Comfort Inn & Suites Chestertown

2.5 star property

Choose dates to view prices

Room options

View all photos for Room, 1 King Bed, Accessible, Non Smoking (Accessible Tub)

1 bedroom, desk, laptop workspace, blackout curtains

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 curtains

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 curtains

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 curtains

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 curtains

Standard Room, 2 Queen Beds, Non Smoking

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

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

1 bedroom, desk, laptop workspace, blackout curtains

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

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 curtains

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

Similar properties

Suite, Multiple Beds, Non Smoking
Red Roof Inn & Suites Chestertown
  • Pet-friendly
  • Parking included
  • Free WiFi
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3.6 out of 5, Good, 407 reviews
The price is €77
includes taxes & fees
3 Nov - 4 Nov
Red Roof Inn & Suites Chestertown

About this property

Comfort Inn & Suites Chestertown

Hotel with free breakfast, near Washington College
A fitness center, coffee/tea in a common area, and a seasonal outdoor pool are available at this smoke-free hotel. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a business center, a meeting room, and laundry facilities are onsite.
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.

Recreational amenities at the hotel include a fitness center and a seasonal outdoor pool.
Our customers tell us they can't get enough of the helpful staff at Comfort Inn & Suites Chestertown. During your stay, you'll be within walking distance of Washington College. Enjoy features like free breakfast, free WiFi in public areas, and free self parking.
  • Free full breakfast served daily
  • Free WiFi
  • Free self parking
  • Take a swim in the seasonal outdoor pool
  • Amenities include a business center, a meeting room, and laundry facilities
  • Onsite recreation includes a gym
  • Guests have great things to say about the helpful staff and the clean accommodations
  • 12 minutes by foot from Washington College and a 3-minute drive from Historical Society of Kent County Maryland
  • Pets welcome for a fee
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.

Guests are served free full breakfast on weekdays from 6:30 AM to 9:30 AM.

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transport

  • 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

  • Cot (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 centre
  • 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
  • Handrails in stairways (91 centimetre high)
  • Lever door handles
  • Lift (91 centimetre wide door)
  • 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 centre
  • Wheelchair-accessible concierge desk
  • Wheelchair-accessible gym
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to lift
  • Wheelchair-accessible pool
  • Wheelchair-accessible public bathroom
  • Wheelchair-accessible registration desk (91 centimetre high)
  • Wheelchair-accessible van parking

More

  • 3 floors
  • Banquet hall
  • Fireplace in lobby
  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided
  • Blackout drapes
  • Cot (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

  • 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.

Payment types at the property

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

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
Front desk staff will greet guests on arrival at the property.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

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

Comfort Inn & Suites Chestertown Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 417 out of 835 reviews
Rating 8 - Good. 265 out of 835 reviews
Rating 6 - Okay. 89 out of 835 reviews
Rating 4 - Poor. 42 out of 835 reviews
Rating 2 - Terrible. 22 out of 835 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

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

Travelled 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 traveller

Travelled 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 traveller

Travelled 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

Travelled 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

Michael

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

Travelled 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

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

8/10 Good

Verified traveller

Travelled 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

8/10 Good

Mason

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

10/10 Excellent

Cynthia

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

Great experience

Wonderful staff!
Stayed 3 nights in Jun 2025

8/10 Good

William

Stayed 1 night in Jun 2025

10/10 Excellent

Jay

Travelled 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

Travelled with pets, Travelled with partner
Liked: Staff & service
The grass and landscape was not maintained
Stayed 1 night in May 2025

10/10 Excellent

Anne

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Comfortable room, friendly staff.
Stayed 2 nights in May 2025

8/10 Good

Donald

Travelled 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