Limo & Car Service in Chestertown, MD

Chauffeured airport transfers, campus trips, and Eastern Shore wedding transportation serving Chestertown and Kent County, Maryland.

Chestertown sits on the upper Eastern Shore along the Chester River, a historic river town built around Washington College and a downtown of 18th-century homes — a genuinely different driving environment from the Baltimore-Washington corridor most car services never leave. 92 Limo Service runs this route regularly, crossing the Chesapeake Bay Bridge via US-301/US-50 to reach Chestertown with the same flat, transparent pricing and licensed chauffeurs we bring to every trip west of the bay.

Washington College families are among our most frequent Chestertown clients — move-in weekends, parents' weekend, commencement, and the steady flow of flights in and out of BWI for students and visiting faculty. We track every flight in real time, so a delayed connection never turns into a missed pickup on either end of the drive.

Eastern Shore weddings are the other steady draw. Chestertown's waterfront venues, historic inns, and riverfront estates book chauffeured transportation for the couple and bridal party well in advance of peak spring and fall weekends, and we plan the drive time across the bridge into the quoted schedule rather than leaving it as a surprise.

Every booking is planned around your exact pickup address, whether that's a Chestertown home, a Washington College dormitory, or a riverfront venue, with the itinerary confirmed the day before and dispatch reachable around the clock.

Choose a Business Sedan (Mercedes E-Class) for a standard airport run, a Premium SUV (Cadillac Escalade) for a family with luggage, or a Sprinter Executive van for a wedding party or group of college families traveling together.

Why Chestertown Chooses 92 Limo Service

  • Bay Bridge Route Experts — We plan the US-301/US-50 crossing into every quoted time, so Chestertown trips never run on guesswork.
  • Washington College Familiar — Move-in weekends, parents' weekend, and commencement traffic handled routinely.
  • Eastern Shore Wedding Experience — Riverfront venues, historic inns, and waterfront estates around Chestertown and Kent County.
  • All Three Airports — Flat-rate transfers to BWI, DCA and IAD, with real-time flight tracking on every pickup.
  • Flat, Transparent Pricing — Quoted before you book, with every charge disclosed before confirmation.
  • Licensed & Insured — Maryland PSC Carrier No. 6325, with background-checked, professionally dressed chauffeurs.

Areas We Serve

Kent County & the Upper Shore

Related Pages

Recommended vehicles

  • Business Sedan — Mercedes E-Class
  • Premium SUV — Cadillac Escalade
  • Sprinter Executive — Mercedes Sprinter

Booking Chauffeured Car Service in Chestertown, MD

Request a quote online or call (877) 609-1919 with your pickup address, date and passenger count. Airport transfers to BWI, DCA, IAD and PHL are flat-rate; hourly chauffeur service covers multi-stop days and evenings out.

92 Limo Service confirms the rate before you ride, tracks every inbound flight, and keeps dispatch staffed 24/7 so a change of plans in Chestertown, MD is a phone call, not a problem.

Frequently asked questions

Do you serve Chestertown and Washington College regularly?

Yes — Chestertown and the Washington College campus are a regular route for us, including move-in weekends, parents' weekend and commencement, with trips to and from BWI, DCA and IAD.

How long is the drive from BWI to Chestertown?

Roughly 75-90 minutes depending on traffic across the Chesapeake Bay Bridge. We build current bridge conditions into your quoted pickup time rather than a flat estimate.

Can you handle a wedding at a Chestertown waterfront venue?

Yes — Eastern Shore weddings are a regular booking for us. Tell us the ceremony and reception addresses and we'll plan the whole-day timeline, including the bridge crossing.

What if our flight into BWI is delayed on a Chestertown pickup?

We track every flight in real time and adjust your pickup automatically at no extra charge, with complimentary wait time built in.

Can a group of Washington College families share one vehicle?

Yes — our Sprinter Executive van seats up to 14 with room for luggage, a popular choice for move-in and commencement weekends.

How much does Chestertown car service cost?

It's a flat rate confirmed before you book, based on vehicle class and exact addresses. Call (877) 609-1919 or request a quote online.

Also Serving

Book Chestertown Car Service

Reserve chauffeured transportation to or from Chestertown, MD. Call (877) 609-1919.