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

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
  • 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)
    ‪48 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
(36 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

7.8 out of 10
Good
(6 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

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

  • ‪Royal Farms - ‬2 min drive
  • ‪McDonald's - ‬11 min walk
  • ‪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

Suite, Multiple Beds, Non Smoking | 1 bedroom, desk, laptop workspace, blackout drapes
Red Roof Inn & Suites Chestertown
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.2 out of 10, Good, 410 reviews
$72 nightly
The price is $80
Nov 30 - Dec 1
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

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 Nov 6, 2025, prices found for a 1-night stay for 2 adults at Comfort Inn & Suites Chestertown on Nov 9, 2025 start from $102.0, 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.

Will I be able to park 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.

Does Comfort Inn & Suites Chestertown have a hot tub?

No, this hotel doesn't have a spa tub.

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.

Can I book a room with a balcony at Comfort Inn & Suites Chestertown?

No, there aren't any guestrooms with balconies at Comfort Inn & Suites Chestertown.

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