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Middletown Vacation Packages

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Middletown Flight + Hotel Packages

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Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

2 out of 5
Price was $269, price is now $268 per person
$268
per person
Sep 25 - Sep 27
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Martinsburg (MRB)
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Cedar Creek and Belle Grove National Historical Park and Belle Grove Plantation are located nearby.

Wayside Inn

Wayside Inn

3.5 out of 5
Price was $365, price is now $345 per person
$345
per person
Sep 25 - Sep 27
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Martinsburg (MRB)
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Cedar Creek and Belle Grove National Historical Park and Belle Grove Plantation are located nearby.
Clean room at a reasonable price. Interesting old inn.

Reviewed on Aug 11, 2026

Canal Cabins

Canal Cabins

3 out of 5
Price was $403, price is now $400 per person
$400
per person
Oct 16 - Oct 18
found 19 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Martinsburg (MRB)
Stay at this cabin in Paw Paw. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Paw Paw Tunnel and Sideling Hill Wildlife Management Area are located nearby.
Andy was so kind and welcoming. What a fantastic place for a 2 day getaway. Clean and cozy with hot showers. There’s a fire pit and plenty of wood so we roasted brats and marshmallows. Can’t wait to visit again in the fall! 12/10 stars!

Reviewed on Aug 10, 2026