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

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$121
includes taxes & fees
26 Dec - 27 Dec

Explore the area

View map
160 Scheeler Rd, Chestertown, MD, 21620
  • Place, Washington College
    ‪8 min walk‬
  • Place, Chestertown Dog Park
    ‪17 min walk‬
  • Place, River Arts Chestertown
    ‪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
Shower/bath combination
Private bathroom
  • 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
Private bathroom
Hairdryer
  • 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
Blackout curtains
Separate bedroom
Shower/bath 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

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
Blackout curtains
Separate bedroom
Shower/bath combination
  • 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 Chestertown Dog 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 1.4 km (0.9 mi) from Rolling Road 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
  • Chestertown Dog Park - 17 min walk - 1.5 km
  • Historical Society of Kent County Maryland - 3 min drive - 2.8 km
  • River Arts Chestertown - 3 min drive - 2.8 km

Getting around

  • Baltimore Washington International 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
  • ‪Arby's - ‬5 min walk

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.

Similar properties

Free daily full breakfast
Comfort Inn & Suites Chestertown
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
4.3 out of 5, Excellent, 860 reviews
The price is AU$175
includes taxes & fees
29 Dec - 30 Dec
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 20 Dec 2025, prices found for a 1-night stay for 2 adults at Red Roof Inn & Suites Chestertown on 26 Dec 2025 start from AU$120.82, 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. 121 out of 421 reviews
Rating 8 - Good. 127 out of 421 reviews
Rating 6 - Okay. 83 out of 421 reviews
Rating 4 - Poor. 54 out of 421 reviews
Rating 2 - Terrible. 36 out of 421 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

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

10/10 Excellent

Linda

Business traveller
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

Travelled 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

Travelled 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 traveller

Business traveller
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 traveller
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

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

4/10 Poor

Peter

Travelled 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

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

6/10 Okay

Verified traveller

Travelled 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

Travelled 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

Travelled 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

Travelled 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