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Finding a car rental in Pittsfield is easy with Road Genius. Compare prices of vehicles from dozens of brands across Massachusetts with no booking fees. Browse live offers from Enterprise, Hertz, Avis and other trusted suppliers in downtown Pittsfield, Pittsfield Municipal Airport and nearby Albany International Airport, then pick the perfect ride for drives to Tanglewood, Mount Greylock and the rest of the Berkshires.
Pittsfield offers limited rental options in the city itself, along with additional locations in nearby communities.
| Location | Pros | Cons |
|---|---|---|
| Pittsfield Municipal Airport (PSF) |
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| Albany International Airport (ALB) |
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| Downtown Pittsfield |
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Transportation to rental locations:
Practical considerations:
On average, car rentals in Pittsfield cost around $84 per day, with the lowest-priced rentals starting at $31 per day.
Compare Pittsfield vs Albany Airport pickup: Downtown Pittsfield avoids airport surcharges, while ALB's bigger fleet can mean lower base rates—run both quotes and factor in the 1-hour drive.
Target shoulder days & seasons: Mid-week pickups in spring or early winter (outside ski weekends) usually undercut summer and foliage rates; for July-Oct book 3-4 weeks ahead before the small local fleets sell out.
Check weekly pricing: A 5-6 day trip can be cheaper on a 7-day rate, so toggle rental length in the search box before you pay.
Return the car where you got it: One-way drop fees around the Berkshires run $50–$300—easy money to save if you loop back.
Options in Pittsfield:
| Location | Cost | Notes |
|---|---|---|
| Downtown Meters | Paid | Time limits vary (usually 2 hours); enforced Monday-Saturday 8am-5pm |
| Municipal Lots/Garages | Paid | Several options in downtown area |
| Cultural Attractions | Varies | Most Berkshire attractions offer dedicated spaces |
| State Parks/Trailheads | Varies | Massachusetts state parks may charge entrance or fees |
| Shopping Areas | Free | Berkshire Mall area and shopping centers offer free spaces |
Driving regulations:
Book a rental car to easily:
Tanglewood, Lenox – Boston Symphony Orchestra concerts
Mass MoCA, North Adams – art museum
Mount Greylock State Reservation – state high point
Norman Rockwell Museum, Stockbridge – illustration archive
Is it necessary to rent a car in Pittsfield?
Yes, most visitors need one. The Berkshires region has very little public transportation between attractions. You'll find that cultural spots, hiking trails and scenic areas are spread far apart, so you'll usually need a car to get to them. Taxi and rideshare services like Uber and Lyft are around, but it can be hard to find a ride outside the main towns and it can get expensive for touring.
What type of vehicle is best for exploring the Berkshires?
For summer and fall: A standard car works well for most paved roads and attractions.
For winter visits (November–March): We strongly recommend an all-wheel drive SUV because of the frequent snow and mountain roads.
During "mud season" (early spring): A car that sits higher off the ground is better for getting to some rural areas.
How far in advance should I book a rental car for Pittsfield?
For summer (especially during Tanglewood season) and the fall color season, you should book at least 4 to 6 weeks ahead. These are busy tourist seasons, so there are fewer cars available to rent in the Berkshires. You may also need to book ahead for winter weekends, especially during ski season.
Is it better to rent from Albany Airport or Pittsfield?
If you're flying into the area, you'll find more cars and possibly better prices if you rent from Albany Airport, even after paying airport fees. Renting in Pittsfield is handy if you arrive by train, but they have fewer cars available. When you decide, think about which cars are available, your timing and the total cost, including the drive from Albany.
Are there any driving challenges unique to the Berkshires?
The area has winding mountain roads that can be tricky if you're not used to driving in the country. In the winter, you should expect a lot of snow and ice. Cell service can be poor in many rural spots, so don't just rely on your phone for directions. You'll also find some attractions on narrow country roads that don't have many signs.
What scenic drives are recommended in the Berkshires?
Route 7 (north–south through the region) gives you beautiful mountain views. The Mohawk Trail (Route 2) east of North Adams has dramatic vistas and hairpin turns. You can get panoramic views from the highest point in Massachusetts by driving Mount Greylock's summit road (it's only open seasonally). Jacob's Ladder Scenic Byway (Route 20) west of Lee takes you along winding mountain roads.
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