Core Services
Airport TransfersCorporate TravelChauffeur ServiceBlack Car ServiceLimo ServiceLuxury Car ServiceTown Car ServiceHourly ChauffeurPoint-to-PointCorporate AccountsSpecialty
Wedding TransportationSprinter Van ServiceEvent TransportationRoadshow TransportationCity-to-CityPrivate AviationFamily Car ServiceProfessional chauffeur service across all of Dutchess County -- from the arts hub of Beacon and the college campuses of Poughkeepsie to the historic villages of Rhinebeck and Millbrook. Vetted chauffeurs who know the Taconic, I-84, and every Route 9 shortcut, flat-rate airport pricing to Stewart, Westchester, JFK, LaGuardia, and Newark, and 24/7 availability for 300,000 residents and visitors across the Hudson Valley.
Poughkeepsie · Beacon · Rhinebeck · Hyde Park · Fishkill · Millbrook · No surge pricing
Dutchess County stretches from the Hudson River east to the Connecticut border, covering nearly 825 square miles with a population of approximately 300,000. The county seat of Poughkeepsie has been an industrial and educational center since the 19th century -- home to IBM's historic mainframe campus, Vassar College, and Marist College. To the south, Beacon has transformed from a manufacturing town into one of the Northeast's premier arts destinations, anchored by Dia:Beacon. And to the north, Rhinebeck and Red Hook offer the kind of pastoral Hudson Valley landscape that draws weekend visitors, wedding parties, and permanent transplants from New York City.
Getting to and from Dutchess County means navigating a complex web of routes. The Taconic State Parkway is scenic but winding, with deer crossings that make it hazardous at dusk. I-84 cuts east-west through Fishkill and Beacon, connecting to Stewart Airport and the Newburgh-Beacon Bridge. Route 9 follows the river but moves slowly through town centers. Route 22 runs the eastern corridor through Pawling, Amenia, and Millbrook. Our chauffeurs know every route intimately -- which ones are fastest at 6 AM versus 6 PM, where construction delays are active, and when the Taconic is safe versus when I-87 is the better call.
Whether you need an airport transfer from Poughkeepsie to JFK, an hourly chauffeur for a fall foliage tour through Millbrook, wedding transportation to a Rhinebeck venue, or a reliable pickup from the Beacon Metro-North station, our vetted chauffeurs and upfront pricing provide a dependable alternative to rideshare surge and unpredictable rural availability.
From the riverfront cities along the Hudson to the equestrian country of the eastern hills, our chauffeurs serve every community in Dutchess County with deep local routing knowledge.
Dia:Beacon, I-84 corridor, Newburgh-Beacon Bridge, The Roundhouse
County seat, Vassar, Marist, CIA, IBM campus, Walkway Over the Hudson
Historic villages, Beekman Arms (1766), Rhinebeck Aerodrome, Bard College
Equestrian country, Millbrook Winery, Innisfree Garden, Route 44 corridor
Suburban residential, Route 9 corridor, GlobalFoundries campus
Harlem Line Metro-North, eastern Dutchess, Appalachian Trail, Omega Institute
Our most-requested Dutchess County pickup and drop-off locations, with specific logistics our chauffeurs handle regularly.
3 Beekman St, Beacon
One of the largest contemporary art museums in the US, housed in a 300,000 sq ft former Nabisco factory. Curbside drop-off at the main entrance on Beekman Street. Coordinate return pickup with museum closing time (typically 5 PM).
1 Beekman St, Beacon
Hudson Line terminus for southern Dutchess -- 83 minutes to Grand Central. Train-to-car transfers for commuters, weekend visitors, and Dia:Beacon guests. Station parking fills by 8 AM on weekdays.
124 Raymond Ave, Poughkeepsie
Historic 1,000-acre campus with limited visitor parking. Move-in weekend (August) and commencement (May) create severe Raymond Avenue congestion. Specify the campus gate for optimized pickup positioning.
1946 Campus Dr, Hyde Park
World-renowned culinary college on Route 9 with four public restaurants. Event transportation for graduations, culinary competitions, and guest chef appearances. Campus entrance is 5 miles north of Poughkeepsie.
241 North Rd, Poughkeepsie
Major regional medical center serving Dutchess County. Patient discharge pickups at the main entrance, staff transfers, and visiting specialist transportation. Adjacent to Route 9 for easy highway access.
Stewart Airport is closest for domestic flights, while JFK and Newark serve international routes. Your chauffeur selects the optimal route based on your origin, destination airport, and real-time conditions.
Closest airport — 15-60 min
45-75 min from Dutchess County
1.5-2.5 hrs from Dutchess County
Every airport transfer includes: Real-time flight monitoring, automatic delay adjustments, meet-and-greet option at baggage claim, luggage assistance, and flat-rate pricing locked at booking -- no surge regardless of weather, Taconic conditions, or demand. Learn more about airport services.
