$55 Car Rental Shepherdstown, WV

Search and Compare from Car Companies in Shepherdstown

Featured car rental suppliers

Compare from agencies

car suppliers logo

  • protection illustration

    Change your mind

    Penalty-free cancellation on many/select car rentals
  • trophy illustration

    Treat yourself

    One Key members save 10% or more on over 1 million car rentals
  • package illustration

    Shop smart

    Compare car suppliers and package your flight, hotel, and car to save

Top Car Deals in Shepherdstown

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

Don't see what you're looking for?

See all car rentals in Shepherdstown
View all cars
Lowest prices found within the past 22 hours. Prices and availability subject to change. Additional terms may apply.

What you need to know for your Shepherdstown car rental

Reasons to book a car rental in and around Shepherdstown

Renting a car in Shepherdstown provides the freedom and flexibility to explore the rich culture and scenic beauty of the area at your own pace. Whether you are traveling with friends, family, or managing luggage, having a rental car makes it convenient to visit key attractions such as the Shepherdstown Opera House and the Shepherdstown Museum, both located within the city. For those interested in history, Harpers Ferry National Historical Park is a short 8-mile drive away, offering a glimpse into the past and outdoor adventures.

A rental car also enables you to discover nearby cities with ease. Martinsburg, just 9 miles from Shepherdstown, features the Ridge Road Historic District and Poor House Farm Park, while Charles Town, 10 miles away, showcases the Jefferson County Courthouse and Summit Point Motorsports Park. With your own vehicle, you can explore these popular destinations without the constraints of public transportation, allowing for a more personalized travel experience. Renting a car enhances your journey in and around Shepherdstown, making it a practical choice for travelers seeking adventure and exploration.

Where to stay around Shepherdstown

  • Harpers Ferry: Located 8 miles from Shepherdstown, Harpers Ferry is a charming destination for those seeking outdoor adventure and scenic beauty. Visitors can explore the Harpers Ferry National Historical Park, enjoy a day at Shenandoah Lake Beach, or visit John Brown's Fort for a touch of history. The area also offers delightful food options, including local wineries and sweet treats, making it a perfect spot for a relaxed stay.
  • Charles Town: Situated 10 miles from Shepherdstown, Charles Town is ideal for travelers looking for adventure and romance. This city features attractions like the Jefferson County Courthouse and Harpers Ferry National Historical Park, both rich in cultural significance. For thrill-seekers, Summit Point Motorsports Park offers exciting motor racing activities, while the local wineries and restaurants provide excellent dining experiences.
  • Martinsburg: Just 9 miles from Shepherdstown, Martinsburg attracts visitors with its natural beauty and outdoor activities. Key highlights include the Ridge Road Historic District and Poor House Farm Park, ideal for eco-friendly and family outings. The area is known for its scenic lakes and national parks, along with nearby wineries and distilleries, ensuring a pleasant stay for those who appreciate both culture and nature.

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

  1. Use filters to find the right car: Refine your search by selecting specific vehicle types and features. Whether you require an SUV for additional space, a convertible for summer enjoyment, or an economy car for budget-friendly travel, utilize the filters on Expedia to discover the best 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 in advance, you're more likely to obtain lower prices and enjoy a wider selection, particularly during peak seasons.
  3. Consider a smaller car for savings: Smaller vehicles typically cost less to rent and are easier to maneuver in crowded areas. Mid-size rentals strike a nice balance between affordability, comfort, and fuel efficiency.
  4. Age guidelines: Drivers under 30 may encounter higher deposits or daily surcharges, and certain car types—such as SUVs or luxury models—might not be available. This policy can also apply to renters over 70 years old. Always verify the age restrictions before making a reservation.
  5. Check fuel policies: Some rental agreements require a full-to-full fuel policy, which means you must return the car with a full tank to avoid additional fees. This option is generally the most advantageous. Others may offer full-to-empty or prepaid fuel options, which are acceptable as well; just remember to return the car empty in that case.
  6. Save on city and airport pickups: Picking up your rental car at airports often incurs a surcharge, but the convenience may make it worthwhile.
  7. Know your payment options: Most car rental companies only accept credit cards for payment.
  8. Understand your insurance coverage: Car rental insurance can help you avoid unexpected expenses and provides peace of mind if something unforeseen occurs during your trip. Adding car rental insurance is simple when booking through Expedia.
  9. Consider unlimited mileage: If you plan on taking long road trips, look for rental options that offer unlimited mileage to prevent extra charges.
  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 Shepherdstown

Using our Search Wizard

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

Renting a car in Shepherdstown

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

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $55.

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.

