$40 Car Rental New Canaan, CT

These New Canaan insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 29, 2026.

Reasons to book a car rental in and around New Canaan

Renting a car in New Canaan offers the freedom and flexibility to explore the area at your own pace. With a rental car, you can easily visit key attractions such as The Glass House and the New Canaan Library, both ideal for culture and family experiences. You can also venture a short distance to Historic South Norwalk, located just 5 miles away, where you can immerse yourself in history. For those looking to explore beyond New Canaan, cities like Stamford and Norwalk are conveniently located 7 miles and 5 miles away, respectively. Stamford features attractions like the Stamford Museum and Nature Center, Cove Island Park, and West Beach, while Norwalk offers additional culture experiences. Westport, another nearby city, is also 7 miles away and boasts beautiful spots like Compo Beach. Renting a car not only makes it convenient to navigate these destinations but also allows for easy luggage management and flexible travel plans, making it an excellent choice for families and outdoor enthusiasts alike.

Where to stay around New Canaan

• Stamford: Located 7 miles away from New Canaan, Stamford offers a vibrant city experience suited for family and outdoor activities. Visitors can explore the Stamford Museum and Nature Center for an eco-friendly outing, or relax at Cove Island Park and West Beach for a beach getaway. With diverse dining options and shopping areas, Stamford serves as a convenient base for travelers seeking both urban and nature experiences.
• Norwalk: Just 5 miles from New Canaan, Norwalk is a delightful city perfect for family adventures. Explore the historic charm of Historic South Norwalk or visit The Glass House for a cultural experience. Penfield Beach provides an excellent spot for beach lovers. With its array of restaurants and shopping venues, Norwalk is an ideal destination for those looking for a mix of educational and recreational activities.
• Danbury: Situated 17 miles from New Canaan, Danbury is known for its scenic views and outdoor experiences. Nature enthusiasts can visit Tarrywile Park and Mansion or enjoy the recreational areas at Rogers Park and Ives Concert Park. With shopping centers and a variety of dining options, Danbury is a great choice for travelers seeking romance and tranquility amidst beautiful landscapes.

10 tips to save on your car rental in and around New Canaan

1. Use filters to find the right car: Refine your search by selecting vehicle types and features. Whether you’re looking for an SUV for additional space, a convertible for summer fun, or an economical car for cost savings, utilize the filters on Expedia to discover the ideal option for your journey.
2. Book in advance to help lower costs: Rental rates can vary based on demand, so it's wise to secure your car well ahead of your trip. By booking early, you're likely to obtain lower prices and enjoy better availability, particularly during peak seasons.
3. Consider a smaller car for savings: Generally, smaller cars are less expensive to rent and easier to maneuver in crowded areas. Mid-size rentals offer a great compromise between price, comfort, and fuel efficiency.
4. Age guidelines: Drivers under 30 may encounter higher deposits or daily fees, and some vehicle categories—like SUVs or premium models—might not be accessible. This can also apply to renters over 70. Always verify the age requirements prior to booking.
5. Check fuel policies: Some rentals operate under a full-to-full fuel policy, which requires you to return the car with a full tank to avoid additional fees. This is typically the most favorable option. Others may provide full-to-empty or prepaid fueling alternatives, which are also acceptable. Just ensure you return the car empty in that scenario.
6. Save on city and airport pickups: Picking up your rental car at airports often incurs a surcharge, but the added convenience may make it worthwhile.
7. Know your payment options: Most car rental companies primarily accept credit cards for payment.
8. Understand your insurance coverage: Car rental insurance can help you avoid unnecessary expenses and provides peace of mind in case something unexpected occurs during your trip. It’s simple to add car rental insurance when booking through Expedia.
9. Consider unlimited mileage: If your plans include long road trips, seek out rentals that offer unlimited mileage to steer clear of extra fees.
10. Bring your driver's license and ID: A valid driver's license is necessary to rent a car.

Finding the cheapest car rentals in New Canaan

Using our Search Wizard

If the deals that are available on our page do not suit your needs, then enter New Canaan into the search wizard at the top of the page. We will compare all the best deals available for your car rental in New Canaan and provide you with a list of the cheapest options, with no added fees.

Renting a car in New Canaan

Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in New Canaan. We partner with reliable partners that guarantee an enjoyable experience for solo travelers, couples, and families. Package your car with a flight or hotel to unlock even more savings from Expedia.

Expected prices in New Canaan

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $40.

Flexibility & Cancellation

Most car suppliers offer penalty-free cancellations, so you don’t have to worry about losing money if your plans change. To cancel your booking log into your account through the Trips portal. Click manage booking and cancel this car. If you needed to alter your booking, then you can create a new one once you have canceled.

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Car classes available from Expedia in 2026

The classes of vehicles available will change depending on your chosen location.

• Compact car rentals    
• Convertible car rentals    
• Economy car rentals    
• Fullsize car rentals    
• Luxury car rentals
• Midsize car rentals    
• Mini car rentals    
• Minivan rentals    
• Pickup car rentals    
• Premium car rentals
• Sportscar rentals    
• Standard car rentals    
• SUV rentals    
• Van rentals