The first Washington Monument, near Boonsboro, Maryland.

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Chalets in Middletown

"Our family had a cozy weekend at the cabin. Tony was super helpful and a great host. Thank you for sharing your lovely property with us!"

SAR 1,229 total

includes taxes & fees

11 Nov - 12 Nov

"House was perfect for our needs! Clean, well equipped, nicely decorated, quiet. Hot tub was super clean and very relaxing! Close to Harper’s Ferry. Host was quick to respond and checked in on us by text. "

SAR 1,266 total

includes taxes & fees

13 Oct - 14 Oct

"The house was very clean upon arrival. We enjoyed spending time in the hot tub and playing pool on a kid’s pool table. It was close the Harper’s Ferry. We also saw deer very close both days we were there, and we loved this!!"

SAR 1,509 total

includes taxes & fees

20 Oct - 21 Oct

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Top Middletown Hotel Reviews

Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent

"Not what I would have expected from a Radisson property. "

Days Inn by Wyndham Charles Town/Harpers Ferry

10/10 Excellent

"The room was much more than expected for only paying the wonderful rate from Expedia. It was clean and spacious with a huge bed. The front desk was wonderful and even found me a small step stool to get into the bed. Ha! Ha! Overall I would definitely recommend combination of the Days Inn by Wyndham in Harper's Ferry/ Charles and Expedia."