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Red Roof Inn & Suites Chestertown

2.0 star property
Hotel in Chestertown with free parking

Photo gallery for Red Roof Inn & Suites Chestertown

Lobby lounge
Suite, Multiple Beds, Non Smoking
Suite, Multiple Beds, Non Smoking
Lobby lounge
Exterior

Reviews

7.2 out of 10
Good

Popular amenities

  • Pet-friendly
  • Parking included
  • Free Wi-Fi
  • Air-conditioning
  • Laundry room
  • Housekeeping
The current price is AU$114
includes taxes & fees
14 Feb - 15 Feb

Explore the area

View map
160 Scheeler Rd, Chestertown, MD, 21620
  • Place, Washington College
    ‪8 min walk‬
  • Place, Historical Society of Kent County Maryland
    ‪3 min drive‬
  • Place, Garfield Center for the Arts at the Prince Theater
    ‪3 min drive‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪105 min drive‬

Room options

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

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

Superior Room, 1 King Bed, Accessible, Non Smoking

8.6 out of 10
Excellent
(9 reviews)

Highlights

Air conditioning
Heating
Free cots/infant beds
Mini-fridge
Flat-screen TV
Blackout curtains
Hairdryer
Shower/bath combination
  • 39 sq m
  • Sleeps 2
  • 1 King Bed

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

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

Superior Room, 1 King Bed, Accessible, Non Smoking

7.6 out of 10
Good
(11 reviews)

Highlights

Air conditioning
Heating
Free cots/infant beds
Mini-fridge
Flat-screen TV
Blackout curtains
Hairdryer
Private bathroom
  • 39 sq m
  • Sleeps 2
  • 1 King Bed

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

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

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

7.0 out of 10
Good
(18 reviews)

Highlights

Air conditioning
Heating
Free cots/infant beds
Mini-fridge
Flat-screen TV
Separate bedroom
Blackout curtains
Hairdryer
  • 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

Suite, Multiple Beds, Non Smoking

8.4 out of 10
Very good
(17 reviews)

Highlights

Air conditioning
Heating
Free cots/infant beds
Mini-fridge
Flat-screen TV
Separate bedroom
Blackout curtains
Hairdryer
  • 42 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

About the area

Chestertown

Red Roof Inn & Suites Chestertown puts you in the heart of Chestertown, within a 20-minute stroll of Washington College and Rolling Road Park. Highlights at this hotel include free in-room WiFi. .This pet-friendly hotel offers free WiFi in public areas, a 24-hour front desk and free newspapers in the lobby. Additionally, you'll find coffee/tea in a common area and laundry facilities. There's also the convenience of free self parking. .With a stay at this Chestertown hotel, you'll be 1.6 km (1 mi) from Chestertown Dog Park and 2.6 km (1.6 mi) from Historical Society of Kent County Maryland.

What's nearby

  • Washington College - 8 min walk - 0.7 km
  • Rolling Road Park - 11 min walk - 1.0 km
  • Historical Society of Kent County Maryland - 3 min drive - 2.8 km
  • Garfield Center for the Arts at the Prince Theater - 3 min drive - 2.8 km
  • Chestertown Historic District - 3 min drive - 2.8 km

Getting around

  • Baltimore Washington International Airport (BWI) - 80 min drive

Restaurants

  • ‪Milano's Pizzeria - ‬5 min drive
  • ‪Royal Farms - ‬5 min drive
  • ‪Dunkin - ‬3 min walk
  • ‪McDonald's - ‬9 min walk
  • ‪Royal Farms - ‬2 min drive

About this property

Red Roof Inn & Suites Chestertown

Hotel in Chestertown with free parking
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.

  • 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
  • Lift
  • Smoking in designated areas
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.

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Comfort Inn & Suites Chestertown
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  • Breakfast included
  • Pet-friendly
  • Parking included
4.3 out of 5, Excellent, 872 reviews
The price is AU$160
includes taxes & fees
1 Mar - 2 Mar
Comfort Inn & Suites Chestertown

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 - 21

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
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 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

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

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.

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

Frequently asked questions

Is parking available at Red Roof Inn & Suites Chestertown?

Yep, Red Roof Inn & Suites Chestertown has a free self car park and free RV/bus/truck parking.

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

As of 8 Feb 2026, prices found for a 1-night stay for 2 adults at Red Roof Inn & Suites Chestertown on 14 Feb 2026 start from AU$113.95, 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.

Are there any beaches close to Red Roof Inn & Suites Chestertown?

The closest beach to Red Roof Inn & Suites Chestertown is Betterton Beach (16 km).

Is Red Roof Inn & Suites Chestertown family-friendly?

