Red Roof Inn & Suites Chestertown

2.0 star property

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Photo gallery for Red Roof Inn & Suites Chestertown

Lobby lounge
Lobby lounge
Exterior
Suite, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board
Suite, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board

Reviews

7.2 out of 10
Good

Popular amenities

  • Pet-friendly
  • Parking included
  • Free Wi-Fi
  • Air-conditioning
  • Laundry room
  • Housekeeping

Explore the area

View in a map
160 Scheeler Rd, 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, Baltimore, MD (MTN-Martin State)
    ‪105 min drive‬

Room options

Superior Room, 1 King Bed, Accessible, Non Smoking

8.6 out of 10
Excellent
(9 reviews)
  • 39 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

Superior Room, 1 King Bed, Accessible, Non Smoking

7.2 out of 10
Good
(12 reviews)
  • 39 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

Standard Suite, 1 King Bed with Sofa bed, Non Smoking

7.0 out of 10
Good
(18 reviews)
  • 39 sq m
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

Suite, Multiple Beds, Non Smoking

8.4 out of 10
Very good
(17 reviews)
  • 42 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

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About this property

Red Roof Inn & Suites Chestertown

This hotel features coffee/tea in a common area, laundry facilities and a 24-hour front desk. Free WiFi in public areas and free self parking are also provided. Additionally, free newspapers, a fireplace at reception and a vending machine are on-site. Change of towels is available on request
Red Roof Inn & Suites Chestertown offers 53 air-conditioned accommodations with coffee/tea makers and a hairdryer. 43-inch flat-screen televisions come with premium cable channels and pay-per-view films.

This Chestertown hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and desk chairs; local and long-distance calls are complimentary (restrictions may apply). Additionally, rooms include an iron/ironing board and free toiletries. Change of towels and change of bedsheets can be requested. Housekeeping is provided on a daily basis.

Our customers tell us that they can't get enough of the helpful staff at Red Roof Inn & Suites Chestertown. During your stay, you'll be within walking distance of Washington College. You'll find features such as free WiFi in public areas and free self-parking, plus laundry facilities.
  • Free WiFi
  • Free self-parking and Motorhome/coach/lorry parking
  • Amenities include free newspapers in reception, laundry facilities and a lift
  • 11 minutes on foot from Washington College and a 2-minute drive from Larrabee Arts Center
  • Cats and dogs welcome for a fee (restrictions apply)
As a guest of Red Roof Inn & Suites Chestertown, you'll find a vending machine, coffee/tea in common area, and complimentary newspapers in the lobby. WiFi is free in public spaces. Red Roof Inn & Suites Chestertown also features a fireplace in the lobby, laundry facilities, and a lift. Self parking is free.

Smoking is allowed in designated areas at this Chestertown hotel.


Property amenities

Internet

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

Parking and transport

  • Free uncovered self parking on site
  • Free RV/bus/lorry parking on site
  • Limited on-site self parking
  • Wheelchair-accessible parking available

Food and drink

  • Coffee and tea in common areas

Things to do

  • TV in common areas

Family friendly

  • In-room cot
  • In-room microwave
  • Laundry facilities
  • Mini-fridge

Conveniences

  • 24-hour front desk
  • Free newspapers in lobby
  • Laundry facilities
  • Vending machine

Guest services

  • Change of bedsheets (on request)
  • Change of towels on request
  • Housekeeping (daily)

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Lever door handles
  • Lift
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to lift
  • Wheelchair-accessible registration desk

More

  • 1 building
  • 3 floors
  • Built in 1996
  • Designated smoking areas
  • Fireplace in lobby

Room amenities

Bedroom

  • Bedsheets provided
  • Blackout drapes
  • Free cot

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • 43-inch flat-screen TV with premium cable channels
  • Pay films

Food and drink

  • Coffee/tea maker
  • Microwave
  • Mini-fridge

More

  • Air conditioning
  • Desk
  • Desk chair
  • Free local calls
  • Free long-distance calls
  • Heating
  • Iron/ironing board
  • Laptop workspace

Policies

Check-in

Check-in start time: 3 PM; check-in end time: anytime
Minimum check-in age - 21

Check-out

Check-out before 11 AM
Contactless check-out

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
This property allows guests 18 or over to check in with valid military ID.

