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Red Roof Inn & Suites Chestertown

2.0 star property
Hotel in Chestertown with free parking

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Photo gallery for Red Roof Inn & Suites Chestertown

Suite, Multiple Beds, Non Smoking | 1 bedroom, desk, laptop workspace, blackout drapes
Lobby lounge
1 bedroom, desk, laptop workspace, blackout drapes
Exterior
Lobby lounge

Reviews

7.2 out of 10
Good

Popular amenities

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

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, Chestertown Historic District
    ‪3 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪48 min drive‬

Room options

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

1 bedroom, desk, laptop workspace, blackout drapes

Superior Room, 1 King Bed, Accessible, Non Smoking

8.6 out of 10
Excellent
(9 reviews)
  • 419 sq ft
  • Sleeps 2
  • 1 King Bed

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

1 bedroom, desk, laptop workspace, blackout drapes

Superior Room, 1 King Bed, Accessible, Non Smoking

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

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

1 bedroom, desk, laptop workspace, blackout drapes

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

7.0 out of 10
Good
(18 reviews)
  • 419 sq ft
  • 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 | 1 bedroom, desk, laptop workspace, blackout drapes

Suite, Multiple Beds, Non Smoking

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

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
  • Chestertown Dog Park - 17 min walk - 0.9 miles
  • Historical Society of Kent County Maryland - 3 min drive - 1.7 miles
  • Chestertown Historic District - 3 min drive - 1.7 miles
  • River Arts Chestertown - 3 min drive - 1.7 miles

Getting around

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

Restaurants

  • ‪Royal Farms - ‬2 min drive
  • ‪McDonald's - ‬9 min walk
  • ‪Dunkin - ‬3 min walk
  • ‪Procolino's - ‬9 min walk
  • ‪Subway - ‬2 min drive

About this property

Red Roof Inn & Suites Chestertown

Hotel in Chestertown with free parking
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 vending machine, and a fireplace in the lobby.
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.

Similar properties

Lobby
Comfort Inn & Suites Chestertown
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
8.6 out of 10, Excellent, 855 reviews
$102 nightly
The price is $113
Nov 30 - Dec 1
Total with taxes and fees
Comfort Inn & Suites Chestertown

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

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: 21
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 within a short 16-minute walk of Rolling Road Park. You'll also find Historical Society of Kent County Maryland and Chestertown Historic District within a short drive.

Is there parking available at Red Roof Inn & Suites Chestertown?

Yes, uncovered self parking is offered for free at the hotel. Accessible parking and free RV/bus/truck 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, there isn't a spa tub at this hotel.

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?

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. 121 out of 417 reviews
Rating 8 - Good. 124 out of 417 reviews
Rating 6 - Okay. 83 out of 417 reviews
Rating 4 - Poor. 53 out of 417 reviews
Rating 2 - Terrible. 36 out of 417 reviews

7.4/10

Cleanliness

7.8/10

Staff & service

5.6/10

Amenities

6.6/10

Property conditions & facilities

6.8/10

Eco-friendliness

Reviews

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

10/10 Excellent

Linda

Business traveler
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very convenient for the purpose i was there for.
Stayed 2 nights in Aug 2025

10/10 Excellent

Cynthia

Traveled with family
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

8/10 Good

Jeffrey

Stayed 3 nights in Aug 2025

4/10 Poor

John

Knowing that I chose a lower cost room I understand the expectations should not be a Hilton. The grounds were overgrown and when we were leaving there was no one at the front desk. There were holes in the carpet, wall Paper coming off the walls and our bed had three “throw” pillows, but again I understand at least a place to sleep.
Stayed 1 night in Aug 2025

6/10 Okay

Everett

Air conditioner was extremely noisy. Finally had to turn it off to get to sleep. Then the room got hot. Wi-fi password changed at midnight, so had to go to front desk in the morning to get the new password. Window curtain was hanging loose at top. Didn't affect night time lighting, but looked bad. Property not really in very good shape.
Stayed 1 night in Aug 2025

10/10 Excellent

Maria

Liked: Cleanliness, staff & service, property conditions & facilities
Great service
Stayed 3 nights in Jul 2025

