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Comfort Inn & Suites Chestertown

2.5 star property
Hotel with free breakfast, near 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.
Relax in a spacious lobby with a comfortable seating area, sofa, armchairs, and a fireplace.
Relax in a spacious room with a large bed, comfortable sofa, and flat-screen TV.
Established in 1782, Washington College is proudly displayed on this historic brick wall.
Staff workspace with a coffee station and dark wooden doors.

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Pool
  • Pet-friendly
  • Gym
  • Housekeeping
  • Laundry
The current price is RM478
RM530 total
includes taxes & fees
3 Aug - 4 Aug

Room options

Available filters for rooms
Showing 8 of 8 rooms

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

1 bedroom, desk, laptop workspace, blackout curtains

Suite, 1 King Bed with Sofa bed, Non Smoking

7.0 out of 10
Good
(4 reviews)

Highlights

Air conditioning
Heating
Fridge
Flat-screen TV
Separate bedroom
Sofa bed
Blackout curtains
Hairdryer
  • 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 curtains

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

10.0 out of 10
Exceptional
(1 review)

Highlights

Air conditioning
Heating
Fridge
Flat-screen TV
Separate bedroom
Blackout curtains
Hairdryer
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 curtains

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

Highlights

Air conditioning
Heating
Fridge
Flat-screen TV
Separate bedroom
Blackout curtains
Hairdryer
Designer toiletries
  • Sleeps 4
  • 2 Queen Beds

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

1 bedroom, desk, laptop workspace, blackout curtains

Standard Room, 2 Queen Beds, Non Smoking

9.0 out of 10
Wonderful
(30 reviews)

Highlights

Air conditioning
Heating
Fridge
Flat-screen TV
Separate bedroom
Blackout curtains
Hairdryer
Designer toiletries
  • Sleeps 4
  • 2 Queen Beds

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

1 bedroom, desk, laptop workspace, blackout curtains

Standard Room, 1 King Bed, Non Smoking

8.2 out of 10
Very good
(14 reviews)

Highlights

Air conditioning
Heating
Fridge
Flat-screen TV
Separate bedroom
Blackout curtains
Hairdryer
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 curtains

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

8.8 out of 10
Excellent
(3 reviews)

Highlights

Air conditioning
Heating
Fridge
Flat-screen TV
Separate bedroom
Blackout curtains
Hairdryer
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 curtains

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

8.8 out of 10
Excellent
(3 reviews)

Highlights

Air conditioning
Heating
Fridge
Flat-screen TV
Separate bedroom
Blackout curtains
Hairdryer
Designer toiletries
  • Sleeps 4
  • 2 Queen Beds

View all photos for Suite, Multiple Beds, Non Smoking

1 bedroom, desk, laptop workspace, blackout curtains

Suite, Multiple Beds, Non Smoking

8.6 out of 10
Excellent
(7 reviews)

Highlights

Air conditioning
Heating
Fridge
Flat-screen TV
Separate bedroom
Blackout curtains
Hairdryer
Designer toiletries
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
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About the area

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

  • Edgewood Station - 88 min drive
  • Baltimore, MD (MTN-Martin State) - 108 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

Hotel near Washington College
Located close to River Arts Chestertown and Historical Society of Kent County Maryland, Comfort Inn & Suites Chestertown provides free full breakfast, laundry facilities and a fireplace in reception. Stay connected with free in-room WiFi, and guests can find other amenities, such as a gym and a business centre.
Additional perks include:
  • A seasonal outdoor pool with sunloungers and pool umbrellas
  • Free self-parking
  • 1 meeting room, a TV in reception and a 24-hour front desk
  • Smoke-free property, a banquet hall and coffee/tea in reception
  • Guest reviews say great things about the helpful staff
Room features
All 81 rooms have comforts such as laptop-friendly workspaces and air conditioning, as well as perks such as free WiFi. Guest reviews speak positively of the cleanliness rooms at the property.
Extra amenities include:
  • Rollaway/extra beds (surcharge) and cots/infant beds (surcharge)
  • Bathrooms with hydromassage showers and designer toiletries
  • 42-inch flat-screen TVs with premium channels
  • Wardrobes/cupboards, fridges and microwaves

Languages

English, Spanish

Similar properties

Classic hotel room with a large bed, bedside tables, and a comfortable armchair.

