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$241 per night from 10 May to 11 May
NZ$241
10 May - 11 May
includes taxes & fees
9.2/10 Wonderful! (429 reviews)
This hotel was an amazing experience. You really can feel the history there. So much better to stay there than one of the chain hotels we would normally stay at. The restaurant was fantastic. Food was incredible for breakfast and dinner. Everything is made from scratch. Staff really cares about the ...
Reviewed on 8 May 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is NZ$153 per night from 1 June to 2 June
NZ$153
1 June - 2 June
includes taxes & fees
9/10 Wonderful! (1,029 reviews)
It was a nice hotel and very worth the price we paid! The Continental breakfast was great and had a lot of choices. The staff was very attentive as well.
Reviewed on 7 May 2026
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
The price is NZ$248 per night from 17 May to 18 May
NZ$248
17 May - 18 May
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
Toilets are low
Reviewed on 7 May 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.
