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Comfort Inn & Suites Chestertown

2.5 star property

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Photo gallery for Comfort Inn & Suites Chestertown

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

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

Washington College is a short stroll from Comfort Inn & Suites Chestertown, and other popular attractions like Historical Society of Kent County Maryland are within a couple of miles (3 km). This 81-room hotel has free breakfast along with conveniences like free in-room WiFi and free self parking.

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

Comfort Inn & Suites Chestertown features a gym, free WiFi in public areas, and a business center. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a meeting room.
Guests can expect free WiFi and 42-inch flat-screen TVs with satellite channels. Bathrooms offer hydromassage showers, hair dryers, and designer toiletries. Other amenities include refrigerators, microwaves, and coffee makers.
Recreational amenities at the hotel include a fitness center and a seasonal outdoor pool.

Similar properties

Lobby lounge
Red Roof Inn & Suites Chestertown
Chestertown
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.2 out of 10, Good, 451 reviews
$72 nightly
The price is $80
Jun 9 - Jun 10
Total with taxes and fees
Red Roof Inn & Suites Chestertown

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

  • This property welcomes pets for USD 25 per pet, per night
  • Service animals exempt from fees

Children and extra beds

  • 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

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

  • 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 list may not be comprehensive. Fees and deposits might 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
  • Check-in: 3:00 PM—-anytime
  • Check-out: 11 AM
  • Minimum check-in age: 21
The front desk is open 24 hours a day. Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards. Cash is not accepted. 
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and window guards.
  • Cashless payment methods are available for all transactions.

Additional information about polices, regulations, and more:

  • The seasonal pool is 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

Frequently asked questions

Is free cancellation available at Comfort Inn & Suites Chestertown?

Comfort Inn & Suites Chestertown provides free cancellation on certain room rates. For more details, look at the cancellation policy on our site.

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.

What is there to do close to Comfort Inn & Suites Chestertown?

This hotel is located in Chestertown within a short 18-minute walk of Rolling Road Park. You'll also find Historical Society of Kent County Maryland and Chestertown Historic District within a short drive.

Is parking available on site at Comfort Inn & Suites Chestertown?

Yes, self parking is offered for free at the hotel. Wheelchair-accessible van parking is also available for guests.

Does Comfort Inn & Suites Chestertown include a casino on the premises?

No, Comfort Inn & Suites Chestertown doesn't have a casino.

Is there an indoor pool at Comfort Inn & Suites Chestertown?

No, this hotel doesn't have an indoor pool; however, there is an outdoor pool. Guests have access between 8:00 AM and 8:00 PM and the seasonal pool will be open from June 21 until September 01.

What amenities will couples enjoy at Comfort Inn & Suites Chestertown?

Couples staying at this hotel will appreciate amenities like a hydromassage showerhead as well as a seasonal outdoor pool and free breakfast.

Does Comfort Inn & Suites Chestertown have a hot tub?

No, there isn't a spa tub at this hotel.

Does Comfort Inn & Suites Chestertown feature a restaurant that includes a breakfast menu?

Comfort Inn & Suites Chestertown offers free full breakfasts on weekday mornings though there is no restaurant.

Does Comfort Inn & Suites Chestertown allow pets to stay free of charge?

Although they can't stay for free, pets are welcome at Comfort Inn & Suites Chestertown for a fee of USD 25 per pet, per night.

Does Comfort Inn & Suites Chestertown have connecting rooms available?

No, this hotel doesn't feature connecting guestrooms.

What is the closest airport to Comfort Inn & Suites Chestertown?

The closest major airport to Comfort Inn & Suites Chestertown is Baltimore, MD (MTN-Martin State), which is about 20 mi away. Another top airport is Easton, MD (ESN-Easton - Newnam), which is around 28.8 mi away.

Are there rooms with balconies that I can book at Comfort Inn & Suites Chestertown?

No, you won't find guestrooms with balconies at Comfort Inn & Suites 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
Clean and courteous staff.
Stayed 1 night 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

Ruth Ann

Liked: Cleanliness
Clean and helpful
Stayed 3 nights 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

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

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

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

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