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We offer 7 hotels in Chestertown
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Best Chestertown MD hotels, motels and accommodations of 2020

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Quality Suites Chestertown160 Scheeler Rd, Chestertown, United States, 21620View on map
1.3 mi from City Center1600 yd from Washington College
Located 3 km away from Chestertown city center, this hotel features 53 rooms and an outdoor swimming pool.
  • The hotel has
    • 24-hour reception
    +1
8.2
Great35 reviews
Price fromUS$ 152per nightSelect
Not available
Holiday Inn Express Hotel & Suites Chestertown150 Scheeler Road, Chestertown, United States, 21620View on map
1.3 mi from City Center1600 yd from Washington College
Set close to Washington College, the hotel boasts American meals served at the onsite outdoor restaurant.
  • The hotel has
    • On-site car park
    +1
  • The hotel has
    • Late check-in/ -out
    • 24-hour reception
    +2
8.4
Great14 reviews
Price fromUS$ 119per nightSelect
Not available
Driftwood Inn Chestertown609 Washington Avenue, Chestertown, United States, 21620View on map
1700 yd from City Center1000 yd from Washington College
Within easy reach of Poor Richards of Chestertown, this hotel comprises 28 rooms with private bathrooms.
  • The motel has
    • On-site car park
    +1
  • The motel has
    • 24-hour check-in
    • 24-hour reception
    +2
5.2
Guest rating18 reviews
Price fromUS$ 73per nightSelect
Not available
Brampton Bed And Breakfast Inn Chestertown25227 Chestertown Road, Chestertown, United States, 21620View on map
1.5 mi from City Center
Located next to Historical Society of Kent County, the venue comprises 13 rooms with garden views.
  • The bed & breakfast has
    • Free Wi-Fi in rooms
    +1
  • The bed & breakfast has
    • Off-site car park
    +1
  • The bed & breakfast has
    • Snack bar
    +1
Price fromUS$ 224per nightSelect
Not available
John L Stam House Apartment ChestertownApartment114 Washington Ave, Chestertown, United StatesView on map
400 yd from City Center200 yd from Kent County Arts Council Inc
Select
Not available
Great Oak Manor Bed & Breakfast Great Oak Landing10568 Cliff Road, Chestertown, United States, 21620View on map
8.4 mi from City Center
The hotel offers 12 rooms with the sea views, a first floor restaurant, and a music bar.
  • The bed & breakfast has
    • On-site car park
    +1
Price fromUS$ 301per nightSelect
Not available
Lodging At The Imperial Hotel ChestertownHotel208 High Street, Chestertown, United States, MD 21620View on map
200 yd from City Center400 yd from Kent County Arts Council Inc
There are rooms facing the sea and the hotel is set close to Wilmer Park.
  • The hotel has
    • Free Wi-Fi in rooms
    +1
  • The hotel has
    • Off-site car park
    +1
  • The hotel has
    • Bar/ Lounge area
    • Restaurant
    +2
Price fromUS$ 274per nightSelect
Not available
Similar properties near Chestertown
Hilton Garden Inn Aberdeen1050 Beards Hill Road, Aberdeen, United States, 21001View on map
22.4 mi from Chestertown22.4 mi from City Center
This hotel with a stadium and golf courses onsite features 96 luxurious rooms and is conveniently located a short walk from Ripken Stadium.
  • The hotel has
    • On-site car park
    +1
8.8
Great18 reviews
Price fromUS$ 145per nightSelect
Not available
Hilton Garden Inn Kent Island Grasonville3206 Main Street, Grasonville, United States, 21638View on map
19.1 mi from Chestertown19.1 mi from City Center
This hotel, featuring 90 non-smoking rooms and an air-conditioned restaurant, is centrally based in the heart of the city.
  • The hotel has
    • On-site car park
    +1
  • The hotel has
    • 24-hour reception
    +1
8.8
Great14 reviews
Price fromUS$ 156per nightSelect
Not available
Courtyard Aberdeen At Ripken Stadium Hotel830 Long Drive, Aberdeen, United States, 21001View on map
23.2 mi from Chestertown23.2 mi from City Center
Located 4 km from the center of Aberdeen, the hotel offers a coffee bar plus cots and a pool for children.
  • The hotel has
    • On-site car park
    +1
  • The hotel has
    • 24-hour reception
    +1
7.8
Very good2 reviews
Price fromUS$ 204per nightSelect
Not available
Country Inn & Suites By Radisson, Bel Air/Aberdeen, Md1435 Handlir Drive, Bel Air, United States, 21015View on map
21.3 mi from Chestertown21.3 mi from City Center
This eco-friendly hotel overlooks the river boasting its location in busy area.
  • The hotel has
    • Free Wi-Fi in rooms
    +1
  • The hotel has
