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Find Family Hotels in Middletown, VA
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Our top choices for Middletown family-friendly hotels
9.2 out of 10, Wonderful, (1383)
"Clean room great helpful staff good breakfast"
Loretta
The price is NT$2,346
NT$2,553 total
includes taxes & fees
Jan 4 - 2026/1/5
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
8.8 out of 10, Excellent, (1000)
"Have stayed here multiple times -always good"
Robert
The price is NT$2,607
NT$2,837 total
includes taxes & fees
Jan 11 - 2026/1/12
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
9.0 out of 10, Wonderful, (1000)
"Great room cozy bed fabulous restaurant great staff on property"
joyce
The price is NT$2,205
NT$2,493 total
includes taxes & fees
Dec 24 - Dec 25
The price is NT$2,268
NT$2,816 total
includes taxes & fees
Dec 24 - Dec 25
Econo Lodge Inn & Suites Middletown - Winchester South
Econo Lodge Inn & Suites Middletown - Winchester SouthMiddletown
5.8 out of 10, (299)
"I loved staying here!"
Whitney
The price is NT$1,958
NT$2,160 total
includes taxes & fees
Dec 25 - Dec 26
9.2 out of 10, Wonderful, (1000)
"Great stay"
Jaron
The price is NT$2,383
NT$2,592 total
includes taxes & fees
Jan 18 - 2026/1/19
7.6 out of 10, Good, (1006)
"The staff was friendly and attentive.
The room was clean.
The breakfast was good, with pancakes, toast, cereal, juice, and coffee.
Good location for visiting Shenandoah National Park."
Teresa
The price is NT$1,953
NT$2,173 total
includes taxes & fees
Dec 24 - Dec 25
Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near UniversityWinchester
7.8 out of 10, Good, (1005)
"great stay with breakfast too"
James
The price is NT$2,124
NT$2,311 total
includes taxes & fees
Jan 11 - 2026/1/12
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.
Top Middletown Hotel Reviews
The George Washington Hotel, A Wyndham Grand Hotel
10/10 Excellent
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- Shenandoah River
- Visit Millwood
- Boyce Vacations
- Front Royal Visitor's Center
- Visit Fort Valley
- Visit Linden
- W.o. Riley Park
- Chester Gap Cellars
- Rock Harbor Golf Course
- Patsy Cline Historic House
- State Arboretum of Virginia
- Front Royal Entrance Shenandoah National Park
- Jim Barnett Park
- Visit Strasburg
- Appleland Sports Center
- Shenandoah River State Park
- Visit Bentonville
- Belle Grove Plantation
- Nalls Farm Market