Middletown Holidays
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Top hotels in Middletown
Econo Lodge Inn & Suites Middletown - Winchester South
"Check-in took almost 30 minutes. Dogs on property without leash, barking consistently in and outside of the facility. Staff went into my room while I was still checked in and left door wide open with my valuables inside. Absolutely unacceptable."
Reviewed on 16 Jun, 2026
Wayside Inn
"A historical inn with charming features and friendly, helpful staff."
Reviewed on 15 Jun, 2026
Spark by Hilton Winchester
"Staff was friendly and responsive. Room was clean. We did not use amenities, but they seemed nice enough"
Reviewed on 21 Jun, 2026
Popular places to visit
Cedar Creek and Belle Grove National Historical Park
Explore the great outdoors at Cedar Creek and Belle Grove National Historical Park, a lovely green space in Middletown. Stroll along the riverfront or experience the area's entertainment venues.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