We all love being rewarded

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
$55
 
Our second best deal of the day
$57
 
Our third best deal of the day
$60
 
From the airport to your hotel
Airport Transportation
 
From popular domestic and international airports
Airport Car Rentals

Frequently asked questions

What are the best cheap car rental companies in Shepherdstown?
You can find cheap car rentals in Shepherdstown from $12 a day with Thrifty Car Rental's compact 4-5 door cars. Sixt offers midsize SUVs starting from $12 a day, and Dollar Rent A Car has midsize 2 or 4 door cars starting from $12 a day. Thrifty Car Rental also provides standard 2 or 4 door cars starting from $12 a day. Compare suppliers on Expedia to find a cheap car rental in Shepherdstown that fits your budget. For more options, explore Economy Car Rentals in Shepherdstown.
What are the best luxury car companies in Shepherdstown?
For luxury car rentals in Shepherdstown, you can find premium options through providers like Sixt and Enterprise. Sixt offers fullsize elite 2 or 4 door cars starting from $14 a day and standard elite SUVs starting from $16 a day. Enterprise also provides premium crossover vehicles starting from $27 a day and premium elite SUVs starting from $32 a day. These options offer enhanced comfort and features for a more upscale travel experience. For more options, explore Luxury Car Rentals in Shepherdstown.
Can I rent a car one-way in Shepherdstown?
A one-way car rental in Shepherdstown is an excellent option for regional road trips, with prices starting from around $14 a day. Providers like Sixt and Enterprise may have flexible one-way policies, making it convenient to pick up your car in Shepherdstown and drop it off at a different location. These are good options for one-way car rental in Shepherdstown. For more options, explore Standard Car Rentals in Shepherdstown.
Can I rent a car round-trip in Shepherdstown?
Shepherdstown is well suited to round-trip rentals, with round-trip rentals starting from $12 a day. Picking up and dropping off at the same location generally avoids one-way drop-off fees, which can make it the most cost-effective option for exploring the area around Shepherdstown and returning to the same spot. Providers like Sixt and Enterprise also offer wide round-trip availability. For more options, explore Fullsize Car Rentals in Shepherdstown.
What are the best car rentals in Shepherdstown?
Car rentals in Shepherdstown offer extensive vehicle variety. The most popular car classes available include:
  • Midsize SUV
  • Compact SUV
  • Fullsize 2 or 4 door
  • Midsize 2 or 4 door
  • Standard 2 or 4 door
Most come with automatic transmission. Families prefer SUVs or minivans for space; couples and solo travelers do well with economy or compact cars. Choose based on passenger count, luggage needs, and budget. For more options, explore Minivan Car Rentals in Shepherdstown.

What are the best car rentals in Shepherdstown for solo travelers?
The best car rentals in Shepherdstown for solo travelers are economy and compact classes—small, easy to park, and fuel-efficient for one person exploring at their own pace:
  • Economy 2 or 4 door, starting from $22 a day—fits up to 2 medium suitcases, nimble on city streets and simple to slot into small parking spaces
  • Compact SUV, starting from $12 a day—fits up to 3 medium suitcases with a little more room for luggage while staying fuel-efficient
Both comfortably fit a solo traveler plus a bag or two. For longer scenic drives, consider a compact SUV for extra highway comfort. For more options, explore Compact Car Rentals in Shepherdstown.

What are the best car rentals in Shepherdstown for couples?
The best car rentals in Shepherdstown for couples balance comfort and easy handling for two:
  • Midsize 2 or 4 door, starting from $14 a day—fits up to 3 large suitcases with smooth cruising for two
  • Compact SUV, starting from $12 a day—fits up to 3 medium suitcases with a higher ride for day trips around the region
Both give a couple comfortable seating and trunk space without being hard to park. For a special trip, consider a convertible for scenic drives around Shepherdstown. For more options, explore Midsize Car Rentals in Shepherdstown.

What are the best car rentals in Shepherdstown for families?
The best car rentals in Shepherdstown for families are the ones with room for everyone and their gear:
  • Midsize SUV, starting from $12 a day—seats up to 5 with room for 3 large suitcases and a car seat
  • Mini passenger van, starting from $20 a day—seats up to 8 with room for 6 large suitcases, ideal for larger families with strollers and full luggage
SUVs and minivans have room for the whole family plus car seats, strollers, and luggage, making them the most comfortable fit for trips around Shepherdstown. Book 4+ weeks ahead, as family-sized vehicles can have lower availability during busy periods, and consider adding GPS if you're new to the area. For more options, explore SUV Car Rentals in Shepherdstown.

