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Find Family Hotels in Middletown, VA

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Check availability on Middletown Family Hotels

Our top choices for Middletown family-friendly hotels

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (416)
"Historic inn. "
United States
David
The price is NT$2,268
NT$2,816 total
includes taxes & fees
Dec 24 - Dec 25
Wayside Inn

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (299)
"I loved staying here!"
United States
Whitney
The price is NT$1,958
NT$2,160 total
includes taxes & fees
Dec 25 - Dec 26
Econo Lodge Inn & Suites Middletown - Winchester South

Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah
2.5 star property
Woodstock
8.8 out of 10, Excellent, (1001)
"Great place to stay. Clean, friendly and safe. Would stay again. "
United States
Beverly
The price is NT$2,908
NT$3,266 total
includes taxes & fees
Jan 18 - 2026/1/19
Comfort Inn Woodstock Shenandoah

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1000)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is NT$3,073
NT$3,390 total
includes taxes & fees
Dec 30 - Dec 31
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1000)
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is NT$2,583
NT$2,904 total
includes taxes & fees
Dec 23 - Dec 24
Holiday Inn Winchester Se-Historic Gateway by IHG

Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal
2.0 star property
Front Royal
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."
United States
Teresa
The price is NT$1,953
NT$2,173 total
includes taxes & fees
Dec 26 - Dec 27
Super 8 by Wyndham Front Royal

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1000)
"Have stayed here multiple times -always good"
United States
Robert
The price is NT$2,607
NT$2,837 total
includes taxes & fees
Jan 11 - 2026/1/12
Country Inn & Suites by Radisson, Winchester, VA

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1383)
"Clean room great helpful staff good breakfast"
United States
Loretta
The price is NT$2,346
NT$2,553 total
includes taxes & fees
Jan 4 - 2026/1/5
Microtel Inn & Suites by Wyndham Winchester

Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
2.5 star property
Winchester
9.0 out of 10, Wonderful, (1000)
"Staff, clean room, very comfortable bed!"
United States
Terri
The price is NT$3,202
NT$3,628 total
includes taxes & fees
Jan 18 - 2026/1/19
Hampton Inn Winchester-University/Mall Area

Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (510)
"Great hotel"
United States
DONNA D
The price is NT$3,128
NT$3,544 total
includes taxes & fees
Dec 28 - Dec 29
Hilton Garden Inn Winchester
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

Frequently asked questions

What's Middletown like for family-friendly vacations?
You might want to consider the historic destination of Middletown if you've been thinking about a trip for the whole family. The entertainment, hockey games, and theaters are just a few things that make this an attractive place for families. Take to the air and fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 30.4 mi (48.9 km) from the city center.
What's the best place to stay for families in Middletown?
Econo Lodge Inn & Suites Middletown - Winchester South is a hotel with free parking and laundry facilities, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly vacation in Middletown?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Middletown is 43 inches.
What's there to see and do with your family in Middletown?
Wayside Theater, Dinosaur Land, and Front Royal Visitor's Center are interesting attractions you and your family will enjoy exploring while you are staying in Middletown. Make sure you have lots of time for activities like Virginia River Trips and Front Royal Entrance Shenandoah National Park.

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