    • Paid on-site car park
    +1
8.8
Great35 reviews
Price fromUS$ 125per nightSelect
Not available
Homewood Suites By Hilton Bel Air Riverside4170 Philadelphia Road, Riverside, United States, 21015View on map
21.3 mi from Chestertown21.3 mi from City Center
This conveniently located hotel in Riverside boasts 92 beautiful rooms along with a spa area and a Jacuzzi.
  • The hotel has
    • On-site car park
    +1
  • The hotel has
    • 24-hour reception
    +1
8.4
Great14 reviews
Price fromUS$ 161per nightSelect
Not available
Home2 Suites By Hilton Baltimore/Aberdeen20 Newton Road, Aberdeen, United States, 21001View on map
20.6 mi from Chestertown20.6 mi from City Center
This historic-style hotel is set at a short distance to Ripken Museum.
  • The hotel has
    • On-site car park
    +1
Price fromUS$ 157per nightSelect
Not available
Hampton Inn & Suites Edgewood/Aberdeen-South2110 Emmorton Park Road, Edgewood, United States, 21040View on map
21.4 mi from Chestertown21.4 mi from City Center
Boasting accommodation with an outdoor pool and views of the garden, the venue is situated in a shopping area close to a port.
  • The hotel has
    • On-site car park
    +1
9.2
Perfect10 reviews
Price fromUS$ 129per nightSelect
Not available
Holiday Inn Belcamp - Aberdeen Area1326 Policy Dr, Belcamp, United States, 21017View on map
21.0 mi from Chestertown21.0 mi from City Center
Boasting an infinity pool, the hotel is about 20 minutes' walk from the center of Belcamp.
  • The hotel has
    • On-site car park
    +1
8.8
Great9 reviews
Price fromUS$ 146per nightSelect
Not available
Hampton Inn Middletown117 Sand Hill Drive, Middletown, United States, 19709View on map
24.6 mi from Chestertown24.6 mi from City Center
The excellent hotel in a business area is complete with 72 rooms and an indoor pool, offering cots and a play area to guests with children.
  • The hotel has
    • On-site car park
    +1
8.2
Great13 reviews
Price fromUS$ 167per nightSelect
Not available
Springhill Suites By Marriott Edgewood/Aberdeen Bel Air1420 Handlir Dr, Bel Air, United States, 21015View on map
21.3 mi from Chestertown21.3 mi from City Center
This suburban hotel with 119 modern rooms is located in the heart of Bel Air.
  • The hotel has
    • Free Wi-Fi in rooms
    +1
  • The hotel has
    • On-site car park
    +1
  • The hotel has
    • 24-hour reception
    +1
8.4
Great17 reviews
Price fromUS$ 143per nightSelect
Not available
Comfort Inn & Suites Aberdeen Near Apg980 Hospitality Way, Aberdeen, United States, 21001View on map
22.7 mi from Chestertown22.7 mi from City Center
Located 3 km from the center of Aberdeen, the hotel offers a night bar plus playpens, a game room and video games for children.
  • The hotel has
    • On-site car park
    +1
7.6
Very good16 reviews
Price fromUS$ 115per nightSelect
Not available
Sutton Inn Elkton405 East Pulaski Highway, Elkton, United States, 21921View on map
30.2 mi from Chestertown30.2 mi from City Center
Welcoming guests in the heart of Elkton, the hotel was remodelled in 2011.
  • The hotel has
    • On-site car park
    +1
  • The hotel has
    • Self-service laundry
    +1
7.4
Very good3 reviews
Price fromUS$ 92per nightSelect
Not available
Home2 Suites By Hilton Baltimore/White Marsh10465 Philadelphia Road, White Marsh, United States, 21162View on map
23.0 mi from Chestertown23.0 mi from City Center
This hotel in the business district of White Marsh is situated close to White Marsh Mall and welcomes guests since 2013.
  • The hotel has
    • On-site car park
    +1
Price fromUS$ 94per nightSelect
Not available

Your booking experience in Chestertown

If you are looking for comfortable accommodation for your next city escape in Maryland, we are always ready to indulge you with good Chestertown hotel deals. Grab Chestertown hotel deals and special offers as Booked.net works around the clock to find exclusive offers just for you. Our website is complete with search filters, filters, which you may find extremely useful when looking for 5-star hotels and places to stay in Chestertown. We’ve got modern and historical hotels with a big 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 center is John L Stam House next to Historical Society of Kent County Maryland.

Consider staying at Lodging At The Imperial, where you'll be within 5 minutes' walking distance of Historical Society of Kent County Maryland. Stay at Holiday Inn Express Hotel & Suites Chestertown to be within a 5-minute walk from Upper Shore Comm Hlth Ctr.

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75 hotels found