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Comfort Inn & Suites Chestertown

2.5 star property
Hotel with free breakfast, near Washington College

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Photo gallery for Comfort Inn & Suites Chestertown

Lobby
Lobby
Desk, laptop workspace, blackout drapes, iron/ironing board
Point of interest
Exterior

Reviews

8.6 out of 10
Excellent

Popular amenities

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

Room options

Available filters for rooms
Showing 8 of 8 rooms

View all photos for Suite, 1 King Bed with Sofa bed, Non Smoking

Suite, 1 King Bed with Sofa bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

Suite, 1 King Bed with Sofa bed, Non Smoking

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Separate bedroom
Sofa bed
Blackout drapes/curtains
Private bathroom
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

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

Desk, laptop workspace, blackout drapes, iron/ironing board

Suite, Multiple Beds, Accessible, Non Smoking (Accessible Tub)

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Blackout drapes/curtains
Separate bedroom
Private bathroom
Designer toiletries
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

View all photos for Room, 2 Queen Beds, Accessible, Non Smoking (Roll-In Shower)

Desk, laptop workspace, blackout drapes, iron/ironing board

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

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Blackout drapes/curtains
Private bathroom
Designer toiletries
Hair dryer
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard Room, 2 Queen Beds, Non Smoking

Desk, laptop workspace, blackout drapes, iron/ironing board

Standard Room, 2 Queen Beds, Non Smoking

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Blackout drapes/curtains
Private bathroom
Designer toiletries
Hair dryer
  • Sleeps 4
  • 2 Queen Beds

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

Desk, laptop workspace, blackout drapes, iron/ironing board

Standard Room, 1 King Bed, Non Smoking

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Blackout drapes/curtains
Private bathroom
Designer toiletries
Hair dryer
  • Sleeps 2
  • 1 King Bed

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

Desk, laptop workspace, blackout drapes, iron/ironing board

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

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Blackout drapes/curtains
Private bathroom
Designer toiletries
Hair dryer
  • Sleeps 2
  • 1 King Bed

View all photos for Room, 2 Queen Beds, Accessible, Non Smoking (Accessible Tub)

Desk, laptop workspace, blackout drapes, iron/ironing board

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

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Blackout drapes/curtains
Private bathroom
Designer toiletries
Hair dryer
  • Sleeps 4
  • 2 Queen Beds

View all photos for Suite, Multiple Beds, Non Smoking

Desk, laptop workspace, blackout drapes, iron/ironing board

Suite, Multiple Beds, Non Smoking

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Blackout drapes/curtains
Separate bedroom
Private bathroom
Designer toiletries
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

Similar properties

Suite, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

Red Roof Inn & Suites Chestertown

  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.4 out of 10, Good, 359 reviews
Red Roof Inn & Suites Chestertown

About the neighborhood

Map
150 Scheeler Road, Chestertown, MD, 21620

What's nearby

  • Washington College - 8 min walk - 0.4 miles
  • Historical Society of Kent County Maryland - 3 min drive - 1.7 miles
  • River Arts Chestertown - 3 min drive - 2.0 miles
  • Wilmer Park - 4 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
  • ‪Dining Hall - ‬18 min walk
  • ‪Procolino Pizza - ‬4 min walk
  • ‪China House - ‬4 min walk
  • ‪The Freeze - ‬4 min walk

About this property

Comfort Inn & Suites Chestertown

Hotel near Washington College
Located close to River Arts Chestertown and Historical Society of Kent County Maryland, Comfort Inn & Suites Chestertown provides free full breakfast, laundry facilities, and a fireplace in the lobby. Stay connected with free in-room WiFi, and guests can find other amenities such as a gym and a business center.
Additional perks include:
  • Free self parking
  • A TV in the lobby, a 24-hour front desk, and smoke-free premises
  • Coffee/tea in the lobby, 1 meeting room, and a banquet hall
  • Guest reviews give top marks for the helpful staff
Room features
All 81 rooms offer comforts such as laptop-friendly workspaces and air conditioning, as well as perks like free WiFi. Guest reviews speak positively of the clean rooms at the property.
More amenities include:
  • Rollaway/extra beds (surcharge) and cribs/infant beds (surcharge)
  • Bathrooms with hydromassage showers and designer toiletries
  • 42-inch flat-screen TVs with premium channels
  • Wardrobes/closets, refrigerators, and microwaves

Languages

English, Spanish

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
  • TV in common areas

Family friendly

  • Crib (surcharge)
  • In-room microwave
  • In-room refrigerator
  • Laundry facilities
  • Rollaway/extra bed (surcharge)

Conveniences

  • 24-hour front desk
  • Laundry facilities
  • Vending machine

Guest services

  • Housekeeping (daily)

Business services

  • Business center
  • Meeting room

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
  • Handrails in stairways
  • 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 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
  • Wheelchair-accessible van parking

More

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

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

Pets allowed for an extra charge of USD 25 per accommodation, per night
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome
Children can stay for free if using existing beds when occupying the parent or guardian's room
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

  • 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

The above list may not be comprehensive. Fees and deposits may 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

We should mention

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 Comfort Inn & Suites Chestertown pet-friendly?

