Winchester Hotel Guide - Family Friendly Hotels in Winchester, Virginia

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Check availability on Winchester Family Friendly Hotels

Top Winchester Family Friendly Hotels

Country Inn & Suites by Radisson, Winchester, VA
Lobby

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1022)
"Great place to stay!"
The price is €85
includes taxes & fees
26 Oct - 27 Oct
Country Inn & Suites by Radisson, Winchester, VA
Hampton Inn Winchester-University/Mall Area
Porch

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1012)
"Price, Clean!,great breakfast, attention to details and nice room, loved it!"
The price is €89
includes taxes & fees
5 Oct - 6 Oct
Hampton Inn Winchester-University/Mall Area
Microtel Inn & Suites by Wyndham Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1347)
"Very nice place to stay. Everything is perfectly placed and the amenities were good. "
The price is €78
includes taxes & fees
26 Oct - 27 Oct
Microtel Inn & Suites by Wyndham Winchester
Clarion Inn Harpers Ferry - Charles Town
Indoor pool

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
8.0 out of 10, Very good, (1032)
"Great stay"
The price is €96
includes taxes & fees
27 Oct - 28 Oct
Clarion Inn Harpers Ferry - Charles Town
Comfort Inn Woodstock Shenandoah
Lobby

Comfort Inn Woodstock Shenandoah

2.5 star property
8.8 out of 10, Excellent, (1014)
"Good overnight stay "
The price is €94
includes taxes & fees
28 Sept - 29 Sept
Comfort Inn Woodstock Shenandoah
Quality Inn Shepherdstown
Standard Room, 2 Queen Beds, Non Smoking

Quality Inn Shepherdstown

2.5 star property
7.8 out of 10, Good, (176)
"Is was a great location for our trip "
The price is €90
includes taxes & fees
19 Oct - 20 Oct
Quality Inn Shepherdstown
Quality Inn Winchester
Lobby

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1012)
"Dog friendly, quiet and clean. "
The price is €78
includes taxes & fees
26 Oct - 27 Oct
Quality Inn Winchester
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Bar (on property)

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1008)
"Nice property and great location. "
The price is €114
includes taxes & fees
26 Oct - 27 Oct
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1013)
"Great hotel! "
The price is €89
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Winchester Se-Historic Gateway by IHG
Travelodge by Wyndham Winchester
In-room safe, desk, iron/ironing board, free cots/infant beds

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very good, (1098)
"My favorite hotel in VA, always stay there when visiting friends and family. "
The price is €65
includes taxes & fees
28 Sept - 29 Sept
Travelodge by Wyndham 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.
View all properties

Top Winchester Hotel Reviews

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"Wifi wasn't great"
Vicki 1-night trip
Posted 3 days ago
Country Inn & Suites by Radisson, Winchester, VA

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Explore a world of travel with Expedia

Frequently asked questions

What's Winchester like for family-friendly holidays?
The historic destination of Winchester is a good choice if you've been thinking about a trip with your children. The entertainment, soaring skyscrapers and theatres are just a few things that make this an attractive family holiday destination. Arrange a flight into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) from the city centre.
What's the best family accommodation in Winchester?
Holiday Inn Winchester Se-Historic Gateway by IHG is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Other good options for your stay with the children include Microtel Inn & Suites by Wyndham Winchester and Country Inn & Suites by Radisson, Winchester, VA.
How many family hotels will I be able to find in Winchester?
Expedia has 10 family-friendly hotels and other accommodation options in Winchester.
When's the best time to book a family-friendly holiday in Winchester?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Winchester is 1172 mm.
What's there to see and do with your family in Winchester?
While you are visiting Winchester, you and the family may want to explore some interesting spots such as Bright Box Theater, Winchester Little Theater and Apple Blossom Mall. Make sure that you have lots of time for activities such as Handley Regional Library and Apple Valley Square Shopping Center.