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Red Roof Inn & Suites Chestertown

2.0 star property

Photo gallery for Red Roof Inn & Suites Chestertown

Desk, laptop workspace, blackout curtains, iron/ironing board
Lobby lounge
Lobby lounge
Desk, laptop workspace, blackout curtains, iron/ironing board
Exterior

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 map
160 Scheeler Rd, Chestertown, MD, 21620
  • Place, Washington College
    ‪8 min walk‬
  • Place, Historical Society of Kent County Maryland
    ‪3 min drive‬
  • Place, Garfield Center for the Arts at the Prince Theater
    ‪3 min drive‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪105 min drive‬

Room options

View all photos for Superior Room, 1 King Bed, Accessible, Non Smoking

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

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

View all photos for Superior Room, 1 King Bed, Accessible, Non Smoking

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

Superior Room, 1 King Bed, Accessible, Non Smoking

7.6 out of 10
Good
(11 reviews)
  • 39 sq m
  • Sleeps 2
  • 1 King Bed

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

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

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

View all photos for Suite, Multiple Beds, Non Smoking

Suite, Multiple Beds, Non Smoking

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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Comfort Inn & Suites Chestertown

About the area

Chestertown

A stay at Red Roof Inn & Suites Chestertown places you in the heart of Chestertown, within a 5-minute drive of Washington College and Chestertown Dog Park. .This hotel is 0.8 mi (1.3 km) from Rolling Road Park and 1.5 mi (2.4 km) from Historical Society of Kent County Maryland.

What's nearby

  • Washington College - 8 min walk - 0.7 km
  • Rolling Road Park - 11 min walk - 1.0 km
  • Historical Society of Kent County Maryland - 3 min drive - 2.8 km
  • Garfield Center for the Arts at the Prince Theater - 3 min drive - 2.8 km
  • River Arts Chestertown - 3 min drive - 2.8 km

Getting around

  • Baltimore Washington Intl. Airport (BWI) - 80 min drive

Restaurants

  • ‪Milano's Pizzeria - ‬5 min drive
  • ‪Royal Farms - ‬5 min drive
  • ‪Dunkin - ‬3 min walk
  • ‪McDonald's - ‬9 min walk
  • ‪Royal Farms - ‬2 min drive

About this property

Red Roof Inn & Suites Chestertown

Hotel in Chestertown with free parking
Red Roof Inn & Suites Chestertown offers 53 air-conditioned accommodations with coffee/tea makers and hair dryers. 43-inch flat-screen televisions come with premium cable channels and pay movies.

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 irons/ironing boards and complimentary toiletries. Change of towels and change of bedsheets can be requested. Housekeeping is provided daily.

Make yourself at home in one of the 53 air-conditioned rooms featuring microwaves and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms have complimentary toiletries and hair dryers. Conveniences include desks and coffee/tea makers, and housekeeping is provided daily.
Make use of convenient amenities such as complimentary wireless internet access, a fireplace in the lobby, and a vending machine.
Featured amenities include complimentary newspapers in the lobby, a 24-hour front desk, and laundry facilities. Free self parking is available onsite.

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 available

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 allowed for an extra charge of USD 15 per pet, per night (maximum USD 105 per stay)
Service animals are welcome, and are exempt from fees
Welcoming dogs and cats only
2 total (up to 80 lbs per pet)
Pets cannot be left unattended
Restrictions apply; for more information contact the property at the number on the booking confirmation

Children and extra beds

Children are welcome
3 children, up to the age of 17 years, can stay for free if using existing beds when occupying the parent or guardian's room
Rollaway/extra beds are not available
Free cribs are available on request at the property

Payment types

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Deposit: USD 100.00 per accommodation, per stay

We have included all charges provided to us by the property.

Optional extras

  • Pet fee: USD 15 per pet, per night (maximum USD 105 per stay)
  • Service animals are exempt from fees

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
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
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

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 427 reviews
Rating 8 - Good. 129 out of 427 reviews
Rating 6 - Okay. 83 out of 427 reviews
Rating 4 - Poor. 54 out of 427 reviews
Rating 2 - Terrible. 36 out of 427 reviews

7.4/10

Cleanliness

7.8/10

Staff & service

5.6/10

Amenities

6.8/10

Property conditions & facilities

Reviews

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

8/10 Good

kendall

Stayed 1 night in Sep 2025

8/10 Good

Ron

Stayed 1 night in Sep 2025

8/10 Good

Todd

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

6/10 Okay

Angela

Stayed 1 night in Sep 2025

2/10 Terrible

Sonny

Disliked: Cleanliness, property conditions & facilities
worn out carpet, damaged furniture. bug in the bed ect...
Stayed 1 night in Sep 2025

4/10 Poor

Verified traveller

Disliked: Cleanliness, property conditions & facilities
The room was very dated. Cigarette burn on comforter. Towel rack in bathroom was hanging off the wall and ceiling had a gaping hole where a light should be. Will not be going back.
Stayed 1 night in Sep 2025

8/10 Good

Zachary

Stayed 1 night in Aug 2025

10/10 Excellent

lisa

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Time to upgrade the furniture in the rooms. The staff is doing a GREAT JOB cleaning and providing excellent service.
Stayed 1 night in Aug 2025