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Middletown Vacation Packages

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Middletown Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

2 out of 5
Price was $381, price is now $365 per person
$365
per person
Oct 18 - Oct 21
found 1 day 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 $419, price is now $389 per person
$389
per person
Oct 18 - Oct 21
found 1 day 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.
It was a very nice room with very comfortable bed. We misplaced the key and they were very helpful getting a replacement after hours. Fortunately, we found the lost key. Staff bwas very pleasant. Air conditioner was a little loud but effective. Did not prevent from sleeping. Would stay again.

Reviewed on Aug 29, 2026

Canal Cabins

Canal Cabins

3 out of 5
Price was $427, price is now $421 per person
$421
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
Providence (PVD) 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

Middletown Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

2 out of 5
Price was $381, price is now $365 per person
$365
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Martinsburg (MRB)
Wayside Inn

Wayside Inn

3.5 out of 5
Price was $419, price is now $389 per person
$389
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Martinsburg (MRB)
Canal Cabins

Canal Cabins

3 out of 5
Price was $427, price is now $421 per person
$421
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
Providence (PVD) to Martinsburg (MRB)