Red Roof Inn & Suites Chestertown

Guests can warm up by the lobby fireplace, explore Chestertown's hidden downtown gems, and experience attentive service from the helpful staff.

Choose dates to view prices

Where to?

Dates

January 2026

26

February 2026

Lobby lounge - Red Roof Inn & Suites Chestertown (Chestertown)

Exterior - Red Roof Inn & Suites Chestertown (Chestertown)

Suite, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board - Red Roof Inn & Suites Chestertown (Chestertown)

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

Pet friendly
Parking included
Free WiFi
Air conditioning
Laundry
Housekeeping

NT$2,524 total

includes taxes & fees

Feb 1 - Feb 2

Room options

Check availability for these dates

Tonight

Jan 26 - Jan 27

Tomorrow

Jan 27 - Jan 28

All rooms

1 bed

2 beds

3+ beds

Showing 4 of 4 rooms

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

Superior Room, 1 King Bed, Accessible, Non Smoking

Excellent

Highlights

Air conditioning

Heating

Free cribs/infant beds

Mini-fridge

Flat-screen TV

Blackout drapes/curtains

Shower/tub combination

Private bathroom

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

Blackout drapes/curtains

Hair dryer

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

Located in Chestertown, Red Roof Inn & Suites Chestertown is in the city center. Rolphs Wharf Marina and Cassinelli Winery and Vineyards are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Rolling Road Park and Chestertown Historic District. Visit our Chestertown travel guide

160 Scheeler Rd, Chestertown, MD, 21620

What's nearby

Washington College
8 min walk - 0.7 km
Rolling Road Park
11 min walk - 1.0 km
Chestertown Dog Park
17 min walk - 1.5 km
Chestertown Historic District
3 min drive - 2.8 km
River Arts Chestertown
3 min drive - 2.8 km

Getting around

Baltimore Washington Intl. Airport (BWI)
80 min drive

Restaurants

Milano's Pizzeria
5 min drive
Royal Farms
2 min drive
Dunkin
3 min walk
Royal Farms
5 min drive
McDonald's
9 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
Free newspapers, a 24-hour front desk, and a TV in the lobby
A vending machine, an elevator, and coffee/tea in the lobby
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

NT$3,618 total

includes taxes & fees

Feb 13 - Feb 14

Compare similar properties

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

Information provided by the property may be translated using automated translation tools

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 2026/1/26, prices found for a 1-night stay for 2 adults at Red Roof Inn & Suites Chestertown on 2026/2/1 start from NT$2,273, 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?

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

7.2

Good

7.4

Cleanliness

8.6

Location

7.8

Staff & service

6.8

Property conditions & facilities

10/10 Excellent

Linette

2026/1/16

Liked: Cleanliness, property conditions & facilities

Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish.

Stayed 1 night in Nov 2025

8/10 Good

Robert

2026/1/2

Liked: Cleanliness, amenities, property conditions & facilities

Clean and friendly staff. Good location.

Stayed 1 night in Oct 2025

8/10 Good

Dr. Nicholas and Mrs. Karen

2025/12/1

Liked: Cleanliness, property conditions & facilities

Professional staff, warm greetings clean room

Stayed 4 nights in Nov 2025

10/10 Excellent

lisa

2025/10/6

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

Wish they had the pool open. The staff is great here and very helpful.

Stayed 2 nights in Oct 2025

10/10 Excellent

Kellie

2025/9/27

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

Room temperature was good. Room was also very spacious and clean.

Stayed 1 night in Sep 2025

10/10 Excellent

Federico

2025/10/10

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

Well received by front desk attendant. Clean room!

Stayed 1 night in Oct 2025

10/10 Excellent

Vicente

2025/5/19

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

Very nice location and area

Stayed 1 night in May 2025

10/10 Excellent

Gary

2025/4/20

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

Easy to get to, food all around!

Stayed 1 night in Mar 2025

10/10 Excellent

lisa

2025/9/1

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

Time to upgrade the furniture in the rooms. The staff is doing a GREAT JOB cleaning and providing excellent service.

Stayed 1 night in Aug 2025

6/10 Okay

Richard C

2025/10/14

Liked: Cleanliness, room comfort

The rug was old and dirty. There were stains on the small sofa. The cleaning staff was consistent with their work and kept fresh towels and cleaned up nicely for which we left them a nice tip in reciprocity. However, the place should be renovated completely out of common courtesy to the customers who pay good money to stay there.

Stayed 3 nights in Oct 2025

10/10 Excellent

DAMEION

2025/1/21

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

Matthew

2024/11/6

Liked: Cleanliness, staff & service

Staff was very friendly

Stayed 1 night in Oct 2024

4/10 Poor

Peter

2025/7/20

Liked: Staff & service

Disliked: Amenities

The facility is tired and dated. Needs new carpets in the halls, upgraded amenities in the Bathroom, new furniture in the room and decent sized pillows.

Stayed 1 night in Jul 2025

10/10 Excellent

April

2024/8/12

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

Nice place to stay

Staff were very kind. Easy parking and comfortable rooms.

Stayed 2 nights in Aug 2024

6/10 Okay

Robert

2025/8/31

Liked: Staff & service

Well it's not a five-star hotel but then again they don't claim to be a five-star hotel. All in all things were pretty good it is outdated and although I searched everything with my flashlight for bed bugs and did not find a dead one or a live one. Everything functioned like it's supposed to but some fresh paint and maybe shampooing some carpets would be a large improvement towards the musty smell and overall cleanliness. I'm sure you could find a cleaner more updated hotel somewhere but for the price I got a good night sleep for the one night I was passing through. Especially on Labor Day weekend.

Stayed 1 night in Aug 2025

8/10 Good

Robert

2025/7/26

Liked: Cleanliness, staff & service

Friendly/helpful staff, clean facilities. Room A/C was leaking condensation into the carpet, soaking it a good 4-5 inches away from the unit. Shower was slow to transition from bath faucet to shower head and never fully switched over (water pressure from the head was adequate, though.) You can tell the place is aging but its still cozy and very serviceable. Pretty decent value for the price. I was satisfied.

Stayed 1 night in Jul 2025

6/10 Okay

Verified traveler

2025/7/27

Liked: Room comfort

Front desk and cleaning lady were nice and helpful. Very accommodating since I had to switch rooms twice. Once for tv not working and second due to overpowering air freshener smell in the room. Rooms are outdated. TV’s definitely need updating. Disappointed that their pool has been out of service. Bedding and sheets were clean and comfortable.

Stayed 4 nights in Jul 2025

8/10 Good

Rebecca

2025/5/9

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

It was clean

Stayed 5 nights in May 2025

10/10 Excellent

April

2023/8/14

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

Great Place

Amazing stay. Wonderful hotel, comfortable beds, very clean. Super nice staff.

Stayed 2 nights in Aug 2023

4/10 Poor

Larry

2025/7/19

No water pressure. AC not working. Hair dryer not working. Comfortable bed

Stayed 1 night in Jul 2025

8/10 Good

Shannon

2024/5/31

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

Disliked: Amenities

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

10/10 Excellent

Anne

2025/6/16

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

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