$42 Car Rental Chester, NY

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Top Car Deals in Chester

* Price found within the past 6 days. Click for updated prices.

Economy

Chevrolet Spark
  • 4 people
  • Unlimited mileage
Upper Saddle River, New Jersey, USA
Chevrolet Spark

$42

includes taxes & fees
$42 per day
found 2 days ago
Economy Chevrolet Spark

Compact

Ford Focus
  • 5 people
  • Unlimited mileage
Upper Saddle River, New Jersey, USA
Ford Focus

$42

includes taxes & fees
$42 per day
found 2 days ago
Compact Ford Focus

Midsize

Kia K4
  • 5 people
  • Unlimited mileage
Upper Saddle River, New Jersey, USA
Kia K4

$52

includes taxes & fees
$52 per day
found 2 days ago
Midsize Kia K4

Fullsize

Nissan Altima
  • 5 people
  • Unlimited mileage
Upper Saddle River, New Jersey, USA
Nissan Altima

$57

includes taxes & fees
$57 per day
found 2 days ago
Fullsize Nissan Altima

Standard

Volkswagen Jetta
  • 5 people
  • Unlimited mileage
OAKLAND, USA
Volkswagen Jetta

$68

includes taxes & fees
$58 per day
found 2 days ago
Standard Volkswagen Jetta

Special

Wild Card Compact or larger if available
  • 5 people
  • Unlimited mileage
UPPER SADDLE RIVER, USA
Wild Card Compact or larger if available

$71

includes taxes & fees
$60 per day
found 2 days ago
Special Wild Card Compact or larger if available

Premium Pickup Regular Cab

Ford F150
  • 5 people
  • Unlimited mileage
Butler, New Jersey, USA
Ford F150

$91

includes taxes & fees
$80 per day
found 2 days ago
Premium Pickup Regular Cab Ford F150

Luxury

Audi A4 Genesis G70 BMW 3 series
  • 5 people
  • Unlimited mileage
Butler, New Jersey, USA
Audi A4  Genesis G70  BMW 3 series

$102

includes taxes & fees
$90 per day
found 2 days ago
Luxury Audi A4 Genesis G70 BMW 3 series

Mini Van

Chrysler Pacifica
  • 7 people
  • Unlimited mileage
Upper Saddle River, New Jersey, USA
Chrysler Pacifica

$90

includes taxes & fees
$90 per day
found 2 days ago
Mini Van Chrysler Pacifica

Standard Elite Special

BMW 228i Gran Coupe
  • 5 people
  • Unlimited mileage
Mahwah, New Jersey, USA
BMW 228i Gran Coupe

$113

includes taxes & fees
$100 per day
found 2 days ago
Standard Elite Special BMW 228i Gran Coupe

Fullsize Elite Special

Audi A5 Sportback
  • 5 people
  • Unlimited mileage
OAKLAND, USA
Audi A5 Sportback

$118

includes taxes & fees
$105 per day
found 2 days ago
Fullsize Elite Special Audi A5 Sportback

Premium Elite Special

BMW 5 Series Audi A6
  • 5 people
  • Unlimited mileage
Oakland, New York, USA
BMW 5 Series  Audi A6

$123

includes taxes & fees
$110 per day
found 2 days ago
Premium Elite Special BMW 5 Series Audi A6

Luxury Elite

BMW 7-Series Audi A8
  • 5 people
  • Unlimited mileage
OAKLAND, USA
BMW 7-Series  Audi A8

$166

includes taxes & fees
$150 per day
found 2 days ago
Luxury Elite BMW 7-Series Audi A8

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Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.

What you need to know for your Chester car rental

Reasons to book a car rental in and around Chester

Renting a car in Chester offers the freedom and flexibility to explore the city and its surroundings at your own pace. With convenient luggage management and the ability to create flexible travel plans, a rental car is ideal for families and those seeking entertainment or cultural experiences. You can easily visit key attractions like Museum Village, a historic site perfect for cultural exploration, and Bear Mountain State Park, located just 15 miles away, which is ideal for outdoor adventures. For motorsport enthusiasts, the Orange County Fair Speedway is only 9 miles from Chester.

