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Comfort Inn & Suites Chestertown

2.5 star property
Hotel convenient to Washington College

Choose dates to view prices

Photo gallery for Comfort Inn & Suites Chestertown

Welcome to our reception area, where friendly staff are available to assist with your stay.
Established in 1782, Washington College is proudly displayed on this historic brick wall.
Relax in a spacious lobby with a comfortable seating area, sofa, armchairs, and a fireplace.
Staff workspace with a coffee station and dark wooden doors.
Relax in a spacious room with a large bed, comfortable sofa, and flat-screen TV.
Chestertown’s Comfort Inn & Suites offers a warm welcome with free full breakfast and a cozy lobby fireplace. Stay connected with in-room WiFi, get moving at the gym, or make some business connections at the center. The helpful staff has left lasting impressions on previous guests.

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Pool
  • Non-smoking
  • Pet friendly
  • Gym
  • 24/7 front desk
  • Laundry facilities

Main amenities (12)

  • Daily housekeeping
  • Fitness center
  • Seasonal outdoor pool
  • Business center
  • 24-hour front desk
  • Coffee/tea in a common area
  • Lobby fireplace
  • Vending machine
  • Self-serve laundry
  • Meeting room
  • TV in a common area
  • Banquet hall

For families (6)

  • Children stay free
  • Cribs/infant beds (surcharge)
  • Microwave
  • Private bathroom
  • Premium TV channels
  • Daily housekeeping
The current price is $115
$127 total
includes taxes & fees
Aug 3 - Aug 4

Room options

Available filters for rooms
Showing 8 of 8 rooms

View all photos for Suite, 1 King Bed with Sofa bed, Non Smoking

Suite, 1 King Bed with Sofa bed, Non Smoking | 1 bedroom, desk, laptop workspace, blackout drapes

Suite, 1 King Bed with Sofa bed, Non Smoking

7.2 out of 10
Good
(5 reviews)

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Separate bedroom
Sofa bed
Blackout drapes/curtains
Hair dryer
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Suite, Multiple Beds, Accessible, Non Smoking (Accessible Tub)

1 bedroom, desk, laptop workspace, blackout drapes

Suite, Multiple Beds, Accessible, Non Smoking (Accessible Tub)

10.0 out of 10
Exceptional
(1 review)

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Separate bedroom
Blackout drapes/curtains
Hair dryer
Designer toiletries
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

View all photos for Room, 2 Queen Beds, Accessible, Non Smoking (Roll-In Shower)

1 bedroom, desk, laptop workspace, blackout drapes

Room, 2 Queen Beds, Accessible, Non Smoking (Roll-In Shower)

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Separate bedroom
Blackout drapes/curtains
Hair dryer
Designer toiletries
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard Room, 2 Queen Beds, Non Smoking

1 bedroom, desk, laptop workspace, blackout drapes

Standard Room, 2 Queen Beds, Non Smoking

9.0 out of 10
Wonderful
(33 reviews)

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Separate bedroom
Blackout drapes/curtains
Hair dryer
Designer toiletries
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard Room, 1 King Bed, Non Smoking

1 bedroom, desk, laptop workspace, blackout drapes

Standard Room, 1 King Bed, Non Smoking

8.2 out of 10
Very good
(14 reviews)

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Separate bedroom
Blackout drapes/curtains
Hair dryer
Designer toiletries
  • Sleeps 2
  • 1 King Bed

View all photos for Room, 1 King Bed, Accessible, Non Smoking (Accessible Tub)

1 bedroom, desk, laptop workspace, blackout drapes

Room, 1 King Bed, Accessible, Non Smoking (Accessible Tub)

8.8 out of 10
Excellent
(3 reviews)

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Separate bedroom
Blackout drapes/curtains
Hair dryer
Designer toiletries
  • Sleeps 2
  • 1 King Bed

View all photos for Room, 2 Queen Beds, Accessible, Non Smoking (Accessible Tub)

1 bedroom, desk, laptop workspace, blackout drapes

Room, 2 Queen Beds, Accessible, Non Smoking (Accessible Tub)

8.8 out of 10
Excellent
(3 reviews)

