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Comfort Inn & Suites Chestertown

2.5 star property

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Photo gallery for Comfort Inn & Suites Chestertown

A modern dining area with a central island, multiple tables, and chairs. There are signs for 'RISP' and 'SILVER' on the wall, and an 'EXIT' sign above a door.
A hotel reception area with a modern design, featuring a reception desk, a seating area, and a hallway leading to other rooms.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A modern lounge area with seating, a fireplace, and a television.

Reviews

8.6 out of 10
Excellent

Popular amenities

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

Explore the area

View in a map
150 Scheeler Road, Chestertown, MD, 21620
  • Place, Washington College
    ‪8 min walk‬
  • Place, Garfield Center for the Arts at the Prince Theater
    ‪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

A hotel room with a large bed, bedside lamps, a desk, a TV, and a window with curtains.

1 King Bed, Nonsmoking

  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

View all photos for 1 King Bed, Nonsmoking, Accessible

A hotel room with a large bed, a desk, a chair, a lamp, and a window with curtains.

1 King Bed, Nonsmoking, Accessible

  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

View all photos for 1 King Bed, Suite, Nonsmoking

A hotel room with a large bed, bedside lamps, a desk, a TV, and a window with curtains.

1 King Bed, Suite, Nonsmoking

  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

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

A hotel room with a large bed, two bedside lamps, a chair, a nightstand, and a window with curtains.

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)

A hotel room with two beds, a large window with curtains, and a wall-mounted heater.

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)

A hotel room with two beds, a large window with curtains, and a wall-mounted heater.

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

A hotel room with a large bed, two bedside lamps, a chair, a nightstand, and a window with curtains.

Standard Room, 1 King Bed, Non Smoking

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

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

A hotel room with two beds, a large window with curtains, and a wall-mounted heater.

Standard Room, 2 Queen Beds, Non Smoking

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

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

A hotel room with two beds, a desk, and a kitchenette.

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

A hotel room with a large bed, a chair, a nightstand, and a dresser.

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

A hotel room with two beds, a desk, and a kitchenette.

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, 469 reviews
The price is €61
includes taxes & fees
30 Aug - 31 Aug
Red Roof Inn & Suites Chestertown

About this property

Comfort Inn & Suites Chestertown

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.
Our customers tell us they can't get enough of the helpful staff at Comfort Inn & Suites Chestertown. During your stay, you'll be within walking distance of Washington College. Enjoy features like free breakfast, free WiFi in public areas, and free self parking.
  • Free full breakfast served daily
  • Free WiFi
  • Free self parking
  • Take a swim in the seasonal outdoor pool
  • Amenities include a business center, a meeting room, and laundry facilities
  • Onsite recreation includes a gym
  • Guests have great things to say about the helpful staff and the clean accommodations
  • 12 minutes by foot from Washington College and a 3-minute drive from Historical Society of Kent County Maryland
  • Pets welcome for a fee
Comfort Inn & Suites Chestertown offers its guests a fitness center and a seasonal outdoor pool. WiFi is free in public spaces. A business center and a meeting room are available. Free breakfast is served daily. The business-friendly Comfort Inn & Suites Chestertown also features a vending machine, coffee/tea in a common area, and a fireplace in the lobby. Free self parking is available.

This Chestertown hotel is smoke free.

Guests are served free full breakfast on weekdays from 6:30 AM to 9:30 AM.

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
  • Smoking not allowed

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: USD 25 per pet, per night
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.
  • Kids stay free! Children stay free when using existing bedding.
  • Rollaway/extra beds are available for USD 15.0 per stay.
  • Cribs (infant beds) are available for USD 15.0 per stay.

Payment types at the property

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • 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

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
Front desk staff will greet guests on arrival at the property.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

We should mention

  • The seasonal pool will open June 21 and close September 01.
  • Pool access available from 8:00 AM to 8:00 PM.
  • Children stay free in the same room as the parent or guardian when using existing bedding.
  • 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. 481 out of 942 reviews
Rating 8 - Good. 286 out of 942 reviews
Rating 6 - Okay. 101 out of 942 reviews
Rating 4 - Poor. 47 out of 942 reviews
Rating 2 - Terrible. 27 out of 942 reviews

8.8/10

Cleanliness

8.8/10

Staff & service

8.0/10

Amenities

8.6/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Danielle

Liked: Cleanliness, staff & service, property conditions & facilities
Great visit
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Best place to stay always
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean rooms, environment and best place to stay.
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Dewayne

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The whole experience was great
Stayed 1 night in Mar 2026
Verified

8/10 Good

Gail

Traveling on 301 to New England somewhat off the beaten path Service excellent
Stayed 1 night in Apr 2026
Verified

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staying is peaceful and the rooms clean.
Stayed 3 nights in Mar 2026
Verified

8/10 Good

Jacquelyn

Breakfast was just ok
Stayed 1 night in Apr 2026
Verified

10/10 Excellent

Ruth Ann

Liked: Cleanliness
Clean and courteous staff.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

ROMMEL HOSMIN

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room, friendly staff, shops nearby Everything was good
Stayed 1 night in Mar 2026
Verified

8/10 Good

Ann Marie

Liked: Cleanliness
Clean, quiet.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Ruth Ann

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

10/10 Excellent

Ruth Ann

Liked: Cleanliness
Nice clean facility for the money and staff very cordial
Stayed 1 night in Mar 2026
Verified

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
Verified

10/10 Excellent

Ruth Ann

Liked: Cleanliness
Clean and helpful
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was clean and ready for use. Staff was friendly.
Stayed 1 night in Mar 2026
Verified

6/10 Okay

Susan

Disliked: Staff & service, amenities, property conditions & facilities
This may be the best hotel in the area (maybe??) but I can't recommend it very highly. The plumbing in my room was shaky at best and staff at the desk were rude and uncaring. A lot of money to pay for a so-so room!
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Matthew

Liked: Cleanliness, staff & service, property conditions & facilities
Frindly staff. Slight noise but not bad. Rooms clean and comfortable.
Stayed 1 night in Mar 2026
Verified

2/10 Terrible

Charles

Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
Will at the front desk might be one of the worst hotel people I’ve ever had to deal with
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

Richard

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

10/10 Excellent

Janelle

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
Verified

10/10 Excellent

Charles

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Everything was great - the beds and pillows are very comfortable, room very clean and breakfast was decent and staff very friendly.
Stayed 1 night in Oct 2025
Verified

6/10 Okay

Corinne

Liked: Cleanliness
Disliked: Amenities, property conditions & facilities
The room was very clean but smelled as if someone had smoked in the room. Parlikg area was not well lighted and not welcoming.
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

David

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Nice hotel
Stayed 1 night in Sep 2025
Verified

8/10 Good

Carol

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The breakfast was as one would expect. Nothing unusual. I wish these hotels wouldn’t use so much plastic. Everything was clean. Chestertown is wonderful. Good restaurants. Much to see. The hotel is not fancy. Just a reliable place to be. Nothing unexpected. All good.
Stayed 2 nights in Mar 2026
Verified

8/10 Good

Harry

Liked: Cleanliness, staff & service, amenities
clean hotel
Stayed 1 night in Oct 2025