Red Roof Inn & Suites Chestertown

  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.4 out of 10, Good, 371 reviews
The price is RM290
RM322 total
includes taxes & fees
21 Jul - 22 Jul
Red Roof Inn & Suites Chestertown

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transport

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

Food and drink

  • Free full breakfast available 6:30 AM to 9:30 AM on weekdays and 7:00 AM to 10:00 AM on weekends
  • Coffee and tea in common areas

Things to do

  • Gym
  • Seasonal outdoor pool
  • TV in common areas

Family friendly

  • Cot (surcharge)
  • Fenced pool
  • In-room microwave
  • In-room refrigerator
  • Laundry facilities
  • Pool gate
  • Rollaway/extra bed (surcharge)
  • Seasonal outdoor pool

Conveniences

  • 24-hour front desk
  • Laundry facilities
  • Vending machine

Guest services

  • Housekeeping (daily)

Business services

  • Business centre
  • Meeting room

Outdoors

  • Pool loungers
  • Pool umbrellas

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Assistive listening devices
  • Braille/raised signage
  • Handrails in stairways
  • Lever door handles
  • Pool hoist on site
  • Stair-free path to entrance
  • Visual alarms in hallways
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible business centre
  • Wheelchair-accessible gym
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to lift
  • Wheelchair-accessible pool
  • Wheelchair-accessible public bathroom
  • Wheelchair-accessible registration desk
  • Wheelchair-accessible van parking

More

  • 3 floors
  • Banquet hall
  • Fireplace in lobby
  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided
  • Blackout drapes
  • Cot (surcharge)
  • Rollaway/extra bed (surcharge)

Bathroom

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

Entertainment

  • 42-inch flat-screen TV with premium satellite channels

Food and drink

  • Coffee/tea maker
  • Microwave
  • Refrigerator

More

  • Air conditioning (climate-controlled)
  • Desk
  • Free local calls
  • Heating
  • Iron/ironing board
  • Laptop workspace
  • Phone

Policies

Check-in

Check-in start time: 3:00 PM; check-in end time: anytime
Early check-in subject to availability
Early check-in fee: USD 50.00
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 11 AM
Contactless check-out

Special check-in instructions

Front desk staff will greet guests on arrival at the property

Access methods

Staffed front desk

Pets

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

Children and extra beds

Children are welcome
Children can stay for free if using existing beds when occupying the parent or guardian's room
Rollaway/extra beds are available for USD 15.0 per stay.
Cots (infant beds) are available for USD 15.0 per stay

Payment types at the property

Important information

Optional extras

  • Pet fee: USD 25 per accommodation, per night
  • Service animals are exempt from fees
  • Early check-in fee: USD 50.00 (subject to availability)
  • Crib (infant bed) fee: USD 15.0 per stay
  • Rollaway bed fee: USD 15.0 per stay

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
Cashless transactions are available
Safety features at this property include a carbon monoxide detector, a smoke detector and window guards

We should mention

The seasonal pool will be open from 21 June to 01 September
Pool access available from 8:00 AM to 8:00 PM
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly)

Property is 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

Frequently asked questions

Does Comfort Inn & Suites Chestertown have a pool?

Yes, this property has a seasonal outdoor pool. Pool access is from 8:00 AM to 8:00 PM.

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

As of 10 Jul 2025, prices found for a 1-night stay for 2 adults at Comfort Inn & Suites Chestertown on 3 Aug 2025 start from RM 477.63, 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 Comfort Inn & Suites Chestertown pet-friendly?

Yes, pets are allowed at this property. There's a fee of USD 25 per accommodation, per night. Service animals are exempt from fees.

How much is parking at Comfort Inn & Suites Chestertown?

Self-parking is free at this property.

What time is check-in at Comfort Inn & Suites Chestertown?

Check-in start time: 3:00 PM; check-in end time: anytime. Early check-in is available for a fee of USD 50.00 (subject to availability).

What time is check-out at Comfort Inn & Suites Chestertown?

Checkout is at 11 AM.

Where is Comfort Inn & Suites Chestertown located?

Situated in the historical district, this hotel is within 2 mi (3 km) of Washington College, Historical Society of Kent County Maryland and River Arts Chestertown. Rolphs Wharf Marina and Cassinelli Winery and Vineyards are also within 12 mi (20 km).