Yes, pets are allowed at this property. There's a fee of USD 25 per accommodation, per night. Service animals are exempt from fees.

How much is parking at Comfort Inn & Suites Chestertown?

Self parking is free at this property.

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 is available for a fee of USD 50.00 (subject to availability).

What time is check-out at Comfort Inn & Suites Chestertown?

Check-out is at 11 AM.

Where is Comfort Inn & Suites Chestertown located?

Situated in the historical district, this hotel is within 2 mi (3 km) of Washington College, Historical Society of Kent County Maryland, and River Arts Chestertown. Rolphs Wharf Marina and Cassinelli Winery and Vineyards are also within 12 mi (20 km).

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Comfort Inn & Suites Chestertown Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 385 out of 766 reviews
Rating 8 - Good. 241 out of 766 reviews
Rating 6 - Okay. 81 out of 766 reviews
Rating 4 - Poor. 38 out of 766 reviews
Rating 2 - Terrible. 21 out of 766 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

Anita

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay. Sorry pool was closed
Stayed 2 nights in May 2025

8/10 Good

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Better than I expected
Stayed 2 nights in May 2025

10/10 Excellent

William

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

Mary

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

Susan

Liked: Cleanliness, staff & service, property conditions & facilities
Nice place to stay when visiting Chestertown. Very close to Washington College.
Stayed 1 night in Feb 2025

8/10 Good

Robert

Liked: Cleanliness, staff & service, property conditions & facilities
It was fine and served our needs.
Stayed 2 nights in Feb 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

Theresa

Liked: Cleanliness, staff & service, property conditions & facilities
Nice facility, convenient to downtown, good value
Stayed 1 night in Dec 2024

10/10 Excellent

Deborah

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Friendly atmosphere and well stocked breakfast bar! Comfortable clean room!
Stayed 1 night in Jan 2025

10/10 Excellent

john

Liked: Cleanliness, staff & service, property conditions & facilities
Staff was courteous and friendly. Room was clean and in good order. Check out was quick and very easy.
Stayed 1 night in Feb 2025

10/10 Excellent

Dianna

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Very clean comfortable room, friendly staff, nice breakfast. Would definitely stay again!
Stayed 2 nights in Oct 2024

8/10 Good

Kelly

Liked: Cleanliness, staff & service, property conditions & facilities
Decent hotel and accommodations
Stayed 1 night in Aug 2024

10/10 Excellent

Debby Finnessy

Liked: Cleanliness, staff & service, property conditions & facilities
This is a nice hotel in a quiet area, that met our needs. All staff we have encountered have been friendly and helpful.
Stayed 1 night in Nov 2024

10/10 Excellent

Linda

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean and comfortable home away from home, and breakfast in the morning, too. Perfect place to stay to enjoy the Sultana Downrigging Festival, just a short drive away. And, Chestertown is a beautiful and friendly town, too!
Stayed 1 night in Nov 2024

10/10 Excellent

Joe

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Place was very helpful getting me acclimated to the new area and they were very friendly to my pup!
Stayed 1 night in Oct 2024

8/10 Good

Rose

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

We had a good stay

We stayed to help my sister move her belongings. The staff was very nice. You can tell the hotel has a little wear and tear. It wasn't terrible and it was clean. It could use a little fixing up.
Stayed 2 nights in Dec 2024

10/10 Excellent

Barbara

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very polite service. The room was clean and comfortable.
Stayed 1 night in Nov 2024

10/10 Excellent

DAVID

Liked: Cleanliness, staff & service, property conditions & facilities
This may be considered a no frills hotel but is super clean and apparently was recently renovated. Extremely comfortable for our stay. Would stay here again given the opportunity.
Stayed 1 night in Sep 2024

10/10 Excellent

Melissa

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

Nice hotel

Front desk staff was welcoming and friendly. We had a suite so I am guessing it was a bit larger than a regular room but it was really wonderful to have the extra space. The room was clean and the breakfast was decent (the coffee was good for hotel coffee). Would certainly stay here again when I am in the area.
Stayed 1 night in Dec 2024

10/10 Excellent

Capito

Liked: Cleanliness, staff & service, property conditions & facilities
Was there just one night and didn't eat breakfast, but staff were wonderful and the room seemed newly renovated. Room was large and clean with coffee maker and mini-fridge.
Stayed 1 night in Nov 2024

10/10 Excellent

Kathleen

Liked: Cleanliness, property conditions & facilities, room comfort

Comfort Inn Chestertown MD

Nice hotel amid a small town
Stayed 1 night in Jul 2024

10/10 Excellent

Brenda L.

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our stay was very quiet and relaxing.
Stayed 1 night in Feb 2024

10/10 Excellent

Bruce

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

Great place to stay.

Nice hotel and service.
Stayed 1 night in Dec 2023

2/10 Terrible

Brittain

Disliked: Cleanliness, property conditions & facilities
There was cracks in the sink , the furniture was damaged and there was cracks in the bathroom tile
Stayed 1 night in Dec 2024

10/10 Excellent

Heidi

Liked: Cleanliness, staff & service, property conditions & facilities
The young woman that check us in gave us options on things to do around the town. Great service, will book again in the future.
Stayed 2 nights in Sep 2024