Are there any car rental companies that provide electric cars in Shepherdstown?
Shepherdstown has electric and hybrid vehicle options: Sixt offers hybrid vehicles starting from $12 a day, and Enterprise provides hybrid options starting from $12 a day. Dollar Rent A Car also has hybrid vehicles starting from $12 a day and electric vehicles starting from $13 a day. Thrifty Car Rental offers hybrid vehicles starting from $12 a day and electric vehicles starting from $13 a day. Multiple rental companies in Shepherdstown carry electric and hybrid cars, widely available on Expedia. Book EVs 4-6 weeks ahead as demand can be high.
What is the best time to book a car in Shepherdstown?
From February, prices in Shepherdstown are typically lower—rentals can start from as little as $12 a day during this period. March tends to be the busiest month, when high demand can lead to higher prices. During major holidays and special events, rates may also fluctuate. Booking 3-4 weeks ahead can help with availability and pricing. Many bookings allow free cancellation 24+ hours before pickup—book early and rebook if rates drop.
What are the best car companies in Shepherdstown?
Car rentals in Shepherdstown are available from providers like Sixt, Enterprise, and Alamo, offering vehicles suited to local roads and conditions. Sixt has midsize SUVs and compact SUVs starting from $12 a day that are easy to park and fuel-efficient for city streets. Enterprise offers standard SUVs starting from $17 a day and compact SUVs starting from $19 a day with more space and stability for highways. Alamo rounds out the choices with fullsize 2 or 4 door cars starting from $14 a day and compact SUVs starting from $16 a day. Choose a higher-clearance or all-wheel-drive class for varied terrain, and a compact class for easy maneuvering and better mileage on longer highway stretches. For more options, explore Premium Car Rentals in Shepherdstown.
What are good day trip destinations from Shepherdstown by rental car?
Shepherdstown offers convenient access to several excellent day trip destinations by rental car, perfect for families, couples, and solo adventurers. You can explore:
  • Harpers Ferry National Historical Park is just 11 miles away, about a 15-minute drive, offering rich history and scenic views where the Potomac and Shenandoah rivers meet. This destination is ideal for history enthusiasts and families looking for an educational outing.
  • The Potomac River, approximately 66 miles from Shepherdstown, is about an hour's drive and provides opportunities for enjoying nature and scenic landscapes. A midsize SUV or standard SUV offers comfortable travel for this distance, especially if you plan to carry outdoor gear.
  • Shenandoah National Park is located about 86 miles away, roughly a 1-hour and 30-minute drive, making it a fantastic option for scenic drives, hiking, and exploring natural beauty. For families or groups, a mini passenger van or a standard SUV provides ample space for passengers and any picnic or hiking equipment.
  • Lake Anna, approximately 117 miles from Shepherdstown, is about a 2-hour drive and is perfect for water activities and relaxation. A fullsize car or a midsize SUV would be comfortable for this longer drive, offering space and comfort for your journey.
For these day trips, a compact car or midsize car starting from $14 a day offers good value for couples or solo travelers, while families might prefer the extra space of an SUV or a mini passenger van, with options like a midsize SUV starting from $12 a day or a mini passenger van starting from $20 a day. Always ensure your car rental in Shepherdstown has enough space for luggage and passengers to make your day trip comfortable. For more options, explore Convertible Car Rentals in Shepherdstown.

Are there any hidden fees when renting a car on Expedia?
Expedia aims to show the key price and important rental details clearly during booking, so you know what to expect before you reserve. In some cases, car rental companies may apply additional charges at pick-up or during the rental, such as security deposits, tolls, fuel charges, extra driver fees, or local requirements, so it's worth checking the supplier's rental terms before you book.
Are there any long-term car rentals in Shepherdstown?
Yes, there are several long-term car rental options available in Shepherdstown. Whether you're planning an extended holiday with the family, relocating temporarily, or simply need a vehicle for several weeks or months, many car rental providers offer flexible long-term rental plans tailored to your needs. Click on our long-term car rental deals page, enter your trip information and then book a ride that suits.
Do you need insurance to rent a car in Shepherdstown?
No, you don't need personal auto insurance to rent a car in most cases. You will, however, be required to purchase some insurance to cover the duration of the rental. Rental companies will offer this insurance when you rent the car. Certain personal car insurance policies can also be applied to rental cars, and travelers can even use non-owner car insurance if they rent cars often but don't have a car of their own. Additionally, some car rentals simply include rental car insurance within the price of the rental.
How much does it cost to rent a car in Shepherdstown?
Budget car rental in Shepherdstown can be easy to find, with prices based on rates seen within the past seven days from $55. To find some of the cheapest options, sort your search results by price and use filters to match your budget and travel needs. For added flexibility, it's also worth exploring one-way car rentals.
What are the top car rental deals in Shepherdstown?
No matter what kind of vehicle you're looking for, Expedia makes it easy to find a great car rental deal in Shepherdstown. The easiest way to get a good deal on a rental car is to use our filters. At the top of the filter list, you'll find a section featuring our best car rental offers. Check the filter for "Great Deal," and your search results will be filled with specials. Compare offers from trusted rental providers, choose the option that fits your trip, and book with confidence. For even more value, bundle your Shepherdstown car rental with a hotel or flight to unlock additional savings.
What do I need to rent a car in Shepherdstown?
To rent a car in Shepherdstown, a current driver's license and a credit card in the same name are essential. If you're opting out of the company's insurance plan, then you may also need proof of other coverage. Rules may differ between rental companies, so read through your policy.
What happens if I need to cancel my Shepherdstown car rental?
If you need to cancel your Shepherdstown car rental, read over the policy to be sure, but almost all prepaid rentals are eligible for a complete refund if you notify us at least six hours prior to the pickup time, though there may be some exclusions so check your itinerary for more information, or just click through to our Customer Service Portal.
Why should I rent a car in Shepherdstown with Expedia?
Booking your car rental on Expedia makes it easier to get more out of your trip from the start. With a wide choice of car rentals, you can compare prices, suppliers and deals all in one place, then bundle your car with a hotel which could help you save even more. Join our free One Key™ travel rewards program to instantly unlock additional savings.

Explore a world of travel with Expedia