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Red Roof Inn & Suites Chestertown

2.0 star property
Hotel in Chestertown with free parking

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Photo gallery for Red Roof Inn & Suites Chestertown

Suite, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Exterior
Desk, laptop workspace, blackout drapes, iron/ironing board
Lobby lounge
Lobby lounge

Reviews

7.4 out of 10
Good

Popular amenities

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

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

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

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

Highlights

Air conditioning
Heating
Free cribs/infant beds
Mini-fridge
Flat-screen TV
Separate bedroom
Blackout drapes/curtains
Hair dryer
  • 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 | Desk, laptop workspace, blackout drapes, iron/ironing board

Suite, Multiple Beds, Non Smoking

Highlights

Air conditioning
Heating
Free cribs/infant beds
Mini-fridge
Flat-screen TV
Separate bedroom
Blackout drapes/curtains
Hair dryer
  • 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

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

Superior Room, 1 King Bed, Accessible, Non Smoking

Highlights

Air conditioning
Heating
Free cribs/infant beds
Mini-fridge
Flat-screen TV
Blackout drapes/curtains
Hair dryer
Shower/tub 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 drapes, iron/ironing board

Superior Room, 1 King Bed, Accessible, Non Smoking

Highlights

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

Similar properties

Lobby

Comfort Inn & Suites Chestertown

  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
8.6 out of 10, Excellent, 766 reviews
Comfort Inn & Suites Chestertown

About the neighborhood

Map
160 Scheeler Rd, Chestertown, MD, 21620

What's nearby

  • Washington College - 8 min walk - 0.4 miles
  • Historical Society of Kent County Maryland - 3 min drive - 1.7 miles
  • River Arts Chestertown - 3 min drive - 2.0 miles
  • Wilmer Park - 4 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

  • ‪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

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
  • Coffee/tea in the lobby, a 24-hour front desk, and a vending machine
  • A TV in the lobby, free newspapers, and an elevator
  • 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

Languages

English

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.

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

7.4

Good

Rating 10 - Excellent. 106 out of 360 reviews
Rating 8 - Good. 112 out of 360 reviews
Rating 6 - Okay. 69 out of 360 reviews
Rating 4 - Poor. 43 out of 360 reviews
Rating 2 - Terrible. 30 out of 360 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

Very nice location and area
Stayed 1 night in May 2025

8/10

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

10/10

Easy to get to, food all around!
Stayed 1 night in Mar 2025

8/10

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

8/10

It was clean
Stayed 5 nights in May 2025

10/10

I stayed here one night and got a stripper pregnant. 10/10 will book again.
Stayed 1 night in Jan 2025

6/10

The property was dated and dirty
Stayed 3 nights in Apr 2025

6/10

The property is out of date with worn old furniture. While it was clean it was old.
Stayed 1 night in May 2025

10/10

I loved the decor of my room. The king size bed was cozy.
Stayed 1 night in Mar 2025

4/10

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

10/10

Have stayed here several times. Nice staff and clean rooms. Can walk for food
Stayed 1 night in Jan 2025

2/10

No sleep!! Please change batteries in your fire alarms!!
Stayed 1 night in Apr 2025

8/10

Staff was very friendly
Stayed 1 night in Oct 2024

4/10

TV was to small and it says online 43 inch tv. No, 23 maybe.
Stayed 1 night in Mar 2025

10/10

Great Place to stay
Stayed 2 nights in Aug 2024

6/10

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

8/10

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
Stayed 1 night in Jan 2025

10/10

Staff were very kind. Easy parking and comfortable rooms.
Stayed 2 nights in Aug 2024

8/10

Good place for the money $$
Stayed 1 night in Oct 2024

8/10

A little rough around the edges in some ways, but the rooms were large, quiet, and clean.
Stayed 1 night in Oct 2024

8/10

Stayed one night for the Sultana Downrigging Festival. Just needed a place to sleep. Served our needs. Bathroom was nice, good shower.
Stayed 1 night in Nov 2024

8/10

Property was OK, would stay again
Stayed 1 night in May 2024

6/10

The building is dark/isn't well light in the lobby. Elevator wasn't working. But room was very clean.
Stayed 2 nights in Jan 2025

8/10

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.
Stayed 1 night in Nov 2024

8/10

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
Stayed 1 night in May 2024