Access methods

Staffed front desk

Pets

  • Pets: USD 15 per pet, per night (maximum USD 105 per stay)
  • Only dogs and cats are allowed
  • Maximum 2 (weight limit: 80 lb per pet)
  • Pets cannot be left unattended
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
  • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.
  • Kids stay free! Up to 3 children 17 years old and younger stay free when using existing bedding.
  • Rollaway/extra beds are not available.
  • Free cots (infant beds)!

Payment types at the property

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • Deposit: USD 100.00 per accommodation, per stay

We've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Pet fee: USD 15 per pet, per night (maximum USD105 per stay)
  • Service animals are exempt from fees

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
Noise-free guestrooms cannot be guaranteed
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property
Front desk staff will greet guests on arrival at the property.
Daily housekeeping is included for stays of 6 nights or less. Limited housekeeping is provided for stays of 7 nights or more.
Pets must be declared at check-in. Guests bringing 1 pet will not be charged pet fees. The listed pet fee in the Fees section applies only if guests bring 2 or more pets. Pets must be leashed in public areas of the property. Guests are expected to clean up after their pet.

We should mention

  • Up to 3 children aged 17 years old and younger stay free in the same room as the parent or guardian when using existing bedding.
  • To make arrangements to bring your pet, contact the property directly at the number on your booking confirmation (please see the Fees section for related charges).
  • This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

Property is also known as

Comfort Suites Chestertown
Comfort Suites Hotel Chestertown
Comfort Hotel Chestertown
Quality Suites Hotel Chestertown
Quality Suites Chestertown
Quality Suites
Red Roof & Suites Chestertown
Red Roof Inn & Suites Chestertown Hotel
Red Roof Inn & Suites Chestertown Chestertown
Red Roof Inn & Suites Chestertown Hotel Chestertown

Red Roof Inn & Suites Chestertown Reviews

Reviews

7.2

Good

Rating 10 - Excellent. 125 out of 430 reviews
Rating 8 - Good. 129 out of 430 reviews
Rating 6 - Okay. 83 out of 430 reviews
Rating 4 - Poor. 55 out of 430 reviews
Rating 2 - Terrible. 38 out of 430 reviews

7.4/10

Cleanliness

7.8/10

Staff & service

5.6/10

Amenities

6.6/10

Property conditions & facilities

Reviews

8/10 Good

Kevin

Business traveller
Liked: Cleanliness, staff & service
Very clean. Pets allowed.
Stayed 1 night in Dec 2025

10/10 Excellent

Micheal

Stayed 1 night in Dec 2025

8/10 Good

Nikki

Stayed 2 nights in Dec 2025

10/10 Excellent

Dom

Stayed 1 night in Nov 2025

8/10 Good

Dr. Nicholas and Mrs. Karen

Liked: Cleanliness, property conditions & facilities
Professional staff, warm greetings clean room
Stayed 4 nights in Nov 2025

4/10 Poor

Anthony

Disliked: Cleanliness, amenities
Pillows were terrible, exhaust fan in bathroom was missing, towel rack in bathroom hanging off the wall and no toothbrush available.
Stayed 1 night in Nov 2025

10/10 Excellent

Vincent

Liked: Cleanliness, staff & service, amenities
room was clean but the shower curtain was in tatters. multiple rings torn off
Stayed 1 night in Nov 2025

6/10 Okay

Milo M

Travelled with group
Liked: Staff & service
Disliked: Cleanliness, amenities
I stayed for two nights, Sat-Mon (Nov. 2025) and was overall disappointed with my stay at Red Roof Inn & Suites in Chestertown, MD. The two women at the front desk were professional and friendly. The following are the issues I had during my stay: - During all times of the day, there were what seemed to be day laborers hanging out in the parking lot. At night, I could hear them speaking and playing their "boom boom" music when all I wanted was to go to sleep. - The elevator smelled of a dirty ash tray. (I went across the street to Acme and bought air freshner to try to kill the odor. - Once I entered my room, I noticed wallpaper peeling away from the wall in three different places. Two of the lamp shades were hanging off the lamp. It seems screws were missing. The handle on the nightstand was hanging off as there was a screw missing. There was also a circular splash/spill mark on the wall above the desk. To clean it up, I used one of the washcloths in the bathroom. - The toilet would not flush! I attempted to fix it, as I've done at home several times before, but was unable to resolve the issue. I asked one of the two women to move to a different room as there were two of us staying in the room, but I was advised that all the other rooms with king sized beds were booked for the weekend. POSITIVE: - The king size bed was very comfortable and the pillows smelled clean and were also equally comfortable. - The cost was better than Comfort Inn & Suites, but....
Stayed 2 nights in Nov 2025

