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Best Chestertown MD hotels, motels and accommodations of 2019

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Quality Suites Chestertown160 Scheeler Rd, Chestertown, United States, 21620, show map
Fabulousbased on 35 reviews
8.2
Located 3 km away from Chestertown city center, this hotel features 53 rooms and an outdoor swimming pool.
  • Free Wi-Fi
  • Free parking
  • Luggage storage
  • 24-hour services

    24-hour reception

  • Food/ Drinks

    Restaurant

    Coffee/Tea in lobby

  • Fitness/ Gym

    Fitness centre

FromUS$215Select Hotel
Holiday Inn Express Hotel & Suites Chestertown150 Scheeler Road, Chestertown, United States, 21620, show map
Superbbased on 14 reviews
8.4
Set close to Washington College, the hotel boasts American meals served at the onsite outdoor restaurant.
  • Wi-Fi
  • Parking

    On-site car park

  • Luggage storage
  • 24-hour services

    Late check-in/ -out

    24-hour reception

  • Food/ Drinks

    Bar/ Lounge area

    Restaurant

  • Fitness/ Gym

    Fitness centre

FromUS$177Select Hotel
Driftwood Inn Chestertown609 Washington Avenue, Chestertown, United States, 21620, show map
Guest ratingbased on 18 reviews
5.2
Within easy reach of Poor Richards of Chestertown, this hotel comprises 28 rooms with private bathrooms.
  • Wi-Fi
  • Parking

    On-site car park

  • Luggage storage
  • 24-hour services

    24-hour check-in

    24-hour reception

  • TV

    Flat-screen TV

  • Kitchen facilities

    Microwave

    Refrigerator

FromUS$124Select Hotel
Brampton Bed And Breakfast Inn Chestertown25227 Chestertown Road, Chestertown, United States, 21620, show map
Located next to Historical Society of Kent County, the venue comprises 13 rooms with garden views.
  • Free Wi-Fi

    Free Wi-Fi in rooms

  • Parking

    Off-site car park

  • Luggage storage
  • 24-hour services
  • Food/ Drinks

    Snack bar

  • TV

    Leisure/ TV room

FromUS$232Select Hotel
John L Stam House Apartment Chestertown114 Washington Ave, Chestertown, United States, show map
400 yd from City Center
  • Free Wi-Fi

    Free Wi-Fi in rooms

  • Free parking
  • Kitchen facilities
  • Air conditioning

    Air conditioning in public areas

  • Breakfast
  • Food/ Drinks

    Coffee/Tea in lobby

Select Hotel
Great Oak Manor Bed & Breakfast Great Oak Landing10568 Cliff Road, Chestertown, United States, 21620, show map
The hotel offers 12 rooms with the sea views, a first floor restaurant, and a music bar.
  • Wi-Fi
  • Parking

    On-site car park

  • Luggage storage
  • 24-hour services
  • Food/ Drinks

    Coffee/Tea in lobby

    Snack bar

    Picnic area/ Tables

  • Fitness/ Gym

    Fitness centre

FromUS$320Select Hotel
Lodging At The Imperial Hotel Chestertown208 High Street, Chestertown, United States, MD 21620, show map
200 yd from City Center
  • Free Wi-Fi

    Free Wi-Fi in rooms

  • Parking

    Off-site car park

  • Luggage storage
  • 24-hour services
  • Food/ Drinks

    Bar/ Lounge area

    Restaurant

  • TV

    Flat-screen TV

FromUS$261Select Hotel
Similar properties near Chestertown
Hilton Garden Inn Kent Island Grasonville3206 Main Street, Grasonville, United States, 21638, show map
Superbbased on 14 reviews
8.8
19.1 mi from Chestertown
This hotel, featuring 90 non-smoking rooms and an air-conditioned restaurant, is centrally based in the heart of the city.
  • Wi-Fi
  • Parking