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Separate bedroom
Blackout drapes/curtains
Hair dryer
Designer toiletries
  • Sleeps 4
  • 2 Queen Beds

View all photos for Suite, Multiple Beds, Non Smoking

1 bedroom, desk, laptop workspace, blackout drapes

Suite, Multiple Beds, Non Smoking

8.6 out of 10
Excellent
(7 reviews)

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Separate bedroom
Blackout drapes/curtains
Hair dryer
Designer toiletries
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

Similar properties

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

Red Roof Inn & Suites Chestertown

  • Pet friendly
  • Free parking
  • Free WiFi
  • Air conditioning
7.2 out of 10, Good, 383 reviews
The price is $76
$85 total
includes taxes & fees
Aug 5 - Aug 6
Red Roof Inn & Suites Chestertown
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About the neighborhood

Map
150 Scheeler Road, 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) - 49 min drive
  • Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) - 104 min drive
  • Baltimore, MD (MTN-Martin State) - 108 min drive
  • Edgewood Station - 88 min drive

Restaurants

  • ‪McDonald's - ‬11 min walk
  • ‪Dining Hall - ‬18 min walk
  • ‪Procolino Pizza - ‬4 min walk
  • ‪China House - ‬4 min walk
  • ‪The Freeze - ‬4 min walk

About this property

Comfort Inn & Suites Chestertown

Enjoy your visit to Chestertown with a stay at Comfort Inn & Suites Chestertown. You can go for a morning swim at the seasonal outdoor pool and visit the fitness center for a workout. Fellow travelers love the helpful staff.

Languages

English, Spanish

More about this property

VISIBILITY

At a glance

Hotel size

    • 81 rooms
    • Arranged over 3 floors

Arriving/Leaving

    • Check-in start time: 3:00 PM; Check-in end time: anytime
    • Contactless check-in available
    • Early check-in subject to availability
    • 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

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

    • Children stay free when occupying the parent or guardian's room, using existing bedding

Pets

    • Pets allowed*
    • Service animals welcome

Internet

    • Free WiFi in public areas
    • Free WiFi in rooms

Parking

    • Free onsite self parking
    • Wheelchair-accessible parking and van parking on site

Other information

    • Smoke-free property
LOB_HOTELS

Property amenities

Food and drink

  • Free full breakfast on weekday mornings 6:30 AM–9:30 AM
  • Coffee/tea in a common area

Traveling with children

  • Children stay free (see details)
  • Pool gate
  • Fence around the pool

What to do

  • Winery tours nearby

Working away

  • Business center
  • Meeting room

Services

  • 24-hour front desk
  • Laundry facilities
  • Pool loungers
  • Pool umbrellas

Facilities

  • Fireplace in lobby
  • Television in common areas
  • Fitness center
  • Seasonal outdoor pool
  • Banquet hall

Accessibility

  • Braille/raised signage
  • Elevator
  • Elevator door width (inches): 36
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible parking
  • 4 on-site accessible parking spaces
  • Assistive listening devices available
  • Wheelchair-accessible public washroom
  • Wheelchair-accessible concierge desk
  • Wheelchair-accessible van parking
  • Wheelchair-accessible path to elevator
  • Wheelchair-accessible registration desk
  • Wheelchair-accessible registration desk height (inches): 36
  • Wheelchair-accessible pool
  • Wheelchair-accessible fitness center
  • Wheelchair-accessible business center
  • Visual alarms in hallways
  • Handrails in stairways
  • Stairway handrail height (inches): 36
  • Closed captioned TV
  • Lever door handles
  • Well-lit path to entrance
  • Stair-free path to entrance
  • Pool hoist on site
ROOM

Room amenities

Be entertained

  • 42-inch flat-screen TV
  • Premium satellite channels

Home comfort

  • Air conditioning (climate-controlled) and heating
  • Coffee/tea maker
  • Iron/ironing board

Sleep well

  • Blackout drapes/curtains
  • Crib/infant bed (surcharge)
  • Rollaway/extra bed (surcharge)
  • Bed sheets provided

