See all properties

Comfort Inn & Suites Chestertown

2.5 star property

Choose dates to view prices

Photo gallery for Comfort Inn & Suites Chestertown

Lobby
Desk, laptop workspace, blackout drapes, iron/ironing board
Free daily full breakfast
Lobby
Point of interest

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Pool
  • Pet friendly
  • Gym
  • Housekeeping
  • 24/7 front desk
$112
includes taxes & fees
Dec 21 - Dec 22

Explore the area

View in a map
150 Scheeler Road, Chestertown, MD, 21620
  • Place, Washington College
    ‪8 min walk‬
  • Place, Historical Society of Kent County Maryland
    ‪3 min drive‬
  • Place, River Arts Chestertown
    ‪3 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪48 min drive‬

Room options

View all photos for Room, 1 King Bed, Accessible, Non Smoking (Accessible Tub)

Desk, laptop workspace, blackout drapes, iron/ironing board

Room, 1 King Bed, Accessible, Non Smoking (Accessible Tub)

8.8 out of 10
Excellent
(3 reviews)
  • Sleeps 2
  • 1 King Bed

View all photos for Room, 2 Queen Beds, Accessible, Non Smoking (Accessible Tub)

Desk, laptop workspace, blackout drapes, iron/ironing board

Room, 2 Queen Beds, Accessible, Non Smoking (Accessible Tub)

8.8 out of 10
Excellent
(3 reviews)
  • Sleeps 4
  • 2 Queen Beds

View all photos for Room, 2 Queen Beds, Accessible, Non Smoking (Roll-In Shower)

Desk, laptop workspace, blackout drapes, iron/ironing board

Room, 2 Queen Beds, Accessible, Non Smoking (Roll-In Shower)

  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard Room, 1 King Bed, Non Smoking

Desk, laptop workspace, blackout drapes, iron/ironing board

Standard Room, 1 King Bed, Non Smoking

8.0 out of 10
Very good
(16 reviews)
  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 2 Queen Beds, Non Smoking

Desk, laptop workspace, blackout drapes, iron/ironing board

Standard Room, 2 Queen Beds, Non Smoking

9.0 out of 10
Wonderful
(37 reviews)
  • Sleeps 4
  • 2 Queen Beds

View all photos for Suite, Multiple Beds, Accessible, Non Smoking (Accessible Tub)

Desk, laptop workspace, blackout drapes, iron/ironing board

Suite, Multiple Beds, Accessible, Non Smoking (Accessible Tub)

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

View all photos for Suite, 1 King Bed with Sofa bed, Non Smoking

Suite, 1 King Bed with Sofa bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

Suite, 1 King Bed with Sofa bed, Non Smoking

7.6 out of 10
Good
(7 reviews)
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Suite, Multiple Beds, Non Smoking

Desk, laptop workspace, blackout drapes, iron/ironing board

Suite, Multiple Beds, Non Smoking

8.8 out of 10
Excellent
(9 reviews)
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

Similar properties

Suite, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Red Roof Inn & Suites Chestertown
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
3.6 out of 5, Good, 419 reviews
Red Roof Inn & Suites Chestertown

About this property

Comfort Inn & Suites Chestertown

Chestertown hotel close to Washington College
A fitness center, coffee/tea in a common area, and a seasonal outdoor pool are available at this smoke-free hotel. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a business center, a meeting room, and laundry facilities are onsite.
Comfort Inn & Suites Chestertown offers 81 accommodations with coffee/tea makers and designer toiletries. 42-inch flat-screen televisions come with premium satellite channels. Refrigerators and microwaves are provided. Bathrooms include bathtubs or showers with hydromassage showerheads, complimentary toiletries, and hair dryers.

This Chestertown hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is provided daily.

Recreational amenities at the hotel include a fitness center and a seasonal outdoor pool.
Comfort Inn & Suites Chestertown features a fitness center and a seasonal outdoor pool. Public areas are equipped with complimentary wireless Internet access. This hotel offers access to a business center and a meeting room. Guests can enjoy a complimentary breakfast each morning. This business-friendly hotel also offers a vending machine, coffee/tea in a common area, and a fireplace in the lobby. Onsite self parking is complimentary.

