
Middletown Vacations
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Find the Best Middletown Vacation Packages
Middletown Hotel Deals

Wayside Inn
7783 Main St, Middletown, VA
The price is NT$2,820 per night from Aug 12 to Aug 13
NT$2,820
NT$3,409 total
Aug 12 - Aug 13
includes taxes & fees
9.2/10 Wonderful! (392 reviews)
"We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere."
Reviewed on 2025/7/7

La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is NT$3,089 per night from Sep 1 to Sep 2
NT$3,089
NT$3,361 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (2,118 reviews)
Nice, new
"This is a pretty new property and was a pleasant surprise. Pet-friendly, but not overrun, the room was nice, quiet, and well laid-out. Staff were friendly and helpful, and the common areas very inviting."
Reviewed on 2025/8/9

Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is NT$2,775 per night from Aug 17 to Aug 18
NT$2,775
NT$3,109 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
"Staff was very helpful and accommodating. Thanks so much!"
Reviewed on 2025/8/9
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.
Discover the most popular places to visit in Middletown

Belle Grove Plantation
Learn about the local 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 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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.