Freshen up

  • Private bathroom
  • Bathtub or shower
  • Hydromassage showerhead
  • Designer toiletries
  • Hair dryer
  • Towels
  • Toothbrush and toothpaste (on request)
  • Toilet paper

Stay connected

  • Desk
  • Free WiFi
  • Free local calls

Food and drink

  • Refrigerator
  • Microwave

More

  • Daily housekeeping
MONETIZATION_ON

Fees & policies

Optional extras

  • Early check-in can be arranged for an extra charge of USD 50.00 (subject to availability)

Children & extra beds

  • Cribs/infant beds are available for USD 15.0 per stay
  • Rollaway beds are available for USD 15.0 per stay

Pets

  • Service animals exempt from fees
  • Pets are allowed for an extra charge of USD 25 per accommodation, per night

Pool, spa, & gym (if applicable)

  • Pool access available from 8:00 AM to 8:00 PM
  • The seasonal pool is open from June 21 to September 01

Policies

Guests can rest easy knowing there's a carbon monoxide detector, a smoke detector, and window guards on site.
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, Diners Club, JCB International, Carte Blanche
Cashless transactions are available.

Also known as

Holiday Inn Express Chestertown
Holiday Inn Express Hotel Chestertown
Chestertown Holiday Inn
Holiday Inn Chestertown
Holiday Inn Express Hotel And Suites Chestertown
Chestertown Holiday Inn
Holiday Inn Chestertown
Holiday Inn Express Hotel Suites Chestertown
HELP_OUTLINE

Frequently asked questions

Does Comfort Inn & Suites Chestertown offer free cancellation for a full refund?

Yes, Comfort Inn & Suites Chestertown does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.

Is there a pool at Comfort Inn & Suites Chestertown?

Yes, there's a seasonal outdoor pool. Guests have pool access from 8:00 AM to 8:00 PM.

Are pets allowed at Comfort Inn & Suites Chestertown?

Yes, pets are welcome. There's a charge of USD 25 per accommodation, per night. Service animals are exempt from fees.

Is parking offered on site at Comfort Inn & Suites Chestertown?

Yes, there's free self parking.

What are the check-in and check-out times at Comfort Inn & Suites Chestertown?

Check-in start time: 3:00 PM; Check-in end time: anytime. There's a charge of USD 50.00 for early check-in (subject to availability). Check-out time is 11 AM. Contactless check-in and check-out are available.

What is there to do at Comfort Inn & Suites Chestertown and nearby?

Comfort Inn & Suites Chestertown has a seasonal outdoor pool and a fitness center.

What's the area around Comfort Inn & Suites Chestertown like?

Comfort Inn & Suites Chestertown is a short 12-minute walk from Washington College and 18 minutes' walk from Rolling Road Park.

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Comfort Inn & Suites Chestertown Reviews

Reviews

8.6

Excellent

8.8/10

Cleanliness

8.8/10

Staff & service

8.0/10

Amenities

8.6/10

Property conditions & facilities

8.4/10

Eco-friendliness

Popular mentions

Room
Service staff
Breakfast
Bed
Bathroom
Location
Upgrade
Booking
Children
Food

What guests liked

  • Breakfast was consistently tasty and well-prepared with many choices. (20 reviews)
AI Sparkle IconFrom real guest reviews summarized by AI.

Reviews

10/10 Exceptional

Service was great all the staff we came in contact with were kind and helpful from showing us how to work the TV to giving us bottled water when the drink vending machine was out. We enjoyed our stay and the location was very close to Chestertown and Rock Hall.
2-night trip

6/10 Good

Is an okay place. Relatively clean, people are nice. Coffee at breakfast is the worse I have ever tasted, anywhere ever.
Jeremy, 3-night trip

10/10 Exceptional

Great experience

Wonderful staff!
Cynthia, 3-night trip

10/10 Exceptional

Great hotel in a great community…. Easily accessible to anything nearby.
Jay, 2-night trip

10/10 Exceptional

better than expected!