Comfort Inn & Suites Chestertown is a smoke-free property.

A complimentary full breakfast is served between 6:30 AM and 9:30 AM on weekdays.

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site
  • Wheelchair-accessible parking and van parking available

Food and drink

  • Free full breakfast available 6:30 AM to 9:30 AM on weekdays and 7:00 AM to 10:00 AM on weekends
  • Coffee and tea in common areas

Things to do

  • Gym
  • Seasonal outdoor pool
  • TV in common areas

Family friendly

  • Crib (surcharge)
  • Fenced pool
  • In-room microwave
  • In-room refrigerator
  • Laundry facilities
  • Pool gate
  • Rollaway/extra bed (surcharge)
  • Seasonal outdoor pool

Conveniences

  • 24-hour front desk
  • Laundry facilities
  • Vending machine

Guest services

  • Housekeeping (daily)

Business services

  • Business center
  • Meeting room

Outdoors

  • Pool loungers
  • Pool umbrellas

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 4 accessible parking spaces
  • Assistive listening devices
  • Braille/raised signage
  • Elevator (36 inch wide door)
  • Handrails in stairways (36 inches high)
  • Lever door handles
  • Pool hoist on site
  • Stair-free path to entrance
  • Visual alarms in hallways
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible business center
  • Wheelchair-accessible concierge desk
  • Wheelchair-accessible gym
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to elevator
  • Wheelchair-accessible pool
  • Wheelchair-accessible public washroom
  • Wheelchair-accessible registration desk (36 inches high)
  • Wheelchair-accessible van parking

More

  • 3 floors
  • Banquet hall
  • Fireplace in lobby
  • Smoking not allowed

Room amenities

Bedroom

  • Bedsheets provided
  • Blackout drapes
  • Crib (surcharge)
  • Rollaway/extra bed (surcharge)

Bathroom

  • Bathtub or shower
  • Designer toiletries
  • Hair dryer
  • Hydromassage showerhead
  • Private bathroom
  • Shampoo
  • Soap
  • Toilet paper
  • Toothbrush and toothpaste (on request)
  • Towels provided

Entertainment

  • 42-inch flat-screen TV with premium satellite channels

Food and drink

  • Coffee/tea maker
  • Microwave
  • Refrigerator

More

  • Air conditioning (climate-controlled)
  • Desk
  • Free local calls
  • Heating
  • Iron/ironing board
  • Laptop workspace
  • Phone

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: anytime
Early check-in subject to availability
Early check-in fee: USD 50.00
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 11 AM
Contactless check-out available

Special check-in instructions

Front desk staff will greet guests on arrival at the property
Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk

Pets

Pets allowed for an extra charge of USD 25 per accommodation, per night
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome
Children can stay for free if using existing beds when occupying the parent or guardian's room
Rollaway/extra beds are available for USD 15.0 per stay
Cribs (infant beds) are available for USD 15.0 per stay

Property payment types

Important information

Optional extras

  • Pet fee: USD 25 per accommodation, per night
  • Service animals are exempt from fees
  • Early check-in fee: USD 50.00 (subject to availability)
  • Crib (infant bed) fee: USD 15.0 per stay
  • Rollaway bed fee: USD 15.0 per stay

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards; cash is not accepted
Cashless transactions are available
Safety features at this property include a carbon monoxide detector, a smoke detector, and window guards

We should mention

The seasonal pool will be open from June 21 to September 01
Pool access available from 8:00 AM to 8:00 PM
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly)

Property is 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

Reviews

Comfort Inn & Suites Chestertown Reviews

8.6

Excellent

8.8/10

Cleanliness

8.8/10

Staff & service

8.0/10

Amenities

8.6/10

Property conditions & facilities

8.2/10

Eco-friendliness
Rating 10 - Excellent. 432 out of 858 reviews
Rating 8 - Good. 271 out of 858 reviews
Rating 6 - Okay. 91 out of 858 reviews
Rating 4 - Poor. 42 out of 858 reviews
Rating 2 - Terrible. 22 out of 858 reviews