    On-site car park

  • Luggage storage
  • 24-hour services

    24-hour reception

  • Food/ Drinks

    Bar/ Lounge area

    Restaurant

  • Fitness/ Gym

    Fitness centre

FromUS$234Select Hotel
Country Inn & Suites By Radisson, Bel Air/Aberdeen, Md1435 Handlir Drive, Bel Air, United States, 21015, show map
Superbbased on 32 reviews
8.8
21.3 mi from Chestertown
This eco-friendly hotel overlooks the river boasting its location in busy area.
  • Free Wi-Fi

    Free Wi-Fi in rooms

  • Parking

    On-site car park

  • Luggage storage
  • 24-hour services

    24-hour reception

    24-hour business centre

  • Food/ Drinks

    Coffee/Tea in lobby

  • Fitness/ Gym

    Fitness centre

FromUS$117Select Hotel
Homewood Suites By Hilton Bel Air Riverside4170 Philadelphia Road, Riverside, United States, 21015, show map
Superbbased on 14 reviews
8.4
21.3 mi from Chestertown
This conveniently located hotel in Riverside boasts 92 beautiful rooms along with a spa area and a Jacuzzi.
  • Wi-Fi
  • Parking

    On-site car park

  • Luggage storage
  • 24-hour services

    Late check-in/ -out

    24-hour reception

  • Food/ Drinks

    Bar/ Lounge area

    Coffee/Tea in lobby

    Restaurant buffet

    Welcome drink

    Snack bar

    Picnic area/ Tables

  • Fitness/ Gym

    Fitness centre

FromUS$128Select Hotel
Home2 Suites By Hilton Baltimore/Aberdeen20 Newton Road, Aberdeen, United States, 21001, show map
20.6 mi from Chestertown
This historic-style hotel is set at a short distance to Ripken Museum.
  • Wi-Fi
  • Parking

    On-site car park

  • Luggage storage
  • 24-hour services

    Late check-in/ -out

    24-hour reception

  • Food/ Drinks

    Bar/ Lounge area

    Outdoor dining area

    Restaurant

  • Fitness/ Gym

    Fitness centre

FromUS$147Select Hotel
Holiday Inn Belcamp - Aberdeen Area1326 Policy Drive, Belcamp, United States, 21017, show map
Superbbased on 9 reviews
8.8
21.0 mi from Chestertown
Boasting an infinity pool, the hotel is about 20 minutes' walk from the center of Belcamp.
  • Wi-Fi
  • Parking

    On-site car park

  • Luggage storage
  • 24-hour services

    Late check-in/ -out

    24-hour reception

  • Food/ Drinks

    Bar/ Lounge area

    Restaurant

    Coffee/Tea in lobby

    Snack bar

  • Fitness/ Gym

    Fitness centre

FromUS$132Select Hotel
Springhill Suites Edgewood Aberdeen Bel Air1420 Handlir Drive, Bel Air, United States, 21015, show map
Superbbased on 17 reviews
8.4
21.3 mi from Chestertown
This suburban hotel with 119 modern rooms is located in the heart of Bel Air.
  • Free Wi-Fi

    Free Wi-Fi in rooms

  • Parking

    On-site car park

  • Luggage storage
  • 24-hour services

    24-hour reception

    24-hour business centre

  • Food/ Drinks

    Coffee/Tea in lobby

    Restaurant buffet

    Snack bar

  • Fitness/ Gym

    Fitness centre

FromUS$129Select Hotel
Quality Inn Grasonville101 Vfw Avenue, Grasonville, United States, 21638, show map
Fabulousbased on 13 reviews
7.8
18.6 mi from Chestertown
Featuring 59 rooms, this hotel offers a scenic view of Chesapeake Bay and Sandy Point State Park and is located close to a motorway.
  • Wi-Fi
  • Parking

    On-site car park

  • Luggage storage
  • 24-hour services

    24-hour reception

    24-hour business centre

  • Food/ Drinks

    Coffee/Tea in lobby

  • Swimming pool

    Seasonal outdoor pool

FromUS$200Select Hotel
Best Western Kent Narrows Inn Grasonville3101 Main Street, Grasonville, United States, 21638-1029, show map
Superbbased on 6 reviews
8.4
19.1 mi from Chestertown
Opened in 1989, this pleasant accommodation includes an indoor swimming pool, a shared lounge and a golf course, within 30 minutes' walk from the center of Grasonville.
  • Wi-Fi
  • Parking