The hotel was perfect for a two nights stay. Good parking and convenient to get into the building. The room was a good size with two queen size beds. Beds were very firm, but they did have plenty of pillows and the bedding was perfect. We were on the third floor so the water pressure wasn’t great in the shower but they had plenty of towels. we travel with two dogs and there was an area to walk them and a large lot right next to the hotel so they really enjoyed it. we would definitely stay again.
Roger, 2-night trip

8/10 Very good

Room needed maintenance but nothing to interfere with sleeping. Bath/shower could use updating, appears uncleaned even though it was.
1-night trip

10/10 Exceptional

Staff was efficient and very helpful. Clean room with microwave & fridge - well stocked linens in bathroom - great breakfast - thank you for a comfortable stay.
William, 1-night trip

10/10 Exceptional

Check-in was quick & easy. The gentleman at the desk was wonderfully pleasant and very welcoming. Our room was clean and spacious. Beds were clean and comfortable.
Mary, 1-night trip

10/10 Exceptional

clean and comfy
Lewis, 1-night trip

8/10 Very good

The room was nice and clean and the bathroom was recently updated. I was not able to connect my Roku to their WIFI however.
1-night trip

10/10 Exceptional

Nice place to stay when visiting Chestertown. Very close to Washington College.
Susan, 1-night trip

10/10 Exceptional

The hotel was spotless. Very clean. Comfortable and safe.
1-night trip

2/10 Poor

We woke up to our room being covered ants.
Darryl, 1-night trip

8/10 Very good

The good and the ok

The staff were very accommodating and the breakfast was good. The place was clean and comfortable. There were ants in my room that seemingly came out of nowhere until it was too late.
Seth, 1-night trip

10/10 Exceptional

Very clean comfortable room, friendly staff, nice breakfast. Would definitely stay again!
Dianna, 2-night trip

10/10 Exceptional

Nice facility, convenient to downtown, good value
Theresa, 1-night trip

10/10 Exceptional

Friendly atmosphere and well stocked breakfast bar! Comfortable clean room!
Deborah, 1-night trip

6/10 Good

Does the job but LOUD

One of the only options for brand name hotel in Chestertown, MD. The room was large and roomy. The hotel staff were pleasant. However, the walls are paper thin. I could clearly hear conversations in the rooms on each side and from the room above. The sound wasn’t even muffled. It’s as if I was part of the conversation. The parking is in the back of the hotel, dimly lit, and typically full by 6pm each night. Perhaps it was just the days that we were staying at the hotel but the back parking was filled with utility trucks/workers who were ready to blow off steam after their shift…I believe the room above us was used as a communal party room by the utility guys as there was yelling, what seemed to be wrestling at one point, and loud music. I am all for having fun but the thin walls meant that we had to endure their partying whether we liked it or not. Again, not many choices in town if you are looking for a hotel (there are a lot of bed & breakfasts around the area). So, the hotel “works” if you need to stay in Chestertown and you aren’t looking for a more intimate setting like a bed & breakfast.
3-night trip

10/10 Exceptional

Staff was courteous and friendly. Room was clean and in good order. Check out was quick and very easy.
john, 1-night trip

6/10 Good

Messed up reservation

They messed up my reservation. They gave me a handicapped room when I requested a regular room. Not terrible but not great either. Someone needs retraining regarding reservation accuracy.
Steve, 1-night trip

10/10 Exceptional

Inside the building it was clean, quiet and nice. In the back parking lot, it was very dirty. The grounds surrounding the lot was littered with trash and debris. One person looked to be sleeping in his car. I did appreciate the very bright lighting in that lot. A small clean up of the back lot would make a big difference in first impressions!!
Laura, 1-night trip

10/10 Exceptional

This is a nice hotel in a quiet area, that met our needs. All staff we have encountered have been friendly and helpful.
Debby Finnessy, 1-night trip

10/10 Exceptional

Very clean and comfortable home away from home, and breakfast in the morning, too. Perfect place to stay to enjoy the Sultana Downrigging Festival, just a short drive away. And, Chestertown is a beautiful and friendly town, too!
Linda, 1-night trip

10/10 Exceptional

Great place to stay.

Nice hotel and service.
Bruce, 1-night trip

10/10 Exceptional

Our stay was very quiet and relaxing.
Brenda L., 1-night trip