BEST RENTALS IN BERKSHIRE COUNTY
Looking for the best car rental deals in Pittsfield, Lenox, or the surrounding Berkshires? 5fifty5 offers a fleet of brand-new SUVs and sedans at competitive rates with no hidden fees. Whether you’re traveling for business, a weekend getaway, or need a temporary vehicle, we make it simple and affordable. Book online today and see why drivers across Berkshire County choose us for value and convenience.
Planning a quick trip or a last-minute escape from Pittsfield, Dalton, or Lee? Our weekend car rentals give you the freedom to explore without the long-term commitment. Choose from new SUVs, sedans, or minivans and enjoy flexible pickup and return times. With easy online booking and transparent pricing, weekend travel has never been simpler in the Berkshires.
Not sure which rental car is right for your trip around Pittsfield and the Berkshires? We break down the benefits of compact cars, SUVs, and full-size options so you can choose the perfect fit. Whether you’re commuting, road-tripping, or traveling with family, our brand-new fleet has something for every need. Compare features, space, and pricing to make your decision easy.
Flying into the Berkshires or heading to an airport from Pittsfield, Lenox, or Great Barrington? 5fifty5 makes airport car rentals simple with fast booking, easy pickup, and a fleet of new vehicles. Avoid long lines and last-minute surprises by reserving your car ahead of time. Our seamless process gets you on the road quickly so you can focus on your trip.
Need a reliable vehicle for weeks or months in Pittsfield, Lee, or Dalton? Our long-term car rentals give you the freedom of ownership without the hassle. Drive a brand-new SUV or sedan with flexible rates and transparent pricing. Perfect for extended stays, work assignments, or while your car is being serviced, we make long-term rentals stress-free.
Our Fleet of Brand-New Toyotas
At 5FIFTY5 Rentals, every vehicle in our lineup is a brand-new Toyota chosen for comfort, safety, and reliability. From the spacious Highlander and Sienna for families and groups to the versatile RAV4 and Corolla Cross for adventure, down to the efficient Corollas for everyday driving, you’ll find the perfect ride for any occasion. Each car arrives spotless, fueled, and ready to roll — no worn-out rentals, no surprises, just a premium driving experience from start to finish.
hit the road with confidence