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.
Popular amenities
Non-smoking
Pet friendly
Gym
24/7 front desk
Laundry facilities
Free parking
Main amenities (11)
Daily housekeeping
Fitness center
Business center
24-hour front desk
Coffee/tea in a common area
Lobby fireplace
Vending machine
Self-serve laundry
Meeting room
TV in a common area
Banquet hall
For families (6)
Children stay free
Cribs/infant beds (surcharge)
Microwave
Private bathroom
Premium TV channels
Daily housekeeping
The current price is $122
$122
includes taxes & fees
$110 per night
May 1 - May 2
Room options
Available filters for rooms
Showing 8 of 8 rooms
View all photos for Suite, 1 King Bed with Sofa bed, Non Smoking
Suite, 1 King Bed with Sofa bed, Non Smoking
Highlights
Air conditioning
Heating
Refrigerator
Flat-screen TV
Separate bedroom
Sofa bed
Blackout drapes/curtains
Private bathroom
Sleeps 4
1 King Bed and 1 Double Sofa Bed
View all photos for Suite, Multiple Beds, Accessible, Non Smoking (Accessible Tub)
Suite, Multiple Beds, Accessible, Non Smoking (Accessible Tub)
Highlights
Air conditioning
Heating
Refrigerator
Flat-screen TV
Blackout drapes/curtains
Separate bedroom
Private bathroom
Designer toiletries
Sleeps 6
2 Queen Beds and 1 Double Sofa Bed
View all photos for Room, 2 Queen Beds, Accessible, Non Smoking (Roll-In Shower)
Room, 2 Queen Beds, Accessible, Non Smoking (Roll-In Shower)
Highlights
Air conditioning
Heating
Refrigerator
Flat-screen TV
Blackout drapes/curtains
Private bathroom
Designer toiletries
Hair dryer
Sleeps 4
2 Queen Beds
View all photos for Standard Room, 2 Queen Beds, Non Smoking
Standard Room, 2 Queen Beds, Non Smoking
Highlights
Air conditioning
Heating
Refrigerator
Flat-screen TV
Blackout drapes/curtains
Private bathroom
Designer toiletries
Hair dryer
Sleeps 4
2 Queen Beds
View all photos for Standard Room, 1 King Bed, Non Smoking
Standard Room, 1 King Bed, Non Smoking
Highlights
Air conditioning
Heating
Refrigerator
Flat-screen TV
Blackout drapes/curtains
Private bathroom
Designer toiletries
Hair dryer
Sleeps 2
1 King Bed
View all photos for Room, 1 King Bed, Accessible, Non Smoking (Accessible Tub)
Room, 1 King Bed, Accessible, Non Smoking (Accessible Tub)
Highlights
Air conditioning
Heating
Refrigerator
Flat-screen TV
Blackout drapes/curtains
Private bathroom
Designer toiletries
Hair dryer
Sleeps 2
1 King Bed
View all photos for Room, 2 Queen Beds, Accessible, Non Smoking (Accessible Tub)
Room, 2 Queen Beds, Accessible, Non Smoking (Accessible Tub)
Highlights
Air conditioning
Heating
Refrigerator
Flat-screen TV
Blackout drapes/curtains
Private bathroom
Designer toiletries
Hair dryer
Sleeps 4
2 Queen Beds
View all photos for Suite, Multiple Beds, Non Smoking
Historical Society of Kent County Maryland - 3 min drive - 2.5 km
River Arts Chestertown - 3 min drive - 2.6 km
Wilmer Park - 3 min drive - 2.8 km
Rolphs Wharf Marina - 12 min drive - 9.6 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
McDonald's - 11 min walk
Dining Hall - 18 min walk
Procolino Pizza - 4 min walk
China House - 4 min walk
The Freeze - 4 min walk
About this property
Comfort Inn & Suites Chestertown
Enjoy your visit to Chestertown with a stay at Comfort Inn & Suites Chestertown. Guests can visit the fitness center for a workout, and free perks include WiFi, self parking, and full breakfast on weekdays between 6:30 AM and 9:30 AM. Fellow travelers love the helpful staff.
Languages
English, Spanish
At a glance
Hotel size
81 rooms
Arranged over 3 floors
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
Special check-in instructions
Front desk staff will greet guests on arrival at the property
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
Children
Children stay free when occupying the parent or guardian's room, using existing bedding
Pets
Pets allowed*
Service animals welcome
Internet
Free WiFi in public areas
Free WiFi in rooms
Parking
Free onsite self parking
Wheelchair-accessible parking and van parking on site
Other information
Smoke-free property
Property amenities
Food and drink
Free full breakfast on weekday mornings 6:30 AM–9:30 AM
Coffee/tea in a common area
Traveling with children
Children stay free (see details)
What to do
Winery tours nearby
Working away
Business center
Meeting room
Services
24-hour front desk
Laundry facilities
Facilities
Fireplace in lobby
Television in common areas
Fitness center
Banquet hall
Accessibility
Braille/raised signage
Wheelchair-accessible path of travel
Wheelchair-accessible parking
Assistive listening devices available
Wheelchair-accessible public washroom
Wheelchair-accessible van parking
Wheelchair-accessible path to elevator
Wheelchair-accessible registration desk
Wheelchair-accessible pool
Wheelchair-accessible fitness center
Wheelchair-accessible business center
Visual alarms in hallways
Handrails in stairways
Closed captioned TV
Lever door handles
Well-lit path to entrance
Stair-free path to entrance
Pool hoist on site
Room amenities
Be entertained
42-inch flat-screen TV
Premium satellite channels
Home comfort
Air conditioning (climate-controlled) and heating
Coffee/tea maker
Iron/ironing board
Sleep well
Blackout drapes/curtains
Crib/infant bed (surcharge)
Rollaway/extra bed (surcharge)
Bed sheets provided
Freshen up
Private bathroom
Bathtub or shower
Hydromassage showerhead
Designer toiletries
Hair dryer
Towels
Toothbrush and toothpaste (on request)
Toilet paper
Stay connected
Desk
Free WiFi
Free local calls
Food and drink
Refrigerator
Microwave
More
Daily housekeeping
Fees & policies
Optional extras
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
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.
