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We have over 400 properties in the Chestertown, Maryland area.
Please browse our top 30 properties below

Vacation Rentals in the Chestertown/Oxford area. (36 miles away)

	Maryland Riverfront Historic Bed & Breakfast Inn #267				From $130/night
	1-34 Beds	1-34 Baths	Sleeps 1-2	Bed and Breakfast
The Robert Morris Inn, dating back to 1710 is one of the oldest historic inns in the United States. Robert Morris, Jr. helped finance the Revolutionary War, numbered George Washington among his friends, and was a signer of the Declaration of Independence, the Articles of Confederation, and the United ...

Vacation Rentals in the Chestertown/Solomons area. (63 miles away)

	Bay View Cottage with Firepit and Hot Tub! #2130				From $495/week
	2 Beds	1.5 Baths	Sleeps 4	Cottage
Watch the sunrise from the bedrooms upstairs. You can see across the bay on the upper deck year round. Relax on the patio where you will catch a glimpse of the bay. The patio has a hot tub and small firepit which are great for the cooler weather. Walk to the beach just a block away. Enjoy the fireplace ...


Hotels in the Chestertown area.

	Comfort Suites Chestertown				From $109.99/nt 3 Star Hotel
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The Comfort Suites® hotel is just one mile from Washington College. This Chestertown hotel is minutes from the Eastern Neck National Wildlife Refuge


	The Fern Lodge Chestertown				From $395.03/nt 3 Star Hotel
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In the midst of the majestic Adirondack Mountains, overlooking pristine Friends Lake, there stands a wondrous Guesthouse where luxurious lodgings, sumptuous


	Comfort Suites Chestertown				From $109.99/nt 3 Star Hotel
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The Comfort Suites® hotel is just one mile from Washington College. This Chestertown hotel is minutes from the Eastern Neck National Wildlife Refuge

Hotels in the Chestertown/Edgewood area. (18 miles away)

	La Quinta Inn & Suites Edgewood / Apg South				From $84.00/nt 3 Star Hotel
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The La Quinta Inn and Suites Edgewood is located in Edgewood, Md. Three miles from Exton Golf Course and five and a half miles from Hartford Mall.


	Hampton Inn and Suites Edgewood/Aberdeen-South MD				From $101.16/nt 2 Star Hotel
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The Hampton Inn and Suites@reg; Edgewood/Aberdeen-South is located 25 miles from Baltimore/Washington International Airport.


	Days Inn Edgewood				From $50.40/nt 2 Star Hotel
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Days Inn Edgewood is 18 miles north of Baltimore's Inner Harbor and Oriole's Park at Camden Yards and approximately 40 miles from Baltimore/Washington


	Best Western Invitation Inn Edgewood				From $74.00/nt 3 Star Hotel
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158 handsomely decorated rooms at a full service hotel with easy access to State Route 40 and Interstate 95.


	Ramada Edgewood				From $67.20/nt 3 Star Hotel
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The Ramada Edgewood is located off of Interstate 95, approximately 30 miles from the Baltimore/Washington International Airport. Local attractions include


	Sleep Inn and Suites Edgewood				From $74.99/nt 2 Star Hotel
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Sleep Inn Edgewood is located less than 30 miles from Baltimore, 20 miles from Arundel Mills, and 35 miles from Baltimore/Washington International Airport.


	Edgewood Hampton Inn				From $84.00/nt 2 Star Hotel
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When you come to stay at Hampton Inn® hotel in Baltimore/Edgewood, you're entering a metro area of more than eight million residents.


	Holiday Inn Express Edgewood-i95 Md				From $108.00/nt 3 Star Hotel
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Holiday Inn Express Edgewood is located approximately 30 miles from Baltimore Washington International Airport and Baltimore's Inner Harbor.

