Affordable Hotels to Stay in Chestertown, MD

Located in Chestertown, Comfort Inn & Suites Chestertown offers 2-star accommodations with a seasonal outdoor swimming pool, a fitness center and a shared lounge. The property has luggage storage space and free WiFi throughout the property. At the hotel, the rooms are equipped with a desk. All rooms will provide guests with a fridge. Buffet and American breakfast options are available at Comfort Inn & Suites Chestertown. Speaking English and Spanish, staff are always on hand to help at the 24-hour front desk. New Castle Airport is 46 miles from the property.

- "Latoya was especially helpful" - "Nice clean comfortable" - "I stay here every time I come and visit my mother. Always great service. Great location and easy in" - "Pleasantly surprised by the upgrades made on the rooms" - "Front desk staff were super kind." - "Comfortable and close to mall with pizza" - "One stay here is enough we will look for other alternatives in the area with more welcoming fair policies to all not jus"

Hotel with free breakfast, near Washington College
A fitness center, coffee/tea in a common area, and a seasonal outdoor pool are available at this smoke-free hotel. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a business center, a meeting room, and laundry facilities are onsite.
Comfort Inn & Suites Chestertown offers 81 accommodations with coffee/tea makers and designer toiletries. 42-inch flat-screen televisions come with premium satellite channels. Refrigerators and microwaves are provided. Bathrooms include bathtubs or showers with hydromassage showerheads, complimentary toiletries, and hair dryers.

This Chestertown hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is provided daily.

- "My husband and I stayed here to celebrate his 50th birthday, and to have a weekend away. . Very clean, quiet hallways, very nice staff. Our only complaint and it honestly didn’t effect our stay is that our room smelled musty. The room was very clean and nice otherwise." - "This stay was much better than my last stay. I appreciate the attention to detail in the cleanliness of the room. Great job!" - "1. Everything I need in the same place. Security and comfort for me and my family. "

This motel is located just a 6-minute walk from Washington College. It offers free Wi-Fi and a 24-hour front desk. Downtown Chestertown, Maryland is 2 miles from the motel. The Driftwood Inn has rooms decorated in rustic wood paneling and soft neutral colors. All rooms include a cable TV with HBO channels, a microwave, and refrigerator. Coffee is provided in the lobby and vending machines with drinks are available. The Inn Driftwood also provides copy and fax services at the front desk. Chester River Yacht and Country Club is 2.5 miles away from the Driftwood. Remington Farms National Wildlife Preserve is a 14-minute drive.

- "No frills, gets the job done" - "I will stay again."

Hotel in Chestertown with free parking
This hotel features coffee/tea in a common area, laundry facilities, and a 24-hour front desk. Free WiFi in public areas and free self parking are also provided. Additionally, free newspapers, a lobby fireplace, and a vending machine are onsite.
Change of towels is available on request.
Red Roof Inn & Suites Chestertown offers 53 air-conditioned accommodations with coffee/tea makers and hair dryers. 43-inch flat-screen televisions come with premium cable channels and pay movies.

This Chestertown hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and desk chairs; local and long-distance calls are complimentary (restrictions may apply). Additionally, rooms include irons/ironing boards and complimentary toiletries. Change of towels and change of bedsheets can be requested. Housekeeping is provided daily.

- "Front desk staff was very helpful and friendly. Check in was quick and without a hitch. Doing some renovations but is fine for a stay " - "thanks" - "Staff were very kind. Easy parking and comfortable rooms." - "nice hotel. helpful staff. stores and dining are walkable distances." - "Person checking me in was not very cordial; Other staff folks were pleasant; nice to have daily housekeeping; sign for motel was not visible (actually went to the next door motel); room size was excellent; hall carpet needs replacing"

Motel in Chestertown with free parking
Along with a 24-hour front desk, this motel has express check-in and express check-out. Free WiFi in public areas and free self parking are also provided.
Driftwood Inn offers 28 accommodations with coffee/tea makers and hair dryers. Premium satellite television is provided. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include bathtubs or showers and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Housekeeping is provided daily.

- "May was very pleasant and helpful. Will certainly return when we are in the area" - "Rooms were clean. Check-in was a breeze, and the housekeeping lady is the best left her a nice tip" - "Mrs Mae is very friendly and helpful. Checks on you to make sure everything is ok. I’d recommend it - stayed 3 weeks for work. Loved my little room!! Mrs Mae was a bonus!! " - "I decided to go low-budget for my two-night stay in Chestertown (in town for the Rock Hall Triathlons). This place is convenient and an excellent choice for someone who doesn't plan to spend a lot of time in their room. Rooms are spare w/no frills. Basically four lights in the entire room (overhead, wall, bathroom, shower). Bed was reasonably comfortable. I did notice that the shower temperature control looked a little grungy on the inside; otherwise, the room was clean and fit for purpose. I would stay here again if I were seeking to economize."