Find hotels in Middletown, VA from ฿2,329
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27 Aug - 28 AugTomorrow
28 Aug - 29 AugThis weekend
28 Aug - 30 AugNext weekend
4 Sep - 6 SepOur top choices for Middletown hotels
1. Wayside Inn
Wayside InnMiddletown
Christine
฿3,972
฿4,707 total
includes taxes & fees
30 Aug - 31 Aug
2. Econo Lodge Inn & Suites Middletown - Winchester South
Econo Lodge Inn & Suites Middletown - Winchester SouthMiddletown
Nathan
฿2,112
฿2,329 total
includes taxes & fees
16 Sept - 17 Sept
3. Fairfield Inn & Suites Strasburg Shenandoah Valley
Fairfield Inn & Suites Strasburg Shenandoah ValleyStrasburg
Patrick
฿3,851
฿4,286 total
includes taxes & fees
20 Sept - 21 Sept
4. Comfort Inn & Suites Winchester
Comfort Inn & Suites WinchesterWinchester
Richard
฿3,134
฿3,488 total
includes taxes & fees
30 Aug - 31 Aug
5. Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah ValleyStrasburg
Scott
฿2,445
฿2,721 total
includes taxes & fees
2 Sept - 3 Sept
6. Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHGStephens City
Steven
฿2,778
฿3,092 total
includes taxes & fees
27 Sept - 28 Sept
7. Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
Phillip
฿3,087
฿3,436 total
includes taxes & fees
20 Sept - 21 Sept
8. La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham WinchesterWinchester
Susan
฿3,217
฿3,581 total
includes taxes & fees
30 Aug - 31 Aug
9. Quality Inn Stephens City - Winchester South
Quality Inn Stephens City - Winchester SouthStephens City
Nancy
฿2,765
฿3,078 total
includes taxes & fees
2 Sept - 3 Sept
10. TownePlace Suites by Marriott Front Royal
TownePlace Suites by Marriott Front RoyalFront Royal
Justin
฿4,544
฿5,077 total
includes taxes & fees
13 Sept - 14 Sept
11. Hampton Inn Front Royal
Hampton Inn Front RoyalFront Royal
Timothy
฿3,994
฿4,445 total
includes taxes & fees
3 Sept - 4 Sept
12. DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge ShadowsFront Royal
Adrian
฿3,994
฿4,405 total
includes taxes & fees
24 Sept - 25 Sept
13. Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott WinchesterWinchester
george
฿3,029
฿3,371 total
includes taxes & fees
31 Aug - 1 Sept
14. Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
Jennifer
฿3,050
฿3,493 total
includes taxes & fees
30 Aug - 31 Aug
15. Spark by Hilton Winchester
Spark by Hilton WinchesterWinchester
johnny
฿2,528
฿2,864 total
includes taxes & fees
27 Sept - 28 Sept
16. Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham WinchesterWinchester
Ricky
฿2,860
฿3,183 total
includes taxes & fees
30 Aug - 31 Aug
17. Courtyard by Marriott Winchester
Courtyard by Marriott WinchesterWinchester
Christine
฿3,501
฿3,896 total
includes taxes & fees
2 Sept - 3 Sept
18. Holiday Inn Express Hotel & Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHGWinchester
Susan
฿3,837
฿4,271 total
includes taxes & fees
30 Aug - 31 Aug
19. Travelodge by Wyndham Winchester
Travelodge by Wyndham WinchesterWinchester
Jeffrey
฿2,255
฿2,488 total
includes taxes & fees
31 Aug - 1 Sept
20. Relax Inn Motel
Relax Inn MotelFront Royal
Jamila
฿2,223
฿2,474 total
includes taxes & fees
30 Aug - 31 Aug
Stay near popular Middletown attractions
Belle Grove Plantation
8.4/10 (8 reviews)
This Jeffersonian-inspired Manor House showcases antebellum plantation life and Civil War history. Explore the heritage apple orchard and original outbuildings while enjoying panoramic mountain views.
Cedar Creek Battlefield Foundation
8.6/10 (7 reviews)
The Cedar Creek Battlefield Foundation preserves this pivotal 1864 Civil War site through exhibits and trails. Experience history during October's annual reenactment featuring authentic battle scenarios.
Cedar Creek and Belle Grove National Historical Park
9.0/10 (6 reviews)
Explore the pivotal Civil War battlefield where Union forces secured the Shenandoah Valley in 1864. Tour the elegant Belle Grove Manor House and follow interpretive trails detailing strategic troop movements.
Jackson's Chase Golf Course
6.0/10 (1 review)
This scenic 18-hole course weaves through the rolling Shenandoah Valley, challenging golfers of all abilities. Enjoy the serene natural setting while navigating its strategically designed par-72 layout.
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.
See all hotels in Middletown
Photo by Stephanie Sutton
Top Middletown Hotel Reviews
Hampton Inn Front Royal
10/10 Excellent
"they gave us room smelled like hamster or rabit.When we asked to change they changed."
La Quinta Inn & Suites by Wyndham Winchester
10/10 Excellent
"Always a great stay! Friendly staff, convenient to the university. Clean and quiet! Thank you again"
Travelodge by Wyndham Winchester
10/10 Excellent
"Easy access, plenty parking, gas and restaurants near by."
Spark by Hilton Winchester
10/10 Excellent
"Great stay! Very clean and the staff was great."
Fairfield Inn & Suites by Marriott Winchester
10/10 Excellent
"Very nice, clean hotel. Good breakfast. We've stayed here a few times. Highly recommend."
TRU By Hilton Winchester
10/10 Excellent
"The bedroom and bathroom were very clean!!"
Quality Inn Winchester
10/10 Excellent
"We were pleasantly surprised and very pleased with this property. We enjoyed our overnight stay and would definitely stay again. Convenient to I-81, yet surprisingly quiet"
Comfort Inn & Suites Winchester
10/10 Excellent
"Clean room ,quiet,plenty to parking"
Hampton Inn & Suites Woodstock, VA
10/10 Excellent
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More cheap stays in Middletown
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
฿2,255
฿2,488 total
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (1,083 reviews)
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
฿2,445
฿2,721 total
2 Sept - 3 Sept
includes taxes & fees
8.2/10 Very good! (1,003 reviews)
Quality Inn Winchester
1601 Martinsburg Pike Winchester VA
฿2,751
฿3,062 total
2 Sept - 3 Sept
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
฿2,860
฿3,183 total
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (1,458 reviews)
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
฿3,134
฿3,488 total
30 Aug - 31 Aug
includes taxes & fees
9.4/10 Exceptional! (1,139 reviews)
Hampton Inn Front Royal
9800 Winchester Rd Front Royal VA
฿3,994
฿4,445 total
3 Sept - 4 Sept
includes taxes & fees
9.2/10 Wonderful! (1,024 reviews)
