Car Rental Windsor, VT

Search and Compare from Car Companies in Windsor

I have a discount code

Featured car rental suppliers

Compare from agencies

car suppliers logo

Top Car Deals in Windsor

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

Economy

Chevrolet Spark
  • 4 people
Windsor, Vermont, USA
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Windsor, Vermont, USA
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Windsor, Vermont, USA
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Windsor, Vermont, USA
Jeep Compass
SUV Jeep Compass

Don't see what you're looking for?

See all car rentals in Windsor
View all cars

What you need to know for your Windsor car rental

Reasons to book a car rental in and around Windsor

Renting a car in and around Windsor, Vermont, offers travelers the freedom to explore the region at their own pace. With a rental car, you can easily manage your luggage and enjoy flexible travel plans without relying on public transportation. For those seeking outdoor adventures, a car allows quick access to stunning attractions such as Mount Ascutney, located only 4 miles away, perfect for hiking and scenic views. The American Precision Museum, situated in Windsor, provides an engaging cultural experience, while the breathtaking Quechee Gorge Bridge is just 11 miles away for outdoor enthusiasts. Additionally, a rental car makes it convenient to visit nearby cities like Woodstock and Quechee, both 12 miles from Windsor, where you can explore unique sites like Billings Farm and Simon Pearce Mill. Whether you are interested in outdoor activities, cultural experiences, or simply wish to enjoy the picturesque scenery, renting a car in Windsor enhances your ability to discover everything this charming area has to offer.

Where to stay around Windsor

  • Woodstock: Located 12 miles from Windsor, Woodstock is a charming city known for its adventure and outdoor experiences. Visitors can enjoy skiing at local ski resorts and explore natural wonders like the nearby Quechee Gorge Bridge, ideal for outdoor and scenic activities. Don't miss the Billings Farm and Museum for a cultural experience, or relax at Lakota Lake for a romantic getaway. With a variety of food options, including breweries and sweet treat shops, Woodstock is a delightful destination year-round, particularly in the winter for skiing enthusiasts.
  • White River Junction: Also situated 12 miles from Windsor, White River Junction attracts travelers seeking adventure and outdoor activities. The area boasts ski fields and resorts, making it perfect for winter sports. Key attractions include the Montshire Museum of Science for families and the historic Simon Pearce Mill. The stunning Quechee Gorge Bridge offers excellent views for outdoor lovers. With nearby breweries and sweet treat spots, this city offers a blend of excitement and relaxation for visitors throughout the year, especially during ski season.
  • Quechee: Quechee, 12 miles from Windsor, is another great choice for adventure seekers and outdoor enthusiasts. The city features popular ski fields and resorts, ideal for winter visitors. Explore the picturesque Quechee Gorge Bridge for breathtaking views or visit the historic Simon Pearce Mill. For a unique experience, Sugarbush Farm offers farm-related activities. With a selection of local wineries and breweries nearby, Quechee provides a refreshing mix of outdoor adventure and local flavors, making it a fantastic destination in all seasons.

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

  1. Use filters to find the right car: Refine your search by selecting vehicle type and features. Whether you’re looking for an SUV for added space, a convertible for summer driving, or an economy car for cost-effectiveness, utilizing filters on Expedia can help you discover the perfect match for your journey.
  2. Book in advance to help lower costs: Rental rates 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 lower prices and enjoy a wider selection, especially during peak seasons.
  3. Consider a smaller car for savings: Smaller vehicles are typically less expensive to rent and easier to maneuver in crowded areas. Mid-size rentals offer a good balance of cost, comfort, and fuel efficiency.
  4. Age guidelines: Drivers under 30 may encounter higher deposits or daily surcharges, 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.
  5. Check fuel policies: Some rentals operate on a full-to-full fuel policy, which means you must return the car with a full tank to avoid additional charges. This is often the most advantageous option. Others might offer full-to-empty or prepaid fueling options, which are acceptable as well—just ensure you return the car empty in that case.
  6. Save on city and airport pickups: There is often a surcharge for picking up your rental car at airports, but this fee might be justified by the added convenience it provides.
  7. Know your payment options: Many car rental companies only accept credit cards for payment.
  8. Understand your insurance coverage: Car rental insurance can help you avoid unexpected expenses and offers peace of mind in case something unforeseen occurs during your trip. It’s simple to add car rental insurance when booking through Expedia.
  9. Consider unlimited mileage: If you’re planning long road trips, seek rentals that include unlimited mileage to prevent additional charges.
  10. Bring your driver's license and ID: A valid driver’s license is required to rent a car.

