Travels front Chestertown
Chestertown
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Chestertown

Oct 06 - Oct 07 ·
2 guests

Chestertown Motels

Chestertown
2 guests

Adults:

2

Children:

0

Child’s age:

Over 5 stays assessed to highlight the standout picks

Navigation

1. Driftwood Inn

2. White Oaks Motel Pennsville/Carneys Point

3. Red Roof Inn Washington Dc - Laurel

4. Express Inn

Cheap Motels in Chestertown

5. Red Roof Inn & Suites Dover Downtown

6. Red Roof Inn Edgewood

7. Red Roof Inn Aberdeen

Pet friendly Motels in Chestertown

8. Elkton Lodge

9. Red Crown Inn

10. Red Roof Inn Perryville

  • Top location
Hotel Image Hotel Image

Driftwood Inn

609 Washington Avenue
1.5 km (1.0 mi) from city center
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
5.9
56 reviews
~ US$57 / night

Driftwood Inn

1.5 km (1.0 mi) from city center
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities

Driftwood Inn

5.9
56 reviews
From US$ 57 / night

Motels near Chestertown

Hotel Image Hotel Image

White Oaks Motel Pennsville/Carneys Point

591 North Hook Road
71.9 km (44.7 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Heating
8
209 reviews
~ US$50 / night

White Oaks Motel Pennsville/Carneys Point

71.9 km (44.7 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Heating

White Oaks Motel Pennsville/Carneys Point

8
209 reviews
From US$ 50 / night
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Red Roof Inn Washington Dc - Laurel

12525 Laurel Bowie Road
68.5 km (42.5 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Leisure/ TV room
  • Ironing facilities
7.2
361 reviews
~ US$51 / night

Red Roof Inn Washington Dc - Laurel

68.5 km (42.5 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Leisure/ TV room
  • Ironing facilities

Red Roof Inn Washington Dc - Laurel

7.2
361 reviews
From US$ 51 / night

Cheap Motels in Chestertown

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Express Inn

16 Dunvale Rd
51.3 km (31.9 mi) from Chestertown
15
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Heating
  • Vending machines
8.5
66 reviews
~ US$65 / night

Express Inn

51.3 km (31.9 mi) from Chestertown
15
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Heating
  • Vending machines

Express Inn

8.5
66 reviews
From US$ 65 / night
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Red Roof Inn & Suites Dover Downtown

652 North Dupont Highway
46.6 km (29.0 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Ironing facilities
7.3
393 reviews
~ US$77 / night

Red Roof Inn & Suites Dover Downtown

46.6 km (29.0 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Ironing facilities

Red Roof Inn & Suites Dover Downtown

7.3
393 reviews
From US$ 77 / night
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Red Roof Inn Edgewood

2116 Emmorton Park Road
34.2 km (21.3 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Ironing facilities
7.7
142 reviews
~ US$73 / night

Red Roof Inn Edgewood

34.2 km (21.3 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Ironing facilities

Red Roof Inn Edgewood

7.7
142 reviews
From US$ 73 / night

Pet friendly Motels in Chestertown

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Red Roof Inn Aberdeen

988 Hospitality Way
36.5 km (22.7 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Heating
  • Golf course
6
220 reviews
~ US$50 / night

Red Roof Inn Aberdeen

36.5 km (22.7 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Heating
  • Golf course

Red Roof Inn Aberdeen

6
220 reviews
From US$ 50 / night
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Elkton Lodge

200 Belle Hill Rd
52.3 km (32.5 mi) from Chestertown
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Garden area
8
77 reviews
~ US$75 / night

Elkton Lodge

52.3 km (32.5 mi) from Chestertown
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Garden area

Elkton Lodge

8
77 reviews
From US$ 75 / night
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Red Crown Inn

3440 Laurel Fort Meade Road
65.5 km (40.7 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
7.6
87 reviews
~ US$69 / night

Red Crown Inn

65.5 km (40.7 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV

Red Crown Inn

7.6
87 reviews
From US$ 69 / night

Family friendly Motels in Chestertown

  • Best-rated
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Red Roof Inn Perryville

61 Heather Lane
42.3 km (26.3 mi) from Chestertown
  • Kitchenette
  • 24-hour reception
  • Flat-screen TV
  • In-room safe
  • Laundry
  • Ironing facilities
8.6
126 reviews
~ US$100 / night

Red Roof Inn Perryville

42.3 km (26.3 mi) from Chestertown
  • Kitchenette
  • 24-hour reception
  • Flat-screen TV
  • In-room safe
  • Laundry
  • Ironing facilities

