Middletown Holidays
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Middletown Holiday
Our pick of the best Middletown Hotel Deals
Econo Lodge Inn & Suites
91 Reliance Road, Middletown, VA
Fully refundableReserve now, pay when you stay
The price is NZ$121 per night from 16 Nov to 17 Nov
NZ$121
16 Nov - 17 Nov
includes taxes & fees
5.6/10 (293 reviews)
Clean room
Reviewed on 26 Oct 2025
Wayside Inn
7783 Main St, Middletown, VA
The price is NZ$240 per night from 9 Nov to 10 Nov
NZ$240
9 Nov - 10 Nov
includes taxes & fees
9.2/10 Wonderful! (402 reviews)
Friendly staff, historic atmosphere, terrific restaurant. Entire hotel was furnished with antiques, including the guest rooms
Reviewed on 28 Oct 2025
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is NZ$132 per night from 1 Dec to 2 Dec
NZ$132
1 Dec - 2 Dec
includes taxes & fees
8.4/10 Very Good! (1,126 reviews)
Such a great find for our overnight Stay and last minute with excellent price. Comfortable bed and fantastic staff. Breakfast lacking but expected.
Reviewed on 6 Nov 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.
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.
Wayside Theater
Get tickets for a show at Wayside Theater, a popular theatre in Middletown. Amble around this vibrant area's riverfront or experience its 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.