Finding the cheapest car rentals in Windsor

Using our Search Wizard

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

Renting a car in Windsor

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

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

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
Our second best deal of the day
Our third best deal of the day
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 Windsor?
You can find cheap car rentals in Windsor from $12 a day with Dollar Rent A Car's special cars. Dollar Rent A Car offers special vehicles starting from $12 a day, and Budget has economy 2 or 4 door cars starting from $14 a day. Compare suppliers on Expedia to find a cheap car rental in Windsor that fits your budget. For more options, explore Economy Car Rentals in Windsor.
What are the best luxury car companies in Windsor?
For luxury car rentals in Windsor, you can find premium options through providers on Expedia like Enterprise and Avis. Enterprise offers luxury 2 or 4 door cars starting from $30 a day, while Avis provides premium 2 or 4 door cars starting from $34 a day. These vehicles offer enhanced comfort and features for a more refined travel experience. For more options, explore Luxury Car Rentals in Windsor.
Can I rent a car one-way in Windsor?
A one-way car rental in Windsor is available, with prices starting from $12 a day. This option is convenient for travelers planning to pick up their vehicle in Windsor and drop it off at a different location, making it ideal for regional road trips. For more options, explore Standard Car Rentals in Windsor.
Can I rent a car round-trip in Windsor?
Round-trip car rentals in Windsor are readily available, starting from $13 a day. Picking up and dropping off your rental car at the same location in Windsor is often the most cost-effective choice, as it typically avoids one-way drop-off fees. This is a great option for exploring the local area and returning to your starting point. For more options, explore Fullsize Car Rentals in Windsor.
What are the best car rentals in Windsor?
Car rentals in Windsor offer a wide range of vehicle types to suit various travel needs. The most popular car classes available include:
  • Fullsize 2 or 4 door
  • Midsize 2 or 4 door
  • Compact 2 or 4 door
  • Midsize SUV
  • Compact SUV
These options provide flexibility whether you need a smaller car for city navigation or a larger SUV for family trips. Most vehicles come with automatic transmission, offering ease of driving for all travelers. For more options, explore Minivan Car Rentals in Windsor.
What are the best car rentals in Windsor for solo travelers?
The best car rentals in Windsor for solo travelers are economy and compact classes, which are small, easy to park, and fuel-efficient for exploring at your own pace:
  • Economy 2 or 4 door, starting from $22 a day—fits up to 2 medium suitcases, nimble for city streets and simple to park
  • Compact 2 or 4 door, starting from $21 a day—fits up to 3 medium suitcases, offering a bit more room for luggage while remaining fuel-efficient
Both comfortably accommodate a solo traveler plus a bag or two. For longer drives, consider a compact SUV for added comfort and space. For more options, explore Compact Car Rentals in Windsor.
What are the best car rentals in Windsor for couples?
The best car rentals in Windsor for couples offer a balance of comfort and easy handling for two:
  • Midsize 2 or 4 door, starting from $20 a day—fits up to 3 large suitcases, providing smooth cruising for two
  • Compact SUV, starting from $22 a day—fits up to 3 medium suitcases, with a higher ride for day trips around the region
Both provide comfortable seating and ample trunk space without being difficult to park. For a special trip, consider a convertible for scenic drives. For more options, explore Midsize Car Rentals in Windsor.
What are the best car rentals in Windsor for families?
The best car rentals in Windsor for families are those with ample room for everyone and their gear:
  • Midsize SUV, starting from $22 a day—seats up to 5 with room for 3 large suitcases and space for car seats
  • Fullsize SUV, starting from $39 a day—seats up to 6 with room for 3 large or 5 medium suitcases, offering even more space
  • Mini passenger van, starting from $27 a day—seats up to 8 with room for 6 large suitcases, ideal for larger families with strollers and full luggage
SUVs and minivans provide comfort and capacity for the whole family. Book 4+ weeks ahead, especially for the December-February peak months, as family-sized vehicles can have lower availability during busy periods. For more options, explore SUV Car Rentals in Windsor.
