Chestertown’s Comfort Inn & Suites offers a warm welcome with free full breakfast and a cozy lobby fireplace. Stay connected with in-room WiFi, get moving at the gym, or make some business connections at the center. The helpful staff has left lasting impressions on previous guests.
Historical Society of Kent County Maryland - 3 min drive - 2.8 km
River Arts Chestertown - 3 min drive - 3.1 km
Rolphs Wharf Marina - 15 min drive - 11.8 km
Getting around
Easton, MD (ESN-Easton - Newnam) - 49 min drive
Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) - 104 min drive
Baltimore, MD (MTN-Martin State) - 108 min drive
Edgewood Station - 88 min drive
Restaurants
Milano's Pizzeria - 6 min drive
Dunkin - 5 min walk
Procolino's - 10 min walk
Subway - 2 min drive
Evergrain Bread Company - 3 min drive
About this property
Comfort Inn & Suites Chestertown
Enjoy your visit to Chestertown with a stay at Comfort Inn & Suites Chestertown. You can go for a morning swim at the seasonal outdoor pool and visit the fitness center for a workout. Fellow travelers love the helpful staff.
At a glance
DONE
Hotel size
81 rooms
Arranged over 3 floors
DONE
Arriving/Leaving
Check-in start time: 3:00 PM; Check-in end time: anytime
Contactless check-in available
Early check-in subject to availability
Minimum check-in age: 21
Check-out time is 11 AM
Contactless check-out available
DONE
Special check-in instructions
Front desk staff will greet guests on arrival at the property
DONE
Required at check-in
Credit card, debit card, or cash deposit required for incidental charges
Government-issued photo ID may be required
Minimum check-in age is 21
DONE
Children
Children stay free when occupying the parent or guardian's room, using existing bedding
DONE
Pets
Pets allowed*
Service animals welcome
WIFI
Internet
Free WiFi in public areas
Free WiFi in rooms
LOCAL_PARKING
Parking
Free onsite self parking
Wheelchair-accessible parking and van parking on site
DONE
Other information
Smoke-free property
Property amenities
Food and drink
Free full breakfast on weekday mornings 6:30 AM–9:30 AM
Early check-in can be arranged for an extra charge of USD 50.00 (subject to availability)
Children & extra beds
Cribs/infant beds are available for USD 15.0 per stay
Rollaway beds are available for USD 15.0 per stay
Pets
Service animals exempt from fees
Pets are allowed for an extra charge of USD 25 per accommodation, per night
Pool, spa, & gym (if applicable)
Pool access available from 8:00 AM to 8:00 PM
The seasonal pool is open from June 21 to September 01
Policies
Guests can rest easy knowing there's a carbon monoxide detector, a smoke detector, and window guards on site.
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).
This property accepts credit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard, American Express, Discover, Diners Club, JCB International, Carte Blanche
Cashless transactions are available.
Also known as
Holiday Inn Express Chestertown
Holiday Inn Express Hotel Chestertown
Chestertown Holiday Inn
Holiday Inn Chestertown
Holiday Inn Express Hotel And Suites Chestertown
Chestertown Holiday Inn
Holiday Inn Chestertown
Holiday Inn Express Hotel Suites Chestertown
Frequently asked questions
Does Comfort Inn & Suites Chestertown offer free cancellation for a full refund?
Yes, Comfort Inn & Suites Chestertown does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.
Is there a pool at Comfort Inn & Suites Chestertown?
Yes, there's a seasonal outdoor pool. Guests have pool access from 8:00 AM to 8:00 PM.
Are pets allowed at Comfort Inn & Suites Chestertown?
Yes, pets are welcome. There's a charge of USD 25 per accommodation, per night. Service animals are exempt from fees.
Is parking offered on site at Comfort Inn & Suites Chestertown?
Yes, there's free self parking.
What are the check-in and check-out times at Comfort Inn & Suites Chestertown?
Check-in start time: 3:00 PM; Check-in end time: anytime. There's a charge of USD 50.00 for early check-in (subject to availability). Check-out time is 11 AM. Contactless check-in and check-out are available.
What is there to do at Comfort Inn & Suites Chestertown and nearby?
Comfort Inn & Suites Chestertown has a seasonal outdoor pool and a fitness center.
What's the area around Comfort Inn & Suites Chestertown like?
Comfort Inn & Suites Chestertown is a short 12-minute walk from Washington College and 18 minutes' walk from Rolling Road Park.
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Comfort Inn & Suites Chestertown Reviews
Reviews
8.6
Excellent
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
8.8/10
Cleanliness
8.8/10
Staff & service
8.0/10
Amenities
8.6/10
Property conditions & facilities
8.4/10
Eco-friendliness
Popular mentions
Room
Service staff
Breakfast
Bed
Bathroom
Location
Food
Children
Upgrade
Shower
What guests liked
Breakfast was consistently tasty and well-prepared with many choices. (21 reviews)
From real guest reviews summarized by AI.
