Chestertown, Maryland – Hotels, Motels

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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 Group Hotel Rates – 5 or more rooms

Chestertown Hotels, Motels, and Reviews

Comfort Suites Chestertown - $$
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 Dec 2009
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 Chestertown - $$
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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HOTEL TIPS

Tip 1 – Best advice we can give you: Beware of non-refundable hotel reservations that could cost you a lot of money if you change or cancel them.

Tip 2 – Read cancellation policies carefully before you make a reservation.

Tip 3 – When you make a reservation, you will receive a confirmation email. Print it and take it with you, and don't delete the original email until you have completed your stay and know you have been billed correctly.

Tip 4 – The earlier in the day you check into a hotel, the more likely you will get a room or suite that matches your preferences.

Tip 5 – Hotel rates vary by season, by day of week, for special events, etc. Our $ cost codes are estimates that can be used to compare hotels in the same location.

We do offer discount rates for corporate, government, and military employees, AAA and AARP members, seniors, and other groups. But we do not base our cost codes on these discounts.

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