See all properties

Red Roof Inn & Suites Chestertown

2.0 star property
Hotel in Chestertown with free parking

Choose dates to view prices

Photo gallery for Red Roof Inn & Suites Chestertown

1 bedroom, desk, laptop workspace, blackout curtains
Exterior
1 bedroom, desk, laptop workspace, blackout curtains
Lobby lounge
Lobby lounge

Reviews

7.2 out of 10
Good

Popular amenities

  • Laundry
  • Pet-friendly
  • Free WiFi
  • Housekeeping
  • Air conditioning
  • Parking included
The current price is S$90
includes taxes & fees
24 Jun - 25 Jun

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

Highlights

Air conditioning
Heating
Free cots/infant beds
Mini-fridge
Flat-screen TV
Separate bedroom
Blackout curtains
Hairdryer
  • 39 sq m
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Suite, Multiple Beds, Non Smoking

1 bedroom, desk, laptop workspace, blackout curtains

Suite, Multiple Beds, Non Smoking

Highlights

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

Highlights

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

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
Mod logo
Sign in to view eligible discounts and perks. More rewards for more adventures!
Sign inSign up, it's free

About the area

Map
160 Scheeler Rd, Chestertown, MD, 21620

What's nearby

  • Washington College - 8 min walk - 0.7 km
  • Historical Society of Kent County Maryland - 3 min drive - 2.8 km
  • River Arts Chestertown - 3 min drive - 3.1 km
  • Wilmer Park - 4 min drive - 3.1 km
  • Rolphs Wharf Marina - 15 min drive - 11.8 km

Getting around

  • Baltimore Washington International 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 centre
Red Roof Inn & Suites Chestertown provides amenities, such as laundry facilities and a fireplace in reception. Guests can connect to free in-room WiFi.
Additional perks include:
  • Free self-parking
  • A vending machine, coffee/tea in reception and a 24-hour front desk
  • Free newspapers, a TV in reception and a lift
  • Guest reviews speak highly of the helpful staff
Room features
All 53 rooms have comforts such as laptop-friendly workspaces and air conditioning, in addition to thoughtful touches such as free WiFi and desk chairs.
More amenities include:
  • Bathrooms with free toiletries and hairdryers
  • 43-inch flat-screen TVs with premium channels
  • Mini fridges, microwaves and free infant beds

Languages

English

Similar properties

Lobby

Comfort Inn & Suites Chestertown

  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
8.6 out of 10, Excellent, 772 reviews
The price is S$166
includes taxes & fees
16 Jul - 17 Jul
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
  • Wheelchair-accessible parking available

Food and drink

  • Coffee and tea in common areas

Things to do

  • TV in common areas

Family friendly

  • Free 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
This property allows guests 18 or over to check in with valid military ID.

Access methods

Staffed front desk

Pets

Pets are 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 36 kg per pet)
Pets cannot be left unattended
Restrictions apply; for more information contact the property on 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 cots are available on request at the property

Payment types at the property

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 USD105 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 36 kg per pet. There's a fee of USD 15 per pet, per night. Service animals are exempt from fees.

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

As of 18 Jun, 2025, prices found for a 1-night stay for 2 adults at Red Roof Inn & Suites Chestertown on 24 Jun, 2025 start from S$90.00, 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.

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?

Checkout is at 11 AM.

Where is Red Roof Inn & Suites Chestertown located?

Located in the heart of Chestertown, this hotel is within 1 mile (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 miles (3 km).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Red Roof Inn & Suites Chestertown Reviews

Reviews

7.2

Good

Rating 10 - Excellent. 107 out of 367 reviews
Rating 8 - Good. 113 out of 367 reviews
Rating 6 - Okay. 71 out of 367 reviews
Rating 4 - Poor. 45 out of 367 reviews
Rating 2 - Terrible. 31 out of 367 reviews

7.6/10

Cleanliness

7.8/10

Staff & service

5.4/10

Amenities

6.8/10

Property conditions & facilities

6.6/10

Eco-friendliness

Reviews

8/10

Was a decent place to stay for the price.
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

10/10

Great chain. The only issue is floors are not very clean. If you can't steam-wash carpets often best not to have them. Bathroom floor is sticky. But room is large and comfortable, staff very pleasant.
Stayed 1 night in Jun 2025

8/10

It was clean
Stayed 5 nights in May 2025

2/10

First room- Really bad room. AC broken. Next room completely smokey. Didn't have any ok rooms.
Stayed 1 night in Jun 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

not worth the money
Stayed 1 night in May 2025

6/10

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

10/10

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

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

10/10

Great Place to stay
Stayed 2 nights in Aug 2024

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

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

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

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

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