You bet! With amenities such as laundry facilities, as well as free infant beds in the guestrooms, it's no surprise that Red Roof Inn & Suites Chestertown is a hit with families.

Is there a free airport shuttle available at Red Roof Inn & Suites Chestertown?

No, Red Roof Inn & Suites Chestertown does not offer an airport shuttle service.

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

Check-in begins at 3 PM. Check-out time is 11 AM.

Red Roof Inn & Suites Chestertown Reviews

Reviews

7.2

Good

Rating 10 - Excellent. 125 out of 427 reviews
Rating 8 - Good. 129 out of 427 reviews
Rating 6 - Okay. 83 out of 427 reviews
Rating 4 - Poor. 54 out of 427 reviews
Rating 2 - Terrible. 36 out of 427 reviews

7.4/10

Cleanliness

7.8/10

Staff & service

5.6/10

Amenities

6.8/10

Property conditions & facilities

Reviews

4/10 Poor

Bryan

Travelled with family
Disliked: Property conditions & facilities
Room had broken bathroom doorknob, stained carpet and smelled lightly of smoke. Lobby smelled strangely.
Stayed 1 night in Nov 2025

2/10 Terrible

Elizabeth

Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
I checked in and have never felt less welcome in a hotel. The lobby space was dingy and sad. Then the hallway on the third floor leading to my room stank of cigarettes and looked about as creepy as the shining, and it was afternoon. The room itself was pitch black when I entered, the blackout curtains drawn, and even with the front door light on it was so dark that I bumped into a coffee table I couldn't see, and finally reached the window to let in some light. The room also smelled of cigarettes, and there was a hair on the pillow. None of this would have mattered to me at $94 a night, but then at 3am some jerks a few rooms away got home from the bars I guess, and I was subjected to pumping bass from that time until 8:45 am, when my 4th call to the front desk finally put something in motion that got it to stop, so I could get a 20 minute cat nap. The front desk (2 different people) was neither effective nor helpful for the most part, and I ended up spending the second prepaid night through Expedia on a friend's futon and got such better sleep. I want a full refund, and neither Expedia nor the hotel seem to want to cooperate.
Stayed 2 nights in Nov 2025

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

Mary

Travelled with group
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

Travelled with family
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

Jason

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

10/10 Excellent

Dana

Stayed 1 night in Oct 2025

2/10 Terrible

Ramon I, Vienna

Travelled with family and small children
Disliked: Cleanliness, staff & service, property conditions & facilities
Not clean. Staff not friendly.
Stayed 2 nights in Oct 2025

6/10 Okay

Richard C

Liked: Cleanliness, room comfort
The rug was old and dirty. There were stains on the small sofa. The cleaning staff was consistent with their work and kept fresh towels and cleaned up nicely for which we left them a nice tip in reciprocity. However, the place should be renovated completely out of common courtesy to the customers who pay good money to stay there.
Stayed 3 nights in Oct 2025

6/10 Okay

Allen, Bear

Travelled with group
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

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

8/10 Good

Lynn

Stayed 1 night in Oct 2025

10/10 Excellent

lisa

Travelled with group
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

4/10 Poor

Johann

Disliked: Cleanliness, property conditions & facilities
TV and fridge did not work on arrival.
Stayed 2 nights in Sep 2025

4/10 Poor

Nancy

Travelled with family
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

Kellie

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Room temperature was good. Room was also very spacious and clean.
Stayed 1 night in Sep 2025

8/10 Good

kendall

Stayed 1 night in Sep 2025

8/10 Good

Ron

Stayed 1 night in Sep 2025

8/10 Good

Todd

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

6/10 Okay

Angela

Stayed 1 night in Sep 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

4/10 Poor

Verified traveller

Disliked: Cleanliness, property conditions & facilities
The room was very dated. Cigarette burn on comforter. Towel rack in bathroom was hanging off the wall and ceiling had a gaping hole where a light should be. Will not be going back.
Stayed 1 night in Sep 2025

8/10 Good

Zachary

Stayed 1 night in Aug 2025

10/10 Excellent

lisa

Travelled with partner
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

6/10 Okay

Robert

Liked: Staff & service
Well it's not a five-star hotel but then again they don't claim to be a five-star hotel. All in all things were pretty good it is outdated and although I searched everything with my flashlight for bed bugs and did not find a dead one or a live one. Everything functioned like it's supposed to but some fresh paint and maybe shampooing some carpets would be a large improvement towards the musty smell and overall cleanliness. I'm sure you could find a cleaner more updated hotel somewhere but for the price I got a good night sleep for the one night I was passing through. Especially on Labor Day weekend.
Stayed 1 night in Aug 2025