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Red Roof Inn & Suites Chestertown

2.0 star property
Chestertown hotel in historical district

Photo gallery for Red Roof Inn & Suites Chestertown

Suite, Multiple Beds, Non Smoking
Exterior
Lobby lounge
Lobby lounge
1 bedroom, desk, laptop workspace, blackout curtains
Located in the heart of Chestertown, Red Roof Inn & Suites offers a welcoming retreat with laundry facilities and a cozy fireplace. Connect to WiFi, grab a cup of coffee from the lobby, and enjoy extended parking. The helpful staff has left guests feeling supported during their stay.

Reviews

7.2 out of 10
Good

Popular amenities

  • Laundry facilities
  • Pet-friendly
  • Free WiFi
  • Air conditioning
  • Free parking
  • 24/7 front desk

Main amenities (9)

  • Daily housekeeping
  • 24-hour front desk
  • Coffee/tea in a common area
  • Air conditioning
  • Reception fireplace
  • Vending machine
  • Self-serve laundry
  • Free newspapers in the lobby
  • TV in a common area

For families (6)

  • Children stay free
  • Free cots/infant beds
  • Microwave
  • Private bathroom
  • Premium TV channels
  • Daily housekeeping
The current price is AU$130
includes taxes & fees
5 Aug - 6 Aug

Room options

Available filters for rooms
Showing 4 of 4 rooms

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

1 bedroom, desk, laptop workspace, blackout curtains

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

7.2 out of 10
Good
(17 reviews)

Highlights

Air conditioning
Heating
Free cots/infant beds
Mini-fridge
Flat-screen TV
Separate bedroom
Blackout curtains
Shower/bath combination
  • 39 sq m
  • 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

8.6 out of 10
Excellent
(14 reviews)

Highlights

Air conditioning
Heating
Free cots/infant beds
Mini-fridge
Flat-screen TV
Separate bedroom
Blackout curtains
Shower/bath combination
  • 42 sq m
  • 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 curtains

Superior Room, 1 King Bed, Accessible, Non Smoking

8.4 out of 10
Very good
(8 reviews)

Highlights

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

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
Separate bedroom
Blackout curtains
Private bathroom
  • 39 sq m
  • Sleeps 2
  • 1 King Bed

Similar properties

Lobby

Comfort Inn & Suites Chestertown

  • Pool
  • Pet-friendly
  • Free parking
  • Free WiFi
8.6 out of 10, Excellent, 787 reviews
The price is AU$187
includes taxes & fees
3 Aug - 4 Aug
Comfort Inn & Suites Chestertown
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About the area

Map
160 Scheeler Rd, Chestertown, MD, 21620

What's nearby

  • Washington College - 8 min walk - 0.7 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 - 3.1 km
  • Rolphs Wharf Marina - 15 min drive - 11.8 km

Getting around

  • Easton, MD (ESN-Easton - Newnam) - 51 min drive
  • Baltimore Washington International Airport (BWI) - 80 min drive
  • Baltimore, MD (MTN-Martin State) - 106 min drive

Restaurants

  • ‪McDonald's - ‬9 min walk
  • ‪Dining Hall - ‬17 min walk
  • ‪Procolino Pizza - ‬3 min walk
  • ‪China House - ‬3 min walk
  • ‪The Freeze - ‬2 min walk

About this property

Red Roof Inn & Suites Chestertown

Enjoy your visit to Chestertown with a stay at Red Roof Inn & Suites Chestertown. You'll have free perks such as WiFi and self-parking. Fellow travellers love the helpful staff.

Languages

English

More about this property

VISIBILITY

At a glance

Hotel size

    • 53 rooms
    • Arranged over 3 floors

Arriving/Leaving

    • Check-in start time: 3 PM; check-in end time: anytime
    • Minimum check-in age – 21
    • Check-out time is 11 AM
    • Contactless check-out

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.

Required at check-in

    • Credit card, debit card or cash deposit required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 21

Children

    • Up to 3 children (17 years old and younger) stay free when occupying the parent or guardian's room using existing bedding

Pets

    • Pets allowed (dogs and cats only, 2 total, up to 36 kg per pet)*
    • Service animals welcome
    • Restrictions apply*
    • Pets must be supervised

Internet

    • Free WiFi in public areas
    • Free WiFi in rooms

Parking

    • Free uncovered on-site self-parking
    • Free on-site motorhome/coach/lorry parking
    • Wheelchair-accessible parking on site

Other information

    • Designated smoking areas
LOB_HOTELS

Property amenities

Food and drink

  • Coffee/tea in a common area

Travelling with children

  • Children stay for free (see details)

Services

  • 24-hour front desk
  • Laundry facilities
  • Free newspapers in reception

Facilities

  • 1 building/tower
  • Built in 1996
  • Fireplace in reception
  • Television in common areas

Accessibility

  • Lift
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible parking
  • Wheelchair-accessible path to lift
  • Wheelchair-accessible registration desk
  • Lever door handles
  • Well-lit path to entrance
ROOM

Room amenities

Be entertained

  • 43-inch flat-screen TV
  • Premium cable channels
  • Films for purchase

Home comfort

  • Air conditioning and heating
  • Coffee/tea maker
  • Iron/ironing board

Sleep well

  • Blackout curtains
  • Free cot/infant bed
  • Bed sheets provided

Freshen up

  • Private bathroom
  • Free toiletries
  • Hairdryer
  • Towels
  • Toilet paper

Stay connected

  • Desk
  • Free WiFi
  • Free long-distance and local calls
  • Desk chair

Food and drink

  • Mini fridge
  • Microwave

More

  • Daily housekeeping
MONETIZATION_ON

Fees & policies

Refundable deposits

  • Deposit: USD 100.00 per accommodation, per stay

Pets

  • Service animals exempt from fees
  • Pets are allowed for an extra charge of USD 15 per pet, per night (maximum USD 105 per stay)

Policies

Noise-free guestrooms cannot be guaranteed.
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).
This property accepts credit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard, American Express, Discover
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.