Reviews
10/10 Exceptional
Aug 27, 2025
Great value
Very nice accommodations. Friendly staff.
Michael
Michael, 1-night trip
10/10 Exceptional
Sep 6, 2025
The room was spacious and very quiet.
Verified traveler
1-night trip
10/10 Exceptional
Jul 18, 2025
Service was great all the staff we came in contact with were kind and helpful from showing us how to work the TV to giving us bottled water when the drink vending machine was out. We enjoyed our stay and the location was very close to Chestertown and Rock Hall.
Verified traveler
2-night trip
10/10 Exceptional
Jun 3, 2025
Comfortable room, friendly staff.
Anne
Anne, 2-night trip
10/10 Exceptional
Jun 25, 2025
Great experience
Wonderful staff!
Cynthia
Cynthia, 3-night trip
8/10 Very good
Aug 25, 2025
I yhink
Dog previously was in my room. Had allergic reaction
Priscilla F
Priscilla F, 1-night trip
6/10 Good
Jul 16, 2025
Is an okay place. Relatively clean, people are nice. Coffee at breakfast is the worse I have ever tasted, anywhere ever.
Jeremy
Jeremy, 3-night trip
8/10 Very good
May 31, 2025
The breakfast was consistently tasty.
Donald
Donald, 4-night trip
10/10 Exceptional
Jun 15, 2025
Great hotel in a great community…. Easily accessible to anything nearby.
Jay
Jay, 2-night trip
10/10 Exceptional
Aug 31, 2025
Excellent stay in Chestertown Maryland
After a slight glitch with my reservation which was EXPERTLY RESOLVED BY the front desk professional Tracie Patrick, my stay was excellent. The room was clean, large, well appointed. The bed was comfortable. The temperature control was very efficient. The room had mini refrigerator, coffee service and microwave. The water in the sink and the shower became comfortably hot. Plenty of free parking. They offer free breakfast, but I did not partake. I think the room was a bit pricey, but it was Labor Day weekend so I suppose that explains it. I would readily stay here again.
Connie
Connie, 1-night trip
8/10 Very good
Sep 1, 2025
Fine, as expected
The room was fine and spacious. The walls were paper thin and I could hear the neighbors and was probably getting a contact high from their endless weed smoking. I always travel with room spray and a noise maker, so I drown out their smell and sounds. I also sprayed some room spray under their door for them ;)
Kristy
Kristy, 1-night trip
10/10 Exceptional
May 24, 2025
Great stay. Sorry pool was closed
Anita
Anita, 2-night trip
10/10 Exceptional
Jul 5, 2025
better than expected!
The hotel was perfect for a two nights stay. Good parking and convenient to get into the building.
The room was a good size with two queen size beds. Beds were very firm, but they did have plenty of pillows and the bedding was perfect.
We were on the third floor so the water pressure wasn’t great in the shower but they had plenty of towels.
we travel with two dogs and there was an area to walk them and a large lot right next to the hotel so they really enjoyed it.
we would definitely stay again.
Roger
Roger, 2-night trip
8/10 Very good
May 26, 2025
Better than I expected
Robert
Robert, 2-night trip
10/10 Exceptional
Apr 10, 2025
Staff was efficient and very helpful. Clean room with microwave & fridge - well stocked linens in bathroom - great breakfast - thank you for a comfortable stay.
William
William, 1-night trip
8/10 Very good
Jun 30, 2025
Room needed maintenance but nothing to interfere with sleeping. Bath/shower could use updating, appears uncleaned even though it was.
Verified traveler
1-night trip
10/10 Exceptional
Apr 4, 2025
Check-in was quick & easy. The gentleman at the desk was wonderfully pleasant and very welcoming. Our room was clean and spacious. Beds were clean and comfortable.
Mary
Mary, 1-night trip
10/10 Exceptional
Mar 31, 2025
clean and comfy
Lewis
Lewis, 1-night trip
10/10 Exceptional
Feb 3, 2025
Nice place to stay when visiting Chestertown. Very close to Washington College.
Susan
Susan, 1-night trip
8/10 Very good
Apr 22, 2025
The room was nice and clean and the bathroom was recently updated. I was not able to connect my Roku to their WIFI however.
Verified traveler
1-night trip
10/10 Exceptional
Mar 26, 2025
The hotel was spotless. Very clean. Comfortable and safe.
Verified traveler
1-night trip
10/10 Exceptional
Oct 9, 2024
Very clean comfortable room, friendly staff, nice breakfast. Would definitely stay again!
Dianna
Dianna, 2-night trip
8/10 Very good
Apr 19, 2025
The good and the ok
The staff were very accommodating and the breakfast was good. The place was clean and comfortable. There were ants in my room that seemingly came out of nowhere until it was too late.