Hotels in the Chestertown/Belcamp area. (19 miles away)

	Belcamp Wingate by Wyndham Aberdeen				From $97.76/nt 3 Star Hotel
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The Wingate by Wyndham Aberdeen/Riverside MD offers affordable accommodations conveniently accessible to I-95, approximately 36 miles from Baltimore International

Hotels in the Chestertown/Grasonville area. (19 miles away)

	Hilton Garden Inn Kent Island Grasonville				From $109.66/nt 3 Star Hotel
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Nestled along the edge of the Kent Narrows and Prospect Bay, Maryland, the Hilton Garden Inn Kent Island has private balconies to view the abundant waterfowl


	Sleep Inn Grasonville				From $69.99/nt 2 Star Hotel
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This Sleep Inn is located approximately just two miles from Kent Narrows and 30 miles from Baltimore/Washington International Airport.


	Best Western Kent Narrows Inn Grasonville				From $99.00/nt 3 Star Hotel
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The Best Western Kent Narrows is located conveniently on Routes 50 and 301, on the scenic Eastern Shore of Maryland. The Best Western is centrally located


	Holiday Inn Express Kent Island Md Grasonville				From $76.56/nt 2 Star Hotel
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This hotel is located on the beautiful Eastern Shore of Maryland, along routes 50 and 301, just 15 miles to the east of Annapolis and minutes away from

Hotels in the Chestertown/Joppa area. (20 miles away)

	Super 8 Motel Joppa				From $53.54/nt 2 Star Hotel
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Free high speed internet .

Hotels in the Chestertown/Aberdeen area. (21 miles away)

	Travelodge Hotel Aberdeen				From $46.75/nt 2 Star Hotel
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This Travelodge is located approximately 30 miles from Baltimore Inner Harbor and 40 miles from Baltimore Washington International Airport.


	Clarion Hotel Aberdeen				From $78.99/nt 3 Star Hotel
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Located directly off I-95 the Clarion Hotel in Aberdeen Maryland, home of Cal Ripken Baseball Academy and the Babe Ruth World Series, is the premier full-service


	Super 8 Aberdeen Md				From $54.99/nt 2 Star Hotel
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Super 8 Aberdeen is located approximately two miles from the Aberdeen Ordinance Museum, 34 miles from Baltimore Inner Harbor, and 40 miles northeast of


	Americas Best Value Inn Aberdeen				From $59.00/nt 1 Star Hotel
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Centrally located on the main highway heading north through Aberdeen, the Americas Best Value Inn is situated at a short distance from the Grays Harbor


	Courtyard By Marriott Aberdeen				From $169.00/nt 3 Star Hotel
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Centrally located directly across from Ripken Stadium, our location is convenient to those attending Cal Ripken Baseball Academy, Babe Ruth League World


	Hilton Garden Inn Aberdeen				From $99.00/nt 3 Star Hotel
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The new Hilton Garden Inn Aberdeen is located off the I-95 corridor and close to Aberdeen Proving Ground.


	Hampton Inn and Suites Aberdeen				From $96.91/nt 3 Star Hotel
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The Hampton Inn and Suites Aberdeen is conveniently located near (ABR) Aberdeen Regional Airport.


	Americas Best Value Inn				From $60.00/nt 2 Star Hotel
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The Americas Best Value Inn and Suites Aberdeen Hotel is conveniently located in the Baltimore metropolitan area, close to the University of Maryland.


	Super 8 Aberdeen North Sd				From $59.97/nt 2 Star Hotel
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This Super 8 Motel is situated in the Hub City, across from the Lee Park Municipal Golf Course and Village Bowl Bowling Alley, approximately three miles


	Super 8 Aberdeen West Sd				From $59.98/nt 1 Star Hotel
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This Super 8 Motel is situated in the Hub City, approximately two miles from Northern State University, Wylie Park & Storybookland, and Dakota Prairie


	Aberdeen Red Roof				From $64.99/nt 2 Star Hotel
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Red Roof Aberdeen is located approximately three miles northwest of downtown Aberdeen, two miles from the Cal Ripkin Stadium & Museum, and 40 miles from

We have over 400 properties in the Chestertown, Maryland area.
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Chestertown Vacation Rentals | Hotels