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Comfort Inn & Suites Chestertown

2.5 star property
Hotel near Washington College in Chestertown

Choose dates to view prices

Photo gallery for Comfort Inn & Suites Chestertown

Lobby
Lobby
Point of interest
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
  • 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

7.6 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

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

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 - 17 min walk - 0.9 miles
  • Historical Society of Kent County Maryland - 3 min drive - 1.7 miles
  • Chestertown Historic District - 3 min drive - 1.7 miles
  • River Arts Chestertown - 3 min drive - 1.7 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 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.

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
3.6 out of 5, Good, 417 reviews
$72 nightly
The price is $80
Nov 30 - Dec 1
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

Access methods

Staffed front desk

Pets

  • Pets: USD 25 per accommodation, 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 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 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 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 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 Nov 22, 2025, prices found for a 1-night stay for 2 adults at Comfort Inn & Suites Chestertown on Nov 24, 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.

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.

Reviews

Comfort Inn & Suites Chestertown Reviews

8.6

Excellent

8.8/10

Cleanliness

8.8/10

Staff & service

8.0/10

Amenities

8.6/10

Property conditions & facilities

8.4/10

Eco-friendliness
Rating 10 - Excellent. 426 out of 848 reviews
Rating 8 - Good. 268 out of 848 reviews
Rating 6 - Okay. 90 out of 848 reviews
Rating 4 - Poor. 42 out of 848 reviews
Rating 2 - Terrible. 22 out of 848 reviews

Reviews

8/10 Good

Freda

Very helpful front desk woman. On first perusal property appears a erase but clean, helpful, reasonable for a short stay.
Stayed 1 night in Aug 2025

10/10 Excellent

Linda

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Check in/out went smoothly. Room was big and comfortable. Low pressure in shower.
Stayed 2 nights in Aug 2025

10/10 Excellent

Ada

Business traveler
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean. Very professional staff. Loved the free breakfast.
Stayed 1 night in Aug 2025

6/10 Okay

Jessica

Disliked: Cleanliness
The rugs in the rooms and the hallways need to be replaced. They were all stained and dirty. The tv in our room did not work properly.
Stayed 1 night in Aug 2025

10/10 Excellent

Pink

Stayed 2 nights in Jul 2025

10/10 Excellent

Brian

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
FEELS LIKE PEACEFULLY 👍 👌
Stayed 4 nights in Aug 2025

10/10 Excellent

Noha

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

6/10 Okay

Kathleen

Liked: Cleanliness, staff & service, property conditions & facilities
There is no insulation in the walls could hear exactly what the next room was saying.The eggs they served tasted like watered down powdered eggs.
Stayed 2 nights in Aug 2025

8/10 Good

Theresa

Liked: Cleanliness, staff & service, property conditions & facilities
Please move waffle station….it needs its own space! Could hardly get a plate and utensils with people trying to and waiting for their turn to make waffles. Breakfast choices just okay.
Stayed 2 nights in Aug 2025

8/10 Good

Frank

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2025

8/10 Good

ruchiya

Stayed 1 night in Jul 2025

10/10 Excellent

Deisi

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

8/10 Good

michael

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

6/10 Okay

Chaim, New York

Stayed 2 nights in Jul 2025

6/10 Okay

Verified traveler

Traveled with family
Liked: Staff & service, room comfort

Does the job but LOUD

One of the only options for brand name hotel in Chestertown, MD. The room was large and roomy. The hotel staff were pleasant. However, the walls are paper thin. I could clearly hear conversations in the rooms on each side and from the room above. The sound wasn’t even muffled. It’s as if I was part of the conversation. The parking is in the back of the hotel, dimly lit, and typically full by 6pm each night. Perhaps it was just the days that we were staying at the hotel but the back parking was filled with utility trucks/workers who were ready to blow off steam after their shift…I believe the room above us was used as a communal party room by the utility guys as there was yelling, what seemed to be wrestling at one point, and loud music. I am all for having fun but the thin walls meant that we had to endure their partying whether we liked it or not. Again, not many choices in town if you are looking for a hotel (there are a lot of bed & breakfasts around the area). So, the hotel “works” if you need to stay in Chestertown and you aren’t looking for a more intimate setting like a bed & breakfast.
Stayed 3 nights in Jul 2025

10/10 Excellent

Joanne

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jul 2025

10/10 Excellent

Verified traveler

Traveled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Service was great all the staff we came in contact with were kind and helpful from showing us how to work the TV to giving us bottled water when the drink vending machine was out. We enjoyed our stay and the location was very close to Chestertown and Rock Hall.
Stayed 2 nights in Jul 2025

8/10 Good

Christine

Liked: Cleanliness, property conditions & facilities
It was a clean comfortable spot to rest for the night.
Stayed 1 night in Jul 2025

6/10 Okay

Jeremy

Traveled with family
Is an okay place. Relatively clean, people are nice. Coffee at breakfast is the worse I have ever tasted, anywhere ever.
Stayed 3 nights in Jul 2025

10/10 Excellent

Ignacio

Stayed 2 nights in Jul 2025

4/10 Poor

Adam

Disliked: Cleanliness, property conditions & facilities
Stayed 1 night in Jul 2025

10/10 Excellent

Veronica

Liked: Cleanliness, amenities, property conditions & facilities
We have stayed with this Comfort Inn, Chestertown, MD location in the past. Breakfast is handy, nearby grocery store and eateries are convenient. Farmers Market on Saturday and trendy Mom & Pop shops are close by. The staff are efficient and ice machines are abundant along with a washer/dryer (coins required) are an appreciated touch not to mention plenty of hot water for the shower. Best of all the pool has been scrubbed sparkling clean up and running beautifully...that was a real happy surprise.
Stayed 2 nights in Jul 2025

10/10 Excellent

Roger

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

better than expected!

The hotel was perfect for a two nights stay. Good parking and convenient to get into the building. The room was a good size with two queen size beds. Beds were very firm, but they did have plenty of pillows and the bedding was perfect. We were on the third floor so the water pressure wasn’t great in the shower but they had plenty of towels. we travel with two dogs and there was an area to walk them and a large lot right next to the hotel so they really enjoyed it. we would definitely stay again.
Stayed 2 nights in Jul 2025

8/10 Good

kevin

Business traveler, Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Smokers smoking at parking lot entry.
Stayed 3 nights in Jun 2025

8/10 Good

Verified traveler

Traveled with family
Liked: Staff & service
Room needed maintenance but nothing to interfere with sleeping. Bath/shower could use updating, appears uncleaned even though it was.
Stayed 1 night in Jun 2025