Red Roof Inn & Suites Chestertown

Hotel in Chestertown with free parking

Choose dates to view prices

Where to?

Dates

October 2025

November 2025

Suite, Multiple Beds, Non Smoking | 1 bedroom, desk, laptop workspace, blackout drapes

1 bedroom, desk, laptop workspace, blackout drapes

Red Roof Inn & Suites in Chestertown offers a welcoming base with practical amenities like laundry facilities, WiFi, lobby coffee, and extended parking. Guests consistently felt supported by the staff during their stays.

Good

Popular amenities

Laundry
Pet friendly
Housekeeping
Air conditioning
Free WiFi
Parking included

Room options

Check availability for these dates

Tonight

Oct 3 - Oct 4

Tomorrow

Oct 4 - Oct 5

All rooms

1 bed

2 beds

3+ beds

Showing 4 of 4 rooms

Superior Room, 1 King Bed, Accessible, Non Smoking

Very good

Highlights

Air conditioning

Heating

Free cribs/infant beds

Mini-fridge

Flat-screen TV

Separate bedroom

Blackout drapes/curtains

Shower/tub combination

419 sq ft
Sleeps 2
1 King Bed

Superior Room, 1 King Bed, Accessible, Non Smoking

Good

Highlights

Air conditioning

Heating

Free cribs/infant beds

Mini-fridge

Flat-screen TV

Separate bedroom

Blackout drapes/curtains

Private bathroom

425 sq ft
Sleeps 2
1 King Bed

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

Good

Highlights

Air conditioning

Heating

Free cribs/infant beds

Mini-fridge

Flat-screen TV

Separate bedroom

Blackout drapes/curtains

Shower/tub combination

419 sq ft
1 bedroom
Sleeps 4
1 King Bed and 1 Double Sofa Bed

Suite, Multiple Beds, Non Smoking

Very good

Highlights

Air conditioning

Heating

Free cribs/infant beds

Mini-fridge

Flat-screen TV

Separate bedroom

Blackout drapes/curtains

Shower/tub combination

450 sq ft
1 bedroom
Sleeps 6
2 Queen Beds and 1 Double Sofa Bed

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About the neighborhood

160 Scheeler Rd, Chestertown, MD, 21620

What's nearby

Washington College - 8 min walk - 0.4 miles
Chestertown Dog Park - 17 min walk - 0.9 miles
Historical Society of Kent County Maryland - 3 min drive - 1.7 miles
River Arts Chestertown - 3 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
‪Royal Farms - ‬2 min drive
‪Dunkin - ‬3 min walk
‪Procolino's - ‬9 min walk
‪Subway - ‬2 min drive

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
Free newspapers, a vending machine, and a TV in the lobby
A 24-hour front desk, coffee/tea in the lobby, 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

Similar properties

Pool
Breakfast included
Pet friendly
Parking included

$114 nightly

Nov 3 - Nov 4

Total with taxes and fees

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

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

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. Some restrictions may apply, so please contact the property for more details.

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

As of Oct 3, 2025, prices found for a 1-night stay for 2 adults at Red Roof Inn & Suites Chestertown on Oct 9, 2025 start from $81.0, excluding 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?

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).