Photo by Stephanie Sutton

Find hotels in Middletown, VA from £46
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Middletown
Pet friendly
Check prices for these dates
Our top choices for Middletown hotels

Wayside Inn
Wayside InnMiddletown
9.2 out of 10, Wonderful, (423 reviews)
The price is £66
includes taxes & fees
24 Feb - 25 Feb

Econo Lodge Inn & Suites Middletown - Winchester South
Econo Lodge Inn & Suites Middletown - Winchester SouthMiddletown
5.8 out of 10, (300 reviews)
The price is £51
includes taxes & fees
1 Mar - 2 Mar

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, (1,002 reviews)
The price is £51
includes taxes & fees
24 Feb - 25 Feb

Comfort Inn Woodstock Shenandoah
Comfort Inn Woodstock ShenandoahWoodstock
8.8 out of 10, Excellent, (1,003 reviews)
The price is £74
includes taxes & fees
24 Feb - 25 Feb

Comfort Inn & Suites Winchester
Comfort Inn & Suites WinchesterWinchester
9.4 out of 10, Exceptional, (1,102 reviews)
The price is £81
includes taxes & fees
26 Feb - 27 Feb

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, (825 reviews)
The price is £64
includes taxes & fees
25 Feb - 26 Feb

Hampton Inn Front Royal
Hampton Inn Front RoyalFront Royal
9.0 out of 10, Wonderful, (1,001 reviews)
The price is £81
includes taxes & fees
1 Mar - 2 Mar

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 £85
includes taxes & fees
25 Feb - 26 Feb

Relax Inn Motel
Relax Inn MotelFront Royal
8.2 out of 10, Very good, (260 reviews)
The price is £51
includes taxes & fees
24 Feb - 25 Feb

Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham WinchesterWinchester
9.2 out of 10, Wonderful, (1,449 reviews)
The price is £69
includes taxes & fees
1 Mar - 2 Mar

Quality Inn Winchester
Quality Inn WinchesterWinchester
9.2 out of 10, Wonderful, (1,002 reviews)
The price is £68
includes taxes & fees
1 Mar - 2 Mar

Twi-Lite Inn
Twi-Lite InnFront Royal
8.2 out of 10, Very good, (545 reviews)
The price is £51
includes taxes & fees
24 Feb - 25 Feb

Travelodge by Wyndham Winchester
Travelodge by Wyndham WinchesterWinchester
8.6 out of 10, Excellent, (1,088 reviews)
The price is £57
includes taxes & fees
27 Feb - 28 Feb

Spark by Hilton Winchester
Spark by Hilton WinchesterWinchester
9.0 out of 10, Wonderful, (1,003 reviews)
The price is £75
includes taxes & fees
8 Mar - 9 Mar

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 £65
includes taxes & fees
22 Mar - 23 Mar

Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott WinchesterWinchester
9.0 out of 10, Wonderful, (822 reviews)
The price is £75
includes taxes & fees
25 Feb - 26 Feb

Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
9.2 out of 10, Wonderful, (864 reviews)
The price is £89
includes taxes & fees
1 Mar - 2 Mar

Candlewood Suites Winchester by IHG
Candlewood Suites Winchester by IHGWinchester
8.8 out of 10, Excellent, (554 reviews)
The price is £67
includes taxes & fees
25 Feb - 26 Feb

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 £75
includes taxes & fees
8 Mar - 9 Mar
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.
Save an average of 15% on thousands of hotels when you're signed in
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

La Quinta Inn & Suites by Wyndham Winchester
10/10 Excellent
More cheap stays in Middletown

Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is £57 per night from 27 Feb to 28 Feb
£57
27 Feb - 28 Feb
includes taxes & fees
8.6/10 Excellent! (1,088 reviews)
Frequently asked questions
Explore a world of travel with Expedia
- 4 Star Hotels in Winchester
- Bentonville Hotels
- Berryville Hotels
- Hilton Hotels in Boyce
- Boyce Hotels
- Carmel Hotels
- Hotels near Dinosaur Land
- Fort Valley Hotels
- Hotels near Front Royal Entrance Shenandoah National Park
- Front Royal Hotels
- Gore Hotels
- Huntly Hotels
- Jordan Springs Hotels
- Linden Hotels
- Hotels near Linden Vineyards
- Markham Hotels
- Maurertown Hotels
- Millwood Hotels
- Holiday Homes in Millwood
- Gay-Friendly Hotels in Old Town Winchester
- Hotels with Hot Tubs in Old Town Winchester
- Old Town Winchester Hotels
- Paris Hotels
- Rileyville Hotels
- Riverton Hotels
- Star Tannery Hotels
- Stephens City Hotels
- Strasburg Hotels
- Toms Brook Hotels
- Hotels near Watermelon Park Campground
- White Post Hotels
- Willow Grove Hotels
- B&B in Winchester
- Cabin Rentals in Winchester
- Beach Resorts & in Winchester
- Boutique Hotels in Winchester
- Cheap Hotels in Winchester
- Casino Hotels in Winchester
- Gay-Friendly Hotels in Winchester
- Golf Hotels in Winchester
- Hotels with Hot Tubs in Winchester
- Hotels with Indoor Pools in Winchester
- Luxury Hotels in Winchester
- Oyo Rooms Hotels in Winchester
- Pet-Friendly Hotels in Winchester
- Winery Hotels in Winchester
- Winchester Hotels
- Hotels near Winchester Little Theater
- Pet-Friendly Hotels in Woodstock
- Woodstock Hotels
- Flights to Front Royal
- Flights to Paris
- Flights to Winchester
- Flights to Woodstock
- Flights from Winchester Regional
- Flights from Berryville
- Flights from Star Tannery
- Flights from Toms Brook
- Flights from Winchester
- Flights from Fort Valley
- Flights from Front Royal
- Flights from Aberdeen (APG) to Winchester (WGO)
- Flights from Newcastle (BEO) to Winchester (WGO)
- Flights from Belfast (BFS) to Winchester (WGO)
- Flights from Birmingham (BHM) to Winchester (WGO)
- Flights from Edinburgh (EDI) to Winchester (WGO)
- Flights from Fort Lauderdale (FLL) to Front Royal (FRR)
- Flights from Glasgow (GLA) to Winchester (WGO)
- Flights from Washington (IAD) to Winchester (WGO)
- Flights from Seoul (ICN) to Winchester (WGO)
- Flights from Indianapolis (IND) to Winchester (WGO)
- Flights from Los Angeles (LAX) to Winchester (WGO)
- Flights from London (LON) to Winchester (WGO)
- Flights from Miami (MIA) to Winchester (WGO)
- Flights from Chicago (ORD) to Winchester (WGO)











































































