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 11 May to 12 May
NZ$241
11 May - 12 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$151 per night from 28 May to 29 May
NZ$151
28 May - 29 May
includes taxes & fees
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
The price is NZ$129 per night from 11 May to 12 May
NZ$129
11 May - 12 May
includes taxes & fees
8.6/10 Excellent! (1,060 reviews)
Air conditioning and heat worked properly, and easy to use. I like that the door to room has an alarm if door is left open. I love the big parking lot and design. Great for semi's, RV's, etc. Staff was so friendly and helpful at daytime front desk. I love the pull-down shades verses curtains. It ...
Reviewed on 8 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.
