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Comfort Inn & Suites Chestertown

Property class: 2.5

Photo gallery for Comfort Inn & Suites Chestertown

A modern dining area with a central island, multiple tables, and chairs. There are signs for 'RISP' and 'SILVER' on the wall, and an 'EXIT' sign above a door.
A modern lounge area with seating, a fireplace, and a television.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A hotel reception area with a modern design, featuring a reception desk, a seating area, and a hallway leading to other rooms.

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Pool
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning
The current price is NZ$197
includes taxes & fees
13 Sept - 14 Sept

Explore the area

View map
150 Scheeler Road, Chestertown, MD, 21620
  • Place, Washington College
    ‪8 min walk‬
  • Place, Garfield Center for the Arts at the Prince Theater
    ‪2 min drive‬
  • Place, River Arts Chestertown
    ‪3 min drive‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪124 min drive‬

Room options

View all photos for 1 King Bed, Nonsmoking

A hotel room with a large bed, bedside lamps, a desk, a TV, and a window with curtains.

1 King Bed, Nonsmoking

  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

View all photos for 1 King Bed, Nonsmoking, Accessible

A hotel room with a large bed, a desk, a chair, a lamp, and a window with curtains.

1 King Bed, Nonsmoking, Accessible

  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

View all photos for 1 King Bed, Suite, Nonsmoking

A hotel room with a large bed, bedside lamps, a desk, a TV, and a window with curtains.

1 King Bed, Suite, Nonsmoking

  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

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

A hotel room with a large bed, two bedside lamps, a chair, a nightstand, and a window with curtains.

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

8.8 out of 10
Excellent
(5 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

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

A hotel room with two beds, a large window with curtains, and a wall-mounted heater.

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

8.8 out of 10
Excellent
(3 reviews)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free Wi-Fi

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

A hotel room with two beds, a large window with curtains, and a wall-mounted heater.

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

  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free Wi-Fi

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

A hotel room with a large bed, two bedside lamps, a chair, a nightstand, and a window with curtains.

Standard Room, 1 King Bed, Non Smoking

8.4 out of 10
Very good
(18 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

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

A hotel room with two beds, a large window with curtains, and a wall-mounted heater.

Standard Room, 2 Queen Beds, Non Smoking

8.8 out of 10
Excellent
(47 reviews)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free Wi-Fi

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

A hotel room with two beds, a desk, and a kitchenette.

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

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free Wi-Fi

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

A hotel room with a large bed, a chair, a nightstand, and a dresser.

Suite, 1 King Bed with Sofa bed, Non Smoking

7.6 out of 10
Good
(7 reviews)
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed
  • Free Wi-Fi

View all photos for Suite, Multiple Beds, Non Smoking

A hotel room with two beds, a desk, and a kitchenette.

Suite, Multiple Beds, Non Smoking

8.2 out of 10
Very good
(11 reviews)
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free Wi-Fi

About the area

Chestertown

At Comfort Inn & Suites Chestertown you'll be 1 km (0.6 mi) from Washington College and 2.6 km (1.6 mi) from Historical Society of Kent County Maryland. Highlights at this hotel include a complimentary breakfast and free self-parking. .Enjoy the gym, seasonal outdoor swimming pool and pool loungers. A meeting room and a business centre are among the business amenities offered. Added amenities include free Wi-Fi in public areas, coffee/tea in a common area and laundry facilities. .Sights within a 15-minute drive of this Chestertown hotel include River Arts Chestertown and Rolphs Wharf Marina.