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
HELP_OUTLINE

Frequently asked questions

Are pets allowed at Red Roof Inn & Suites Chestertown?

Yes, cats and dogs are welcome, with a limit of 2 total and maximum weight of 36 kg per pet. There's a charge of USD 15 per pet, per night. Service animals are exempt from fees.

Is parking offered on site at Red Roof Inn & Suites Chestertown?

Yes, there's free self parking. Free motorhome/bus/lorry parking is available.

What are the check-in and check-out times at Red Roof Inn & Suites Chestertown?

Check-in start time: 3 PM; check-in end time: anytime. Check-out time is 11 AM. Contactless check-out is available.

What's the area around Red Roof Inn & Suites Chestertown like?

Red Roof Inn & Suites Chestertown is in the heart of Chestertown, a short 11-minute walk from Washington College and 19 minutes' walk from Chestertown Dog Park.

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Red Roof Inn & Suites Chestertown Reviews

Reviews

7.2

Good

7.6/10

Cleanliness

7.8/10

Staff & service

5.6/10

Amenities

6.8/10

Property conditions & facilities

6.8/10

Eco-friendliness

Popular mentions

Room
Service staff
Bathroom
Breakfast
Couch
Shower
Bed
Lobby
Desk
Furniture

Reviews

10/10 Exceptional

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.
Marie Paz, 1-night trip

8/10 Very good

Clean, spacious, affordable accommodations.
James, 4-night trip

10/10 Exceptional

Very accommodating and polite staff
2-night trip

10/10 Exceptional

Easy to get to, food all around!
Gary, 1-night trip

6/10 Good

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.
4-night trip

4/10 Fair

No water pressure. AC not working. Hair dryer not working. Comfortable bed
Larry, 1-night trip

6/10 Good

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.
2-night trip

4/10 Fair

Carpet begs to be put out of its misery. Really gross in lobby. And no breakfast at all? Cheap!
Michael, 3-night trip

8/10 Very good

Relaxing.
Carl, 2-night trip

10/10 Exceptional

I stayed here one night and got a stripper pregnant. 10/10 will book again.
Connor, 1-night trip

10/10 Exceptional

I loved the decor of my room. The king size bed was cozy.
Crystal, 1-night trip

10/10 Exceptional

Have stayed here several times. Nice staff and clean rooms. Can walk for food
DAMEION, 1-night trip

4/10 Fair

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.
Steve, 2-night trip

10/10 Exceptional

good hotel

Great Place to stay
2-night trip

2/10 Poor

No sleep!! Please change batteries in your fire alarms!!
Grace, 1-night trip

10/10 Exceptional

Nice place to stay

Staff were very kind. Easy parking and comfortable rooms.
April, 2-night trip

8/10 Very good

Good place for the money $$
Doug, 1-night trip

8/10 Very good

This property was def. Off season. It was very low key, the room was big and clean, hotel understaffed but I think it was just the time of year. Overall would for sure stay here again.Big value for the cost
michelle, 1-night trip

8/10 Very good

A little rough around the edges in some ways, but the rooms were large, quiet, and clean.
Craig, 1-night trip

8/10 Very good

Property was OK, would stay again
Donald, 1-night trip

8/10 Very good

One-night stay

Stayed one night for the Sultana Downrigging Festival. Just needed a place to sleep. Served our needs. Bathroom was nice, good shower.
Josette, 1-night trip

8/10 Very good

We have stayed here many times before and I was able to book a one night stay for our quick trip this time. Very comfortable and relaxing, rooms are nice
Shannon, 1-night trip

8/10 Very good

Good hotel and room and good price.
charlene, 1-night trip

8/10 Very good

The attendant was on break when I came into the lobby but the wait was short. I had driven in 7.5 hours from NC and just needed a place to get a few hours sleep and this stay met that requirement. Clean and safe.
Tammy, 1-night trip

6/10 Good

Granted we checked in at 11pm on a Friday night, but there didn’t seem urgency in getting us registered quickly. The hotel is definitely well worn, but generally clean. Furnishings were dated and amenities sparse. Upon checking into our room, walking up to the couch, I noticed a large piece of white paper/cloth next to it. It was an easy task for housekeeping, who chose to ignore it. This made me worry about the overall level of cleanliness in the room. We chose Red Roof Inn due to proximity to Washington College and the lack of hotel options in the area. For $125/night, it wasn’t dirt-cheap, but I won’t be returning to this hotel in the future. It could definitely use a refresh.
Ngoc, 1-night trip