Cheap Car Rental in Chestertown, NY

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Frequently asked questions

What are the major attractions in Chestertown?
If your trip to Chestertown is all locked in but your itinerary is a little on the empty side, we can give you a helping hand.Plan a stop at Friends Lake. It’s one attraction you’ll usually find on many visitors’ must-do lists. Loon Lake Beach and Tripp Pond are also not far away and worth a detour.
What are the best road trip destinations near Chestertown?
If you’ve crossed off all the main attractions in Chestertown, don’t be in a rush to hang up those comfy sightseeing shoes just yet. You’ll find world-famous sights a short commute away. About 40 miles away in Saratoga Springs, Saratoga Spa State Park lures big crowds all year round. Why not head there and find out what all the fuss is about?
Where are the best beaches near Chestertown?
Nothing screams vacation like jumping in the car, blasting some tunes and heading to the seaside. Chestertown has some amazing beaches nearby, so grab a good book (and a kite if the wind’s blowing) and take a jaunt to one of these popular options:

  • Loon Lake Beach (2 miles away).
  • Veterans Memorial Park Beach (10 miles away).
  • Rogers Memorial Park Beach (10 miles away).

Where are the best convention centers near Chestertown?
Located 10 miles from Chestertown, The Sembrich is a fantastic place to go for a work conference. After a big day of mingling and making new connections, you’ll be able to drive out to a nearby restaurant or go for a relaxing spin around the area.
What kind of rental car should I get for Chestertown?
With your very own rental car, Chestertown is yours to enjoy. People visit this charming city for many reasons, and here at CarRentals.com we have a unique car for each of them. The number one priority for large families is space (and legroom). Depending on the number of family members, that could mean anything from a full-size car to a 12-passenger van. Those traveling on a budget enjoy the affordability and great mileage of our smaller vehicles, such as a mini or compact car. If you’re in the mood to make heads turn in Chestertown, you could even have a glimpse at our special category for a ride that’ll make any car fan go all tingly with excitement.
Should I get a luxury rental car in Chestertown?
You’ll be pleased to hear that there’s a wide variety of luxurious vehicles to rent in Chestertown. What you go with is largely dependent on your budget as well as what you plan to do. Specialty and prestige vehicles are all about comfort and class. If you’re splashing out, why not pick up an elite SUV, or perhaps an upmarket mid-size sedan? Otherwise, if you just need a car to whiz around town in as cheaply as possible, go for a no-frills compact vehicle (or something else that’s unlikely to break the bank).
What side of the road do they drive on in Chestertown?
You’ll have to keep right while driving in Chestertown. In addition, exercise some extra caution if it’s your first time on the road here. Once you’re familiar with the roads, you can relax and enjoy the scenery!
Is it difficult to park in Chestertown?
It can be. Cruising around the block searching for a parking spot is a common experience in Chestertown. Getting close to big-name attractions is easier if you research your options ahead of time.
Does Chestertown have peak-hour traffic?
As with most cities, roads get busy in the rush hours before and after work. However, with a population of about 680, traffic gridlock isn’t a huge issue in Chestertown.
Are there speed limits in Chestertown?
Most residential zones in the city of Chestertown have a 45mph speed limit. Outside these areas, the speed limits typically range between 20mph and 65mph.
What happens if I get a speeding fine while driving a rental car in Warren County?
Usually, your chosen car rental company will bill the amount of the fine to your credit card. Alternatively, the company may provide your contact details to local authorities so they can send a fine directly to you.
Is it illegal to use a cell phone while driving in Chestertown?
If you have hands-free or Bluetooth functions enabled, you are allowed to use your cell phone while driving in Chestertown. But ensure you stay focused on the road.
What are the rules around drink driving in Chestertown?
The legal BAC (blood alcohol content) limit when operating a vehicle in Chestertown is 0.08%. If you’re in the mood for a big night, leave your car behind and organize a different way of getting home instead.
Is turning on a red light allowed in Chestertown?
Yes you can. However, before you turn you must stop the vehicle completely and only proceed if the lane is free of traffic.
Are seat belts compulsory in Warren County?
By law everyone must wear a seat belt. However, there are a couple of exceptions for certain vehicles operated by public transportation networks.

Car Rental Information

City pick-up location
Chestertown
Lowest price
Popular car types:
SUV, Full size, Economy & Standard