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Comfort Inn & Suites Chestertown

3.73 stars rating. Good.

599 reviews

3.73 stars rating. Good. 599 reviews
Amenities
4
Cleanliness
4
Property Condition
4.3
Safety & Security
4.3
Staff Service
4.2
Value
3.9
Sold Out
Sun, Aug 17, 2025 to Mon, Aug 18, 2025
Sold Out
Sun, Aug 17, 2025 to Mon, Aug 18, 2025

Get a great night’s rest in Chestertown, MD

Whether you're looking for a hotel with convenient access to the great outdoors or just passing through on your way to D.C. or Baltimore, you'll be at your best when you stay at our Comfort Inn & Suites® Chestertown hotel. Located just minutes from Washington College and outdoor recreation along the Chester River, our pet-friendly and 100% smoke-free hotel makes it easy to experience the natural beauty of eastern Maryland. You’ll get to enjoy travel essentials like free WiFi throughout the hotel and a free hot breakfast each morning.

Highlights

  • Elevator(s)
  • Pet Friendly*
  • Free Hot Breakfast
  • EV Charging Station*
  • Vending Machines*
  • Check in / out3:00 PM / 11:00 AM

*May require an additional cost

Guest Rooms

Available Guest Rooms

  • Earn Choice Privileges Points*

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Amenities

Featured Amenities(23)

  • Elevator(s)
  • Pet Friendly*
  • Free Hot Breakfast
  • EV Charging Station*
  • Vending Machines*
  • Seasonal Outdoor Pool
  • Fitness Center
  • Free Accessible Parking
  • Government Travelers: FEMA Approved

*May require an additional cost

Reviews

Guest Reviews

(599 reviews)
3.7/5

73% guests recommend this hotel

Amenities
4
Cleanliness
4
Property Condition
4.3
Safety & Security
4.3
Staff Service
4.2
Value
3.9
5 stars rating. Exceptional. 1 review
5/5

Great Value for Chestertown

This is a very nice hotel, clean, and reasonably priced. So many extras make the stay more enjoyable, from the lemon water in the lobby to the generous breakfast in the morning. We also enjoyed the pool after a long drive in hot weather. Chestertown is such a cool town and it's nice to have a clean, affordable place near the downtown area.

Verified Guest
August 2025

Verified

4 stars rating. Very Good. 1 review
4/5

Adventure in Chestertown MD

Fairly comfortable - rooms are nicely set up - breakfast had awful fake coffee- TV went out for two days (Direct TV) but wi fi was good - nice room accommodations - AC was good

Verified Guest
August 2025

Verified

1 star rating. Fair. 1 review
1/5

Awful Experience

This was one of the most unpleasant hotels I have ever stayed at but the staff were really nice so that was the only positive. when we checked in (we were there for the tournament), I was told there were many gluten-free options for breakfast. Not true. There was yogurt. Not even fruit and the coffee was like black sludge. But whatever. The room was the issue. We entered the room and it smelled bad. There was black dust all over the bed covers, and there were stains all over the carpet. Some were red in color and my dog went over to smell them as some had not been fully wiped up - no idea what these were, so I had to get on the floor and start trying to clean. The room was dirty. We left the next day, and during the night, no idea why but my daughter and I were itchy and that continued for the next few days. We had to take Benadryl since we were very uncomfortable… and I had to pay $178 for this. When I spoke to the front desk staff, I was told my message was being shared with the manager but she was on vacation and so I would not hear back for another week. So I guess there isn’t an assistant manager who takes over when the Manager is not there? That is bad management but my issue is with what I had to pay and how awful this was. Thanks for taking the time to read this. Hopefully I will get a response back.

Verified Guest
August 2025

Verified