What's nearby

  • Washington College - 8 min walk - 0.7 km
  • Rolling Road Park - 16 min walk - 1.4 km
  • Chestertown Dog Park - 2 min drive - 1.4 km
  • Garfield Center for the Arts at the Prince Theater - 2 min drive - 2.8 km
  • River Arts Chestertown - 3 min drive - 3.1 km

Getting around

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

Restaurants

  • ‪Milano's Pizzeria - ‬6 min drive
  • ‪McDonald's - ‬11 min walk
  • ‪Dunkin - ‬5 min walk
  • ‪Royal Farms - ‬5 min drive
  • ‪Procolino's - ‬10 min walk

About this property

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown offers its guests a fitness centre and a seasonal outdoor pool. WiFi is free in public spaces. A business centre and a meeting room are available. Free breakfast is served daily. The business-friendly Comfort Inn & Suites Chestertown also features a vending machine, coffee/tea in common area, and a fireplace in the lobby. Free self parking is available.

This Chestertown hotel is smoke free.

  • 81 guestrooms or units
  • 3 levels
  • Full breakfast (free)
  • Poolside lounge chairs
  • Umbrellas for the pool
  • Business facilities
  • Coffee in lobby
  • Self-service laundry
  • Front desk (24 hours)
  • Fireplace in lobby
  • Television in lobby
  • Lift
  • No smoking on site
  • 1 conference room
Comfort Inn & Suites Chestertown offers 81 accommodations with coffee/tea makers and designer toiletries. 42-inch flat-screen televisions come with premium satellite channels. Fridges and microwaves are provided. Bathrooms include baths or showers with a hydromassage showerhead, complimentary toiletries and hairdryers.

This Chestertown hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and telephones; free local calls are provided (restrictions may apply). Additionally, rooms include an iron/ironing board and blackout curtains. Housekeeping is provided on a daily basis.

Similar properties

Lobby lounge
Red Roof Inn & Suites Chestertown
Chestertown
  • Pet-friendly
  • Parking included
  • Free Wi-Fi
  • Air-conditioning
3.6 out of 5, Good, 479 reviews
The price is NZ$136
includes taxes & fees
10 Sept - 11 Sept
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
  • Limited on-site self parking
  • 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.
  • 4 accessible parking spaces
  • Assistive listening devices
  • Braille/raised signage
  • Handrails in stairways (91 centimetre high)
  • Lever door handles
  • Lift (91 centimetre wide door)
  • 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 concierge desk
  • 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 (91 centimetre high)
  • Wheelchair-accessible van parking

More

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

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

Access methods

Staffed front desk

Pets

  • Pets: USD 25 per pet, per night
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.
  • Kids stay free! Children stay free when using existing bedding.
  • Rollaway/extra beds are available for USD 15.0 per stay.
  • Cots (infant beds) are available for USD 15.0 per stay.

Payment types

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Pet fee: USD 25 per pet, 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

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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 fire extinguisher, a smoke detector and window guards
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property accepts Visa, Mastercard, American Express, Discover, Diners Club, JCB International and Carte Blanche. Cash is not accepted. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and window guards in all accommodation. Cashless payment methods are available for all transactions.

We should mention

  • The seasonal pool will open on 21 June and close on 01 September.
  • Pool access available from 8:00 AM to 8:00 PM
  • Children stay free in the same room as the parent or guardian when using existing bedding.
  • 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

What is the cancellation policy at Comfort Inn & Suites Chestertown?

Comfort Inn & Suites Chestertown offers free cancellation on select room rates. Check out the cancellation policy for more info.

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

As of 19 Aug 2026, prices found for a 1-night stay for 2 adults at Comfort Inn & Suites Chestertown on 13 Sept 2026 start from NZ$197, including 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 parking available at Comfort Inn & Suites Chestertown?

Yep, Comfort Inn & Suites Chestertown has a free self car park.

Are there any beaches close to Comfort Inn & Suites Chestertown?

The closest beach to Comfort Inn & Suites Chestertown is Betterton Beach (15.9 km).

Does Comfort Inn & Suites Chestertown have a pool?

Comfort Inn & Suites Chestertown has a seasonal outdoor pool. Grab your bathers and lounge poolside while enjoying under the shade of an umbrella. The pool is open 8:00 AM to 8:00 PM (Seasonal outdoor pool open from June 21 to September 01).

Is Comfort Inn & Suites Chestertown family-friendly?