Are there any car rental companies that provide electric cars in Windsor?
Windsor offers electric and hybrid vehicle options from several rental companies. Dollar Rent A Car provides electric vehicles starting from $13 a day and hybrid options from $12 a day. Budget also offers electric vehicles starting from $18 a day, and hybrid cars from $12 a day. These eco-friendly choices can help you save on fuel costs during your trip.
What is the best time to book a car in Windsor?
From May, prices in Windsor are typically lower—rentals can start from as little as $19 a day during this period. December tends to be the busiest month, and the December-February period generally sees higher demand, which can lead to increased prices. Booking 3-4 weeks ahead can help with availability and pricing. Many bookings allow free cancellation 24+ hours before pickup, so you can book early and rebook if rates drop.
What are the best car companies in Windsor?
Car rentals in Windsor are available from providers like Alamo, Enterprise, and Dollar Rent A Car, offering vehicles suited to various travel needs. Alamo provides fullsize 2 or 4 door cars starting from $19 a day and midsize 2 or 4 door cars from $20 a day. Enterprise offers compact SUVs starting from $20 a day and midsize 2 or 4 door cars from $22 a day. Dollar Rent A Car rounds out the choices with special vehicles starting from $12 a day and midsize SUVs from $13 a day. Consider a compact class for easy maneuvering and better mileage, or an SUV for more space and stability on longer drives. For more options, explore Premium Car Rentals in Windsor.
What are good day trip destinations from Windsor by rental car?
Exploring the scenic surroundings of Windsor by rental car offers many rewarding day trip opportunities for families, couples, and groups. You can easily reach several natural attractions and unique experiences within a short drive:
  • Mount Ascutney, just 6 miles away, is ideal for nature lovers and offers hiking trails and scenic views, perfect for solo travelers or couples. A compact car or midsize sedan starting from $20 a day would be suitable for this short drive.
  • For a picturesque drive, consider the Quechee Gorge Bridge, located about 14 miles from Windsor. This spot is great for families and couples looking for stunning natural beauty and photo opportunities. A midsize SUV, available from $22 a day, would provide comfort and space for everyone.
  • Families and groups seeking adventure can head to Okemo Mountain Resort, approximately 21 miles away, which offers various activities depending on the season. A standard SUV, starting from $23 a day, or a mini passenger van, from $27 a day, would be excellent choices for space and comfort, especially with gear.
  • Couples and groups interested in local culture and flavors might enjoy the Vermont Bridges and Breweries Private Group Tour, which can be accessed with your rental car. For those who prefer a self-guided experience, the "Antiques and Artisans: A Woodstock to Windsor Self-Guided Drive" is a fantastic option, allowing you to explore at your own pace. A fullsize car, starting from $19 a day, offers a comfortable ride for these excursions.
For longer drives, like to Mount Snow (54 miles) or Lake George (72 miles), a fullsize SUV, starting from $39 a day, would provide ample space and comfort for extended travel. Always remember to fuel up before you leave and bring water and snacks, especially for trips to mountain resorts. For more options, explore Convertible Car Rentals in Windsor.
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 Windsor?
Yes, there are several long-term car rental options available in Windsor. 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 Windsor?
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 Windsor?
Budget car rental in Windsor can be easy to find, with prices based on rates seen within the past seven days . 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 Windsor?
No matter what kind of vehicle you're looking for, Expedia makes it easy to find a great car rental deal in Windsor. 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 Windsor car rental with a hotel or flight to unlock additional savings.
What do I need to rent a car in Windsor?
To rent a car in Windsor, 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 Windsor car rental?
If you need to cancel your Windsor 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 Windsor 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