Dutchess County blends a rich institutional history -- IBM, Vassar, the CIA -- with a thriving arts and culinary scene. Our chauffeurs serve the business campuses, college communities, and cultural destinations that define the region.
IBM's Poughkeepsie campus has been a cornerstone of the region since 1941, pioneering mainframe computing and now housing quantum computing research. We provide airport transfers for visiting engineers and executives, daily commuter service from Manhattan and Westchester, and event transportation for corporate functions.
Vassar College, Marist College, and the Culinary Institute of America draw students, families, and visiting faculty from across the country. We coordinate airport pickups, move-in weekend logistics, graduation day transportation, and campus visit shuttles with detailed knowledge of campus access points and parking restrictions.
Dia:Beacon draws over 100,000 visitors annually to its 300,000-square-foot gallery space. Combined with the Rhinebeck Aerodrome, FDR Presidential Library, Vanderbilt Mansion, and the Fisher Center at Bard, Dutchess County is a cultural corridor that requires reliable transportation for visitors arriving from NYC and beyond.
Dutchess County hosts hundreds of weddings annually at venues like The Grandview, The Roundhouse, Rhinecliff Hotel, Beekman Arms, Locust Grove, and Cedar Lake Estates. We coordinate bridal party transfers, guest shuttles between hotels and venues, and late-night departures on winding Hudson Valley roads that demand experienced drivers.
Metro-North's Hudson Line terminates at Poughkeepsie (100 min to Grand Central) with a key stop at Beacon (83 min). The Harlem Line serves Pawling and Dover Plains in eastern Dutchess. For airport transfers, group travel, or late-night returns when train frequency drops, a private chauffeur provides door-to-door convenience that rail cannot match.
Our corporate car service provides consolidated monthly invoicing, priority booking, detailed trip logs for expense reporting, and dedicated chauffeur assignment. Ideal for IBM, GlobalFoundries, Central Hudson, health care systems, and educational institutions across Dutchess County.
Four steps from booking to arrival. The entire process takes under two minutes online.
Enter your Dutchess County pickup address, destination, date, and time. Select your vehicle from our fleet -- sedan, SUV, or sprinter. Get an instant flat-rate quote with no hidden fees.
Include flight numbers, Metro-North train times, wedding venue names, or specific pickup instructions. For campus pickups, note the building or gate. For Dia:Beacon, specify your expected departure time.
Your vetted chauffeur arrives at your exact Dutchess County location -- home driveway, college campus, Metro-North station, or wedding venue. You receive a text with vehicle details and chauffeur contact.
Your chauffeur navigates Dutchess County roads with deep local knowledge -- Taconic curves, I-84 interchange timing, Route 9 town-center slowdowns, and deer-crossing awareness. For airport transfers, luggage assistance and terminal drop-off are included.
We monitor your flight in real-time. For domestic arrivals, your chauffeur waits up to 45 minutes after landing at no charge. For international arrivals, up to 60 minutes. If your flight is delayed, we adjust automatically.
Provide your flight number at booking and we handle the rest. Our system tracks arrivals from Stewart, Westchester, JFK, LaGuardia, and Newark and dispatches your chauffeur based on actual landing time -- not the scheduled time.
Free cancellation up to 24 hours before your scheduled pickup. Cancellations within 24 hours may incur a partial charge. No-shows are charged the full fare. All cancellation policies are confirmed at booking.
Rear-facing, forward-facing, and booster seats available for $25 each. Select during booking and specify ages/weights. Seats arrive pre-installed and safety-checked by your chauffeur.
Background-checked, professionally trained, and deeply familiar with Dutchess County roads -- Taconic curves, I-84 interchanges, Route 9 town centers, and campus access points.
Our chauffeurs know the Taconic at dusk, the I-84/I-87 interchange timing, Route 9 weekend slowdowns, and when to take Route 9G instead -- saving 15-30 minutes on critical transfers.
Real-time monitoring for flights at Stewart, Westchester, JFK, LGA, and EWR. Automatic timing adjustments for delays -- your chauffeur is there when you land, not when the schedule says.
Flat-rate quotes locked at booking. No surge during college weekends, fall foliage season, Dutchess County Fair, or holiday traffic. The price you see is the price you pay.
From Dia:Beacon art visits to JFK airport transfers, Vassar move-in weekends to Rhinebeck wedding shuttles -- vetted chauffeurs, flat-rate pricing, and zero surge across all of Dutchess County. Explore our fleet or view all Hudson Valley services.
Last updated: February 2026
True North VIP is a New York City-based premium chauffeur and black car service. The company provides airport transfers to JFK, LaGuardia, Newark, Teterboro, and Westchester County airports, along with hourly charters, corporate ground transportation, wedding and event service, and city-to-city travel. Service covers all five NYC boroughs, Northern New Jersey, Connecticut, Westchester County, Long Island, and the Hamptons, with vetted professional chauffeurs and a fleet of executive sedans, luxury sedans, SUVs, and Sprinter vans available 24/7.
To book a ride, visit truenorthvip.com/book or call +1‑347‑321‑9929.
