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Red Roof Inn & Suites Chestertown

Property class: 2

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Photo gallery for Red Roof Inn & Suites Chestertown

A multi-story brick building with a covered entrance and a parking lot.
A hotel room with a sofa, two beds, a desk, and a painting on the wall.
A hotel room with a bed, a desk, a chair, a sofa, and a painting on the wall.
A hotel room with a bed, a sofa, a nightstand, a lamp, and a painting on the wall.
A hotel room with a bed, two bedside lamps, a couch, and a painting on the wall.

Reviews

7.2 out of 10
Good

Popular amenities

  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
  • Housekeeping

Explore the area

View in a map
160 Scheeler Rd, Chestertown, MD, 21620
  • Place, Washington College
    ‪8 min walk‬
  • Place, Rolling Road Park
    ‪16 min walk‬
  • Place, Chestertown Dog Park
    ‪2 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 painting, and a window with curtains.

Superior Room, 1 King Bed, Accessible, Non Smoking

8.6 out of 10
Excellent
(12 reviews)
  • 419 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

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

A hotel room with a bed, a sofa, a painting, and a window with curtains.

Superior Room, 1 King Bed, Accessible, Non Smoking

7.4 out of 10
Good
(13 reviews)
  • 425 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

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

A hotel room with a bed, a sofa, a painting, and a window with curtains.

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

7.2 out of 10
Good
(22 reviews)
  • 419 sq ft
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed
  • Free WiFi

View all photos for Suite, Multiple Beds, Non Smoking

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

Suite, Multiple Beds, Non Smoking

8.2 out of 10
Very good
(22 reviews)
  • 450 sq ft
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Ada Accessible Superior King Non-Smoking

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

Ada Accessible Superior King Non-Smoking

  • 409 sq ft
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

DOUBLE Accessible

  • Sleeps 4
  • Free WiFi

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

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

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

  • 409 sq ft
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

About the neighborhood

Chestertown

Red Roof Inn & Suites Chestertown places you within a short walk of Washington College and within a mile (2 km) of Rolling Road Park. Each of the 53 rooms at this hotel includes a microwave, a coffee maker, and a flat-screen TV.

What's nearby

  • Washington College - 8 min walk - 0.4 miles
  • Rolling Road Park - 16 min walk - 0.9 miles
  • Larrabee Arts Center - 18 min walk - 1.0 mile
  • Chestertown Dog Park - 2 min drive - 0.9 miles
  • Dover Downs Casino - 57 min drive - 40.8 miles

Getting around

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

Restaurants

  • ‪Milano's Pizzeria - ‬5 min drive
  • ‪McDonald's - ‬9 min walk
  • ‪Dunkin - ‬3 min walk
  • ‪Royal Farms - ‬5 min drive
  • ‪Starbucks - ‬13 min walk

About this property

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown features free WiFi in public areas, coffee in a common area, and free newspapers. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include laundry facilities, a fireplace in the lobby, and a vending machine.
43-inch flat-screen TVs come with cable channels and pay movies, and guests can stay connected with free WiFi. Bathrooms have hair dryers and free toiletries. Other standard amenities include microwaves, coffee makers, and free long-distance calls. Change of towels is available on request.

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The price is $119
Sep 16 - Sep 17
Total with taxes and fees
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Property amenities

Internet

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

Parking and transportation

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

Food and drink

  • Coffee and tea in common areas

Things to do

  • TV in common areas

Family friendly

  • In-room crib
  • 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.
  • Elevator
  • Lever door handles
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to elevator
  • 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 crib

Bathroom

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

Entertainment

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

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 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

Access methods

Staffed front desk

Pets

  • This property welcomes pets for USD 15 per pet, per night (maximum USD 105 per stay)
  • Dogs and cats only
  • 2 total (80 lbs is the maximum weight per pet)
  • Pets may not be left unsupervised
  • Restrictions apply
  • For more information, guests can reach out to the property at the number on the booking confirmation
  • Service animals exempt from fees

Children and extra beds

  • Up to 3 kids 17 years old and younger stay free when using existing bedding
  • Free cribs/infant beds are available

Property payment types

Important information

Fees

You'll be asked to pay these charges at the property:

  • Deposit: USD 100.00 per accommodation, per stay

These are all of the charges provided to us by the property.

Optional extras

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

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

This list may not be comprehensive. Fees and deposits might 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
  • Check-in: 3 PM—-anytime
  • Check-out: 11 AM
  • Minimum check-in age: 18
The front desk is open 24 hours a day. Driving? This property offers free self parking, along with free RV, bus, and truck parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards. Cash is not accepted. 

Additional information about polices, regulations, and more:

  • No rollaway or extra beds are available.
  • Noise-free rooms can't be guaranteed.
  • 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

Frequently asked questions

What's there to do near Red Roof Inn & Suites Chestertown?

This hotel is located in Chestertown, a short 16-minute walk from Rolling Road Park and also 19 minutes on foot from Larrabee Arts Center. You'll also find Historical Society of Kent County Maryland and Chestertown Historic District within a short drive.

How much does it cost to stay at Red Roof Inn & Suites Chestertown?

