Chestertown, Maryland – Hotels, Motels – A Helpful Guide

Welcome to our Chestertown hotels guide ... where you'll find honest, concise hotel reviews, all discounts, a lowest rate guarantee, and no booking fees.

Chestertown is located on the Chesapeake Bay in northeastern Maryland. The closest cities with additional hotels are Grasonville, MD located 28 miles south and Stevensville, MD located 35 miles southwest.

Chestertown Hotel Group Discount Rates – 5 or more rooms

Chestertown Hotels, Motels, and Reviews

• Comfort Suites - $$
  160 Scheeler Road, Chestertown, MD 21620
  Hotel Info | Pictures | Map | Rates - Reservations
  Smoke-free all suite hotel - 3 floors, 53 suites - elevator
  Heated indoor swimming pool
  Microwave and refrigerator in every room
  Not pet friendly - no pets allowed - updated Feb 2007
  Hotel Reviews

  Good bed - a surprisingly comfortable stay - Apr 2009

  Clean, attractive, and well-maintained - room was quiet - a complete delight - Mar 2009

  Large bathroom - had a pool, but no hot tub - Jun 2007

  Clean and comfortable - breakfast buffet needed improvement - Sep 2006
• Holiday Inn Express Hotel and Suites - $$
  150 Scheeler Road, Chestertown, MD 21620
  Hotel Info | Pictures | Map | Rates - Reservations
  Rated high by guests
  Smoke-free all suite hotel - 3 floors, 81 suites
  Microwave and refrigerator in every room
  Heated indoor swimming pool - exercise room
  24-hour business center
  Not pet friendly - no pets allowed - updated Oct 2008
  Hotel Reviews

  Convenient, clean, and quiet - couldn't get the AC fan to run continuously - Oct 2009

  Nice room - good breakfast - great stay - May 2009

  Convenient location - price was too high - motel was new and clean - bed was comfortable - parking lot was well-lit and felt safe - May 2008

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