Red Roof Inn & Suites Chestertown

Hotel in Chestertown with free parking

Choose dates to view prices

Where to?

Dates

June 2025

July 2025

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

1 bedroom, desk, laptop workspace, blackout drapes

Overview
Rooms
Location
Policies

Good

Popular amenities

Laundry
Pet friendly
Free WiFi
Housekeeping
Air conditioning
Parking included

Explore the area

160 Scheeler Rd, Chestertown, MD, 21620

Washington College
‪8 min walk‬
Historical Society of Kent County Maryland
‪3 min drive‬
River Arts Chestertown
‪3 min drive‬
Easton, MD (ESN-Easton - Newnam)
‪60 min drive‬

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Room options

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

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

Suite, Multiple Beds, Non Smoking

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

Superior Room, 1 King Bed, Accessible, Non Smoking

419 sq ft
Sleeps 2
1 King Bed

Superior Room, 1 King Bed, Accessible, Non Smoking

425 sq ft
Sleeps 2
1 King Bed

About the neighborhood

Chestertown

Red Roof Inn & Suites Chestertown places you within a short walk of Washington College and within a mile (2 km) of Rolling Road Park. Each of the 53 rooms at this hotel includes a microwave, a coffee maker, and a flat-screen TV.

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 Chestertown with free parking

Red Roof Inn & Suites Chestertown features free WiFi in public areas, coffee in a common area, and free newspapers. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include laundry facilities, a TV in a common area, and a vending machine.

43-inch flat-screen TVs come with cable channels and pay movies, and guests can stay connected with free WiFi. Bathrooms have hair dryers and free toiletries. Other standard amenities include microwaves, coffee makers, and free long-distance calls. Change of towels is available on request.

Languages

English

Similar properties

Breakfast included
Pet friendly
Parking included
Free WiFi

$117 nightly

Jul 16 - Jul 17

Total includes 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

This property welcomes pets for USD 15 per pet, per night (maximum USD 105 per stay)
Dogs and cats only
2 total (80 lbs is the maximum weight per pet)
Pets may not be left unsupervised
Restrictions apply
For more information, guests can reach out to the property at the number on the booking confirmation
Service animals exempt from fees

Children and extra beds

Up to 3 kids 17 years old and younger stay free when using existing bedding
Free cribs/infant beds are available

Property payment types

Important information

Fees

You'll be asked to pay these charges at the property:

Deposit: USD 100.00 per accommodation, per stay

These are all of the charges provided to us by the property.

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

Pet fee: USD 15 per pet, per night (maximum USD 105 per stay)
Service animals are exempt from fees

This list may not be comprehensive. Fees and deposits might 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

Check-in: 3 PM—-anytime
Check-out: 11 AM
Minimum check-in age: 21

The front desk is open 24 hours a day. Driving? This property offers free self parking, along with free RV, bus, and truck parking.

We should mention

Details about charges, deposits, or other important information:

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
This property accepts credit cards. Cash is not accepted.

Additional information about polices, regulations, and more:

No rollaway or extra beds are available.
Noise-free rooms can't be guaranteed.
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

What's there to do near Red Roof Inn & Suites Chestertown?

This hotel is located in Chestertown within a short 16-minute walk of Rolling Road Park. You'll also find Historical Society of Kent County Maryland and Wilmer Park within a short drive.

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

As of Jun 17, 2025, prices found for a 1-night stay for 2 adults at Red Roof Inn & Suites Chestertown on Jun 26, 2025 start from $63.0, 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.

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

Yes, uncovered self parking is offered for free at the hotel. Accessible parking and free RV/bus/truck parking are also available for guests.

Does Red Roof Inn & Suites Chestertown have a casino?

No, Red Roof Inn & Suites Chestertown doesn't have a casino.

Is there an indoor pool at Red Roof Inn & Suites Chestertown?

No, there is no indoor pool at this hotel.

Does Red Roof Inn & Suites Chestertown have a hot tub?

No, this hotel doesn't have a spa tub.

Does Red Roof Inn & Suites Chestertown feature a restaurant that includes a breakfast menu?

No, Red Roof Inn & Suites Chestertown doesn't have a restaurant that serves breakfast.

Does Red Roof Inn & Suites Chestertown allow pets to stay for free?

Although they can't stay for free, cats and dogs are welcome at Red Roof Inn & Suites Chestertown for a fee of USD 15 per pet, per night.

Are there connecting rooms at Red Roof Inn & Suites Chestertown?

No, there aren't connecting guestrooms at this hotel.

What is the closest airport to Red Roof Inn & Suites Chestertown?

The closest major airport to Red Roof Inn & Suites Chestertown is Baltimore, MD (MTN-Martin State), which is about 20.1 mi away. Another top airport is Easton, MD (ESN-Easton - Newnam), which is around 28.7 mi away.

