Comfort Inn & Suites Chestertown

Hotel with free breakfast, near Washington College

Choose dates to view prices

Where to?

Dates

November 2025

December 2025

1 bedroom, desk, laptop workspace, blackout curtains

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

includes taxes & fees

3 Nov - 4 Nov

Room options

Check availability for these dates

Tonight

Oct 31 - Nov 1

Tomorrow

Nov 1 - Nov 2

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

Fridge

Flat-screen TV

Blackout curtains

Separate bedroom

Private bathroom

Designer toiletries

Sleeps 2
1 King Bed

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

Excellent

Highlights

Air conditioning

Heating

Fridge

Flat-screen TV

Blackout curtains

Separate bedroom

Private bathroom

Designer toiletries

Sleeps 4
2 Queen Beds

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

Highlights

Air conditioning

Heating

Fridge

Flat-screen TV

Blackout curtains

Separate bedroom

Private bathroom

Designer toiletries

Sleeps 4
2 Queen Beds

Standard Room, 1 King Bed, Non Smoking

Very good

Highlights

Air conditioning

Heating

Fridge

Flat-screen TV

Blackout curtains

Separate bedroom

Private bathroom

Designer toiletries

Sleeps 2
1 King Bed

Standard Room, 2 Queen Beds, Non Smoking

Wonderful

Highlights

Air conditioning

Heating

Fridge

Flat-screen TV

Blackout curtains

Separate bedroom

Private bathroom

Designer toiletries

Sleeps 4
2 Queen Beds

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

Exceptional

Highlights

Air conditioning

Heating

Fridge

Flat-screen TV

Separate bedroom

Blackout curtains

Private bathroom

Designer toiletries

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

Fridge

Flat-screen TV

Sofa bed

Separate bedroom

Blackout curtains

Private bathroom

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

Suite, Multiple Beds, Non Smoking

Excellent

Highlights

Air conditioning

Heating

Fridge

Flat-screen TV

Separate bedroom

Blackout curtains

Private bathroom

Designer toiletries

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

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About the area

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

‪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 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, along with sunloungers and pool umbrellas
Free self-parking
1 meeting room, a lift and coffee/tea in reception
A banquet hall, a TV in reception and smoke-free property
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

Similar properties

Pet-friendly
Parking included
Free WiFi
Air conditioning

includes taxes & fees

30 Nov - 1 Dec

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.
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
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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.

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

If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

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 31 Oct 2025, prices found for a 1-night stay for 2 adults at Comfort Inn & Suites Chestertown on 3 Nov 2025 start from €97.88, 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 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

8.6

Excellent

8.8/10

Cleanliness

8.8/10

Staff & service

8.0/10

Amenities

8.6/10

Property conditions & facilities

8.4/10

Eco-friendliness

8/10 Good

Freda

24 Aug 2025

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

8/10 Good

Barbara

12 Sept 2025

It was just fine. Very clean and efficient. Just not in a super exciting spot

Stayed 2 nights in Sep 2025

6/10 Okay

Richard

28 Oct 2025

n/a

Stayed 2 nights in Oct 2025

8/10 Good

Christine

18 Jul 2025

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

Linda

23 Aug 2025

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

8/10 Good

Donald

31 May 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

The breakfast was consistently tasty.

Stayed 4 nights in May 2025

10/10 Excellent

Cynthia

25 Jun 2025

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

Great experience

Wonderful staff!

Stayed 3 nights in Jun 2025

10/10 Excellent

Jay

15 Jun 2025

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

10/10 Excellent

Brian

14 Aug 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

FEELS LIKE PEACEFULLY 👍 👌

Stayed 4 nights in Aug 2025

10/10 Excellent

Veronica

5 Jul 2025

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

Susan

3 Feb 2025

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

Roger

5 Jul 2025

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

10/10 Excellent

Mary

4 Apr 2025

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

6/10 Okay

Jessica

18 Aug 2025

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

Bruce

28 Dec 2023

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

Great place to stay.

Nice hotel and service.

Stayed 1 night in Dec 2023

8/10 Good

Verified traveller

30 Jun 2025

Liked: Staff & service

Room needed maintenance but nothing to interfere with sleeping. Bath/shower could use updating, appears uncleaned even though it was.

Stayed 1 night in Jun 2025

10/10 Excellent

DAVID

14 Sept 2024

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

John

23 Oct 2023

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Staff was great! Breakfast was awesome!

Stayed 1 night in Oct 2023

10/10 Excellent

Maureen

13 May 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

The onsite manager was very helpful. The staff was very nice.

Stayed 1 night in May 2024

8/10 Good

Robert R

8 Mar 2023

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

Comfort in Chestertown

Best option for a hotel stay in Chestertown.

Stayed 1 night in Mar 2023

8/10 Good

Dan

24 Apr 2023

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

Good place to stay

Good room, comfortable bed, clean bathroom, all good. Breakfast could be better, more egg selections, but overall not bad.

Stayed 2 nights in Apr 2023

10/10 Excellent

Laura

12 Apr 2025

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

Robert

5 May 2024

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

Everything was great

Stayed 2 nights in May 2024

10/10 Excellent

Nancy

13 Nov 2024

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

It was all good

Stayed 1 night in Nov 2024

10/10 Excellent

Sara

30 Apr 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

We arrived late but the lady at the front desk was so nice. Our room was spacious, clean and the bed was so comfortable. We didn’t get to heave breakfast due to heading home but we really enjoyed our short stay and plan to come back.

Stayed 1 night in Apr 2024