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
  • Cribs/infant beds provided
  • Indoor pool
9.2 out of 10, Wonderful, (1359)
Family adventures begin with comfortable accommodations and kid-friendly perks at this well-maintained hotel. Little ones splash in the supervised indoor pool while parents appreciate the free cribs, rollaway beds, and complimentary breakfast. Only a 6-minute drive from the Discovery Museum.
The price is P4,384
P4,770 total
includes taxes & fees
Dec 21 - Dec 22
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
  • Cribs/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 cribs, premium TV channels, and blackout drapes for peaceful naps, with Shenandoah Valley Discovery Museum just a 4-minute drive away.
The price is P4,431
P4,998 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby
Quality Inn Winchester

Quality Inn Winchester

2.5 star property
Winchester
  • Cribs/infant beds provided
9.2 out of 10, Wonderful, (1002)
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 cribs, premium TV channels, and complimentary breakfast to start adventures right.
The price is P4,458
P4,850 total
includes taxes & fees
Dec 1 - Dec 2
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, (1001)
The price is P3,306
P3,679 total
includes taxes & fees
Dec 1 - Dec 2
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
  • Cribs/infant beds provided
  • Indoor pool
8.8 out of 10, Excellent, (1005)
Children splash in the pristine indoor swimming pool while parents appreciate the nearby fitness center. Comfortable, spacious rooms feature premium TV channels and blackout drapes for restful nights. Located just minutes from Appleland Sports Center, this impeccably clean hotel delights families with its complimentary breakfast buffet.
The price is P5,675
P6,174 total
includes taxes & fees
Nov 30 - Dec 1
Country Inn & Suites by Radisson, Winchester, VA
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, (838)
The price is P6,081
P6,890 total
includes taxes & fees
Nov 27 - Nov 28
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
Front Royal
  • Cribs/infant beds provided
  • