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Comfort Inn & Suites Chestertown

2.5 star property

Photo gallery for Comfort Inn & Suites Chestertown

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

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Pool
  • Pet-friendly
  • Parking included
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
150 Scheeler Road, Chestertown, MD, 21620
  • Place, Washington College
    ‪8 min walk‬
  • Place, Historical Society of Kent County Maryland
    ‪2 min drive‬
  • Place, River Arts Chestertown
    ‪3 min drive‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪124 min drive‬

Room options

View all photos for 1 King Bed, Nonsmoking

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

1 King Bed, Nonsmoking

  • Sleeps 2
  • Free Wi-Fi

View all photos for 1 King Bed, Nonsmoking, Accessible

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

1 King Bed, Nonsmoking, Accessible

  • Sleeps 2
  • Free Wi-Fi

View all photos for 1 King Bed, Suite, Nonsmoking

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

1 King Bed, Suite, Nonsmoking

  • Sleeps 2
  • Free Wi-Fi

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

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

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

8.8 out of 10
Excellent
(5 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

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

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

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

8.8 out of 10
Excellent
(3 reviews)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free Wi-Fi

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

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

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

  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free Wi-Fi

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

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

Standard Room, 1 King Bed, Non Smoking

8.0 out of 10
Very good
(16 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

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

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

Standard Room, 2 Queen Beds, Non Smoking

9.0 out of 10
Wonderful
(42 reviews)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free Wi-Fi

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

Desk, laptop workspace, blackout curtains, 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
  • Free Wi-Fi

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

Suite, 1 King Bed with Sofa bed, Non Smoking

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
  • Free Wi-Fi

View all photos for Suite, Multiple Beds, Non Smoking

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

Suite, Multiple Beds, Non Smoking

8.2 out of 10
Very good
(11 reviews)
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free Wi-Fi

Similar properties

Lobby lounge
Red Roof Inn & Suites Chestertown
Chestertown
  • Pet-friendly
  • Parking included
  • Free Wi-Fi
  • Air-conditioning
3.6 out of 5, Good, 449 reviews
The price is AU$111
includes taxes & fees
7 June - 8 June
Red Roof Inn & Suites Chestertown

About the area

Chestertown

When you stay at Comfort Inn & Suites Chestertown in Chestertown, you'll be in the historical district, within a 5-minute drive of Washington College and Historical Society of Kent County Maryland. .This hotel is 1.6 mi (2.6 km) from River Arts Chestertown and 5.9 mi (9.6 km) from Rolphs Wharf Marina.

What's nearby

  • Washington College - 8 min walk - 0.7 km
  • Chestertown Dog Park - 2 min drive - 1.4 km
  • Historical Society of Kent County Maryland - 2 min drive - 2.8 km
  • Chestertown Historic District - 2 min drive - 2.8 km
  • River Arts Chestertown - 3 min drive - 3.1 km

Getting around

  • Edgewood Station - 88 min drive
  • Baltimore, MD (MTN-Martin State) - 108 min drive

Restaurants

  • ‪Milano's Pizzeria - ‬6 min drive
  • ‪McDonald's - ‬11 min walk
  • ‪Dunkin - ‬5 min walk
  • ‪Royal Farms - ‬5 min drive
  • ‪Procolino's - ‬10 min walk

About this property

Comfort Inn & Suites Chestertown

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.
Make yourself at home in one of the 81 guestrooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Private bathrooms with bathtubs or showers feature designer toiletries and hair dryers. Conveniences include desks and microwaves, as well as phones with free local calls.
Be sure to enjoy recreational amenities including a fitness center and a seasonal outdoor pool. Additional amenities at this hotel include complimentary wireless internet access, a fireplace in the lobby, and a banquet hall.
A complimentary full breakfast is served on weekdays from 6:30 AM to 9:30 AM.
Featured amenities include a business center, a 24-hour front desk, and laundry facilities. Free self parking is available onsite.
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 transport

  • Free self parking on site
  • Limited on-site self parking
  • 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

  • Cot (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 centre
  • 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
  • Handrails in stairways (91 centimetre high)
  • Lever door handles
  • Lift (91 centimetre wide door)
  • 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 centre
  • Wheelchair-accessible concierge desk
  • Wheelchair-accessible gym
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to lift
  • Wheelchair-accessible pool
  • Wheelchair-accessible public bathroom
  • Wheelchair-accessible registration desk (91 centimetre high)
  • Wheelchair-accessible van parking

More

  • 3 floors
  • Banquet hall
  • Fireplace in lobby
  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided
  • Blackout drapes
  • Cot (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 pet, 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

Payment types

Important information

Optional extras

  • Pet fee: USD 25 per pet, 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 fire extinguisher, 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

