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Comfort Inn & Suites Chestertown

2.5 star property

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Photo gallery for Comfort Inn & Suites Chestertown

Lobby
Lobby
1 bedroom, desk, laptop workspace, blackout drapes
Free daily full breakfast
Point of interest

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Pool
  • Pet friendly
  • Gym
  • Housekeeping
  • 24/7 front desk
$113
includes taxes & fees
Oct 20 - Oct 21

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)
    ‪60 min drive‬

Room options

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

1 bedroom, desk, laptop workspace, blackout drapes

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)

1 bedroom, desk, laptop workspace, blackout drapes

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)

1 bedroom, desk, laptop workspace, blackout drapes

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

1 bedroom, desk, laptop workspace, blackout drapes

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

1 bedroom, desk, laptop workspace, blackout drapes

Standard Room, 2 Queen Beds, Non Smoking

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

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

1 bedroom, desk, laptop workspace, blackout drapes

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 | 1 bedroom, desk, laptop workspace, blackout drapes

Suite, 1 King Bed with Sofa bed, Non Smoking

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

View all photos for Suite, Multiple Beds, Non Smoking

1 bedroom, desk, laptop workspace, blackout drapes

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

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Suite, Multiple Beds, Non Smoking | 1 bedroom, desk, laptop workspace, blackout drapes
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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

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

Comfort Inn & Suites Chestertown Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 416 out of 831 reviews
Rating 8 - Good. 264 out of 831 reviews
Rating 6 - Okay. 88 out of 831 reviews
Rating 4 - Poor. 41 out of 831 reviews
Rating 2 - Terrible. 22 out of 831 reviews

8.8/10

Cleanliness

8.8/10

Staff & service

8.0/10

Amenities

8.6/10

Property conditions & facilities

8.4/10

Eco-friendliness

Reviews

10/10 Excellent

Verified traveler

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

8/10 Good

Christine

Liked: Cleanliness, property conditions & facilities
It was a clean comfortable spot to rest for the night.
Stayed 1 night in Jul 2025

6/10 Okay

Jeremy

Traveled with family
Is an okay place. Relatively clean, people are nice. Coffee at breakfast is the worse I have ever tasted, anywhere ever.
Stayed 3 nights in Jul 2025

10/10 Excellent

Ignacio

Stayed 2 nights in Jul 2025

4/10 Poor

Adam

Disliked: Cleanliness, property conditions & facilities
Stayed 1 night in Jul 2025

10/10 Excellent

Michael

Stayed 1 night in Jul 2025

10/10 Excellent

Veronica

Liked: Cleanliness, amenities, property conditions & facilities
We have stayed with this Comfort Inn, Chestertown, MD location in the past. Breakfast is handy, nearby grocery store and eateries are convenient. Farmers Market on Saturday and trendy Mom & Pop shops are close by. The staff are efficient and ice machines are abundant along with a washer/dryer (coins required) are an appreciated touch not to mention plenty of hot water for the shower. Best of all the pool has been scrubbed sparkling clean up and running beautifully...that was a real happy surprise.
Stayed 2 nights in Jul 2025

10/10 Excellent

Roger

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

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.
Stayed 2 nights in Jul 2025

8/10 Good

kevin

Business traveler, Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Smokers smoking at parking lot entry.
Stayed 3 nights in Jun 2025

8/10 Good

Verified traveler

Traveled with family
Liked: Staff & service
Room needed maintenance but nothing to interfere with sleeping. Bath/shower could use updating, appears uncleaned even though it was.
Stayed 1 night in Jun 2025

8/10 Good

Mason

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

10/10 Excellent

Cynthia

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

Great experience

Wonderful staff!
Stayed 3 nights in Jun 2025

8/10 Good

William

Stayed 1 night in Jun 2025

10/10 Excellent

Jay

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great hotel in a great community…. Easily accessible to anything nearby.
Stayed 2 nights in Jun 2025

8/10 Good

Carlo

Stayed 4 nights in Jun 2025

8/10 Good

Thomas

Traveled with partner, Traveled with pets
Liked: Staff & service
The grass and landscape was not maintained
Stayed 1 night in May 2025

10/10 Excellent

Anne

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Comfortable room, friendly staff.
Stayed 2 nights in May 2025

8/10 Good

Donald

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The breakfast was consistently tasty.
Stayed 4 nights in May 2025

10/10 Excellent

Ryan

Stayed 2 nights in May 2025

6/10 Okay

Charles

Stayed 2 nights in May 2025

8/10 Good

Robert

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Better than I expected
Stayed 2 nights in May 2025

10/10 Excellent

Anita

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay. Sorry pool was closed
Stayed 2 nights in May 2025

10/10 Excellent

Rose

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

6/10 Okay

Steve

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

Messed up reservation

They messed up my reservation. They gave me a handicapped room when I requested a regular room. Not terrible but not great either. Someone needs retraining regarding reservation accuracy.
Stayed 1 night in May 2025

2/10 Terrible

Darryl

Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities
We woke up to our room being covered ants.
Stayed 1 night in May 2025