You bet! With amenities such as laundry facilities, as well as cots/infant beds in the guestrooms, it's no surprise that Comfort Inn & Suites Chestertown is a hit with families.

Does Comfort Inn & Suites Chestertown serve breakfast?

You bet, complimentary full brekkie is available weekdays from 6:30 AM to 9:30 AM and on weekends between 7:00 AM and 10:00 AM.

Is there a free airport shuttle available at Comfort Inn & Suites Chestertown?

No, Comfort Inn & Suites Chestertown does not offer an airport shuttle service.

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

Check-in begins at 3:00 PM. Check-out time is 11 AM.

Comfort Inn & Suites Chestertown Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 484 out of 950 reviews
Rating 8 - Good. 290 out of 950 reviews
Rating 6 - Okay. 102 out of 950 reviews
Rating 4 - Poor. 47 out of 950 reviews
Rating 2 - Terrible. 27 out of 950 reviews

8.8/10

Cleanliness

8.8/10

Staff & service

8.0/10

Amenities

8.6/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Celina

Liked: Cleanliness, staff & service, property conditions & facilities
Plenty of parking, various items for breakfast, family friendly, close to many location
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Danielle

Liked: Cleanliness, staff & service, property conditions & facilities
Great visit
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Best place to stay always
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean rooms, environment and best place to stay.
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Dewayne

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The whole experience was great
Stayed 1 night in Mar 2026
Verified review

8/10 Good

Gail

Traveling on 301 to New England somewhat off the beaten path Service excellent
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staying is peaceful and the rooms clean.
Stayed 3 nights in Mar 2026
Verified review

8/10 Good

Jacquelyn

Breakfast was just ok
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Ruth Ann

Liked: Cleanliness
Clean and courteous staff.
Stayed 1 night in Mar 2026
Verified review

8/10 Good

Joshua

Liked: Cleanliness, staff & service
The breakfast was scanty and the coffee was too weak.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

ROMMEL HOSMIN

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room, friendly staff, shops nearby Everything was good
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Ruth Ann

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was very courteous.
Stayed 6 nights in Feb 2026
Verified review

8/10 Good

Ann Marie

Liked: Cleanliness
Clean, quiet.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Mary

Liked: Cleanliness, staff & service
Excellent hotel. Will stay there anytime I travel to the area.
Stayed 6 nights in Nov 2025
Verified review

10/10 Excellent

Ruth Ann

Liked: Cleanliness
Nice clean facility for the money and staff very cordial
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Ruth Ann

Liked: Cleanliness
Clean and helpful
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was clean and ready for use. Staff was friendly.
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Matthew

Liked: Cleanliness, staff & service, property conditions & facilities
Frindly staff. Slight noise but not bad. Rooms clean and comfortable.
Stayed 1 night in Mar 2026
Verified review

6/10 Okay

Susan

Disliked: Staff & service, amenities, property conditions & facilities
This may be the best hotel in the area (maybe??) but I can't recommend it very highly. The plumbing in my room was shaky at best and staff at the desk were rude and uncaring. A lot of money to pay for a so-so room!
Stayed 2 nights in Apr 2026
Verified review

2/10 Terrible

Charles

Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
Will at the front desk might be one of the worst hotel people I’ve ever had to deal with
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Richard

Liked: Amenities
Polite and kind hotel manager
Stayed 1 night in Jan 2026
Verified review

10/10 Excellent

Charles

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Everything was great - the beds and pillows are very comfortable, room very clean and breakfast was decent and staff very friendly.
Stayed 1 night in Oct 2025
Verified review

10/10 Excellent

Janelle

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
staff is nice and place is good. proce wise is excellent
Stayed 1 night in Jan 2026
Verified review

10/10 Excellent

David

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Nice hotel
Stayed 1 night in Sep 2025
Verified review

8/10 Good

Harry

Liked: Cleanliness, staff & service, amenities
clean hotel
Stayed 1 night in Oct 2025