Middletown Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Samantha Keyes
Top hotels in Middletown
Econo Lodge Inn & Suites
91 Reliance Road, Middletown, VA
Fully refundableReserve now, pay when you stay
The price is 1.877.253 ₫ per night from 12 Oct to 13 Oct
1.877.253 ₫
2.070.609 ₫ total
12 Oct - 13 Oct
includes taxes & fees
5.6/10 (287 reviews)
"I loved staying here!"
Reviewed on 29 Aug 2025
Wayside Inn
7783 Main St, Middletown, VA
The price is 2.495.083 ₫ per night from 5 Oct to 6 Oct
2.495.083 ₫
3.015.843 ₫ total
5 Oct - 6 Oct
includes taxes & fees
9.2/10 Wonderful! (396 reviews)
Great, Historic Motor Coach
"Very interesting place to stay. Lots of history."
Reviewed on 19 Sept 2025
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is 2.861.442 ₫ per night from 5 Oct to 6 Oct
2.861.442 ₫
3.113.249 ₫ total
5 Oct - 6 Oct
includes taxes & fees
9.2/10 Wonderful! (2,166 reviews)
"Friendly front desk..needed additional pillow and blanket ..got immediate response"
Reviewed on 23 Sept 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Belle Grove Plantation
Find out about the history of Middletown when you spend time at Belle Grove Plantation. Wander the riverfront or discover the mountain views in this vibrant area.
Cedar Creek Battlefield Foundation
You can learn about the history of Middletown with a visit to Cedar Creek Battlefield Foundation. Stroll along the riverfront or experience the entertainment venues in this vibrant area.
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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