Red Roof Inn & Suites Chestertown

Suite, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

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

7.2 / 10.0

Very good(319 Ratings)

Hotel in Chestertown, MD

Reasons to book

Great for petsBring all your friends and family, even the furry ones

Includes essentialsPets allowed, Kitchen or Kitchenette, Air conditioner and more

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this hotel

Hotel in Chestertown with free parking
This hotel features coffee/tea in a common area, laundry facilities, and a 24-hour front desk. Free WiFi in public areas and free self parking are also provided. Additionally, free newspapers, a lobby fireplace, and a vending machine are onsite.
Change of towels is available on request.
Red Roof Inn & Suites Chestertown offers 53 air-conditioned accommodations with coffee/tea makers and hair dryers. 43-inch flat-screen televisions come with premium cable channels and pay movies.

This Chestertown hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and desk chairs; local and long-distance calls are complimentary (restrictions may apply). Additionally, rooms include irons/ironing boards and complimentary toiletries. Change of towels and change of bedsheets can be requested. Housekeeping is provided daily.

Amenities

Air conditioner

Pets allowed

Kitchen or Kitchenette

Internet / Wifi

Parking

Laundry

Map of Chestertown, MD

Nearby attractions

The Walters Art Museum

29.6 mi

Fort McHenry National Monument and Historic Shrine

27.5 mi

Available Rooms

Superior Room, 1 King Bed, Accessible, Non Smoking

1 King • 419 ft²

Sleeps 2

You'll be directed to Expedia.com for availability & pricing

Superior Room, 1 King Bed, Accessible, Non Smoking

1 King • 425 ft²

Sleeps 2

You'll be directed to Expedia.com for availability & pricing

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

1 King • 1 Sofa • 419 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

Suite, Multiple Beds, Non Smoking

2 Queen • 1 Sofa • 450 ft²

Sleeps 6

You'll be directed to Expedia.com for availability & pricing

$$$$

Red Roof Inn & Suites Chestertown

$$$$

7.2 / 10.0

Very good(319 Ratings)

Hotel in Chestertown, MD

Reasons to book

Great for petsBring all your friends and family, even the furry ones

Includes essentialsPets allowed, Kitchen or Kitchenette, Air conditioner and more

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this hotel

Amenities

Air conditioner

Pets allowed

Kitchen or Kitchenette

Internet / Wifi

Parking

Laundry

Map of Chestertown, MD

Nearby attractions

The Walters Art Museum

29.6 mi

Fort McHenry National Monument and Historic Shrine

27.5 mi

Available Rooms

Superior Room, 1 King Bed, Accessible, Non Smoking

1 King • 419 ft²

Sleeps 2

You'll be directed to Expedia.com for availability & pricing

Superior Room, 1 King Bed, Accessible, Non Smoking

1 King • 425 ft²

Sleeps 2

You'll be directed to Expedia.com for availability & pricing

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

1 King • 1 Sofa • 419 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

Suite, Multiple Beds, Non Smoking

2 Queen • 1 Sofa • 450 ft²

Sleeps 6

You'll be directed to Expedia.com for availability & pricing

Ratings and reviews

7.2 / 10.0

Very good(319 Ratings)

5.0 / 10.0

Nov 2024

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.

4.0 / 10.0

Nov 2024

Stayed one night for the Sultana Downrigging Festival. Just needed a place to sleep. Served our needs. Bathroom was nice, good shower.

4.0 / 10.0

Nov 2024

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.

4.0 / 10.0

Nov 2024

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.

3.0 / 10.0

Oct 2024

Its an older property with much needed TLC overdue. Check in was smooth and without difficulty. Front desk was friendly. Luggage dolly was on the brink of falling apart. 3rd floor was pungent of marijuana. Room was fairly clean. No key to safe. Thin inner spring mattresses. Clean bedding. AC/HEAT was efficient. Bathroom defnitely needed more time from housekeeping as there was still some debris from a previous guest under the bathroom vanity. Didnt shower there but sink had hot water. Mini coffee maker worked. TV worked. Remote was tempermental. Overall what ive come to expect from red roof properties.

5.0 / 10.0

Sep 2024

The bed was very comfortable, staff lovely, room is spacious. There was coffee in the room but none in the lobby. It would be nice to have coffee with cream/milk options.

4.0 / 10.0

Sep 2024

Dreadful hotel. None too clean. Not updated since brown was in vogue. Overpriced. Only thing going for it is the location which is close to Chestertown and the college.

4.0 / 10.0

Sep 2024

There was an ironing board in the room but no iron in room or on property. Does not make sense. The bathroom door was missing the exterior door knob. The outlet in the bathroom did not work.

4.0 / 10.0

Sep 2024

Terrible staff attitudes. Crappy room - fridge, ac, tv didn’t work. Whole place stunk. Sorry, we needed a pet friendly for our puppy and we knew it’s not a 3-4 star place but I can’t wait to get home to shower. P.S. I never write a review….

