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Check availability on Winchester Family-Friendly Hotels

Tonight
29 Nov - 30 Nov
Tomorrow
30 Nov - 1 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

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, (1372)
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 1.898.280 ₫
2.065.329 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Microtel Inn & Suites by Wyndham Winchester
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, (1011)
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 2.226.261 ₫
2.422.172 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Country Inn & Suites by Radisson, Winchester, VA
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, (1004)
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 1.982.648 ₫
2.236.217 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG
Snack bar
Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
Winchester
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.2 out of 10, Wonderful, (841)
The price is 2.720.868 ₫
3.082.743 ₫ total
includes taxes & fees
5 Dec - 6 Dec
Hampton Inn Winchester N/Conference Center, VA
Lobby
Quality Inn Winchester

Quality Inn Winchester

2.5 star property
Winchester
  • Cots/infant beds provided
9.2 out of 10, Wonderful, (1006)
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 1.994.512 ₫
2.170.029 ₫ total
includes taxes & fees
14 Dec - 15 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, (1003)
The price is 1.555.535 ₫
1.731.390 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Super 8 by Wyndham Front Royal
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, (1006)
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 3.156.418 ₫
3.560.623 ₫ total
includes taxes & fees
14 Dec - 15 Dec
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, (795)
The price is 2.509.948 ₫
2.730.824 ₫ total
includes taxes & fees
29 Dec - 30 Dec
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, (1006)
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 1.738.574 ₫
1.891.569 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Sleep Inn & Suites Winchester near University
Indoor pool
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

3.0 star property
Winchester
  • Indoor pool
9.0 out of 10, Wonderful, (506)
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 2.517.330 ₫
2.852.134 ₫ total
includes taxes & fees
14 Dec - 15 Dec
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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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.
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 Rocking S Ranch.