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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

Lobby
Free daily full breakfast
Lobby
Point of interest
1 bedroom, desk, laptop workspace, blackout drapes
Comfort Inn & Suites in Chestertown offers a warm atmosphere with a lobby fireplace and free full breakfast. Enjoy in-room WiFi, gym access, and a business center to stay productive. The attentive staff consistently earns positive reviews from visitors.

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Pool
  • Gym
  • Pet friendly
  • Housekeeping
  • 24/7 front desk

Room options

Available filters for rooms
Showing 8 of 8 rooms

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
Blackout drapes/curtains
Separate bedroom
Private bathroom
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
Blackout drapes/curtains
Separate bedroom
Private bathroom
Designer toiletries
  • Sleeps 4
  • 2 Queen Beds

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
Blackout drapes/curtains
Separate bedroom
Private bathroom
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

8.0 out of 10
Very good
(16 reviews)

Highlights

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

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
(34 reviews)

Highlights

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

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
Private bathroom
Designer toiletries
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

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
Sofa bed
Separate bedroom
Blackout drapes/curtains
Private bathroom
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Suite, Multiple Beds, Non Smoking

1 bedroom, desk, laptop workspace, blackout drapes

Suite, Multiple Beds, Non Smoking

8.8 out of 10
Excellent
(9 reviews)

Highlights

Air conditioning
Heating
Refrigerator
Flat-screen TV
Separate bedroom
Blackout drapes/curtains
Private bathroom
Designer toiletries
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
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About the neighborhood

Located in Chestertown, Comfort Inn & Suites Chestertown is in the business district. 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 Betterton Beach and Eastern Neck National Wildlife Refuge. Don't miss out on a visit to Crumpton Auction. Spend some time exploring the area's activities, including winery tours.
Visit our Chestertown travel guideOpens in a new window
Map
150 Scheeler Road, Chestertown, MD, 21620

What's nearby

  • Washington College - 8 min walk - 0.4 miles
  • Chestertown Dog Park - 17 min walk - 0.9 miles
  • Historical Society of Kent County Maryland - 3 min drive - 1.7 miles
  • River Arts Chestertown - 3 min drive - 2.0 miles
  • Rolphs Wharf Marina - 15 min drive - 7.3 miles

Getting around

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

Restaurants

  • ‪Royal Farms - ‬2 min drive
  • ‪McDonald's - ‬11 min walk
  • ‪Dunkin - ‬5 min walk
  • ‪Procolino's - ‬10 min walk
  • ‪Subway - ‬2 min drive

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 the lobby. Stay connected with free in-room WiFi, and guests can find other amenities such as a gym and a business center.
Additional perks include:
  • A seasonal outdoor pool along with sun loungers and pool umbrellas
  • Free self parking
  • 1 meeting room, an elevator, and coffee/tea in the lobby
  • A banquet hall, a TV in the lobby, and smoke-free premises
  • Guest reviews give top marks for the helpful staff
Room features
All 81 rooms offer comforts such as laptop-friendly workspaces and air conditioning, as well as perks like free WiFi. Guest reviews speak positively of the clean rooms at the property.
More amenities include:
  • Rollaway/extra beds (surcharge) and cribs/infant beds (surcharge)
  • Bathrooms with hydromassage showers and designer toiletries
  • 42-inch flat-screen TVs with premium channels
  • Wardrobes/closets, refrigerators, and microwaves

Similar properties

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

Red Roof Inn & Suites Chestertown

  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.2 out of 10, Good, 404 reviews
$81 nightly
The price is $90
Oct 21 - Oct 22
Total with taxes and fees
Red Roof Inn & Suites Chestertown

Property amenities

Internet

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

Parking and transportation

  • 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

  • Crib (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 center
  • 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.
  • 4 accessible parking spaces
  • Assistive listening devices
  • Braille/raised signage
  • Elevator (36 inch wide door)
  • Handrails in stairways (36 inches high)
  • 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 center
  • Wheelchair-accessible concierge desk
  • Wheelchair-accessible gym
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to elevator
  • Wheelchair-accessible pool
  • Wheelchair-accessible public washroom
  • Wheelchair-accessible registration desk (36 inches high)
  • Wheelchair-accessible van parking

More

  • 3 floors
  • Banquet hall
  • Fireplace in lobby
  • Smoking not allowed

Room amenities

Bedroom

  • Bedsheets provided
  • Blackout drapes
  • Crib (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 available
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

Access methods

Staffed front desk

Pets

Pets 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
Cribs (infant beds) are available for USD 15.0 per stay

Property payment types

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 June 21 to September 01
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–8:00 PM.

