Photo by Stephanie Sutton

Middletown Hotels from S$75
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Our top choices for Middletown hotels

Econo Lodge Inn & Suites Middletown - Winchester South
Econo Lodge Inn & Suites Middletown - Winchester SouthMiddletown
5.8 out of 10, (304 reviews)
The price is S$88
includes taxes & fees
14 Apr - 15 Apr

Wayside Inn
Wayside InnMiddletown
9.2 out of 10, Wonderful, (426 reviews)
The price is S$185
includes taxes & fees
12 Apr - 13 Apr

La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham WinchesterWinchester
9.2 out of 10, Wonderful, (2,274 reviews)
The price is S$153
includes taxes & fees
8 Apr - 9 Apr

Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott WinchesterWinchester
9.0 out of 10, Wonderful, (836 reviews)
The price is S$130
includes taxes & fees
13 Apr - 14 Apr

Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
9.2 out of 10, Wonderful, (872 reviews)
The price is S$155
includes taxes & fees
18 Apr - 19 Apr

Comfort Inn & Suites Winchester
Comfort Inn & Suites WinchesterWinchester
9.4 out of 10, Exceptional, (1,094 reviews)
The price is S$151
includes taxes & fees
13 Apr - 14 Apr

Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham WinchesterWinchester
9.2 out of 10, Wonderful, (1,463 reviews)
The price is S$124
includes taxes & fees
28 Apr - 29 Apr

SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott WinchesterWinchester
9.4 out of 10, Exceptional, (833 reviews)
The price is S$159
includes taxes & fees
15 Apr - 16 Apr

Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
8.8 out of 10, Excellent, (1,000 reviews)
The price is S$133
includes taxes & fees
3 May - 4 May

Quality Inn Winchester
Quality Inn WinchesterWinchester
9.2 out of 10, Wonderful, (1,003 reviews)
The price is S$128
includes taxes & fees
5 May - 6 May

Spark by Hilton Winchester
Spark by Hilton WinchesterWinchester
9.0 out of 10, Wonderful, (1,004 reviews)
The price is S$125
includes taxes & fees
19 Apr - 20 Apr

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 S$92
includes taxes & fees
14 Apr - 15 Apr

Relax Inn Motel
Relax Inn MotelFront Royal
8.2 out of 10, Very good, (263 reviews)
The price is S$89
includes taxes & fees
8 Apr - 9 Apr

Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
9.0 out of 10, Wonderful, (1,003 reviews)
The price is S$127
includes taxes & fees
19 Apr - 20 Apr

Hampton Inn Winchester-University/Mall Area
Hampton Inn Winchester-University/Mall AreaWinchester
9.0 out of 10, Wonderful, (1,002 reviews)
The price is S$146
includes taxes & fees
15 Apr - 16 Apr

TownePlace Suites by Marriott Winchester
TownePlace Suites by Marriott WinchesterWinchester
8.8 out of 10, Excellent, (494 reviews)
The price is S$158
includes taxes & fees
9 Apr - 10 Apr

Comfort Inn Woodstock Shenandoah
Comfort Inn Woodstock ShenandoahWoodstock
8.8 out of 10, Excellent, (1,004 reviews)
The price is S$142
includes taxes & fees
15 Apr - 16 Apr

Fairfield Inn & Suites Strasburg Shenandoah Valley
Fairfield Inn & Suites Strasburg Shenandoah ValleyStrasburg
9.0 out of 10, Wonderful, (1,005 reviews)
The price is S$162
includes taxes & fees
26 Apr - 27 Apr

Holiday Inn Express Hotel & Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHGWinchester
9.0 out of 10, Wonderful, (826 reviews)
The price is S$164
includes taxes & fees
26 Apr - 27 Apr

TRU By Hilton Winchester
TRU By Hilton WinchesterWinchester
9.0 out of 10, Wonderful, (809 reviews)
The price is S$148
includes taxes & fees
13 Apr - 14 Apr
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 Stephanie Sutton
Open Photo by Stephanie Sutton
Top Middletown Hotel Reviews

SpringHill Suites by Marriott Winchester
4/10 Poor
More cheap stays in Middletown

Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is S$99 per night from 8 Apr to 9 Apr
S$99
8 Apr - 9 Apr
includes taxes & fees
8.6/10 Excellent! (1,076 reviews)
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- Appleland Sports Center
- Visit Berryville
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