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Comfort Inn & Suites Chestertown Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 391 out of 778 reviews
Rating 8 - Good. 246 out of 778 reviews
Rating 6 - Okay. 82 out of 778 reviews
Rating 4 - Poor. 38 out of 778 reviews
Rating 2 - Terrible. 21 out of 778 reviews

8.8/10

Cleanliness

8.8/10

Staff & service

8.0/10

Amenities

8.6/10

Property conditions & facilities

8.4/10

Eco-friendliness

Reviews

10/10 Excellent

Anne

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Comfortable room, friendly staff.
Stayed 2 nights in May 2025

8/10 Good

Donald

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The breakfast was consistently tasty.
Stayed 4 nights in May 2025

10/10 Excellent

Veronica

Liked: Cleanliness, amenities, property conditions & facilities
We have stayed with this Comfort Inn, Chestertown, MD location in the past. Breakfast is handy, nearby grocery store and eateries are convenient. Farmers Market on Saturday and trendy Mom & Pop shops are close by. The staff are efficient and ice machines are abundant along with a washer/dryer (coins required) are an appreciated touch not to mention plenty of hot water for the shower. Best of all the pool has been scrubbed sparkling clean up and running beautifully...that was a real happy surprise.
Stayed 2 nights in Jul 2025

10/10 Excellent

Anita

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay. Sorry pool was closed
Stayed 2 nights in May 2025

8/10 Good

kevin

Liked: Cleanliness, amenities, property conditions & facilities
Smokers smoking at parking lot entry.
Stayed 3 nights in Jun 2025

8/10 Good

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Better than I expected
Stayed 2 nights in May 2025

10/10 Excellent

William

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was efficient and very helpful. Clean room with microwave & fridge - well stocked linens in bathroom - great breakfast - thank you for a comfortable stay.
Stayed 1 night in Apr 2025

10/10 Excellent

Mary

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 1 night in Apr 2025

10/10 Excellent

Lewis

clean and comfy
Stayed 1 night in Mar 2025

8/10 Good

Thomas

Liked: Staff & service
The grass and landscape was not maintained
Stayed 1 night in May 2025

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The hotel was spotless. Very clean. Comfortable and safe.
Stayed 1 night in Mar 2025

10/10 Excellent

Susan

Liked: Cleanliness, staff & service, property conditions & facilities
Nice place to stay when visiting Chestertown. Very close to Washington College.
Stayed 1 night in Feb 2025

10/10 Excellent

Dianna

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Very clean comfortable room, friendly staff, nice breakfast. Would definitely stay again!
Stayed 2 nights in Oct 2024

10/10 Excellent

Theresa

Liked: Cleanliness, staff & service, property conditions & facilities
Nice facility, convenient to downtown, good value
Stayed 1 night in Dec 2024

10/10 Excellent

Deborah

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Friendly atmosphere and well stocked breakfast bar! Comfortable clean room!
Stayed 1 night in Jan 2025

10/10 Excellent

john

Liked: Cleanliness, staff & service, property conditions & facilities
Staff was courteous and friendly. Room was clean and in good order. Check out was quick and very easy.
Stayed 1 night in Feb 2025

10/10 Excellent

Laura

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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!!
Stayed 1 night in Apr 2025

10/10 Excellent

Debby Finnessy

Liked: Cleanliness, staff & service, property conditions & facilities
This is a nice hotel in a quiet area, that met our needs. All staff we have encountered have been friendly and helpful.
Stayed 1 night in Nov 2024

10/10 Excellent

Linda

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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!
Stayed 1 night in Nov 2024

10/10 Excellent

DAVID

Liked: Cleanliness, staff & service, property conditions & facilities
This may be considered a no frills hotel but is super clean and apparently was recently renovated. Extremely comfortable for our stay. Would stay here again given the opportunity.
Stayed 1 night in Sep 2024

10/10 Excellent

Kathleen

Liked: Cleanliness, property conditions & facilities, room comfort

Comfort Inn Chestertown MD

Nice hotel amid a small town
Stayed 1 night in Jul 2024

10/10 Excellent

Brenda L.

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our stay was very quiet and relaxing.
Stayed 1 night in Feb 2024

10/10 Excellent

Bruce

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

Great place to stay.

Nice hotel and service.
Stayed 1 night in Dec 2023

10/10 Excellent

Capito

Liked: Cleanliness, staff & service, property conditions & facilities
Was there just one night and didn't eat breakfast, but staff were wonderful and the room seemed newly renovated. Room was large and clean with coffee maker and mini-fridge.
Stayed 1 night in Nov 2024

10/10 Excellent

Melissa

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

Nice hotel

Front desk staff was welcoming and friendly. We had a suite so I am guessing it was a bit larger than a regular room but it was really wonderful to have the extra space. The room was clean and the breakfast was decent (the coffee was good for hotel coffee). Would certainly stay here again when I am in the area.
Stayed 1 night in Dec 2024