Comfort Inn & Suites Chestertown

2.5 star property
Hotel with free breakfast, near Washington College

Choose dates to view prices

Photo gallery for Comfort Inn & Suites Chestertown

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

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Pool
  • Pet friendly
  • Gym
  • Housekeeping
  • 24/7 front desk

Explore the area

View in a map
150 Scheeler Road, Chestertown, MD, 21620
  • Washington College
    ‪8 min walk‬
  • Historical Society of Kent County Maryland
    ‪3 min drive‬
  • River Arts Chestertown
    ‪3 min drive‬
  • Easton, MD (ESN-Easton - Newnam)
    ‪60 min drive‬

Room options

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

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

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

  • Sleeps 4
  • 2 Queen Beds

Standard Room, 2 Queen Beds, Non Smoking

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

Standard Room, 1 King Bed, Non Smoking

8.0 out of 10
Very good
(16 reviews)
  • Sleeps 2
  • 1 King Bed

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

8.8 out of 10
Excellent
(3 reviews)
  • Sleeps 2
  • 1 King Bed

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

8.8 out of 10
Excellent
(3 reviews)
  • Sleeps 4
  • 2 Queen Beds

Suite, Multiple Beds, Non Smoking

8.6 out of 10
Excellent
(8 reviews)
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

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 - 17 min walk - 0.9 miles
  • Historical Society of Kent County Maryland - 3 min drive - 1.7 miles
  • River Arts Chestertown - 3 min drive - 2.0 miles
  • Rolphs Wharf Marina - 15 min drive - 7.3 miles

Getting around

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

Restaurants

  • ‪McDonald's - ‬11 min walk
  • ‪Royal Farms - ‬2 min drive
  • ‪Dunkin - ‬5 min walk
  • ‪Procolino's - ‬10 min walk
  • ‪Subway - ‬2 min drive

About this property

Comfort Inn & Suites Chestertown

Hotel with free breakfast, near Washington College
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

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

  • This property welcomes pets for USD 25 per accommodation, 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 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

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 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 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 Sep 22, 2025, prices found for a 1-night stay for 2 adults at Comfort Inn & Suites Chestertown on Sep 28, 2025 start from $116.03, excluding 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 Wilmer Park within a short drive.

Is there parking available at Comfort Inn & Suites Chestertown?

Yes, self parking is offered for free at the hotel. Accessible 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.

Is Comfort Inn & Suites Chestertown a good place to stay for couples?

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

Are there hot tubs at Comfort Inn & Suites Chestertown?

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 accommodation, per night.

Does Comfort Inn & Suites Chestertown have connecting rooms?

No, there aren't connecting guestrooms at this hotel.

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. 408 out of 819 reviews
Rating 8 - Good. 263 out of 819 reviews
Rating 6 - Okay. 87 out of 819 reviews
Rating 4 - Poor. 39 out of 819 reviews
Rating 2 - Terrible. 22 out of 819 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

Daniel

Business traveler, Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Great property
Stayed 1 night in Sep 2025

10/10 Excellent

Michael

Stayed 1 night in Jul 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

8/10 Good

Heather

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

10/10 Excellent

Jessica

Traveled with family
Liked: Staff & service, property conditions & facilities, room comfort
Traveled for daughters volleyball tournament at the college
Stayed 1 night in Mar 2025

8/10 Good

Verified traveler

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The room was nice and clean and the bathroom was recently updated. I was not able to connect my Roku to their WIFI however.
Stayed 1 night in Apr 2025

8/10 Good

Seth

Liked: Property conditions & facilities, room comfort

The good and the ok

The staff were very accommodating and the breakfast was good. The place was clean and comfortable. There were ants in my room that seemingly came out of nowhere until it was too late.
Stayed 1 night in Apr 2025

10/10 Excellent

Grace

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

10/10 Excellent

Laura

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Inside the building it was clean, quiet and nice. In the back parking lot, it was very dirty. The grounds surrounding the lot was littered with trash and debris. One person looked to be sleeping in his car. I did appreciate the very bright lighting in that lot. A small clean up of the back lot would make a big difference in first impressions!!
Stayed 1 night in Apr 2025

10/10 Excellent

William, East Meadow

Business traveler
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was efficient and very helpful. Clean room with microwave & fridge - well stocked linens in bathroom - great breakfast - thank you for a comfortable stay.
Stayed 1 night in Apr 2025

10/10 Excellent

Jay

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

10/10 Excellent

Mary

Traveled with family and small children, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Check-in was quick & easy. The gentleman at the desk was wonderfully pleasant and very welcoming. Our room was clean and spacious. Beds were clean and comfortable.
Stayed 1 night in Apr 2025

10/10 Excellent

Lewis

Business traveler
clean and comfy
Stayed 1 night in Mar 2025