A rental car also allows you to explore nearby cities effortlessly. Middletown, 10 miles away, features the Orange County Fairgrounds and Arboretum, while Goshen, just 4 miles from Chester, is home to the Harness Racing Museum and Hall of Fame. Monroe, located 5 miles away, offers sites like Arrow Park Lake and Lodge and Ananda Ashram. Overall, a rental car enhances your travel experience by providing easy access to a variety of attractions and destinations in and around Chester.

Where to stay around Chester

  • Middletown: Located 10 miles from Chester, Middletown offers a vibrant city experience perfect for families and entertainment enthusiasts. Here, visitors can explore attractions such as the Orange County Fair Speedway, ideal for sports and adventure lovers, and the Orange County Arboretum, which is great for outdoor family outings. The city also boasts various shopping centers and restaurants, ensuring you have plenty of dining and leisure options during your stay.
  • Goshen: Just 4 miles away from Chester, Goshen is another excellent choice for those seeking family-friendly activities and entertainment. Notable attractions include the Harness Racing Museum and Hall of Fame, which caters to culture and sports enthusiasts, and the Orange County Fairgrounds, suitable for outdoor family fun. With several resorts and shopping centers nearby, Goshen provides a well-rounded experience for all types of travelers.
  • Vernon: Located 16 miles from Chester, Vernon is an adventurous destination for sports and ski enthusiasts. Known for its ski fields and stunning outdoor scenery, Vernon features attractions like High Point State Park, perfect for those looking to immerse themselves in nature. Additionally, visitors can enjoy the Sussex County Fairgrounds, ideal for family outings. Vernon also offers various restaurants and wineries, making it a great spot for a diverse travel experience.

10 tips to save on your car rental in and around Chester

  • Use filters to find the right car: Refine your search by selecting vehicle type and features. Whether you’re looking for an SUV for additional space, a convertible for summer enjoyment, or an economy car for budget-friendliness, utilize filters on Expedia to discover the best option for your journey.
  • Book in advance to help lower costs: Rental prices can vary based on demand, so it’s advisable to reserve your car well ahead of your trip. By booking early, you’re likely to secure more favorable rates and enjoy greater availability, especially during peak seasons.
  • Consider a smaller car for savings: Compact cars are typically more affordable to rent and easier to maneuver in crowded areas. Mid-size rentals strike a good balance between cost, comfort, and fuel efficiency.
  • Age guidelines: Drivers under the age of 30 may encounter higher deposits or daily fees, and certain vehicle types—such as SUVs or luxury models—might not be available. This can also apply to renters over 70 years old. Always verify the age requirements prior to booking.
  • Check fuel policies: Some rentals operate on a full-to-full fuel policy, meaning you must return the car with a full tank to avoid additional charges. This is typically the most advantageous option. Others may offer full-to-empty or prepaid fueling options, which are acceptable as well. Just ensure you return the car empty in this scenario.
  • Save on city and airport pickups: Picking up your rental car at airports often incurs a surcharge, but the convenience may justify the extra cost.
  • Know your payment options: Many car rental companies only accept credit cards for payment.
  • Understand your insurance coverage: Car rental insurance can help you avoid unforeseen expenses and provides peace of mind if something unexpected occurs during your trip. Adding car rental insurance is simple when booking through Expedia.
  • Consider unlimited mileage: If you plan on taking long road trips, look for rentals that offer unlimited mileage to prevent extra charges.
  • Bring your driver's license and ID: A valid driver’s license is necessary to rent a car.
  • Finding the cheapest car rentals in Chester

    Using our Search Wizard

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

    Renting a car in Chester

    Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Chester. 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 Chester

    Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $42.

    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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    One Key members save 10% or more on select hotels, cars, activities and vacation rentals. Not only that, earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands: Expedia, Hotels.com and VRBO. Learn more and join today.

    Car classes available from Expedia in 2026

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

    Car Rental Information

    Popular car types
    SUV, Full Size, Economy
    Car suppliers available
    Our best deal of the day
    $42
    Our second best deal of the day
    $52
    Our third best deal of the day
    $57
    From the airport to your hotel
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