1.0 / 10.0

Aug 2024

Gross. Shame on you. Place is fast falling into a dump. Dont put college student parents through this rip off hell hole.

6.0 / 10.0

Aug 2024

The staff sis a great job at the front desk. The room smelled a bit like smoke and the bathroom especially the Tub was not very clean.

10.0 / 10.0

Aug 2024

Property was very nice. The pool was not open again. Hotel has no breakfast.

5.0 / 10.0

Aug 2024

Great Place to stay

5.0 / 10.0

Aug 2024

Staff were very kind. Easy parking and comfortable rooms.

10.0 / 10.0

Aug 2024

It was very quiet. The room was clean and the bed was comfortable. I think its an older building so it could use a little love.

4.0 / 10.0

Jul 2024

Very noisy HVAC system - kept me up all night. Dirty carpeting, tiles were broken, Christmas decorations up in July. Trash all over the parking lot. Grass needed to be cut. Staff smoking outside. Pool closed. No breakfast, awful coffee. Nasty. One of the worst ever.

3.0 / 10.0

Jul 2024

Carpeting needs serious cleaning. Bed needs new mattress. Needs thorough cleaning. Paid close to $200 for 1 night and would have been better off sleeping in a tent!

2.0 / 10.0

Jul 2024

Air didn't work well. 1st room smelled. Not good for what they charge.

10.0 / 10.0

Jun 2024

Person checking me in was not very cordial; Other staff folks were pleasant; nice to have daily housekeeping; sign for motel was not visible (actually went to the next door motel); room size was excellent; hall carpet needs replacing

4.0 / 10.0

Jun 2024

The bed and pillow were extremely uncomfortable. The bed was lumpy and the pillow was so large and firm that my neck was at an uncomfortable angle no matter my position. I had gone to bed about 11pm and by midnight, I realized there was no hope of getting any sleep, so I checked out. Never again.

8.0 / 10.0

Jun 2024

Not exceptional, but clean.

6.0 / 10.0

Jun 2024

Showing signs of age. Light switch, hair dryer, ac work, but are a bit wonky. Water pressure poor; shower head just dribbled in some settings. When I asked about maintenance, it seems there is no one on staff who can fix things. Won’t go back, especially since there is a newer, nicer hotel next door. Red Roof’s only apparent advantage is that it’s considerably less expensive.

3.0 / 10.0

Jun 2024

Not bad, just ok

3.0 / 10.0

Jun 2024

Friendly staff. Not super clean room Strong shower a plus Toilet water too high to seat; hand gets wet as a result No breakfast or even coffee a big negative

6.0 / 10.0

Jun 2024

Front desk staff: no uniform or name tag identifying who they were. Not very friendly. Didn’t tell basic stuff about the hotel (yes it was on the wall, but still) or area.

8.0 / 10.0

May 2024

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

4.0 / 10.0

May 2024

Expensive for the condition of the place but reasonably clean (likely due to big event in town). Bathroom door wouldn't close. The outside, lobby, carpet is okay but worn. No food available, not even in vending machine. Pool out of commission. But the location in general is nice, fairly quiet.

10.0 / 10.0

May 2024

nice hotel. helpful staff. stores and dining are walkable distances.

3.0 / 10.0

May 2024

The bed was made up with a flat sheet. So the cover where off the bed the whole weekend. Besides that everything was 3 stars.

8.0 / 10.0

May 2024

Property was OK, would stay again

8.0 / 10.0

May 2024

Sometimes, you don’t need a fancy place; just a clean place. That’s what this is. Maybe there weren’t the newest finishes, but we really appreciated having the extra pull-out couch and space in the room. It was perfect for traveling with my 3 teenagers.

10.0 / 10.0

May 2024

thanks

8.0 / 10.0

May 2024

Hotel was a hotel… hated the small toilets… if you go to wipe your hand will end up touching the water.. yuck! If you’re a man and have to poop…. hold your junk up!!!

2.0 / 10.0

May 2024

DO NOT STAY HERE!! Having stayed in this rundown, moderately clean motel before (I have a kid at WashColl), I called ahead to say I’d be checking in at 11:30pm (driving from afar to move kid out in am) and to please make sure I was in a clean room with extra blankets. When I arrived there were maybe 3 other cars in the parking lot, so the motel was presumably quite empty. The room I was given was ‘clean’ but as gross and run down as to be expected. At about 1:30am I awoke to the sound of water dripping loudly in the room. I discovered a leak in the ceiling mostly shielded by the drapes. The ceiling stain was about 8 inches in diameter was black and moldy and rotted and quarter size drops were coming in from the rain outside. So this was an ongoing problem. It would take quite some time and neglect to create a problem of that size. I called down and asked to be moved. The nice young man at the front desk was apologetic and accommodating, getting me a room down the hall. I packed up and moved and tried to go back to bed. In the morning at check out I asked if the hotel would be refunding me or if I needed to contact Expedia. The women scoffed at me and said “we moved your room and you spent the night, so no.” I showed her the picture of the disgusting health hazard of a ceiling and pointed out that I didn’t have a lot of options at 2 in the morning. She could not have cared less. Please don’t ever make the mistake of staying here. It’s beyond foul.