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

As of Oct 15, 2025, prices found for a 1-night stay for 2 adults at Comfort Inn & Suites Chestertown on Oct 19, 2025 start from $102.0, 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 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?

Check-out 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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Reviews

Comfort Inn & Suites Chestertown Reviews

8.6

Excellent

8.8

Cleanliness

8.6

Location

8.8

Staff & service

8.4

Eco-friendliness

8.6

Property conditions & facilities
Rating 10 - Excellent. 414 out of 828 reviews
Rating 8 - Good. 263 out of 828 reviews
Rating 6 - Okay. 88 out of 828 reviews
Rating 4 - Poor. 41 out of 828 reviews
Rating 2 - Terrible. 22 out of 828 reviews

Reviews

10/10 Excellent

Ramon I

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great service. Very clean.
Stayed 1 night in Oct 2025

8/10 Good

Gillian

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Friendly staff, clean room, convenient location.
Stayed 1 night in Aug 2025

8/10 Good

Craig

Liked: Cleanliness, staff & service
staff was friendly, accomodations were fine.
Stayed 2 nights in Aug 2025

8/10 Good

Freda

Very helpful front desk woman. On first perusal property appears a erase but clean, helpful, reasonable for a short stay.
Stayed 1 night in Aug 2025

10/10 Excellent

Ada

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean. Very professional staff. Loved the free breakfast.
Stayed 1 night in Aug 2025

8/10 Good

Barbara

It was just fine. Very clean and efficient. Just not in a super exciting spot
Stayed 2 nights in Sep 2025

8/10 Good

Frank

Liked: Staff & service
Smells like an air freshener. That is annoying. The beds re lovely
Stayed 1 night in Sep 2025

6/10 Okay

Matthew

Liked: Cleanliness, staff & service
Walls thin. Noise carried late and early.
Stayed 1 night in Sep 2025

10/10 Excellent

Linda

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Check in/out went smoothly. Room was big and comfortable. Low pressure in shower.
Stayed 2 nights in Aug 2025

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

Christine

Liked: Cleanliness, property conditions & facilities
It was a clean comfortable spot to rest for the night.
Stayed 1 night in Jul 2025

10/10 Excellent

Brian

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
FEELS LIKE PEACEFULLY 👍 👌
Stayed 4 nights in Aug 2025

10/10 Excellent

Cynthia

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

Great experience

Wonderful staff!
Stayed 3 nights in Jun 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

Jay

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great hotel in a great community…. Easily accessible to anything nearby.
Stayed 2 nights in Jun 2025

6/10 Okay

Jeremy

Is an okay place. Relatively clean, people are nice. Coffee at breakfast is the worse I have ever tasted, anywhere ever.
Stayed 3 nights in Jul 2025

8/10 Good

Theresa

Liked: Cleanliness, staff & service, property conditions & facilities
Please move waffle station….it needs its own space! Could hardly get a plate and utensils with people trying to and waiting for their turn to make waffles. Breakfast choices just okay.
Stayed 2 nights in Aug 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

6/10 Okay

Kathleen

Liked: Cleanliness, staff & service, property conditions & facilities
There is no insulation in the walls could hear exactly what the next room was saying.The eggs they served tasted like watered down powdered eggs.
Stayed 2 nights in Aug 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

Roger

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

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.
Stayed 2 nights in Jul 2025

6/10 Okay

Jessica

Disliked: Cleanliness
The rugs in the rooms and the hallways need to be replaced. They were all stained and dirty. The tv in our room did not work properly.
Stayed 1 night in Aug 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

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

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