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Widow's Walk Inn

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Map of Widow's Walk Inn

Hotels (2)

B&Bs / Inns (12)

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Simply Bed and Bread (Chestertown, MD)
208 Mount Vernon Ave, Chestertown, MD
$99 - $139 Avg. price/night*
Ollie #1 of 12 B&Bs / Inns in Chestertown
  •  Simply Perfect! 
  • We had a lovely engagement evening at SB&B! Everything was perfect. The... more
  • December 15, 2014
Traveler photos (16)
25227 Chestertown Road, Chestertown, MD 21620
Brampton Bed and Breakfast Inn Slideshow
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$209 - $278 Avg. price/night*
Ollie #2 of 12 B&Bs / Inns in Chestertown
Professional photos | Traveler photos (92)
Offers & Announcements $190 Date Night Special
The Inn at Mitchell House (Chestertown, MD)
8796 Maryland Pkwy., Chestertown, MD 21620
The Inn at Mitchell House Slideshow
$109 - $239 Avg. price/night*
Ollie #3 of 12 B&Bs / Inns in Chestertown
Traveler photos (26)
Widow's Walk Inn (Chestertown, MD)
402 High St., Chestertown, MD 21620
No photo provided
$30 - $135 Avg. price/night*
Ollie #4 of 12 B&Bs / Inns in Chestertown
  •  Great B&B! 
  • Lovely place. Very clean and comfortable. Robert, our host, was very nice... more
  • November 15, 2014
John Stam House (Chestertown, MD) 3.0 of 5
114 Washington Ave, Chestertown, MD
Ollie #5 of 12 B&Bs / Inns in Chestertown
  •  Lovely Lovely Lovely 
  • Lovely Victorian B&B - about midway between High Street and Mary... more
  • October 21, 2014
Traveler photos (1)
Great Oak Manor Inn (Chestertown, MD)
10568 Cliff Rd, Chestertown, MD 21620
$165 - $310 Avg. price/night*
Ollie #6 of 12 B&Bs / Inns in Chestertown
Traveler photos (65)
White Swan Tavern (Chestertown, MD)
231 High St, Chestertown, MD 21620
$30 - $180 Avg. price/night*
Ollie #7 of 12 B&Bs / Inns in Chestertown
  •  Elegant Swan 
  • Chestertown is a lovely town and we thought The White Swan a very... more
  • November 9, 2014
Traveler photos (2)
150 Scheeler Road, Chestertown, MD 21620
Holiday Inn Express Hotel & Suites Chestertown Slideshow
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$90 - $151 Avg. price/night*
Ollie #1 of 2 hotels in Chestertown
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Special Offer Save on Hotel Packages!
The River Inn (Chestertown, MD)
1008 Rolphs Wharf Road, Chestertown, MD 21620
Ollie #8 of 12 B&Bs / Inns in Chestertown
  •  Heads above the rest! 
  • My husband, mother-in-law, our two dogs and I had a(nother) excellent... more
  • June 27, 2014
Comfort Suites (Chestertown, MD) 2.5 of 5
160 Scheeler Rd., Chestertown, MD 21620
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$83 - $145 Avg. price/night*
Ollie #2 of 2 hotels in Chestertown
  •  Very comfortable 
  • We recently stayed at this Comfort Inn and found the room large and the... more
  • October 25, 2014
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Special Offer Choice Privileges Points
954 High Street, Chestertown, MD 21620
Ollie #9 of 12 B&Bs / Inns in Chestertown
  •  Faded Glory 
  • Four "tall ships" were going to be in Chestertown, Maryland, for the... more
  • November 23, 2013
Traveler photos (3)
160 Claddaugh Lane, Chestertown, MD 21620
$75 - $95 Avg. price/night*
Ollie #10 of 12 B&Bs / Inns in Chestertown
  •  Nice Stay 
  • Whilst browsing I noted no reviews in last several years so I'll add one... more
  • August 24, 2011
Traveler photos (1)
Driftwood Inn (Chestertown, MD) 2.0 of 5
609 Washington Avenue, Chestertown, MD 21620
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$56 - $63 Avg. price/night*
Ollie #11 of 12 B&Bs / Inns in Chestertown
  •  Worst motel ever. 
  • I'm still traumatized by this place. If there were any other places to... more
  • July 7, 2014
Professional photos | Traveler photos (8)
The Parker House (Chestertown, MD)
108 Spring Ave, Chestertown, MD 21620

Additional Widow's Walk Inn Information

5.0 of 5 stars | 28 Reviews