Search Family-Friendly Hotels in Winchester

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester Family-Friendly Hotels

Our top choices for Winchester family-friendly hotels

Lobby

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, (1,001 reviews)
"Clean efficient room with good front desk service. Convienence to Highway 81 and eateries."
United States
Chris
The price is ₹7,426
₹8,079 total
includes taxes & fees
1 Feb - 2 Feb
Country Inn & Suites by Radisson, Winchester, VA
Lobby

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,433 reviews)
"Clean room and bathroom, friendly staff, helpful."
United States
Thomas
The price is ₹7,415
₹8,067 total
includes taxes & fees
26 Jan - 27 Jan
Microtel Inn & Suites by Wyndham Winchester
Lobby

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, (1,001 reviews)
"Good condition "
United States
Phillip
The price is ₹5,598
₹6,231 total
includes taxes & fees
1 Feb - 2 Feb
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Standard Double Room, 2 Double Beds, Non Smoking | Blackout curtains, iron/ironing board, free cots/infant beds

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,003 reviews)
"Great stay, as usual"
United States
Mary
The price is ₹7,647
₹8,319 total
includes taxes & fees
24 Jan - 25 Jan
Quality Inn Winchester
Exterior

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, (1,003 reviews)
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is ₹7,043
₹7,933 total
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Winchester Se-Historic Gateway by IHG
Bar (on property)

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, (1,001 reviews)
"Great room and staff. Nice restaurant and bar also with good prices. Very nice hotel. 5 stars"
United States
Vincent
The price is ₹8,811
₹9,719 total
includes taxes & fees
1 Feb - 2 Feb
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Dining

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (420 reviews)
"Historic inn. "
United States
Anonymous traveller
The price is ₹6,501
₹8,073 total
includes taxes & fees
29 Jan - 30 Jan
Wayside Inn
Restaurant

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, (855 reviews)
"Clean room very nice staff"
United States
JEROME J
The price is ₹9,551
₹10,822 total
includes taxes & fees
28 Jan - 29 Jan
Hampton Inn Winchester N/Conference Center, VA
Lobby sitting area

Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.8 out of 10, Good, (1,000 reviews)
"great stay with breakfast too"
United States
James
The price is ₹6,951
₹7,563 total
includes taxes & fees
26 Jan - 27 Jan
Sleep Inn & Suites Winchester near University
Free breakfast

Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
Winchester
9.0 out of 10, Wonderful, (808 reviews)
"Everything excellent "
United States
Rene
The price is ₹11,086
₹12,062 total
includes taxes & fees
9 Feb - 10 Feb
Holiday Inn Express Hotel & Suites Winchester by IHG
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

Choose what matters most at family-friendly hotels in Winchester

Breakfast included
Pool

Top Winchester Hotel Reviews

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

10/10 Excellent
"Super clean room comfy beds"
Joy 1-night trip
Posted 21 hours ago
Hampton Inn Winchester N/Conference Center, VA

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?
Quality Inn Winchester is a hotel with a restaurant and free parking, 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 Hampton Inn Winchester-University/Mall Area.
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, Apple Blossom Mall and Handley Regional Library. Make sure that you have lots of time for activities such as Winchester Little Theater and Apple Valley Square Shopping Center.