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?
Maintain your daily exercise routine at the gym.
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.More informationOpens in a new window
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
Booking
Upgrade
Children
Shower
What guests liked
Breakfast was consistently great with many choices and good quality. (18 reviews)
From real guest reviews summarized by AI.
Reviews
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 31, 2025
clean and comfy
Lewis
Lewis, 1-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.
Seth
Seth, 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
Jan 12, 2025
Friendly atmosphere and well stocked breakfast bar! Comfortable clean room!
Deborah
Deborah, 1-night trip
10/10 Exceptional
Jan 1, 2025
Nice facility, convenient to downtown, good value
Theresa
Theresa, 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
10/10 Exceptional
Nov 15, 2024
This is a nice hotel in a quiet area, that met our needs. All staff we have encountered have been friendly and helpful.
Debby Finnessy
Debby Finnessy, 1-night trip
8/10 Very good
Sep 5, 2024
Decent hotel and accommodations
Kelly
Kelly, 1-night trip
8/10 Very good
Jan 7, 2025
We had a good stay
We stayed to help my sister move her belongings. The staff was very nice. You can tell the hotel has a little wear and tear. It wasn't terrible and it was clean. It could use a little fixing up.
Rose
Rose, 2-night trip
10/10 Exceptional
Nov 4, 2024
Very clean and comfortable home away from home, and breakfast in the morning, too. Perfect place to stay to enjoy the Sultana Downrigging Festival, just a short drive away. And, Chestertown is a beautiful and friendly town, too!
Linda
Linda, 1-night trip
10/10 Exceptional
Nov 1, 2024
Place was very helpful getting me acclimated to the new area and they were very friendly to my pup!
Joe
Joe, 1-night trip
10/10 Exceptional
Nov 27, 2024
Very polite service. The room was clean and comfortable.
Barbara
Barbara, 1-night trip
10/10 Exceptional
Dec 13, 2024
Nice hotel
Front desk staff was welcoming and friendly. We had a suite so I am guessing it was a bit larger than a regular room but it was really wonderful to have the extra space. The room was clean and the breakfast was decent (the coffee was good for hotel coffee). Would certainly stay here again when I am in the area.
Melissa
Melissa, 1-night trip
10/10 Exceptional
Nov 15, 2024
Was there just one night and didn't eat breakfast, but staff were wonderful and the room seemed newly renovated. Room was large and clean with coffee maker and mini-fridge.
Capito
Capito, 1-night trip
10/10 Exceptional
Sep 14, 2024
This may be considered a no frills hotel but is super clean and apparently was recently renovated. Extremely comfortable for our stay. Would stay here again given the opportunity.
DAVID
DAVID, 1-night trip
2/10 Poor
Jan 18, 2025
There was cracks in the sink , the furniture was damaged and there was cracks in the bathroom tile
Brittain
Brittain, 1-night trip
10/10 Exceptional
Jul 22, 2024
Comfort Inn Chestertown MD
Nice hotel amid a small town
Kathleen
Kathleen, 1-night trip
10/10 Exceptional
Nov 13, 2024
It was all good
Nancy
Nancy, 1-night trip
10/10 Exceptional
Sep 9, 2024
Clean room. Free breakfast, easy to park. Friendly staff.
Flynn
Flynn, 2-night trip
10/10 Exceptional
Sep 9, 2024
The young woman that check us in gave us options on things to do around the town.
Great service, will book again in the future.
Heidi
Heidi, 2-night trip
10/10 Exceptional
Feb 22, 2024
Our stay was very quiet and relaxing.
Brenda L.
Brenda L., 1-night trip
10/10 Exceptional
Dec 28, 2023
Great place to stay.
Nice hotel and service.
Bruce
Bruce, 1-night trip
10/10 Exceptional
Jan 3, 2025
No
James
James, 1-night trip
4/10 Fair
Nov 26, 2024
Ww have stayed here many times when visiting relatives in Chestertown. We have previously always enjoyed our stay
...quiet, easy parking, clean, and a good breakfast. Our stay recently noted a change that was not positive.. The second floor appeared to be occupied by homeless people, who wandered around the property. We did not feel safe.