    On-site car park

  • Luggage storage
  • 24-hour services

    24-hour reception

  • Food/ Drinks

    Restaurant

  • Fitness/ Gym

    Fitness centre

FromUS$248Select Hotel
Extended Stay America - Baltimore - Bel Air - Aberdeen1361 James Way, Bel Air, United States, 21015, show map
Fabulousbased on 1 review
7.6
21.3 mi from Chestertown
Situated in a business area of Bel Air, this hotel features an outdoor swimming pool and a golf course.
  • Wi-Fi
  • Parking

    On-site car park

  • Luggage storage
  • 24-hour services

    Late check-in/ -out

    24-hour reception

  • Food/ Drinks

    Coffee/Tea in lobby

    Picnic area/ Tables

  • Laundry

    Self-service laundry

FromUS$80Select Hotel
Holiday Inn Express Annapolis East-Kent Island Grasonville1020 Kent Narrows Road, Grasonville, United States, 21638, show map
Superbbased on 2 reviews
8.6
19.0 mi from Chestertown
The hotel offers easy access to Chesapeake Exploration Center, boasting 76 rooms in the heart of Grasonville.
  • Wi-Fi
  • Parking

    On-site car park

  • Luggage storage
  • 24-hour services

    Late check-in/ -out

    24-hour reception

  • Food/ Drinks

    Bar/ Lounge area

    Restaurant

  • Fitness/ Gym

    Fitness centre

FromUS$243Select Hotel
Inn At Osprey Point Grasonville20786 Avenue, Rock Hall, United States, show map
10.9 mi from Chestertown
The hotel features a large pool and a spectacular view, boasting great setting.
  • Wi-Fi
  • Free parking
  • Luggage storage
  • 24-hour services
  • Food/ Drinks

    Bar/ Lounge area

    Restaurant

  • Shuttle

    Paid airport shuttle

FromUS$168Select Hotel
Candlewood Suites Aberdeen-Edgewood-Bel Air4216 Philadelphia Road, Bel Air, United States, 21015-6626, show map
Superbbased on 4 reviews
8.4
21.3 mi from Chestertown
Featuring a casino, barbeque grills and a library, the property offers accommodation since 2009 in a busy area.
  • Wi-Fi
  • Parking

    On-site car park

  • Luggage storage
  • 24-hour services

    Late check-in/ -out

    24-hour reception

  • Fitness/ Gym

    Fitness centre

  • Laundry

    Self-service laundry

FromUS$134Select Hotel
Inn At Huntingfield Creek Rock Hall4928 Eastern Neck Rd, Rock Hall, United States, 21661, show map
11.0 mi from Chestertown
Located 30 minutes' drive from Rock Hall city center, this hotel offers a shared lounge, barbeque grills and a library.
  • Wi-Fi
  • Parking

    On-site car park

  • Luggage storage
  • 24-hour services
  • Swimming pool

    Seasonal outdoor pool

  • Spa and relaxation

    Massage

FromUS$202Select Hotel

Your booking experience in Chestertown

If you are searching for comfortable accommodation for your next city escape in Chestertown, we are always ready to indulge you with good Maryland hotel deals. Booked.net features a handpicked selection of modern and historical hotels in Chestertown, searches for places to stay in the most popular corners of United States and offers the best rates from 94US$. Our website is equipped with search filters, filters that you may find pretty useful while looking for 5-star hotels and places to stay in Chestertown. We have cheap and luxury hotels with a huge list of services and amenities together with other amazing accommodation options which grant you an extensive base for exploring.

Convenience of staying in the city center

An option near the city centre is John L Stam House next to MassoniArt Gallery.

Check out Holiday Inn Express Hotel & Suites Chestertown to visit Upper Shore Comm Hlth Ctr, set 5 minutes' walk away and Luisa's Cucina Italiana, which is about 350 metres from the hotel.

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