Middletown Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Samantha Keyes
Top hotels in Middletown
Econo Lodge Inn & Suites
91 Reliance Road Middletown VA
Fully refundableReserve now, pay when you stay
The price is 1.636.335 ₫ per night from 25 Nov to 26 Nov
1.636.335 ₫
1.804.878 ₫ total
25 Nov - 26 Nov
includes taxes & fees
5.6/10 (297 reviews)
Clean room
Reviewed on 26 Oct 2025
Wayside Inn
7783 Main St, Middletown, VA
The price is 2.999.947 ₫ per night from 23 Nov to 24 Nov
2.999.947 ₫
3.572.180 ₫ total
23 Nov - 24 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 1.844.500 ₫ per night from 19 Nov to 20 Nov
1.844.500 ₫
2.006.816 ₫ total
19 Nov - 20 Nov
includes taxes & fees
8.4/10 Very Good! (1,086 reviews)
Absolutely great stay. Nothing needed was lacking. Room was spotless and comfortable. Staff were so pleasant. Appreciate everything about this hotel.
Reviewed on 16 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.
Popular places to visit
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 trip options
Expedia's Latest Trends
Hotels
Flights
Packages
