Photo by Samantha Keyes
Find hotels in Middletown, VA from ฿1,904
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Go beyond your typical stay in Middletown
Family friendly
Pet friendly
Check prices for these dates
Top 10 Middletown hotels and places to stay

Quality Inn Winchester
Quality Inn Winchester
9.2 out of 10, Wonderful, (1003)
The price is ฿2,456
฿2,672 total
includes taxes & fees
21 Sept - 22 Sept

Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
8.8 out of 10, Excellent, (1003)
The price is ฿3,091
฿3,363 total
includes taxes & fees
1 Sept - 2 Sept

Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott Winchester
9.0 out of 10, Wonderful, (754)
The price is ฿3,146
฿3,423 total
includes taxes & fees
31 Aug - 1 Sept

Wayside Inn
Wayside Inn
9.2 out of 10, Wonderful, (404)
The price is ฿3,068
฿3,708 total
includes taxes & fees
31 Aug - 1 Sept

Econo Lodge Inn & Suites
Econo Lodge Inn & Suites
5.6 out of 10, (286)
The price is ฿2,191
฿2,417 total
includes taxes & fees
3 Sept - 4 Sept

Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VA
9.2 out of 10, Wonderful, (797)
The price is ฿3,285
฿3,722 total
includes taxes & fees
8 Sept - 9 Sept
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
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
More cheap stays in Middletown
More cheap stays in Middletown

Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
The price is ฿2,318 per night from 9 Sept to 10 Sept
฿2,318
฿2,580 total
9 Sept - 10 Sept
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Accommodation near Middletown attractions
Hotels Near Middletown, Virginia
- Luray Hotels
- Winchester Hotels
- Blue Ridge Mountains Hotels
- Front Royal Hotels
- Shenandoah Valley Hotels
- Rileyville Hotels
- Woodstock Hotels
- Appalachian Mountains Hotels
- Strasburg Hotels
- Northern Virginia Hotels
- Sperryville Hotels
- Washington Hotels
- Boyce Hotels
- Bluemont Hotels
- Stephens City Hotels
- Augusta Hotels
- Lost River Hotels
- Berryville Hotels
- Linden Hotels
- Blue Ridge Hotels
More ways to book
Expedia's Latest Trends
Hotels
Packages
General
- Visit Freer
- Visit Forks
- Visit Santa Cruz
- Visit Avalon
- Visit Grand Canyon
- Visit Cumming
- Visit Sun Valley
- Visit Montauk
- Visit Azusa
- Visit Stamford
- Visit Palo Alto
- Visit South Lake Tahoe
- Visit Honolulu
- Visit Sequoia National Park
- Visit San Diego
- Visit Sandusky
- Visit West Point
- Visit Rainbow City
- Visit Mountain View
- Visit Palm Springs
- Visit Ashburn
- Visit San Rafael
- Visit Cupertino