As of Aug 27, 2026, prices found for a 1-night stay for 2 adults at Red Roof Inn & Suites Chestertown on Aug 30, 2026 start from $78, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is parking available on site at Red Roof Inn & Suites Chestertown?

Yes, uncovered self parking is offered for free at the hotel. Free RV/bus/truck parking and wheelchair-accessible parking are also available for guests.

Does Red Roof Inn & Suites Chestertown have a casino?

No, Red Roof Inn & Suites Chestertown doesn't have a casino.

Is there an indoor pool at Red Roof Inn & Suites Chestertown?

No, there is no indoor pool at this hotel.

Does Red Roof Inn & Suites Chestertown have a hot tub?

No, this hotel doesn't have a spa tub.

Does Red Roof Inn & Suites Chestertown feature a restaurant that includes a breakfast menu?

No, Red Roof Inn & Suites Chestertown doesn't have a restaurant that serves breakfast.

Does Red Roof Inn & Suites Chestertown allow pets to stay for free?

Although they can't stay for free, cats and dogs are welcome at Red Roof Inn & Suites Chestertown for a fee of USD 15 per pet, per night.

Does Red Roof Inn & Suites Chestertown have connecting rooms available?

No, this hotel doesn't feature connecting guestrooms.

What is the closest airport to Red Roof Inn & Suites Chestertown?

The closest major airport to Red Roof Inn & Suites Chestertown is Baltimore, MD (MTN-Martin State), which is about 20.1 mi away. Another top airport is Easton, MD (ESN-Easton - Newnam), which is around 28.7 mi away.

Are there rooms with balconies that I can book at Red Roof Inn & Suites Chestertown?

No, you won't find guestrooms with balconies at Red Roof Inn & Suites Chestertown.

Red Roof Inn & Suites Chestertown Reviews

Reviews

7.2

Good

Rating 10 - Excellent. 143 out of 481 reviews
Rating 8 - Good. 139 out of 481 reviews
Rating 6 - Okay. 94 out of 481 reviews
Rating 4 - Poor. 61 out of 481 reviews
Rating 2 - Terrible. 44 out of 481 reviews

7.4/10

Cleanliness

7.8/10

Staff & service

5.8/10

Amenities

6.6/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

HAILEY

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
front desk was very helpful and nice. Room was very clean and overall had a goodnight sleep
Stayed 1 night in May 2026
Verified review

2/10 Terrible

Barney

Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities
BED BUGS!!! For real woke up 2 am, saw one crawling on the sheets near my face, thank goodness it wasnt actually crawling on me! Packed up and left. Front desk said there had been one other recent report.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Lisa

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

6/10 Okay

Andreas

Disliked: Amenities
Nothing special but good for the price.
Stayed 1 night in Apr 2026
Verified review

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 review

10/10 Excellent

Dom

Liked: Cleanliness, staff & service, amenities
Clean lady was nice help me out
Stayed 1 night in Apr 2026
Verified review

6/10 Okay

Rob

Liked: Staff & service
Disliked: Cleanliness, amenities, property conditions & facilities
The cost to completely repair everything that’s broken, dirty beyond fixing, or simply worn out would be millions. The hotel fills a niche near the bottom of the scale, but it’s there and it’s affordable and necessary. It fills a need for an affordable place to stay. A lot of little things repaired would make a difference.
Stayed 1 night in May 2026
Verified review

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 review

4/10 Poor

Lisa

Disliked: Cleanliness, amenities, property conditions & facilities
This hotel is in need of repair. The pull out sofa had more rips and tears than what should ever be seen. Way over priced for what you get
Stayed 1 night in May 2026
Verified review

6/10 Okay

elizabeth

Liked: Staff & service
Disliked: Property conditions & facilities
My room was clean and comfortable, but the property felt dingy and dated. The woman who checked me in did not look very professional, but she was very helpful. My room did not have a hairdryer, but she promptly provided me one as well as a much needed charger.
Stayed 2 nights in May 2026
Verified review

8/10 Good

Robert

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

10/10 Excellent

Lisa

Liked: Cleanliness, staff & service, property conditions & facilities
Disliked: Amenities
Don't sleep on Chestertown Red. It has come from 3 to 8 1/2. The own needs to step up and fix the pool and start giving breakfast. But for now I will be back. Great Staff.
Stayed 1 night in Apr 2026
Verified review

8/10 Good

darrell

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

8/10 Good

charlene

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

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 review

8/10 Good

Jason

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

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 review

6/10 Okay

Rob

Liked: Staff & service
Disliked: Cleanliness, amenities, property conditions & facilities
The AC unit was on its last legs. The security latch was broken. The bathroom was in fair condition, at best. The bathroom door latch and knob were broken. No housekeeping. 1 towel, and all the linen was grayish. Elevators were dirty. Hallways were dirty. There was a wrecked car up on jacks in the parking lot. The staff was nice, and helpful. I’d stay again, alone, but not with my wife. It was affordable and that serves a segment that I understand.
Stayed 3 nights in May 2026
Verified review

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 review

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 review

10/10 Excellent

Vicente

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

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 review

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 review

8/10 Good

James

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

6/10 Okay

Eric

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