1.0 / 10.0

May 2024

The place was a total pit. There was no room service, . They had a sign in lobby that said if you want anything call the desk. They will dig it out for you and you can come n get it.Carpet was soo dirty you couldn’t tell what original pattern was. Soda machine didn’t work..Hotel smelled like pot.

3.0 / 10.0

Apr 2024

The hotel was adequate for what we needed. Just a place to sleep. My older children were a floor above us and the whole 3rd floor and elevator reeked of pot. Very dated. Elevator inspection expired 6 years ago. Other than that, it was adequate.

1.0 / 10.0

Apr 2024

From the first night i arrived there was no flow of hot water to the tub. There was a trickel of water thats it i called down to front desk and the lady said it wouldbe the following day before maintenance could come fix. When i arrived back later saturday afternoon, still now hot water to the tub. Sso i xhecked out explained to frint desk what was going on ,tje owner or manager of the hotel said no refund because it was at 4 oclock at this point. I will never stay at red roof in. Any where again. I will ne calling corporate monday morning the 29th of april

2.0 / 10.0

Apr 2024

Chestertown is a quiet quaint little town. We will be returning but not staying at the Red Roof Inn. Old and worn down, the bathroom smells like urine, light switches and door frames filthy. There is no fan in the bathroom. There’s a coffee pot but no mugs or paper/plastic cups. Only a bar of sample soap and tube of shampoo in the bathroom, no tissues. Very thankful we had toilet paper. There were 2 towels and 2 wash cloths, we shared a hand towel. Oh, and the TV didn’t work. We are glad we are only here for one night! There was a staff member here because my husband checked us in around 7pm, I returned around 9 pm there was no one at the desk but they must have been watching a camera from another room because they came out shortly and then immediately retreated. Didn’t seem very secure. When my husband returned at 10 there was no sign of any attendant. We booked through Expedia, not sure if they have nicer rooms available if you book through their website but disappointed and will not be returning.

6.0 / 10.0

Apr 2024

Problem with the door to the room and the door to the bathroom not closing.

4.0 / 10.0

Apr 2024

The air conditioner was very noisy woke me up every time it went on about every 10 minutes also had a strange smell, and my American Express card was denied for no reason

FAQs

How much does this hotel cost compared to others in Chestertown?

The average price for a rental in Chestertown is $183 per night. This rental is $107 less expensive than the average.

Is parking included with this hotel?

Yes, parking is listed as an amenity at Red Roof Inn & Suites Chestertown. For more information, we encourage you to contact the property about where to park.

Is there a pool at this hotel?

We didn’t find pool listed as an amenity for this hotel. It may be worth double checking if a pool is important for your stay.

Is Red Roof Inn & Suites Chestertown pet friendly?

Yes! This hotel is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Red Roof Inn & Suites Chestertown?

We found 7 amenities for this rental. This includes air conditioner, pets allowed, kitchen or kitchenette, internet / wifi, and parking.

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7.6 / 10.0

Very good(231 Ratings)

Comfort Inn & Suites Chestertown

Hotel

in Chestertown

2star

2 queen beds

Pets allowed · Kitchen or Kitchenette · Air conditioner

Looking for a memorable stay in Chestertown? Our Hotel might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more during your stay.

$$$$

Red Roof Inn & Suites Chestertown

Hotel in Chestertown, MD

Reasons to book

About this hotel

Amenities

Map of Chestertown, MD

Nearby attractions

Available Rooms

Superior Room, 1 King Bed, Accessible, Non Smoking

Superior Room, 1 King Bed, Accessible, Non Smoking

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

Suite, Multiple Beds, Non Smoking

Red Roof Inn & Suites Chestertown

Hotel in Chestertown, MD

Reasons to book

About this hotel

Amenities

Map of Chestertown, MD

Nearby attractions

Available Rooms

Superior Room, 1 King Bed, Accessible, Non Smoking

Superior Room, 1 King Bed, Accessible, Non Smoking

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

Suite, Multiple Beds, Non Smoking

Ratings and reviews

FAQs

How much does this hotel cost compared to others in Chestertown?

Is parking included with this hotel?

Is there a pool at this hotel?

Is Red Roof Inn & Suites Chestertown pet friendly?

What amenities are available at Red Roof Inn & Suites Chestertown?

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