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Classic Country Drives

That's a wrap for our 2025 Season

We'll be back in 2026

Thank you to everyone who rented with us in 2025, it was a great  season with some amazing photoshoots, beautiful Brides and handsome Grooms, also lots of smiles from our driving rentals  !

We'll be back in early spring 2026 after we complete a little winter maintenance. 

We are still here answering emails and taking bookings through  the winter. So if you want to get in early or buy a Gift Certificate for next year, feel free to drop us a message.


Our Services

Driving Experiences

Our driving experiences begin at our home in beautiful Woodstock, CT, where we will describe every detail of your car and any quirks to ensure a trouble-free day. We can recommend our preferred scenic local driving routes and favorite places to stop and enjoy a picnic at sunset. Just want a taste of open-air motoring? We also offer 1 hour taster experience at a specific location for you to drive one of our cars. Get out on the open road for one hour with the wind in your hair, return with a smile on your face, and a passion for our cars. Check out our Instagram & Facebook for updated events and locations where we’ll be.

Weddings & Engagements

Getting married or engaged? If you want to arrive in style, or just want to have fun and impress your future bride to be, we offer a variety of rental packages from which to choose. We will ensure all rental agreements and license checks are completed weeks before the event and that all drivers are comfortable with a standard transmission. If it's your big day, you get our undivided attention, we will be discreet but on hand if you have any issues and to assist your florist decorate the car if required. We will also always have a backup vehicle available for the day, just in case.

Film and Photos

Weddings, proms, parties, grand openings, benefits; a classic car makes an excellent back drop for a one-of-a-kind photo booth prop. We can even recommend wonderful local photographers and decorate the car for your theme and needs and provide props as well. We also offer services for television, film and advertising shoots.

Rental Requirements

Drivers

Additional Drivers

Additional Drivers

Drivers must be over 25 and hold a clean US driving license.

You can book direct  if you have your'e own auto insurance which covers rental cars

If you need to purchase insurance, or hold a none US drivers license please follow our links to make the booking with Driveshare.com .

Additional Drivers

Additional Drivers

Additional Drivers

Must be named on your policy or have their own policy and also be over 25 with a current US drivers license. They can also be added to your'e Driveshare booking.

Wedding Rentals

Wedding Rentals

Wedding Rentals

We have the same requirements for wedding rentals, however, we will work with you to ensure we have all your details a few weeks before, so there is no extras to think about on your big day..

For your safety we do not offer end of evening getaway cars and normally schedule pick-up around 6pm.



General Rules

Wedding Rentals

Wedding Rentals

All  rentals end at Sunset

Please do not use our vehicles on highways 

Please respect our cars and treat them gentle

Ensure you are confident with a standard transmission before renting

Be aware you are responsible to return the vehicle in the same condition as when it was collected /delivered.

Most of all, Enjoy the driving experience !

Pricing

Daily Rentals: from $275 Per Day

Daily Rentals: from $275 Per Day

Daily Rentals: from $275 Per Day

Cars for Photo shoots: from $80

Daily Rentals: from $275 Per Day

Daily Rentals: from $275 Per Day

Delivery $3 per mile

Delivery $3 per mile

Delivery $3 per mile

Charged at $3.50 per mile from our location in Woodstock CT. Delivery is available throughout New England.

Gift Cards Available

Delivery $3 per mile

Delivery $3 per mile

About Us

We provide stylish classic cars for memorable & romantic driving experiences and events in Northeastern Connecticut and beyond.

Our home in Woodstock, Connecticut is the prime place to discover the road less travelled. Classic Country Drives provides the opportunity to adventureseekers to ditch the modern, rent a classic car, and experience local eats and activities. Meet Samuel Booth, owner of Quiet Corner Classics LLC, Automotive adventurer and retired Super yacht captain, who has spent the last 18 years crossing oceans and planning itineraries in exclusive locales around the world for prestigious clients. Sam has made his home here in the Quiet Corner of Connecticut to bring you the excitement of the open road, the wind in your hair, and no cares in the world.

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Contact Us

Contact Us

We look forward to going the extra mile for you!

Not sure if we're the right fit for your needs? Give us a call, and let us know the details of your trip.

Classic Country Drives

Call: 860 336 6549 Email: info@classiccountrydrives.com

Hours

Open today

09:00 am – 05:00 pm

Monday - Friday: 9am - 5pm

Saturday - Sunday: 8am - 7pm

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