Red Roof Inn & Suites Chestertown

Chestertown hotel in historical district

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

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.

Good

Popular amenities

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

Main amenities (9)

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

For families (6)

Children stay free
Free cribs/infant beds
Microwave
Private bathroom
Premium TV channels
Daily housekeeping

$81 nightly

Oct 20 - Oct 21

Total with taxes and fees

Room options

Check availability for these dates

Tonight

Oct 14 - Oct 15

Tomorrow

Oct 15 - Oct 16

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

Similar properties

Pool
Pet friendly
Free parking
Free WiFi

$102 nightly

Oct 19 - Oct 20

Total with taxes and fees

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About the neighborhood

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 Intl. Airport (BWI) - 80 min drive
Baltimore, MD (MTN-Martin State) - 106 min drive

Restaurants

‪Royal Farms - ‬2 min drive
‪McDonald's - ‬9 min walk
‪Dunkin - ‬3 min walk
‪Procolino's - ‬9 min walk
‪Subway - ‬2 min drive

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 like WiFi and self parking. Fellow travelers love the helpful staff.

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 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.

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 80 lbs per pet)*
- Service animals welcome
- Restrictions apply*
- Pets must be supervised

Internet

- Free WiFi in public areas
- Free WiFi in rooms

Parking

- Free uncovered onsite self parking
- Free onsite RV/bus/truck parking
- Wheelchair-accessible parking on site

Other information

- Designated smoking areas

Property amenities

Food and drink

Coffee/tea in a common area

Traveling with children

Children stay free (see details)

Services

24-hour front desk
Laundry facilities
Free newspapers in lobby

Facilities

1 building/tower
Built in 1996
Fireplace in lobby
Television in common areas

Accessibility

Elevator
Wheelchair-accessible path of travel
Wheelchair-accessible parking
Wheelchair-accessible path to elevator
Wheelchair-accessible registration desk
Lever door handles
Well-lit path to entrance

Room amenities

Be entertained

43-inch flat-screen TV
Premium cable channels
Pay movies

Home comfort

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

Sleep well

Blackout drapes/curtains
Free crib/infant bed
Bed sheets provided

Freshen up

Private bathroom
Free toiletries
Hair dryer
Towels
Toilet paper

Stay connected

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

Food and drink

Mini-fridge
Microwave

Daily housekeeping

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

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 80 lbs per pet. There's a charge 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.

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

Yes, there's free self parking. Free RV/bus/truck 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.