Comfort Inn & Suites Chestertown

Hotel with free breakfast, near Washington College

Choose dates to view prices

Where to?

Dates

October 2025

November 2025

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.

Excellent

Popular amenities

Pool
Gym
Pet friendly
Housekeeping
24/7 front desk

Room options

Check availability for these dates

Tonight

Oct 3 - Oct 4

Tomorrow

Oct 4 - Oct 5

All rooms

1 bed

2 beds

3+ beds

Showing 8 of 8 rooms

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

Excellent

Highlights

Air conditioning

Heating

Refrigerator

Flat-screen TV

Blackout drapes/curtains

Separate bedroom

Hair dryer

Private bathroom

Sleeps 2
1 King Bed

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

Excellent

Highlights

Air conditioning

Heating

Refrigerator

Flat-screen TV

Blackout drapes/curtains

Separate bedroom

Hair dryer

Private bathroom

Sleeps 4
2 Queen Beds

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

Highlights

Air conditioning

Heating

Refrigerator

Flat-screen TV

Blackout drapes/curtains

Separate bedroom

Hair dryer

Private bathroom

Sleeps 4
2 Queen Beds

Standard Room, 1 King Bed, Non Smoking

Very good

Highlights

Air conditioning

Heating

Refrigerator

Flat-screen TV

Blackout drapes/curtains

Separate bedroom

Hair dryer

Private bathroom

Sleeps 2
1 King Bed

Standard Room, 2 Queen Beds, Non Smoking

Wonderful

Highlights

Air conditioning

Heating

Refrigerator

Flat-screen TV

Blackout drapes/curtains

Separate bedroom

Hair dryer

Private bathroom

Sleeps 4
2 Queen Beds

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

Exceptional

Highlights

Air conditioning

Heating

Refrigerator

Flat-screen TV

Separate bedroom

Blackout drapes/curtains

Hair dryer

Private bathroom

1 bedroom
Sleeps 6
2 Queen Beds and 1 Double Sofa Bed

Suite, 1 King Bed with Sofa bed, Non Smoking

Good

Highlights

Air conditioning

Heating

Refrigerator

Flat-screen TV

Separate bedroom

Blackout drapes/curtains

Sofa bed

Hair dryer

1 bedroom
Sleeps 4
1 King Bed and 1 Double Sofa Bed

Suite, Multiple Beds, Non Smoking

Excellent

Highlights

Air conditioning

Heating

Refrigerator

Flat-screen TV

Separate bedroom

Blackout drapes/curtains

Hair dryer

Private bathroom

1 bedroom
Sleeps 6
2 Queen Beds and 1 Double Sofa Bed

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About the neighborhood

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

‪McDonald's - ‬11 min walk
‪Royal Farms - ‬2 min drive
‪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
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

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

Pet friendly
Parking included
Free WiFi
Air conditioning

$81 nightly

Oct 9 - Oct 10

Total with taxes and fees

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

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

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 3, 2025, prices found for a 1-night stay for 2 adults at Comfort Inn & Suites Chestertown on Nov 3, 2025 start from $114.41, 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).