$74 Car Rental The Berkshires, MA

These The Berkshires insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 30, 2026.

Reasons to book a car rental in and around The Berkshires

Renting a car in The Berkshires offers you the freedom to explore this picturesque region at your own pace. With a rental car, you can conveniently manage your luggage while visiting key attractions like the National Shrine of the Divine Mercy, located 12 miles away, or the Norman Rockwell Museum, just 13 miles from The Berkshires. The Mount, another historic site, is a mere 14 miles away, making it easy to soak in the rich culture and history of the area. Additionally, a car allows you to venture into nearby cities such as Great Barrington, 11 miles away, where you can enjoy the Great Barrington Historical Society & Museum, or Stockbridge, 12 miles away, known for its charming art scene and cultural experiences. For outdoor enthusiasts, having a rental car provides the flexibility to seek adventure in scenic spots like Wood's Pond in Lee, located 11 miles from The Berkshires. Whether you are traveling alone, with family, or friends, a rental car enhances your experience by allowing you to explore the beauty and attractions of The Berkshires conveniently.

Where to stay around The Berkshires

• Great Barrington: Located 11 miles from The Berkshires, Great Barrington is perfect for those seeking adventure and sports experiences. Popular activities include skiing at nearby ski resorts, while attractions like the Great Barrington Historical Society & Museum provide a cultural touch. For nature lovers, Lake Buel offers stunning scenery and outdoor romance, making it an ideal spot for relaxation. Additionally, the town is home to various restaurants and wineries for dining and refreshments.
• Lee: Also situated 11 miles from The Berkshires, Lee is an excellent choice for a romantic or family getaway. The area features theater and music concerts for entertainment enthusiasts. Key highlights include the Animagic Museum of Animation, which is perfect for culture lovers, and Wood's Pond, a picturesque lake that invites outdoor activities and scenic enjoyment. Dining options abound here, with several wineries and restaurants to explore.
• Stockbridge: Located 12 miles from The Berkshires, Stockbridge is renowned for its romantic and cultural experiences. Visitors can enjoy music concerts and theater performances while exploring places like the Norman Rockwell Museum, which is a must-see for art enthusiasts. The National Shrine of the Divine Mercy offers a serene atmosphere, and The Mount, a historic house, provides insight into local history. Stockbridge boasts a variety of restaurants and wineries that cater to diverse palates.

10 tips to save on your car rental in and around The Berkshires

1. Use filters to find the right car: Refine your search by vehicle type and specific features. Whether you're looking for an SUV for added space, a convertible for summer drives, or an economical car for cost-effectiveness, utilize the filters on Expedia to identify the best options for your journey.
2. Book in advance to help lower costs: Rental prices vary based on demand, so it's wise to secure your vehicle well ahead of your trip. By booking in advance, you are more likely to lock in lower rates and benefit from better availability, particularly during peak travel seasons.
3. Consider a smaller car for savings: Smaller vehicles typically come with lower rental costs and are easier to maneuver and park in crowded areas. Mid-size rentals strike a good balance between price, comfort, and fuel efficiency.
4. 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.
5. Check fuel policies: Some rental agreements operate on a full-to-full fuel policy, meaning you must return the vehicle with a full tank to avoid additional charges. This is often the most economical choice. Others may provide full-to-empty or prepaid fueling options, which are also acceptable. Just ensure you return the car empty in that case.
6. Save on city and airport pickups: Picking up your rental car at the airport often incurs a surcharge, but the added convenience may justify the cost.
7. Know your payment options: Many car rental companies exclusively accept credit cards for payment.
8. Understand your insurance coverage: Car rental insurance can help you avoid unexpected expenses and provides peace of mind in case something unforeseen occurs during your trip. Adding car rental insurance is straightforward when booking through Expedia.
9. Consider unlimited mileage: If you're planning extended road trips, seek out rentals that offer unlimited mileage to prevent additional charges.
10. Bring your driver's license and ID: A valid driver's license is necessary to rent a vehicle.

Finding the cheapest car rentals in The Berkshires

Using our Search Wizard

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

Renting a car in The Berkshires

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

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $74.

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.

• 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