Middletown Holidays
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Middletown Holiday
Our pick of the best Middletown Hotel Deals
Wayside Inn
7783 Main St Middletown VA
The price is NZ$153 per night from 26 Mar to 27 Mar
NZ$153
26 Mar - 27 Mar
includes taxes & fees
9.2/10 Wonderful! (426 reviews)
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
333 Front Royal Pike Winchester VA
Fully refundable
The price is NZ$168 per night from 29 Mar to 30 Mar
NZ$168
29 Mar - 30 Mar
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Convenient location. The pool is clean and fitness facility is quite good. Breakfast is excellent and in good service.
Reviewed on 23 Mar 2026
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$199 per night from 31 Mar to 1 Apr
NZ$199
31 Mar - 1 Apr
includes taxes & fees
9.2/10 Wonderful! (2,279 reviews)
Room was clean, lobby and staff friendly. This is our second time staying so we always enjoy coming.
Reviewed on 23 Mar 2026
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.
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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.