Can I book a room with a balcony at Red Roof Inn & Suites Chestertown?

No, you won't find guestrooms with balconies at Red Roof Inn & Suites Chestertown.

Red Roof Inn & Suites Chestertown Reviews

7.2

Good

7.6/10

Cleanliness

7.8/10

Staff & service

5.4/10

Amenities

6.8/10

Property conditions & facilities

6.6/10

Eco-friendliness

6/10 Okay

Ngoc

Traveled with family

Apr 5, 2025

Disliked: Cleanliness, amenities, property conditions & facilities

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.

Stayed 1 night in Apr 2025

6/10 Okay

Dale

Mar 3, 2025

Liked: Staff & service

Very loud heating unit in the room

Stayed 2 nights in Feb 2025

8/10 Good

Danielle

Feb 24, 2025

Liked: Room comfort

Stayed 1 night in Feb 2025

8/10 Good

Doloras

Traveled with family

Feb 22, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Stayed 3 nights in Feb 2025

6/10 Okay

lisa

Feb 2, 2025

Liked: Staff & service, room comfort

Stayed 2 nights in Jan 2025

6/10 Okay

lisa

Traveled with partner

Feb 2, 2025

Liked: Staff & service

Disliked: Amenities

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

10/10 Excellent

Susan

Traveled with group

Jan 27, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Stayed 1 night in Jan 2025

8/10 Good

michelle, new cumberland

Business traveler

Jan 25, 2025

Liked: Cleanliness, staff & service, property conditions & facilities

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 Excellent

DAMEION

Jan 21, 2025

Stayed 1 night in Jan 2025

10/10 Excellent

DAMEION

Jan 21, 2025

Liked: Cleanliness, staff & service, property conditions & facilities

Have stayed here several times. Nice staff and clean rooms. Can walk for food

Stayed 1 night in Jan 2025

8/10 Good

Richard

Traveled with group

Jan 18, 2025

Liked: Cleanliness, staff & service, amenities

What I linked- see above. No working ice machine in the Red Roof Inn on any floor. We were told that the ice machine had not been working for sometime.

Stayed 1 night in Jan 2025

2/10 Terrible

Anna

Jan 5, 2025

Disliked: Cleanliness

2/10 Terrible

Christopher E

Dec 28, 2024

Stayed 5 nights in Dec 2024

10/10 Excellent

James

Traveled with family

Dec 13, 2024

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Stayed 1 night in Dec 2024

10/10 Excellent

Debra

Dec 7, 2024

Stayed 2 nights in Nov 2024

10/10 Excellent

Alan

Business traveler

Nov 17, 2024

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Stayed 1 night in Nov 2024

10/10 Excellent

Milton

Nov 10, 2024

Liked: Cleanliness, property conditions & facilities, room comfort

Disliked: Staff & service

Nice but no breakfast

Comfortable room and fair price for the room size. Very clean. Bathroom was nice but had a broken wall mounted hair dryer and the bathroom door did not latch closed so it stayed open about an inch. Front desk was businesslike but not the least bit friendly. There is no breakfast or even coffee offered. You have to go out for breakfast. Excuse was not since Covid. That adds another $20 per couple for breakfast to the room price.

Stayed 2 nights in Nov 2024

8/10 Good

Josette

Nov 8, 2024

Liked: Cleanliness, staff & service, room comfort

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.

Stayed 1 night in Nov 2024

6/10 Okay

Kelly

Traveled with partner

Nov 8, 2024

Sadly , like so many business they were very short staffed. I literally had to track someone down when it came time to check out. The room itself wasn’t horrible but the carpeting in the common area ( the hallway) was so dirty and stained. The bathroom in our room was a completely different story. It appeared to possibly be in mid renovation. The sink was attached to the wall with only an all metal brace. Old fixture mountings still remained. The shower had a fold up seat that was covered in black mildew. Just awful.

Stayed 1 night in Nov 2024

8/10 Good

Matthew

Business traveler, Traveled with family

Nov 6, 2024

Liked: Cleanliness, staff & service

Staff was very friendly

Stayed 1 night in Oct 2024

8/10 Good

Brigid

Nov 5, 2024

Liked: Staff & service

Disliked: Amenities, property conditions & facilities

Room was ok, needed a little maintenance and TLC but was clean. Pool was closed indefinitely, and only 1 ice machine for the whole hotel. Doesn't appear owners are putting much $ into the place to keep it up.

Stayed 2 nights in Nov 2024

8/10 Good

Tammy

Traveled with group

Nov 4, 2024

Liked: Cleanliness, property conditions & facilities

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

4/10 Poor

Sam

Oct 24, 2024

Liked: Staff & service

Disliked: Property conditions & facilities

The facilities are tired, many things were broken and we had to change rooms as a result of this. However, the lady on duty in the evening was apologetic and very helpful.

Stayed 2 nights in Oct 2024