Reviews

8/10 Good

Kristy

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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 ;)
Stayed 1 night in Jul 2025

10/10 Excellent

Connie

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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.
Stayed 1 night in Aug 2025

8/10 Good

Mark

Traveled with group
Liked: Staff & service, room comfort
Stayed 2 nights in Aug 2025

10/10 Excellent

Michael

Traveled with family

Great value

Very nice accommodations. Friendly staff.
Stayed 1 night in Aug 2025

10/10 Excellent

Vanesa

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Aug 2025

8/10 Good

Gillian

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Friendly staff, clean room, convenient location.
Stayed 1 night in Aug 2025

8/10 Good

Eddie

Stayed 2 nights in Aug 2025

8/10 Good

Priscilla F

Traveled with group
Liked: Staff & service, property conditions & facilities
I yhink Dog previously was in my room. Had allergic reaction
Stayed 1 night in Aug 2025

8/10 Good

Craig

Traveled with family
Liked: Cleanliness, staff & service
staff was friendly, accomodations were fine.
Stayed 2 nights in Aug 2025

8/10 Good

Freda

Very helpful front desk woman. On first perusal property appears a erase but clean, helpful, reasonable for a short stay.
Stayed 1 night in Aug 2025

10/10 Excellent

Linda

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Check in/out went smoothly. Room was big and comfortable. Low pressure in shower.
Stayed 2 nights in Aug 2025

10/10 Excellent

Ada

Business traveler
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean. Very professional staff. Loved the free breakfast.
Stayed 1 night in Aug 2025

6/10 Okay

Jessica

Disliked: Cleanliness
The rugs in the rooms and the hallways need to be replaced. They were all stained and dirty. The tv in our room did not work properly.
Stayed 1 night in Aug 2025

10/10 Excellent

Pink

Stayed 2 nights in Jul 2025

10/10 Excellent

Brian

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
FEELS LIKE PEACEFULLY đź‘Ť đź‘Ś
Stayed 4 nights in Aug 2025

10/10 Excellent

Noha

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Aug 2025

6/10 Okay

Kathleen

Liked: Cleanliness, staff & service, property conditions & facilities
There is no insulation in the walls could hear exactly what the next room was saying.The eggs they served tasted like watered down powdered eggs.
Stayed 2 nights in Aug 2025

8/10 Good

Theresa

Liked: Cleanliness, staff & service, property conditions & facilities
Please move waffle station….it needs its own space! Could hardly get a plate and utensils with people trying to and waiting for their turn to make waffles. Breakfast choices just okay.
Stayed 2 nights in Aug 2025

8/10 Good

Frank

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2025

8/10 Good

ruchiya

Stayed 1 night in Jul 2025

10/10 Excellent

Deisi

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jul 2025

8/10 Good

michael

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jul 2025

6/10 Okay

Chaim, New York

Stayed 2 nights in Jul 2025

6/10 Okay

Verified traveler

Traveled with family
Liked: Staff & service, room comfort

Does the job but LOUD

One of the only options for brand name hotel in Chestertown, MD. The room was large and roomy. The hotel staff were pleasant. However, the walls are paper thin. I could clearly hear conversations in the rooms on each side and from the room above. The sound wasn’t even muffled. It’s as if I was part of the conversation. The parking is in the back of the hotel, dimly lit, and typically full by 6pm each night. Perhaps it was just the days that we were staying at the hotel but the back parking was filled with utility trucks/workers who were ready to blow off steam after their shift…I believe the room above us was used as a communal party room by the utility guys as there was yelling, what seemed to be wrestling at one point, and loud music. I am all for having fun but the thin walls meant that we had to endure their partying whether we liked it or not. Again, not many choices in town if you are looking for a hotel (there are a lot of bed & breakfasts around the area). So, the hotel “works” if you need to stay in Chestertown and you aren’t looking for a more intimate setting like a bed & breakfast.
Stayed 3 nights in Jul 2025

10/10 Excellent

Joanne

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jul 2025