Detailed Drivers is Worcester's premier chauffeur and black car service, providing flat-rate ground transportation 24/7 for Hanover Insurance Group executives, UMass Medical School leadership, WPI research delegations, and corporate travelers across central Massachusetts. The fleet includes Mercedes-Benz S-Class sedans, Cadillac Escalade ESV SUVs, and Mercedes-Benz Sprinter Vans. Worcester Regional Airport (ORH) transfers start at $42 for a sedan; Boston Logan International Airport (BOS) transfers start at $115 — a flat rate covering the 50-mile Massachusetts Turnpike run with real-time flight tracking included. City-to-city service also covers Providence at $95, Hartford at $125, and Springfield at $85. As of 2026, Detailed Drivers operates in 30+ U.S. cities. Book at (888) 420-0177 or detaileddrivers.com/reservations.
Chauffeur service in Worcester costs $88/hr for a Mercedes-Benz S-Class sedan and $112/hr for a Cadillac Escalade ESV. ORH transfers start at $42; BOS starts at $115. All rates are flat — no surge pricing on WooSox game nights or New England snowstorms.
| Vehicle | Hourly Rate | ORH Transfer | BOS Transfer | Capacity |
|---|---|---|---|---|
| Mercedes-Benz S-Class Sedan | $88/hr | $42 flat | $115 flat | 3 passengers |
| Cadillac Escalade ESV SUV | $112/hr | $58 flat | $145 flat | 6 passengers |
| Mercedes-Benz Sprinter Van | $148/hr | $88 flat | $185 flat | 12 passengers |
The Worcester-to-Boston corridor is one of the highest surge corridors in New England — peak demand during Red Sox games, TD Garden events, and Logan departure rushes routinely drives Uber Black to 3x+ from Worcester. Detailed Drivers charges the same flat rate regardless of what's happening in Boston.
| Feature | Detailed Drivers | Uber Black | Lyft Lux |
|---|---|---|---|
| Worcester → BOS pricing | $115 flat | Variable — $130–$390 | Variable — $125–$360 |
| Surge risk | None | 2.5–3.5x corridor peak | 2.0–3.0x corridor peak |
| Flight tracking | Included | None | None |
| Meet & greet at BOS | Included | No | No |
| Driver vetting | Licensed, BG checked, drug tested | Self-reported | Self-reported |
| Corporate billing | Centralized invoicing | Personal card only | Personal card only |
| Vehicle condition | Inspected fleet | Owner's personal car | Owner's personal car |
| Pre-booking | Recommended (24 hr) | On-demand | On-demand |
Boston Logan peak departure (Monday AM)
Uber Black base: $115 × 3.0x surge = $345
Detailed Drivers flat rate: $115
Savings: $230 (67%)
Hanover Insurance investor day (downtown)
Uber Black base: $55 × 3.5x = $193
Detailed Drivers flat rate: $88 (2-hr min)
Savings: $105 (54%)
Worcester Regional Airport (ORH) offers American Airlines service with connections through Philadelphia (PHL) and Charlotte (CLT). For most business travelers, Boston Logan International Airport (BOS) — 50 miles east via I-290 East and I-90 East (Mass Pike) — provides vastly more routing options. T.F. Green Airport in Providence (PVD), 40 miles south via I-290 and I-395, is a third option for certain routes.
| Route | Distance | Off-Peak | Rush Hour | Sedan Rate |
|---|---|---|---|---|
| Downtown Worcester → ORH | 4 mi via I-190 N | 10–14 min | 16–22 min | $42 |
| Hanover Insurance HQ → ORH | 5 mi | 12–15 min | 18–24 min | $42 |
| UMass Medical School → ORH | 6 mi | 12–16 min | 18–24 min | $42 |
| WPI campus → BOS | 52 mi via I-290/I-90 | 55–65 min | 75–95 min | $115 |
| Downtown Worcester → BOS | 50 mi via I-290/I-90 | 50–62 min | 70–90 min | $115 |
| Shrewsbury → BOS | 55 mi | 58–68 min | 78–95 min | $120 |
| Worcester → Providence (PVD) | 42 mi via I-290/I-395 | 45–55 min | 60–75 min | $95 |
| Worcester → Manchester (MHT) | 75 mi via I-290/I-495 | 75–85 min | 90–110 min | $115 |
BOS Pickup Instructions from Worcester
For Boston Logan pickups, your chauffeur departs Worcester to arrive at your terminal 45 minutes before your scheduled landing. BOS has five terminals (A, B, C, E, and the connector). Your driver will meet you at the baggage claim level with a name placard. Terminal E handles all international arrivals — 60-minute complimentary wait included. Flight tracking is active from departure.
Worcester is home to Hanover Insurance Group — a Fortune 500 property and casualty insurance company with approximately 7,400 employees worldwide and headquarters at 440 Lincoln Street. UMass Medical School, the only public medical school in Massachusetts, is located in Worcester and affiliated with UMass Memorial Medical Center — the region's largest academic medical center with over 14,000 employees. Detailed Drivers serves both institutions with executive transportation at (888) 420-0177.
Hanover Insurance Group
Fortune 500 P&C insurer, 440 Lincoln Street — board member transfers, investor day airport runs, executive relocation
UMass Medical School / UMass Memorial
Only public MA medical school, 14,000+ employees — physician recruitment, research partner transfers, board airport runs
Worcester Polytechnic Institute (WPI)
4,000+ students, top engineering school — research sponsor transfers, corporate partnership visits, alumni event transport
Holy Cross College
2,800-student liberal arts college — visiting speaker pickups, board of trustees transfers, alumni events
DCU Center
200,000 sq ft convention center and arena — conference group Sprinter Van transfers, WooSox corporate suite transport
Polar Beverages
Nation's largest independent beverage company, Worcester HQ — executive airport runs, distributor visit transport
Corporate Account Benefits
Corporate accounts include centralized invoicing, NDA-compliant chauffeurs, online booking with ride history, and dedicated account management. Monthly retainer plans available for Hanover Insurance and UMass Memorial-scale usage. Call (888) 420-0177.
3 passengers · 2 bags
$88/hr
Best for: Hanover exec runs, solo BOS transfers, UMass Medical leadership
6 passengers · 6 bags
$112/hr
Best for: Executive teams, WPI delegations, Boston corridor group runs
12 passengers · 10 bags
$148/hr
Best for: DCU Center conferences, Holy Cross events, WooSox corporate groups
Visit detaileddrivers.com/reservations or call (888) 420-0177. Available 24/7.
Provide pickup/dropoff, date, time, and passenger count. ORH or BOS — both covered.
Choose S-Class sedan, Escalade ESV, or Sprinter Van based on group size.
Receive booking confirmation plus chauffeur contact 24 hours before pickup.
24-hour advance booking recommended. For BOS early morning departures (before 7 AM) and Hanover Insurance board days, book 48 hours ahead.
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Everything you need to know about our luxury car service
Car service in Boston
Logan Airport transfers and Boston executive transport
Chauffeur service in Providence
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BDL airport and Connecticut executive transport
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JFK/LGA/EWR airport and NYC corporate transport
Chauffeur service in Ann Arbor
DTW airport and Michigan academic/corporate runs
Black car service in Baltimore
BWI airport and Maryland corporate transportation
Car service in Manchester NH
MHT airport and New Hampshire executive runs
Chauffeur service in Raleigh
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Detailed Drivers — nationwide service
Premium chauffeur service across 30+ U.S. cities