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Check availability on Winchester Family-Friendly Hotels

Tonight
31 Oct - 1 Nov
Tomorrow
1 Nov - 2 Nov
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Top Winchester Family-Friendly Hotels

Lobby
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
  • Cots/infant beds provided
  • Indoor pool
8.8 out of 10, Excellent, (1004)
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 ฿2,947
฿3,206 total
includes taxes & fees
2 Nov - 3 Nov
Country Inn & Suites by Radisson, Winchester, VA
Lobby
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
  • Cots/infant beds provided
  • Indoor pool
9.2 out of 10, Wonderful, (1351)
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 ฿2,536
฿2,760 total
includes taxes & fees
23 Nov - 24 Nov
Microtel Inn & Suites by Wyndham Winchester
Lobby
Quality Inn Winchester
Quality Inn Winchester
2.5 star property
  • Cots/infant beds provided
9.2 out of 10, Wonderful, (1003)
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 ฿2,546
฿2,770 total
includes taxes & fees
23 Nov - 24 Nov
Quality Inn Winchester
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
  • Cots/infant beds provided
  • Indoor pool
9.0 out of 10, Wonderful, (1000)
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 ฿2,394
฿2,702 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby
Super 8 by Wyndham Front Royal
Super 8 by Wyndham Front Royal
2.0 star property
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
7.6 out of 10, Good, (1017)
The price is ฿1,922
฿2,139 total
includes taxes & fees
16 Nov - 17 Nov
Super 8 by Wyndham Front Royal
Snack bar
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VA
2.5 star property
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.2 out of 10, Wonderful, (827)
The price is ฿3,422
฿3,877 total
includes taxes & fees
9 Nov - 10 Nov
Hampton Inn Winchester N/Conference Center, VA
Bar (on property)
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
  • Cots/infant beds provided
  • Indoor pool
9.0 out of 10, Wonderful, (1001)
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 ฿3,422
฿3,872 total
includes taxes & fees
16 Nov - 17 Nov
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Lobby
Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near University
2.5 star property
  • Cots/infant beds provided
7.8 out of 10, Good, (1017)
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 ฿2,148
฿2,337 total
includes taxes & fees
1 Dec - 2 Dec
Sleep Inn & Suites Winchester near University
Property amenity
Holiday Inn Express Hotel & Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
  • Indoor pool
9.0 out of 10, Wonderful, (792)
The price is ฿3,785
฿4,118 total
includes taxes & fees
28 Nov - 29 Nov
Holiday Inn Express Hotel & Suites Winchester by IHG
Indoor pool
Hilton Garden Inn Winchester
Hilton Garden Inn Winchester
3.0 star property
  • Indoor pool
8.8 out of 10, Excellent, (500)
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 ฿3,089
฿3,500 total
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

Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"Beautiful new property. Very clean and spacious rooms. Comfortable beds. Great shower. Nice lobby. Friendly staff. "
Tammie 1-night trip
Posted 2 days ago
Spark by Hilton Winchester

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?
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 options for your stay with the children include Country Inn & Suites by Radisson, Winchester, VA and Quality Inn Winchester.
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.