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

Lobby
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
Winchester
  • Cots/infant beds provided
  • Indoor pool
9.2 out of 10, Wonderful, (1348)
Family adventures begin with comfortable accommodation and kid-friendly perks at this well-maintained hotel. Little ones splash in the supervised indoor pool while parents appreciate the free cots, rollaway beds, and complimentary breakfast. Only a 6-minute drive from the Discovery Museum.
The price is €73
includes taxes & fees
1 Dec - 2 Dec
Microtel Inn & Suites by Wyndham Winchester
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
Winchester
  • Cots/infant beds provided
  • Indoor pool
9.0 out of 10, Wonderful, (1001)
Splash in the heated indoor pool while kids explore the family-friendly amenities at this Winchester hotel. Parents appreciate the available cots, premium TV channels, and blackout drapes for peaceful naps, with Shenandoah Valley Discovery Museum just a 4-minute drive away.
The price is €72
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby
Quality Inn Winchester

Quality Inn Winchester

2.5 star property
Winchester
  • Cots/infant beds provided
9.2 out of 10, Wonderful, (1008)
Modern rooms with comfortable beds welcome families after enjoying the seasonal outdoor pool. Just a 6-minute drive from Shenandoah Valley Discovery Museum, this hotel offers free cots, premium TV channels, and complimentary breakfast to start adventures right.
The price is €71
includes taxes & fees
8 Dec - 9 Dec
Quality Inn Winchester
Lobby
Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal

2.0 star property
Front Royal
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
7.6 out of 10, Good, (1002)
The price is €64
includes taxes & fees
1 Dec - 2 Dec
Super 8 by Wyndham Front Royal
Lobby
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
Winchester
  • Cots/infant beds provided
  • Indoor pool
8.8 out of 10, Excellent, (1006)
Children splash in the pristine indoor swimming pool while parents appreciate the nearby fitness centre. Comfortable, spacious rooms feature premium TV channels and blackout drapes for restful nights. Located just minutes from Appleland Sports Centre, this impeccably clean hotel delights families with its complimentary breakfast buffet.
The price is €89
includes taxes & fees
30 Nov - 1 Dec
Country Inn & Suites by Radisson, Winchester, VA
Porch
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

2.5 star property
Winchester
  • Cots/infant beds provided
  • Outdoor pool
9.0 out of 10, Wonderful, (1002)
Spacious, clean rooms welcome families after splash-filled days at the outdoor pool. Young explorers love being just minutes from Shenandoah Valley Discovery Museum while parents appreciate complimentary breakfast, cots, and the helpful staff.
The price is €101
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn Winchester-University/Mall Area
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
  • Cots/infant beds provided
  • Indoor pool
9.0 out of 10, Wonderful, (1005)
Adventure begins poolside at this family haven near Shenandoah National Park. Little ones splash in the indoor pool while parents unwind in the hot tub. Thoughtful touches include free cots and premium TV channels, with Houlihan's restaurant offering kid-friendly meals after a day of golf course exploration.
The price is €103
includes taxes & fees
16 Nov - 17 Nov
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Property amenity
Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG

2.5 star property
Winchester
  • Indoor pool
9.0 out of 10, Wonderful, (793)
The price is €110
includes taxes & fees
14 Nov - 15 Nov
Holiday Inn Express Hotel & Suites Winchester by IHG
Lobby
Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University

2.5 star property
Winchester
  • Cots/infant beds provided
7.8 out of 10, Good, (1001)
Swimming sessions in the indoor pool captivate children while parents appreciate the fitness centre access. Complimentary full breakfast energises families before exploring nearby Shenandoah Valley Discovery Museum, just a 4-minute drive from this consistently clean, quiet hotel.
The price is €65
includes taxes & fees
1 Dec - 2 Dec
Sleep Inn & Suites Winchester near University
Indoor pool
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

3.0 star property
Winchester
  • Indoor pool
8.8 out of 10, Excellent, (502)
Kids splash in the pristine indoor swimming pool while parents unwind at the fitness centre after exploring nearby Shenandoah Valley Discovery Museum. Each room boasts premium TV channels and convenient sofa beds, creating perfect family headquarters.
The price is €94
includes taxes & fees
16 Nov - 17 Nov
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.
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Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Clean room, pleasant staff, ease of check-in and check-out"
Grace 1-night trip
Posted 9 hours ago
La Quinta Inn & Suites by Wyndham Winchester

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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?
Hampton Inn Winchester-University/Mall Area is a hotel with an outdoor pool 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 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.