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Red Roof Inn & Suites Chestertown

2.0 star property

Choose dates to view prices

Photo gallery for Red Roof Inn & Suites Chestertown

A living room with a stone accent wall, a fireplace, a television, and two sofas.
A hotel room with a bed, a desk, a chair, a sofa, and a painting on the wall.
A hotel room with a sofa, two beds, a desk, and a painting on the wall.
A spacious living room with a fireplace, a stone accent wall, and a large flat-screen TV.
A multi-story brick building with a covered entrance and a parking lot.

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, Garfield Center for the Arts at the Prince Theater
    ‪2 min drive‬
  • Place, River Arts Chestertown
    ‪3 min drive‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪124 min drive‬

Room options

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

A hotel room with a bed, a sofa, a nightstand, a lamp, and a painting on the wall.

Superior Room, 1 King Bed, Accessible, Non Smoking

8.4 out of 10
Very good
(10 reviews)
  • 39 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

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

A hotel room with a bed, a sofa, a nightstand, a lamp, and a painting on the wall.

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
  • Free Wi-Fi

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

A hotel room with a bed, a sofa, a nightstand, a lamp, and a painting on the wall.

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

7.0 out of 10
Good
(21 reviews)
  • 39 sq m
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed
  • Free Wi-Fi

View all photos for Suite, Multiple Beds, Non Smoking

A hotel room with a sofa, two beds, a desk, and a painting on the wall.

Suite, Multiple Beds, Non Smoking

8.0 out of 10
Very good
(20 reviews)
  • 42 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free Wi-Fi

View all photos for Ada Accessible Superior King Non-Smoking

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

Ada Accessible Superior King Non-Smoking

  • 38 sq m
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

Room

  • Sleeps 4
  • Free Wi-Fi

View all photos for Ada Accessible Superior King With Roll-In Shower Non-Smoking

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

Ada Accessible Superior King With Roll-In Shower Non-Smoking

  • 38 sq m
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

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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 - 18

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

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.
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

  • 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. 136 out of 463 reviews
Rating 8 - Good. 135 out of 463 reviews
Rating 6 - Okay. 90 out of 463 reviews
Rating 4 - Poor. 60 out of 463 reviews
Rating 2 - Terrible. 42 out of 463 reviews

7.4/10

Cleanliness

7.8/10

Staff & service

5.6/10

Amenities

6.6/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Lisa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Was very clean and fresh.
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Thomas

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A significant improvement compared to my previous stays in terms of cleanliness and upkeep. The receptionists were also helpful.
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Linette

Liked: Cleanliness, property conditions & facilities
Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish.
Stayed 1 night in Nov 2025
Verified

8/10 Good

Robert

Liked: Cleanliness, amenities, property conditions & facilities
Clean and friendly staff. Good location.
Stayed 1 night in Oct 2025
Verified

6/10 Okay

Michael

Liked: Property conditions & facilities
Disliked: Amenities
Its OK considering the inexpensive cost per night. The room was clean with the exceprion of a dead wasp under the bathroom vanity. Lobby staff was professional when we checked in, although not a particularly happy greeting...note: a smile and a "Hello" instead of just a straight faced "Checking in?" greeting goes a long way towards good customer "first impressions". Room amenities are minimal but adequate for a night. Overall, its OK.
Stayed 1 night in Apr 2026
Verified

10/10 Excellent

Tim

Stay was great. Booked 3 rooms for a family event. Check in was great and the staff was awesome. My room out of the 3 had an issue with the AC/heat. I explained the issue the next morning and when realizing they couldn’t fix the issue they were able to put us in another room. Very kind and professional.
Stayed 2 nights in Mar 2026
Verified

8/10 Good

Jason

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

8/10 Good

darrell

Liked: Cleanliness
Was a decent place to stay for the price.
Stayed 1 night in May 2025
Verified

10/10 Excellent

Cynthia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had a great stay with our two Pups.. The room was very nice and comfortable and very clean.
Stayed 2 nights in Aug 2025
Verified

8/10 Good

charlene

Good hotel and good value.
Stayed 1 night in Apr 2025
Verified

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
Verified

8/10 Good

Kevin

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

4/10 Poor

suyog

Unfriendly staff. Dirty
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Chenlin

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Had a good time and enjoyed the quietness at the hotel.
Stayed 1 night in May 2025
Verified

10/10 Excellent

lisa

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
Verified

10/10 Excellent

Vicente

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice location and area
Stayed 1 night in May 2025
Verified

6/10 Okay

Eric

Disliked: Amenities
Good location.
Stayed 1 night in Jul 2025
Verified

2/10 Terrible

Denise

Disliked: Cleanliness, amenities, property conditions & facilities
They left a dirty rag n my bathroom and the staff
Stayed 2 nights in Feb 2026
Verified

8/10 Good

James

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Clean, spacious, affordable accommodations.
Stayed 4 nights in May 2025
Verified

10/10 Excellent

Gary

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Easy to get to, food all around!
Stayed 1 night in Mar 2025
Verified

6/10 Okay

Clifton Powell

Liked: Staff & service
Disliked: Amenities, property conditions & facilities
Room was decent, but the beds were hard and sofa bed was torn and broken. Along with a few light switches that did not work. They were doing work on site; so maybe these issues will be fixed soon. Unfortunately, the cost was not worth it nor worth returning.
Stayed 1 night in Mar 2026
Verified

4/10 Poor

Kevin

Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
The property is disheveled and dirty. Front desk attendant gave us our room and then tried to break into it saying that it was already booked to someone else and we shouldn't have been in there. My son tried to explain that it was his room, and she tried to use a screwdriver to pop the security latch. Gross and poor facility.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Verified traveller

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

good hotel

Great Place to stay
Stayed 2 nights in Aug 2024
Verified

8/10 Good

David

I had very low expectations based on some of the reviews. But I was not exposed to the things I feared most from the reviews...dead bugs, unclean room, rude staff, bad smells...perhaps I was lucky, perhaps they've improved based on those reviews. My room was clean, everything worked inside the room. That the towels were skimpy is my biggest complaint about the room. The walls were "thin" but there was only minimal and occasional noise from my neighbors. The property itself needs a good spring cleaning, especially the hallway carpets, the broken beverage vending machine should be fixed, the pool should be usable, and this property still advertises free breakfast...nope. But I was overall satisfied.
Stayed 3 nights in Apr 2026
Verified

2/10 Terrible

Joann

Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
Rooms out dated, the room heater did not work had a portable heater in room and no way to contact management
Stayed 1 night in Mar 2026

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