wanted a school that would provide the needed knowledge to successfully pass the written ...
My wife came from another country and had to establish her driver's license here. When researching schools, I wanted a school that would provide the needed knowledge to successfully pass the written test and road test. Not only did she pass, but she also said when she took the written, it was almost like the right answer popped out for her! Her driver's instruction was excellent. Each instructor provided useful and helpful life practices on the road! Thank you Jeff!
Jessica Schoffstall
25 Jul 2025
Chesapeake Driving School has been nothing short of amazing! From start to finish, they were professional, reliable, and incredibly easy to work with. We had to reschedule my daughter’s driving lesson...
Chesapeake Driving School has been nothing short of amazing! From start to finish, they were professional, reliable, and incredibly easy to work with. We had to reschedule my daughter’s driving lesson, and Mr. Cunningham personally called us to make it work. His friendly and flexible approach made the whole process smooth and stress-free. It’s clear they truly care about their students and families. If you’re looking for a top-notch driving school that goes above and beyond, look no further. Five stars all the way!
Lee Little
31 Jan 2025
Mr.Cunningham was very kind and such an amazing and fun teacher, never a dull moment!! i passed my final exam 49/50 thanks to his teaching style being so upbeat and in depth! Thank you Mr.C :) i stron...
Mr.Cunningham was very kind and such an amazing and fun teacher, never a dull moment!! i passed my final exam 49/50 thanks to his teaching style being so upbeat and in depth! Thank you Mr.C :) i strongly recommend this school and his class.
Olivia Ivey
28 Jan 2025
Over the summer of 2024 I took the driver’s education program and I cannot say enough good things about Chesepake Driving School!! Mr. Cunningham was my instructor and he was great, covered all the ma...
Over the summer of 2024 I took the driver’s education program and I cannot say enough good things about Chesepake Driving School!! Mr. Cunningham was my instructor and he was great, covered all the material clearly and in an interactive way. Mr. Cunningham was great at communicating when emailing or messaging him regarding a concern. Communication on their end was super quick and easy. The drive times with instructors were booked out till December and I requested to Mr. Cunningham if I could have a spot soon as my permit was soon to expire. He scheduled me within 2 weeks and found three driving instructors that could fit me in. All instructors were nice, personable, and made me feel comfortable. It was a good experience and I would recommend Chesapeake Driving School to anyone. Don’t go anywhere else!
Lps Daisy
21 Jun 2022
Great class. Mr Bill was an amazing teacher! He made the class fun and enjoyable to be in. He also answered any questions the class asked in a way you could understand it! 100% recommend this school a...
Great class. Mr Bill was an amazing teacher! He made the class fun and enjoyable to be in. He also answered any questions the class asked in a way you could understand it! 100% recommend this school and having him as your teacher! 😊 He made this class very fun from start to finish! I LOVED this class with Mr Bill as the teacher.
Vincent Schiavone
9 Feb 2018
I had a great time at Chesapeake driving school, even though some of the people were slightly annoying. Otherwise, I met a lot of cool people.
Alysa Haley
9 Feb 2018
Best driving school around. Teachers make the class enjoyable
Lexi Renayy
3 Feb 2018
Chesapeake driving school is able to make the class that is supposed to be boring, an actual fun time. i enjoyed this class a lot and you will pass on your first time gaurenteed! the instructors are a...
Chesapeake driving school is able to make the class that is supposed to be boring, an actual fun time. i enjoyed this class a lot and you will pass on your first time gaurenteed! the instructors are all nice and mostly funny, which makes it a lot more enjoyable. I honestly was kind of upset for the class to be over!
Katy Rhodes
20 Jan 2018
CDS is the best driving school in Southern Maryland. Awesome staff and are fun to be around. Most importantly, you WILL pass your test the first time if you go through with CDS . Mr.Cunningham is the ...
CDS is the best driving school in Southern Maryland. Awesome staff and are fun to be around. Most importantly, you WILL pass your test the first time if you go through with CDS . Mr.Cunningham is the best👌🏼
Caili Cunningham
22 Oct 2017
Just wanted to make this known: the owners of this company have had great service. They recent dealt with the unfortunate death of their son, which is the reason for the inconvenience and lack of atte...
Just wanted to make this known: the owners of this company have had great service. They recent dealt with the unfortunate death of their son, which is the reason for the inconvenience and lack of attention to their business these last couple weeks. This small business is fantastic. The instructors know what they are doing and make this experience enjoyable. Definatly recommend them!
Alex Roper
3 Jul 2017
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