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Red Roof Inn & Suites Chestertown

2.0 star property
Hotel in Chestertown with free parking

Choose dates to view prices

Red Roof Inn & Suites in Chestertown offers a welcoming base with practical amenities like laundry facilities, WiFi, lobby coffee, and extended parking. Guests consistently felt supported by the staff during their stays.

Reviews

7.2 out of 10
Good

Popular amenities

  • Laundry
  • Pet friendly
  • Housekeeping
  • Air conditioning
  • Free WiFi
  • Parking included
The current price is ￥11,047
￥12,262 total
includes taxes & fees
Nov 30 - Dec 1

Room options

Available filters for rooms
Showing 4 of 4 rooms

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

8.4 out of 10
Very good
(8 reviews)

Highlights

Air conditioning
Heating
Free cribs/infant beds
Mini-fridge
Flat-screen TV
Separate bedroom
Blackout drapes/curtains
Shower/tub combination
  • 39 sq m
  • 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)

Highlights

Air conditioning
Heating
Free cribs/infant beds
Mini-fridge
Flat-screen TV
Separate bedroom
Blackout drapes/curtains
Private bathroom
  • 39 sq m
  • 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)

Highlights

Air conditioning
Heating
Free cribs/infant beds
Mini-fridge
Flat-screen TV
Separate bedroom
Blackout drapes/curtains
Shower/tub combination
  • 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 | 1 bedroom, desk, laptop workspace, blackout drapes

Suite, Multiple Beds, Non Smoking

8.4 out of 10
Very good
(17 reviews)

Highlights

Air conditioning
Heating
Free cribs/infant beds
Mini-fridge
Flat-screen TV
Separate bedroom
Blackout drapes/curtains
Shower/tub combination
  • 42 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
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About the neighborhood

Map
21620, MD, Chestertown, 160 Scheeler Rd

What's nearby

  • Washington College - 8 min walk - 0.7 km
  • Historical Society of Kent County Maryland - 3 min drive - 2.8 km
  • Chestertown Historic District - 3 min drive - 2.8 km
  • River Arts Chestertown - 3 min drive - 2.8 km
  • Rolphs Wharf Marina - 12 min drive - 11.8 km

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 the city center
Red Roof Inn & Suites Chestertown provides amenities like laundry facilities and a fireplace in the lobby. Guests can connect to free in-room WiFi.
Additional perks include:
  • Free self parking
  • A TV in the lobby, an elevator, and free newspapers
  • A vending machine, a 24-hour front desk, and coffee/tea in the lobby
  • Guest reviews give top marks for the helpful staff
Room features
All 53 rooms feature comforts such as laptop-friendly workspaces and air conditioning, in addition to thoughtful touches like free WiFi and desk chairs.
Extra amenities include:
  • Bathrooms with free toiletries and hair dryers
  • 43-inch flat-screen TVs with premium channels
  • Mini fridges, microwaves, and free infant beds

Similar properties

Lobby

Comfort Inn & Suites Chestertown

  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
8.6 out of 10, Excellent, 844 reviews
The price is ￥15,649
￥17,371 total
includes taxes & fees
Nov 13 - Nov 14
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

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

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

Frequently asked questions

Is Red Roof Inn & Suites Chestertown pet-friendly?

Yes, Red Roof Inn & Suites Chestertown allows cats and dogs (limit 2 total) with a maximum weight of up to 80 lbs per pet. There's a fee of USD 15 per pet, per night. Service animals are exempt from fees. Some restrictions may apply, so please contact the property for more details.

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

As of Nov 10, 2025, prices found for a 1-night stay for 2 adults at Red Roof Inn & Suites Chestertown on Nov 30, 2025 start from ￥11,047, excluding 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.

How much is parking at Red Roof Inn & Suites Chestertown?

Self parking is free at this property.

What time is check-in at Red Roof Inn & Suites Chestertown?

Check-in start time: 3 PM; Check-in end time: anytime.

What time is check-out at Red Roof Inn & Suites Chestertown?

Check-out is at 11 AM.

Where is Red Roof Inn & Suites Chestertown located?

Located in the heart of Chestertown, this hotel is within 1 mi (2 km) of Washington College, Rolling Road Park, and Chestertown Dog Park. Historical Society of Kent County Maryland and Wilmer Park are also within 2 mi (3 km).

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Red Roof Inn & Suites Chestertown Reviews

Reviews

7.2

Good

Rating 10 - Excellent. 119 out of 414 reviews
Rating 8 - Good. 124 out of 414 reviews
Rating 6 - Okay. 82 out of 414 reviews
Rating 4 - Poor. 53 out of 414 reviews
Rating 2 - Terrible. 36 out of 414 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

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

Allen

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

6/10 Okay

Mary

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

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

James

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

10/10 Excellent

lisa

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

2/10 Terrible

Ramon I

Disliked: Cleanliness, staff & service, property conditions & facilities
Not clean. Staff not friendly.
Stayed 2 nights in Oct 2025

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

4/10 Poor

Nancy

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

Marie Paz

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

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Very accommodating and polite staff
Stayed 2 nights in May 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

10/10 Excellent

Michael

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

8/10 Good

Michael

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

Connor

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I stayed here one night and got a stripper pregnant. 10/10 will book again.
Stayed 1 night in Jan 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

2/10 Terrible

Linley

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

10/10 Excellent

Anne

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

8/10 Good

Doug

Liked: Cleanliness, staff & service, property conditions & facilities
Good place for the money $$
Stayed 1 night in Oct 2024

4/10 Poor

Michael

Disliked: Cleanliness, property conditions & facilities, room comfort
Carpet begs to be put out of its misery. Really gross in lobby. And no breakfast at all? Cheap!
Stayed 3 nights in May 2025

8/10 Good

Craig

Liked: Cleanliness, staff & service
A little rough around the edges in some ways, but the rooms were large, quiet, and clean.
Stayed 1 night in Oct 2024

2/10 Terrible

Lee

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

6/10 Okay

Brenda

not worth the money
Stayed 1 night in May 2025

10/10 Excellent

DAMEION

Liked: Cleanliness, staff & service, property conditions & facilities
Have stayed here several times. Is safe and clean. Walking distance to dining.
Stayed 1 night in Nov 2023

6/10 Okay

Frank

Disliked: Property conditions & facilities
very pet friendly/
Stayed 1 night in Jul 2023