Skip to main content

Comfort Inn & Suites Chestertown

Property class: 2.5

Choose dates to view prices

Located close to Washington College and River Arts Chestertown, Comfort Inn & Suites Chestertown provides free full breakfast, laundry facilities, and a fireplace in the lobby. Free in-room WiFi is available to all guests, along with a gym and a business center.

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Pool
  • Pet friendly
  • Free WiFi
  • Air conditioning

Room options

Available filters for rooms
Showing 11 of 11 rooms

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 WiFi

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 WiFi

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 WiFi

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 WiFi

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 WiFi

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 WiFi

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 WiFi

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 WiFi

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 WiFi

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 WiFi

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 WiFi
Mod logo
Earn OneKeyCash on thousands of hotels when you sign in and book. More rewards for more adventures!
Sign inSign up, it's free

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 guide
Map
150 Scheeler Road, Chestertown, MD, 21620

What's nearby

  • A field of soybeans with a barn and silos in the background.
    Washington College
    8 min walk - 0.4 miles
  • Rolling Road Park
    16 min walk - 0.9 miles
  • Chestertown Dog Park
    2 min drive - 0.9 miles
  • Garfield Center for the Arts at the Prince Theater
    2 min drive - 1.7 miles
  • River Arts Chestertown
    3 min drive - 2.0 miles

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

  • 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
    • A TV in the lobby, coffee/tea in the lobby, and 1 meeting room
    • An elevator, a vending machine, and a banquet hall
    • 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

A living room with a stone accent wall, a fireplace, a television, and two sofas.
Red Roof Inn & Suites Chestertown
Chestertown
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.2 out of 10, Good, 479 reviews
$62 nightly
The price is $68
Aug 25 - Aug 26
Total with taxes and fees
Red Roof Inn & Suites Chestertown
Compare similar properties

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

Access methods

Staffed front desk

Pets

Pets allowed for an extra charge of USD 25 per pet, 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 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

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 fire extinguisher, 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)

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 Aug 19, 2026, prices found for a 1-night stay for 2 adults at Comfort Inn & Suites Chestertown on Sep 13, 2026 start from $116, 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 Comfort Inn & Suites Chestertown pet-friendly?

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

How much is parking?

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).

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.