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Comfort Inn & Suites Chestertown

2.5 star property
Hotel near Washington College in Chestertown

Photo gallery for Comfort Inn & Suites Chestertown

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

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning

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
    ‪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 drapes, iron/ironing board

1 King Bed, Nonsmoking

  • Sleeps 2
  • Free WiFi

View all photos for 1 King Bed, Nonsmoking, Accessible

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

1 King Bed, Nonsmoking, Accessible

  • Sleeps 2
  • Free WiFi

View all photos for 1 King Bed, Suite, Nonsmoking

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

1 King Bed, Suite, Nonsmoking

  • Sleeps 2
  • Free WiFi

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
(5 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

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)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free WiFi

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)

  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free WiFi

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

8.2 out of 10
Very good
(17 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

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
(42 reviews)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free WiFi

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
  • Free WiFi

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
  • Free WiFi

View all photos for Suite, Multiple Beds, Non Smoking

Desk, laptop workspace, blackout drapes, 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 WiFi

About the neighborhood

Chestertown

In historical district.Stay at this Chestertown hotel and you'll be within half a mile (1 km) of Washington College and 2 miles (3 km) of Historical Society of Kent County Maryland. Also, River Arts Chestertown is within 2 miles (3 km) and Rolphs Wharf Marina is within 6 miles (10 km).

What's nearby

  • Washington College - 8 min walk - 0.4 miles
  • Chestertown Dog Park - 2 min drive - 0.9 miles
  • Historical Society of Kent County Maryland - 2 min drive - 1.7 miles
  • Chestertown Historic District - 2 min drive - 1.7 miles
  • River Arts Chestertown - 3 min drive - 2.0 miles

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

Hotel near Washington College in Chestertown
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.

  • 81 guestrooms or units
  • 3 levels
  • Full breakfast (free)
  • Poolside lounge chairs
  • Umbrellas for the pool
  • Business facilities
  • Coffee in lobby
  • Self-service laundry
  • Front desk (24 hours)
  • Fireplace in lobby
  • Television in lobby
  • Elevator
  • No smoking on site
  • 1 conference room
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.

Lobby lounge
Red Roof Inn & Suites Chestertown
Chestertown
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
3.6 out of 5, Good, 451 reviews
$72 nightly
The price is $80
Jun 10 - Jun 11
Total with taxes and fees
Red Roof Inn & Suites Chestertown

Property amenities

Family friendly

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

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

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

Room amenities

Entertainment

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

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

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.

Property payment types

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

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property accepts Visa, Mastercard, American Express, Discover, Diners Club, JCB International, and Carte Blanche. Cash is not accepted. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and window guards in each accommodation. Cashless payment methods are available for all transactions.

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

Frequently asked questions

How close is Comfort Inn & Suites Chestertown to the airport?

Comfort Inn & Suites Chestertown is 74.5 mi (108-min drive) away from the Baltimore, MD (MTN-Martin State) airport, the closest popular airport to the property.

How much does it cost to stay at Comfort Inn & Suites Chestertown?

As of Jun 3, 2026, prices found for a 1-night stay for 2 adults at Comfort Inn & Suites Chestertown on Jul 2, 2026 start from $119, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does Comfort Inn & Suites Chestertown have an airport shuttle?

Airport shuttle services are not available at Comfort Inn & Suites Chestertown.

How close is Comfort Inn & Suites Chestertown to the beach?

This hotel is 11.9 mi (19-min drive) from Betterton Beach and 12.6 mi (24-min drive) from Main Beach. Don't forget your sunscreen!

Does Comfort Inn & Suites Chestertown offer free breakfast?

Comfort Inn & Suites Chestertown offers free full breakfast on weekdays between 6:30 AM and 9:30 AM and weekends between 7:00 AM and 10:00 AM.

Is there a casino at Comfort Inn & Suites Chestertown?

No, there is no casino at this hotel.

What time is check-in at Comfort Inn & Suites Chestertown?

Check-in start time: 3:00 PM; Check-in end time: anytime. Early check-in costs USD 50.00 (subject to availability).

Is there free parking at Comfort Inn & Suites Chestertown?

This hotel offers free self parking.

Does Comfort Inn & Suites Chestertown have a pool?

Comfort Inn & Suites Chestertown features a seasonal outdoor pool. Guests can enjoy pool access from 8:00 AM to 8:00 PM.

Does Comfort Inn & Suites Chestertown have a spa?

There are no spa services available at this hotel.

How close is Comfort Inn & Suites Chestertown to downtown Chestertown?

Comfort Inn & Suites Chestertown is 0.6 mi away from Chestertown.

Comfort Inn & Suites Chestertown Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 468 out of 918 reviews
Rating 8 - Good. 282 out of 918 reviews
Rating 6 - Okay. 96 out of 918 reviews
Rating 4 - Poor. 46 out of 918 reviews
Rating 2 - Terrible. 26 out of 918 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

Ruth Ann

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

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

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

10/10 Excellent

Jason

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

Harry

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

10/10 Excellent

Santa

Liked: Cleanliness, amenities, property conditions & facilities
The room was a great size and very clean. The staff were very accommodating and friendly. The amenities were very good. We would definitely recommend this hotel.
Stayed 5 nights in Nov 2025
Verified

10/10 Excellent

jason

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Good location. Very pricey but not much competition
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Paula

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This property is clean and welcoming. We were pleasantly surprised. Check in was easy, and the room was great. Breakfast was wonderful! Great place to stay.
Stayed 1 night in Nov 2025
Verified

8/10 Good

Craig

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

10/10 Excellent

Ada

Liked: Cleanliness, amenities, property conditions & facilities
Very clean hotel. Perfect if you have to do work at Washington College
Stayed 1 night in Oct 2025
Verified

8/10 Good

Gillian

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

10/10 Excellent

Ahmed

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

8/10 Good

Wylie

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
Verified

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
Verified

10/10 Excellent

Daniel

Liked: Cleanliness, amenities, property conditions & facilities
Great property
Stayed 1 night in Sep 2025
Verified

10/10 Excellent

Kevin

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

10/10 Excellent

Kristina

Liked: Cleanliness, amenities, property conditions & facilities
Clean room, the main woman with the strawberry blonde hair that ran the desk that was there all the time was wonderful and extremely friendly friendly. I want to thank her for making our stay extra nice.
Stayed 7 nights in Oct 2025
Verified

10/10 Excellent

Michael

Great value

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

10/10 Excellent

Anne

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

10/10 Excellent

Charlie

Liked: Cleanliness, property conditions & facilities
The lady at the front desk was the best. I did an early check-in, and she was super nice. Thanks, I got one more night with you.
Stayed 1 night in Nov 2025
Verified

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