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Comfort Inn & Suites Chestertown

Property class: 2.5

Choose dates to view prices

Photo gallery for Comfort Inn & Suites Chestertown

A hotel lobby with a fireplace, seating area, and a television.
A spacious dining area with multiple tables and chairs, a central island, and a kitchen in the background.
A hotel room with two beds, a desk, a flat-screen TV, and a window with curtains.
A hotel room with a bed, a sofa, a dining table, and a small round table.
A hotel reception area with a reception desk, a seating area, and a hallway leading to other rooms.

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Pool
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
150 Scheeler Road, Chestertown, MD, 21620
  • Place, Washington College
    ‪8 min walk‬
  • Place, Rolling Road Park
    ‪16 min walk‬
  • Place, Chestertown Dog Park
    ‪2 min drive‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪124 min drive‬

Room options

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 desk, 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

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

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)

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard Room, 1 King Bed, Non Smoking

A hotel room with a large bed, two bedside lamps, a chair, a desk, 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

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
(54 reviews)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds

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

A hotel room with two beds, a desk, a chair, a lamp, and a small table.

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

A hotel room with a bed, a nightstand, a chair, and a desk with a lamp.

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

View all photos for Suite, Multiple Beds, Non Smoking

A hotel room with two beds, a desk, a chair, a lamp, and a small table.

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

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
  • Rolling Road Park - 16 min walk - 0.9 miles
  • Larrabee Arts Center - 18 min walk - 1.0 mile
  • Chestertown Dog Park - 2 min drive - 0.9 miles
  • Chestertown Farmers Market - 2 min drive - 1.7 miles

Getting around

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

Restaurants

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

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

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  • Parking included
  • Free WiFi
  • Air conditioning
7.2 out of 10, Good, 512 reviews
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The price is $80
Nov 8 - Nov 9
Total with taxes and fees
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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.
  • Assistive listening devices
  • Braille/raised signage
  • Elevator (36 inch wide door)
  • Handrails in stairways (36 inches high)
  • Lever door handles
  • Null
  • 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

  • Bed sheets 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

  • American Express
  • Diners Club
  • Discover
  • JCB International
  • Mastercard
  • Visa

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 Nov 3, 2026, prices found for a 1-night stay for 2 adults at Comfort Inn & Suites Chestertown on Nov 22, 2026 start from $109, 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 Chestertown Historic District and Historical Society of Kent County Maryland 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. 516 out of 997 reviews
Rating 8 - Good. 296 out of 997 reviews
Rating 6 - Okay. 107 out of 997 reviews
Rating 4 - Poor. 50 out of 997 reviews
Rating 2 - Terrible. 28 out of 997 reviews

8.8/10

Cleanliness

8.8/10

Staff & service

8.0/10

Amenities

8.6/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean and affordable amenities and a decent breakfast!
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our room was clean, staff was friendly and a fair amount to choose from for breakfast. Would absolutely stay here again
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room excellent, very clean, well stocked breakfast, nice outdoor pool with lots of privacy, great restaurants walking distance
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We stayed there two nights for my daughter’s tournament. The room is clean and quiet, the breakfast is good. Highly recommended!
Stayed 2 nights in Jul 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean, convenient, comfortable room. Bed was a bit too firm and breakfast was meh, but otherwise happy. Very friendly staff, will stay again.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
my favorite place to stay when going to Chestertown. Recommend this hotel vs any other in the area
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Plenty of parking, various items for breakfast, family friendly, close to many location
Stayed 1 night in May 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean and comfortable. My only complaint is I'm an early riser and coffee wasn't available till 7:00 but there is a dunkin' donuts across the street. I would stay again.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The hotel was beautifully maintained. The rooms were clean and updated. Very good location!
Stayed 1 night in May 2026
Verified review

10/10 Excellent

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

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We got a free upgrade just by asking!
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

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

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was clean, comfortable & spacious. Good value for cost. Good breakfast. Vending only on first floor w/no diet sodas offered.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

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

10/10 Excellent

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

10/10 Excellent

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

8/10 Good

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

10/10 Excellent

Liked: Cleanliness, staff & service
Excellent hotel. Will stay there anytime I travel to the area.
Stayed 6 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Parking clean room
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

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

10/10 Excellent

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

10/10 Excellent

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

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
N/a
Stayed 1 night in Jul 2026
Verified review

8/10 Good

Breakfast was just ok
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

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