Comfort Inn & Suites Chestertown Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 466 out of 914 reviews
Rating 8 - Good. 281 out of 914 reviews
Rating 6 - Okay. 96 out of 914 reviews
Rating 4 - Poor. 45 out of 914 reviews
Rating 2 - Terrible. 26 out of 914 reviews

8.8/10

Cleanliness

8.8/10

Staff & service

8.0/10

Amenities

8.6/10

Property conditions & facilities

Reviews

8/10 Good

Vincent

Stayed 3 nights in Feb 2026

10/10 Excellent

Ruth Ann

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was very courteous.
Stayed 6 nights in Feb 2026

4/10 Poor

Temmi

Travelled with family
Disliked: Cleanliness, amenities, property conditions & facilities
I reserved a suite for two nights on 12/26/25. Almost 2 months in advance. When I arrived the check-in girl said that she downgraded my room to a double because they were overbooked and since I only two people in my group she gave my suite to a party with 4 people because they needed more room than me. (Literally what was said) So, I was penalized for someone else booking late. She gave no thought that I was booked 2 nights & they only 1 night. When I asked about that she told me well I could just move for the 2nd day, which was not possible since the tournament was all day. The rest of the team were all assigned rooms on the 3rd floor but we were assigned the 2nd floor. Our room was in a corridor surrounded by a bunch of men who were staying in town working on a nearby power plant. As confirmed by muddy work boots left outside their doors. A guy across from us was knocking on the door over and over at 2am for someone to let him into their room. The room next to us played tv loud until past 1am. The 2nd evening, a group of men were standing in the hallway right in front of our door talking loudly which was very uncomfortable and intimidating for a single women & teen girl. It was very unthoughtful of the hotel to assign us that section of the hotel AND not notify us in advance of the change so we could have made alternative arrangements. The two perks of the hotel were: 1) proximity to Washington College where my daughter’s game was and 2) the staff were really nice
Stayed 2 nights in Feb 2026

8/10 Good

Micki

Liked: Cleanliness, staff & service, amenities
room was fine. paid for king bed and was not told at check in that they had been overbook. found out upon entry to the room.
Stayed 1 night in Feb 2026

4/10 Poor

TAmara

Disliked: Cleanliness
Our room was open, one of beds was unmade and sheets were on the ground. Got a new room and it smelled musty. Walls are paper thin and we heard the guy next door all morning gagging and throwing up. It was disgusting!
Stayed 1 night in Feb 2026

10/10 Excellent

Kerry

Stayed 1 night in Feb 2026

8/10 Good

Wylie

Business traveller
Liked: Cleanliness, amenities, property conditions & facilities
The room was very clean and neat. The bed and pillows were comfortable. Disappointed there was no ice on the first floor. I had to go the second for ice. Not a big deal. Will stay again if necessary.
Stayed 1 night in Feb 2026

10/10 Excellent

Shawanna, WORTON

Stayed 7 nights in Nov 2025

6/10 Okay

Ed

Stayed 1 night in Jan 2026

10/10 Excellent

Richard

Business traveller
Liked: Amenities
Polite and kind hotel manager
Stayed 1 night in Jan 2026

10/10 Excellent

Jason

Travelled with family
Liked: Cleanliness, staff & service, amenities
Everything was clean thank you
Stayed 7 nights in Jan 2026

10/10 Excellent

Janelle

Business traveller
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
staff is nice and place is good. proce wise is excellent
Stayed 1 night in Jan 2026

10/10 Excellent

Kevin

Stayed 1 night in Jan 2026

10/10 Excellent

jennifer

Stayed 1 night in Jan 2026

10/10 Excellent

Jason

Stayed 1 night in Jan 2026

8/10 Good

Alexander

Stayed 2 nights in Nov 2025

6/10 Okay

Bruce

Liked: Cleanliness
Disliked: Amenities
The controls on motorized blinds did not work. No milk for cereal 2 out of 3 days. Very slow to stock breakfast items. There was second TV but remote missing and wifi was si slow we couldn't actually use it. Beds were comfortable and room matched description.
Stayed 3 nights in Dec 2025

10/10 Excellent

tim

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

2/10 Terrible

Jarrett

Liked: Staff & service
Disliked: Property conditions & facilities
Stayed 2 nights in Dec 2025

10/10 Excellent

Kevin

Liked: Cleanliness, staff & service
Very nice
Stayed 1 night in Nov 2025

10/10 Excellent

Dania

Stayed 13 nights in Nov 2025

10/10 Excellent

tiffany

Stayed 1 night in Dec 2025

10/10 Excellent

Ahmed, Woodbridge

Business traveller
Liked: Cleanliness, amenities, property conditions & facilities
Everything was well!
Stayed 1 night in Dec 2025

10/10 Excellent

Jerry

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

10/10 Excellent

Mary

Liked: Cleanliness, staff & service
Excellent hotel. Will stay there anytime I travel to the area.
Stayed 6 nights in Nov 2025