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Red Roof Inn & Suites Chestertown

2.0 star property
Hotel perfectly located for exploring Chestertown

Choose dates to view prices

Photo gallery for Red Roof Inn & Suites Chestertown

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

Reviews

7.2 out of 10
Good

Popular amenities

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

Explore the area

View in a map
160 Scheeler Rd, Chestertown, MD, 21620
  • Washington College
    ‪8 min walk‬
  • Historical Society of Kent County Maryland
    ‪3 min drive‬
  • River Arts Chestertown
    ‪3 min drive‬
  • Easton, MD (ESN-Easton - Newnam)
    ‪60 min drive‬

Room options

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
(15 reviews)
  • 450 sq ft
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa 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

8.4 out of 10
Very good
(8 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

About the neighborhood

Chestertown

Heart of Chestertown.Stay at this Chestertown hotel and you'll be within half a mile (1 km) of Washington College and 2 miles (3 km) of Rolling Road Park. Chestertown Dog Park and Historical Society of Kent County Maryland are also within 2 miles (3 km).

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
  • River Arts Chestertown - 3 min drive - 2.0 miles
  • Rolphs Wharf Marina - 15 min drive - 7.3 miles

Getting around

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

Restaurants

  • ‪Milano's Pizzeria - ‬5 min drive
  • ‪Dunkin - ‬3 min walk
  • ‪Procolino's - ‬9 min walk
  • ‪Subway - ‬2 min drive
  • ‪Evergrain Bread Company - ‬3 min drive

About this property

Red Roof Inn & Suites Chestertown

Hotel perfectly located for exploring Chestertown
As a guest of Red Roof Inn & Suites Chestertown, you'll find a vending machine, coffee/tea in a 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 an elevator. Self parking is free.

Smoking is allowed in designated areas at this Chestertown hotel.

  • 1 building
  • 53 guestrooms or units
  • 3 levels
  • Built in 1996
  • Coffee in lobby
  • Self-service laundry
  • Front desk (24 hours)
  • Newspapers in lobby (free)
  • Fireplace in lobby
  • Television in lobby
  • Elevator
  • Smoking in designated areas
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.

Similar properties

Lobby

Comfort Inn & Suites Chestertown

  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
4.3 out of 5, Excellent, 810 reviews
$110 nightly
The price is $122
Sep 14 - Sep 15
Total with taxes and fees
Comfort Inn & Suites Chestertown

Property amenities

Family friendly

  • In-room crib
  • In-room microwave
  • Laundry facilities
  • Mini-fridge

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

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

Room amenities

Entertainment

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

Bedroom

  • Bedsheets provided
  • Blackout drapes
  • Free crib

Bathroom

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

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: USD 15 per pet, per night (maximum USD 105 per stay)
  • Only dogs and cats are allowed
  • Maximum 2 (weight limit: 80 lbs 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 cribs (infant beds)!

Property payment types

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 USD 105 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

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property accepts Visa, Mastercard, American Express, and Discover. Cash is not accepted. Noise-free guestrooms cannot be guaranteed.

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

  • Up to 3 children 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

Frequently asked questions

How close is Red Roof Inn & Suites Chestertown to the airport?

Red Roof Inn & Suites Chestertown is 77.3 mi (106-min drive) away from the Baltimore, MD (MTN-Martin State) airport, the closest popular airport to the property.

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

As of Sep 6, 2025, prices found for a 1-night stay for 2 adults at Red Roof Inn & Suites Chestertown on Sep 14, 2025 start from $76.49, 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.

Does Red Roof Inn & Suites Chestertown have an airport shuttle?

Airport shuttle services are not available at Red Roof Inn & Suites Chestertown.

How close is Red Roof Inn & Suites Chestertown to the beach?

This hotel is 11.9 mi (19-min drive) from Betterton Beach and 12.5 mi (24-min drive) from Main Beach. Don't forget your sunscreen!

Does Red Roof Inn & Suites Chestertown offer free breakfast?

Red Roof Inn & Suites Chestertown does not offer free breakfast.

Is there a casino at Red Roof Inn & Suites Chestertown?

No, there is no casino at this hotel.

