Middletown Holidays
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Your Middletown Holiday
Let our holiday packages to Middletown inspire your next escape. You'll find a whole lot to like about this vibrant city, starting with the neighbourhood of Shawnee Land, which is good for hiking and nature. Any trip to Middletown needs a well-thought-out itinerary. Fill yours with leading attractions like Jacksons Chase Golf Course, Blue Ridge Shadows Golf Club and Belle Grove Plantation. Don't put off exploring this destination any longer. Your ultimate Middletown holiday is a few clicks away with Expedia.
Middletown Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 1,300 |
Max Temp Winter | 4ºC |
Max Temp Summer | 29ºC |
Top Sights | Skyline Caverns, Shenandoah River State Park and Cedar Creek and Belle Grove National Historical Park |
Top hotels in Middletown
Wayside Inn
Nostalgia and history are prime attractions of this lovely inn. The barkeep Justin was friendly and helpful
Reviewed on 16 Mar 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
Couldn't hook up to WiFi. Had to use our hotspot. Outside litered with beer bottles and trash. Carpets on 2nd floor ripped, filthy, and bunched up. Staff not impressive.
Reviewed on 7 Apr 2026
La Quinta Inn & Suites by Wyndham Winchester
The hotel is very noisy. running water, showers (?) kept us safe up all night. Next morning, no eggs, no bacon, no sausage for breakfast. Allegedly, they did not receive their shipment. Only cold cereals…. Will no go back to La Quinta..
Reviewed on 7 Apr 2026
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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. Flight-inclusive packages are ATOL protected.
