Motels in Chestertown, MD

Find the best offers in Chestertown, MD

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Chestertown, MD motels
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Chestertown, MD Motels: no available offers. Here are other great options for your stay!

Comfort Inn & Suites Chestertown - Chestertown, MD
8.5 1348 reviews
Chestertown, MD
20/07 – 23/07
106 €/nighttotal: 318 € (3 )

Comfort Inn & Suites Chestertown

1 2
hotel , Chestertown
The Comfort Inn & Suites Chestertown is located near Washington College, less than a mile away, and a 5-minute drive from Chestertown's town centre. This 2-star hotel has received very good user ratings for its location, cleanliness, and overall experience.
The rooms are comfortable and well-equipped with flat-screen TVs, microwaves, and refrigerators. Guests can enjoy a complimentary Continental breakfast, use the on-site fitness centre, and take advantage of the hotel's other amenities, including a swimming pool, tennis court, and laundry facilities.
House On The Hill - Historic Private Second Floor - Chestertown, MD
10 124 reviews
Chestertown, MD
20/07 – 23/07
115 €/nighttotal: 345 € (3 )

House On The Hill - Historic Private Second Floor

1 2
B&B , Chestertown
This charming guesthouse is located in historic Chestertown, just a short walk from the town centre and a 3-kilometre drive from the waterfront. It has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
The property offers a private second-floor suite with two bedrooms, a bathroom, and a sitting area, accommodating up to four guests. Guests can enjoy a garden with chairs and a fire pit, a mini-fridge, a coffee maker, and local recommendations from the friendly hosts.
Brampton 1860 - Chestertown, MD
9.5 15 reviews
Chestertown, MD
03/07 – 08/07
367 €/nighttotal: 1835 € (5 )

Brampton 1860

1 2
B&B , Chestertown
The Brampton Bed and Breakfast Inn is located on Maryland's Eastern Shore, a short distance from Chestertown's centre and Washington College, offering a peaceful escape in the beautiful Maryland countryside. The B&B has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This charming 19th-century inn can accommodate up to two guests in its single bedroom and bathroom. Enjoy a range of amenities including a spa, a terrace, a garden, and a restaurant, perfect for a relaxing and enjoyable stay.
Dog-friendly Getaway Near Large Park And Dog Park - Chestertown, MD
10 1 review
Chestertown, MD
20/07 – 23/07
170 €/nighttotal: 510 € (3 )

Dog-friendly Getaway Near Large Park And Dog Park

1 2
B&B , Chestertown
This 3-bedroom flat is located in a peaceful residential area of Chestertown, offering convenient access to local shops and dining within 1 kilometre.
This pet-friendly accommodation sleeps up to six guests and features a private entrance, a walk-in bathroom, a kitchenette with a microwave and mini-fridge, and a gas fireplace.

Frequently asked questions about motels in Chestertown, MD

  • What scenic spots are in and around Chestertown, MD?

    There are plenty of scenic spots in and around Chestertown. You can take a walk along the Chester River waterfront, enjoy the views from the top of the Wilmer Park hill, or visit the rolling hills of the Eastern Shore countryside. The town's also close to the Chesapeake Bay, so you can take a boat trip or just relax on the beach.
  • What are the best motels in Chestertown, MD?

    Among the motels in Chestertown, MD, Driftwood Inn is the most popular one.

  • Which towns or cities have the best attractions in the Chestertown, MD region?

    Chestertown itself has a lot to offer, but if you're looking for more options, you could visit St. Michaels, a charming town on the Chesapeake Bay with a beautiful harbour and a maritime museum. Easton is another popular choice, with its historic district, art galleries, and restaurants.
  • What are the best motels for families and kids in Chestertown, MD?

    The best motel for families and kids in Chestertown, MD is Driftwood Inn.

  • What pros and cons come with booking a motel in Chestertown, MD?

    Motels in Chestertown are generally affordable and convenient, offering easy access to the town's main attractions. However, they may not always offer the same level of amenities or service as a hotel. If you're looking for a more luxurious experience, you might want to consider staying at one of the town's bed and breakfasts.
  • What are the best pet friendly motels in Chestertown, MD?

    The best pet friendly motel in Chestertown, MD is Driftwood Inn.

  • What are the best motels with parking in Chestertown, MD?

    The best motel with parking in Chestertown, MD is Driftwood Inn.

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