Photo by Samantha Keyes
Find hotels in Middletown, VA from ฿2,146
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Our top choices for Middletown hotels

Wayside Inn
Wayside InnMiddletown
9.2 out of 10, Wonderful, (419 reviews)
The price is ฿2,255
฿2,801 total
includes taxes & fees
21 Jan - 22 Jan

Econo Lodge Inn & Suites Middletown - Winchester South
Econo Lodge Inn & Suites Middletown - Winchester SouthMiddletown
5.8 out of 10, (299 reviews)
The price is ฿1,945
฿2,146 total
includes taxes & fees
15 Jan - 16 Jan

Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Holiday Inn Express Woodstock-Shenandoah Valley by IHGWoodstock
9.0 out of 10, Wonderful, (1,001 reviews)
The price is ฿2,578
฿2,895 total
includes taxes & fees
18 Jan - 19 Jan

Comfort Inn Woodstock Shenandoah
Comfort Inn Woodstock ShenandoahWoodstock
8.8 out of 10, Excellent, (1,002 reviews)
The price is ฿2,791
฿3,134 total
includes taxes & fees
15 Jan - 16 Jan

La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham WinchesterWinchester
9.2 out of 10, Wonderful, (2,242 reviews)
The price is ฿2,886
฿3,140 total
includes taxes & fees
13 Jan - 14 Jan

DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge ShadowsFront Royal
9.0 out of 10, Wonderful, (1,001 reviews)
The price is ฿3,057
฿3,372 total
includes taxes & fees
15 Jan - 16 Jan

TRU By Hilton Winchester
TRU By Hilton WinchesterWinchester
9.0 out of 10, Wonderful, (784 reviews)
The price is ฿2,334
฿2,539 total
includes taxes & fees
26 Jan - 27 Jan

SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott WinchesterWinchester
9.4 out of 10, Exceptional, (796 reviews)
The price is ฿3,355
฿3,650 total
includes taxes & fees
18 Jan - 19 Jan

Hampton Inn Front Royal
Hampton Inn Front RoyalFront Royal
9.0 out of 10, Wonderful, (1,006 reviews)
The price is ฿3,068
฿3,415 total
includes taxes & fees
15 Jan - 16 Jan

Comfort Inn & Suites Winchester
Comfort Inn & Suites WinchesterWinchester
9.4 out of 10, Exceptional, (1,091 reviews)
The price is ฿3,093
฿3,366 total
includes taxes & fees
8 Feb - 9 Feb

Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
9.0 out of 10, Wonderful, (1,000 reviews)
The price is ฿2,569
฿2,889 total
includes taxes & fees
18 Jan - 19 Jan

Super 8 by Wyndham Front Royal Near Shenandoah National Park
Super 8 by Wyndham Front Royal Near Shenandoah National ParkFront Royal
7.6 out of 10, Good, (1,001 reviews)
The price is ฿1,754
฿1,953 total
includes taxes & fees
13 Jan - 14 Jan

Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHGStephens City
8.2 out of 10, Very good, (812 reviews)
The price is ฿2,327
฿2,531 total
includes taxes & fees
15 Jan - 16 Jan

Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott WinchesterWinchester
9.0 out of 10, Wonderful, (811 reviews)
The price is ฿2,833
฿3,082 total
includes taxes & fees
19 Jan - 20 Jan

TownePlace Suites by Marriott Front Royal
TownePlace Suites by Marriott Front RoyalFront Royal
9.6 out of 10, Exceptional, (558 reviews)
The price is ฿3,446
฿3,863 total
includes taxes & fees
15 Jan - 16 Jan

The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand HotelOld Town Winchester
9.4 out of 10, Exceptional, (1,004 reviews)
The price is ฿3,967
฿4,495 total
includes taxes & fees
18 Jan - 19 Jan

Twi-Lite Inn
Twi-Lite InnFront Royal
8.2 out of 10, Very good, (544 reviews)
The price is ฿2,130
฿2,371 total
includes taxes & fees
21 Jan - 22 Jan

Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National ParkFront Royal
6.4 out of 10, (925 reviews)
The price is ฿1,731
฿1,926 total
includes taxes & fees
21 Jan - 22 Jan

Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
9.2 out of 10, Wonderful, (854 reviews)
The price is ฿3,314
฿3,754 total
includes taxes & fees
17 Jan - 18 Jan

Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
8.8 out of 10, Excellent, (1,003 reviews)
The price is ฿2,652
฿2,886 total
includes taxes & fees
8 Feb - 9 Feb
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.
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Stay near popular Middletown attractions
Learn more about Middletown
History buffs can explore the Cedar Creek Battlefield and Belle Grove Plantation, where costumed interpreters bring Civil War stories to life. Visit the Wayside Inn, Virginia's oldest continuously operating inn, and ask locals about hidden hiking trails in nearby Shenandoah Valley.

Photo by Samantha Keyes
Open Photo by Samantha Keyes
Top Middletown Hotel Reviews

DoubleTree by Hilton Front Royal Blue Ridge Shadows
10/10 Excellent
More cheap stays in Middletown

Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is ฿2,130 per night from 9 Feb to 10 Feb
฿2,130
฿2,318 total
9 Feb - 10 Feb
includes taxes & fees
8.4/10 Very Good! (1,083 reviews)


































