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

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

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

This hotel offers free self parking.

Does Red Roof Inn & Suites Chestertown have a pool?

Red Roof Inn & Suites Chestertown does not have a pool.

Does Red Roof Inn & Suites Chestertown have a spa?

There are no spa services available at this hotel.

How close is Red Roof Inn & Suites Chestertown to downtown Chestertown?

Red Roof Inn & Suites Chestertown is 0.6 mi away from Chestertown.

Red Roof Inn & Suites Chestertown Reviews

Reviews

7.2

Good

Rating 10 - Excellent. 115 out of 392 reviews
Rating 8 - Good. 119 out of 392 reviews
Rating 6 - Okay. 77 out of 392 reviews
Rating 4 - Poor. 48 out of 392 reviews
Rating 2 - Terrible. 33 out of 392 reviews

7.6/10

Cleanliness

7.8/10

Staff & service

5.6/10

Amenities

6.8/10

Property conditions & facilities

6.8/10

Eco-friendliness

Reviews

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

6/10 Okay

Brenda, Largo

Traveled with group
not worth the money
Stayed 1 night in May 2025

4/10 Poor

Michael

Traveled with family
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

James

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

4/10 Poor

debra, Saint Leonard

Disliked: Cleanliness, amenities, property conditions & facilities
Convenient to Chestertown. No breakfast. No regular coffee in room. No creamer or sugar. Couch and floor dirty
Stayed 1 night in May 2025

6/10 Okay

debra, Saint Leonard

Disliked: Amenities, property conditions & facilities
Old property carpets and couch stained
Stayed 1 night in May 2025

8/10 Good

darrell

Traveled with family and small children
Liked: Cleanliness
Was a decent place to stay for the price.
Stayed 1 night in May 2025

6/10 Okay

Verified traveler

Stayed 2 nights in May 2025

10/10 Excellent

CAROLE, HAVERTOWN

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Affordable
Stayed 1 night in May 2025

8/10 Good

keith

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Have stayed there a few times. Nothing spectacular but very adequate. Not many people there aby of the times I have stayed there
Stayed 1 night in Apr 2025

10/10 Excellent

Verified traveler

Traveled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Very accommodating and polite staff
Stayed 2 nights in May 2025

10/10 Excellent

Vicente

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

8/10 Good

Jay

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

8/10 Good

Rebecca

Traveled with family and small children, Traveled with partner, Traveled with pets, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was clean
Stayed 5 nights in May 2025

8/10 Good

charlene

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

8/10 Good

Shannon

Stayed 1 night in May 2025

6/10 Okay

Neil

Traveled with family
Liked: Cleanliness
Disliked: Property conditions & facilities
Most of the previous reviews were correct; the property is dated, run down, and dark, but the linens were clean, the bathroom fixtures were newer, and the water pressure good. Most of the problem was just the age of the property; the carpet is dark and has a musty odor as though it hasn't been changed (ever?). The hair drier fell off the bathroom wall (with screws and all), partly because the bathroom door doesn't close. The wall behind the door had a huge gash where the handle hits it. The TV cable worked well(!), but the picture was truncated. The staff is very pleasant and are definitely trying their best, but we only ever saw one person at a time working.
Stayed 1 night in May 2025

6/10 Okay

Anthony

Traveled with family
Disliked: Staff & service, amenities, property conditions & facilities
The property is out of date with worn old furniture. While it was clean it was old.
Stayed 1 night in May 2025

6/10 Okay

jeffrey

Disliked: Staff & service, amenities, property conditions & facilities
The property was dated and dirty
Stayed 3 nights in Apr 2025

6/10 Okay

Jason

Disliked: Staff & service, property conditions & facilities
Stayed 2 nights in Apr 2025

4/10 Poor

Steve

Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities
There are not many choices, so the offerings are bare bones. It's fairly clean, but something doesn't work, and the pool has never been open when I stayed there.
Stayed 2 nights in Apr 2025

2/10 Terrible

Grace

Disliked: Staff & service
No sleep!! Please change batteries in your fire alarms!!
Stayed 1 night in Apr 2025

10/10 Excellent

Gary

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

10/10 Excellent

Connor

Traveled with group
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