Photo by Stephanie Sutton
Plan, book, travel with confidence
Better together
Save up to NZ$545 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Our pick of the best Middletown Hotel Deals
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is NZ$149 per night from 23 Jun to 24 Jun
NZ$149
per night
23 Jun - 24 Jun
8.8/10 Excellent! (823 reviews)
"Everything"
Reviewed on 20 Jun. 2024
Wayside Inn
7783 Main St, Middletown, VA
The price is NZ$189 per night from 25 Jun to 26 Jun
NZ$189
per night
25 Jun - 26 Jun
9.2/10 Wonderful! (336 reviews)
"Nice quiet inn in a historic setting."
Reviewed on 26 May 2024
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 NZ$190 per night from 23 Jun to 24 Jun
NZ$190
per night
23 Jun - 24 Jun
8.8/10 Excellent! (1,390 reviews)
A Keeper
"I believe this was the first time we have ever stayed at La Quinta and we will definitely return. I hope all are like this one in Winchester. The place was so very clean in the breakfast area in the hallways on the elevators in the bedrooms. Generally have one fruit for breakfast if you're lucky ..."
Reviewed on 19 Jun. 2024
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.
Frequently asked questions
Discover the most popular places to visit in Middletown
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.
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.