8/10 Good

Gale

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Did not like lack of vending services
Stayed 1 night in Jul 2025

2/10 Terrible

Linley

Disliked: Cleanliness, property conditions & facilities
Bad experience
Stayed 1 night in Jul 2025

6/10 Okay

Verified traveler

Business traveler
Liked: Room comfort
Front desk and cleaning lady were nice and helpful. Very accommodating since I had to switch rooms twice. Once for tv not working and second due to overpowering air freshener smell in the room. Rooms are outdated. TV’s definitely need updating. Disappointed that their pool has been out of service. Bedding and sheets were clean and comfortable.
Stayed 4 nights in Jul 2025

8/10 Good

Robert

Liked: Cleanliness, staff & service
Friendly/helpful staff, clean facilities. Room A/C was leaking condensation into the carpet, soaking it a good 4-5 inches away from the unit. Shower was slow to transition from bath faucet to shower head and never fully switched over (water pressure from the head was adequate, though.) You can tell the place is aging but its still cozy and very serviceable. Pretty decent value for the price. I was satisfied.
Stayed 1 night in Jul 2025

10/10 Excellent

Marie Paz

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

SweetyPie The Explorer from Florida

Our check-in quicl Staff was quick. The rooms have a very spacious area it was clean and the beds were comfortable just for a night to crash.
Stayed 1 night in Jul 2025

6/10 Okay

Eric

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

4/10 Poor

Peter

Traveled with partner
Liked: Staff & service
Disliked: Amenities
The facility is tired and dated. Needs new carpets in the halls, upgraded amenities in the Bathroom, new furniture in the room and decent sized pillows.
Stayed 1 night in Jul 2025

4/10 Poor

Larry

No water pressure. AC not working. Hair dryer not working. Comfortable bed
Stayed 1 night in Jul 2025

6/10 Okay

Tracey

Traveled with family
Disliked: Cleanliness
Stayed 1 night in Jul 2025

6/10 Okay

Verified traveler

Traveled with family
Disliked: Cleanliness

Our Red Roof Inn, July 11-12, 2025

If the price wasn't what it was, we'd have booked the Comfort Inn next door. Our impression is that this Red Roof Inn provides worker housing for local businesses. That's not a plus when on a vacation. Which is not meant to be a slur against people working to make a living. My wife was offput by the state of the rugs in the hall; No coffee or breakfast services since Covid, according to the desk person. And the toilet in our room rocked. Which was unsettling. On the plus side the room was in reasonably decent shape. The bed and especially the pillows were very good and clean. We come to this area once a year for an event and will most likely stay there again. So it's a mixed bag, but mostly to the positive side.
Stayed 2 nights in Jul 2025

2/10 Terrible

Leora, Newport News

Traveled with family
Liked: Cleanliness
Disliked: Staff & service, amenities, property conditions & facilities
We had no hot water for the entire stay! I asked the front desk and was told it should be back on to wait awhile. We waited until the next day still no hot water!
Stayed 1 night in Jul 2025

8/10 Good

Michael

Traveled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Pretty decent room size. AC didn't work very well, but we survived. Good experience overall.
Stayed 1 night in Jul 2025

10/10 Excellent

Chenlin

Traveled with family
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

8/10 Good

Alberto

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jun 2025

10/10 Excellent

Michael

Liked: Cleanliness, amenities, property conditions & facilities
Great
Stayed 1 night in Jun 2025

10/10 Excellent

Anne, Westbrook

Liked: Cleanliness, staff & service, property conditions & facilities
Great chain. The only issue is floors are not very clean. If you can't steam-wash carpets often best not to have them. Bathroom floor is sticky. But room is large and comfortable, staff very pleasant.
Stayed 1 night in Jun 2025

10/10 Excellent

Christine

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

2/10 Terrible

Lee

Traveled with family
Disliked: Cleanliness, amenities, property conditions & facilities
First room- Really bad room. AC broken. Next room completely smokey. Didn't have any ok rooms.
Stayed 1 night in Jun 2025

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