Find Family Hotels in Winchester, VA

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester Family Hotels

This weekend
Next weekend

Our top choices for Winchester family-friendly hotels

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1429)
"Clean room and bathroom, friendly staff, helpful."
United States
Thomas
The price is ¥12,403
¥13,494 total
includes taxes & fees
Jan 19 - Jan 20
Microtel Inn & Suites by Wyndham Winchester

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, (1001)
"Clean efficient room with good front desk service. Convienence to Highway 81 and eateries."
United States
Chris
The price is ¥12,999
¥14,143 total
includes taxes & fees
Feb 1 - Feb 2
Country Inn & Suites by Radisson, Winchester, VA

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1001)
"Good condition "
United States
Phillip
The price is ¥9,709
¥10,807 total
includes taxes & fees
Jan 8 - Jan 9
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1000)
"Great stay, as usual"
United States
Mary
The price is ¥13,178
¥14,337 total
includes taxes & fees
Jan 13 - Jan 14
Quality Inn Winchester

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 ¥13,468
¥15,124 total
includes taxes & fees
Jan 18 - Jan 19
Holiday Inn Winchester Se-Historic Gateway by IHG

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, (1001)
"Clean rooms and property. Staff was amazing. Hot tub and pool area were great and clean. Very comfortable stay. Only issue was shower was very slow to drain but confident staff will fix it for next"
United States
Edward
The price is ¥15,281
¥16,855 total
includes taxes & fees
Jan 18 - Jan 19
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (419)
"Historic inn. "
United States
Anonymous traveler
The price is ¥11,275
¥13,999 total
includes taxes & fees
Jan 8 - Jan 9
Wayside Inn

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (853)
"The room was clean, and the breakfast was plentiful. The staff was very friendly and helpful. This was the quietest stay I've had on my trips to Wincheater."
United States
Jay
The price is ¥16,565
¥18,768 total
includes taxes & fees
Jan 13 - Jan 14
Hampton Inn Winchester N/Conference Center, VA

Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.8 out of 10, Good, (1007)
"great stay with breakfast too"
United States
James
The price is ¥11,981
¥13,035 total
includes taxes & fees
Jan 26 - Jan 27
Sleep Inn & Suites Winchester near University

Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (514)
"Great hotel"
United States
DONNA D
The price is ¥15,555
¥17,622 total
includes taxes & fees
Feb 6 - Feb 7
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 Winchester Hotel Reviews

Frequently asked questions

What's Winchester like for family-friendly vacations?
The historic destination of Winchester is a good choice if you've been thinking about a trip with your kids. The entertainment, soaring skyscrapers, and theaters are just a few things that make this an attractive family vacation spot. Arrange a flight into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) from the city center.
What's the best hotel for a family vacation to Winchester?
Microtel Inn & Suites by Wyndham Winchester is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other good choices for your stay with the kids include Quality Inn Winchester and Hampton Inn Winchester-University/Mall Area.
How many family-friendly hotels should I expect to find in Winchester?
Expedia has 10 family-friendly hotels and other accommodations in Winchester.
When's the best time to book a family-friendly vacation in Winchester?
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 Winchester is 46 inches.
What's there to see and do with your family in Winchester?
While you are visiting Winchester, you and the family might want to check out some interesting spots such as Bright Box Theater, Apple Blossom Mall, and Handley Regional Library. Make sure you have lots of time for activities like Winchester Little Theater and Winchester Gateway.