8/10 Good

Matt

Stayed 1 night in Nov 2025

4/10 Poor

Bryan

Travelled with family
Disliked: Property conditions & facilities
Room had broken bathroom doorknob, stained carpet and smelled lightly of smoke. Lobby smelled strangely.
Stayed 1 night in Nov 2025

2/10 Terrible

Elizabeth

Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
I checked in and have never felt less welcome in a hotel. The lobby space was dingy and sad. Then the hallway on the third floor leading to my room stank of cigarettes and looked about as creepy as the shining, and it was afternoon. The room itself was pitch black when I entered, the blackout curtains drawn, and even with the front door light on it was so dark that I bumped into a coffee table I couldn't see, and finally reached the window to let in some light. The room also smelled of cigarettes, and there was a hair on the pillow. None of this would have mattered to me at $94 a night, but then at 3am some jerks a few rooms away got home from the bars I guess, and I was subjected to pumping bass from that time until 8:45 am, when my 4th call to the front desk finally put something in motion that got it to stop, so I could get a 20 minute cat nap. The front desk (2 different people) was neither effective nor helpful for the most part, and I ended up spending the second prepaid night through Expedia on a friend's futon and got such better sleep. I want a full refund, and neither Expedia nor the hotel seem to want to cooperate.
Stayed 2 nights in Nov 2025

10/10 Excellent

Derek

Liked: Cleanliness, staff & service
Disliked: Property conditions & facilities
This property was clean but dated. The carpet was stained, the furniture and fixtures were worn and broken, towels were washed but old and in need of replacement.
Stayed 1 night in Nov 2025

6/10 Okay

Mary

Travelled with group
Disliked: Amenities, property conditions & facilities
Bathroom floor not completely clean. Difficulty with lights. No interaction with staff except receptionist at the front desk.
Stayed 1 night in Nov 2025

6/10 Okay

Pamela

Travelled with family
Liked: Cleanliness
Disliked: Amenities
The room had some "repairs' that were not finished. It was clean but did not smell fresh. The price was right, though.
Stayed 2 nights in Oct 2025

8/10 Good

Jason

its an average hotel with a clean bed to sleep in
Stayed 1 night in Oct 2025

10/10 Excellent

Dana

Stayed 1 night in Oct 2025

2/10 Terrible

Ramon I, Vienna

Travelled with family and small children
Disliked: Cleanliness, staff & service, property conditions & facilities
Not clean. Staff not friendly.
Stayed 2 nights in Oct 2025

6/10 Okay

Richard C

Liked: Cleanliness, room comfort
The rug was old and dirty. There were stains on the small sofa. The cleaning staff was consistent with their work and kept fresh towels and cleaned up nicely for which we left them a nice tip in reciprocity. However, the place should be renovated completely out of common courtesy to the customers who pay good money to stay there.
Stayed 3 nights in Oct 2025

6/10 Okay

Allen, Bear

Travelled with group
Liked: Staff & service
Disliked: Cleanliness
Food stains on the carpets, spots throughout the carpets in commons and in rooms.
Stayed 1 night in Oct 2025

10/10 Excellent

Federico, Plymouth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Well received by front desk attendant. Clean room!
Stayed 1 night in Oct 2025

8/10 Good

Lynn

Stayed 1 night in Oct 2025

10/10 Excellent

lisa

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Wish they had the pool open. The staff is great here and very helpful.
Stayed 2 nights in Oct 2025

4/10 Poor

Johann

Disliked: Cleanliness, property conditions & facilities
TV and fridge did not work on arrival.
Stayed 2 nights in Sep 2025

4/10 Poor

Nancy

Travelled with family
Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was not welcoming or accommodating. Very dirty facility, not only the rooms but communal areas. Very outdated decor and furnishings. Should not be charging over $100 er night for such accommodations.
Stayed 1 night in Sep 2025

10/10 Excellent

Kellie

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Room temperature was good. Room was also very spacious and clean.
Stayed 1 night in Sep 2025