EN
No booking fees. Free cancellation on most cars
Save by finding great deals and securing low price rentals
Compare car rental prices from major providers in Middletown, NY with Road Genius. From affordable cars to large SUVs and minivans, you'll find vehicles at great prices in convenient locations. See live rates for Enterprise, Hertz and other trusted brands at downtown pick-up spots or nearby Stewart International Airport, then visit Woodbury Commons, Minnewaska State Park and the wider Hudson Valley without waiting on sparse public transit.
| Location | Pros | Cons |
|---|---|---|
| Middletown City Rentals | • Lower base rates (no airport fees) • Convenient for visitors already in city • Enterprise and Hertz locations in town |
• Limited hours (business hours only) • Smaller vehicle selection • Few allow after-hours pickup |
| Stewart International Airport (SWF) | • Immediate availability after flights • Major rental companies on-site • Extended hours aligned to flight schedules |
• 20 miles (32 km) from Middletown (approximately 25-minute drive) • Airport concession fees (approximately 10%) • Higher base rates than city locations |
| Newark Liberty Int'l (EWR) | • Largest selection of vehicles • Competitive pricing due to more options • Extended hours |
• 70 miles (113 km) from Middletown (approximately 1.5-hour drive) • Airport fees • Transportation needed to/from Middletown |
On average, car rentals in Middletown (PA) cost around $68 per day, with the lowest-priced rentals starting at $35 per day.
Compare pick-up spots. Middletown city branches skip the 10 % airport concession fee at Stewart and often run $10-15/day cheaper. Add the cost of a rideshare from SWF (~$35) to see if the math still favors the city desk for your length of stay.
Lock in early for peak foliage or summer weekends. Prices jump fast in Sept-Oct and mid-June–Aug. Booking about 2-3 weeks ahead usually beats waiting until the last minute. For winter or mid-week rentals you can often score same-week bargains.
Tweak your dates. Shifting pickup to Saturday morning or returning before the branch closes can dodge weekend surcharges and after-hours fees. A midday pickup also avoids Friday rush lines.
Check weekly vs daily pricing. In Middletown a 5-7-day "weekly" rate frequently costs less than 4 individual days, so even a short extra day can save money.
| Area | Street Parking | Garages/Lots | Tips |
|---|---|---|---|
| Downtown Middletown | • Metered spots • Some free spots with time limits |
• Municipal lots available • Some free with time limits |
• Meters enforced Mon-Sat 9 AM-6 PM • Free on Sundays and holidays |
| Galleria at Crystal Run | N/A | • Lots surrounding mall • Dedicated areas for different store entrances |
• Plenty of space except during holiday season • Follow directional signs for easiest access |
| Orange Regional Medical Center | N/A | • Lots and garage • Designated visitor areas |
• Follow signage for visitor areas • Garage offers covered option |
| SUNY Orange Campus | • Limited street spaces • Permit restrictions |
• Visitor lots require temporary pass • Paid lots available |
• Check campus website for visitor info • Special event rules may differ |
Watch for deer, especially at dawn and dusk on rural roads
New York State Thruway (I-87): Cashless tolling system
Options for handling tolls:
A rental car lets you move beyond downtown Middletown to experience parks, art sites and shopping across the Hudson Valley.
Woodbury Commons Premium Outlets – outlet shopping center
United States Military Academy at West Point – museum, historic grounds
Storm King Art Center – sculpture park
Minnewaska State Park Preserve – trails, vistas
Is it worth renting a car if I'm primarily visiting New York City?
If you're mostly visiting NYC, a rental car might be more trouble than it's worth because parking is expensive and traffic is bad. However, if you plan to spend time in both NYC and the Hudson Valley, you could rent a car just for the days you're outside the city. You could also drive to NYC and park the car for your whole stay there.
What documents do I need to rent a car in Middletown?
You will need a valid driver's license and a credit card in your name. Some companies also accept a debit card. You don't have to show proof of insurance. If you don't buy the rental company's insurance, your own car insurance or credit card coverage usually applies automatically. International visitors should bring their passport and many companies also ask for an International Driving Permit along with a license from your home country.
Do I need an AWD vehicle when visiting Middletown?
From April through October, most visitors will be fine with a standard 2WD car. But in the winter months from November to March, we recommend you get an AWD/4WD car, especially if you plan to drive in the Catskill or Shawangunk mountains or when it's snowy.
What is the best way to handle tolls around Middletown?
The main toll road near Middletown is the New York State Thruway (I-87). Most rental companies can give you a toll transponder for a daily fee plus the cost of the tolls. If you don't get a transponder, cameras will photograph your license plate to bill you for tolls and the rental company will add an extra fee. You can also pay the tolls yourself online at the Tolls by Mail website within 48 hours.
Where are the best places to rent a car in Middletown?
Enterprise and Hertz both have offices in Middletown. If you're flying in, you can rent from major companies at Stewart International Airport. When you compare prices, also check their business hours and how close they are to your hotel. You can usually get better prices and more car choices if you book 2–3 weeks early.
Popular Countries
24/7 Support