Red Roof Inn Perryville

8.6
126 reviews
From US$ 100 / night
  • Popular choice
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Super 8 By Wyndham Pennsville/Wilmington

413 North Broadway
71.5 km (44.4 mi) from Chestertown
  • Picnic area/ Tables
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Leisure/ TV room
  • Laundry
7.2
435 reviews
~ US$86 / night

Super 8 By Wyndham Pennsville/Wilmington

71.5 km (44.4 mi) from Chestertown
  • Picnic area/ Tables
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Leisure/ TV room
  • Laundry

Super 8 By Wyndham Pennsville/Wilmington

7.2
435 reviews
From US$ 86 / night
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Travelodge By Wyndham Aberdeen

820 West Bel Air Avenue
36.5 km (22.7 mi) from Chestertown
  • Restaurant
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Entertainment
  • Outdoor swimming pool
6.5
196 reviews
~ US$61 / night

Travelodge By Wyndham Aberdeen

36.5 km (22.7 mi) from Chestertown
  • Restaurant
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Entertainment
  • Outdoor swimming pool

Travelodge By Wyndham Aberdeen

6.5
196 reviews
From US$ 61 / night

Popular Motels in Chestertown

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Red Roof Inn And Suites Newark - University

1119 South College Avenue
56.2 km (34.9 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Fitness centre
5.1
273 reviews
~ US$51 / night

Red Roof Inn And Suites Newark - University

56.2 km (34.9 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Fitness centre

Red Roof Inn And Suites Newark - University

5.1
273 reviews
From US$ 51 / night
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Pleasant Hill Motel

3155 Dupont Parkway
43.6 km (27.1 mi) from Chestertown
  • Restaurant
  • Free parking
  • 24-hour reception
  • Flat-screen TV
  • Vending machines
6.9
100 reviews
~ US$75 / night

Pleasant Hill Motel

43.6 km (27.1 mi) from Chestertown
  • Restaurant
  • Free parking
  • 24-hour reception
  • Flat-screen TV
  • Vending machines

Pleasant Hill Motel

6.9
100 reviews
From US$ 75 / night
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Red Roof Inn Annapolis

2520C Riva Road
48.6 km (30.2 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Heating
  • Vending machines
6.4
204 reviews
~ US$84 / night

Red Roof Inn Annapolis

48.6 km (30.2 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Heating
  • Vending machines

Red Roof Inn Annapolis

6.4
204 reviews
From US$ 84 / night

Modern Motels in Chestertown

  • Great deal
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Mariner'S Motel

5681 South Hawthorne Avenue
17.4 km (10.8 mi) from Chestertown
  • Flat-screen TV
  • Tea and coffee facilities
9
5 reviews

Mariner'S Motel

17.4 km (10.8 mi) from Chestertown
  • Flat-screen TV
  • Tea and coffee facilities

Mariner'S Motel

9
5 reviews
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Motel Edgewood

2209 Pulaski Highway
32.5 km (20.2 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Heating
  • Vending machines
6.3
55 reviews
~ US$65 / night

Motel Edgewood

32.5 km (20.2 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Heating
  • Vending machines

Motel Edgewood

6.3
55 reviews
From US$ 65 / night
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Village Inn Annapolis Md

69 Old Mill Bottom Road North
40.8 km (25.3 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Vending machines
5.7
162 reviews
~ US$75 / night

Village Inn Annapolis Md

40.8 km (25.3 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Vending machines

Village Inn Annapolis Md

5.7
162 reviews
From US$ 75 / night
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Americas Best Value Inn Laurel

9700 Washington Blvd N
66.6 km (41.4 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Heating
6.9
78 reviews
~ US$86 / night

Americas Best Value Inn Laurel

66.6 km (41.4 mi) from Chestertown
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Heating

Americas Best Value Inn Laurel

6.9
78 reviews
From US$ 86 / night

Are you in a hurry?

Here is a quick list of hotels in Chestertown, selected based on their rating

Name of hotel Accommodation Rating Price, $
Driftwood Inn

5.9 / 10

(56 Reviews)

 From 57$
White Oaks Motel Pennsville/Carneys Point

8.0 / 10

(209 Reviews)

 From 50$
Red Roof Inn Washington Dc - Laurel

7.2 / 10

(361 Reviews)

 From 51$
Express Inn

8.5 / 10

(66 Reviews)

 From 65$
Red Roof Inn & Suites Dover Downtown

7.3 / 10

(393 Reviews)

 From 77$

Location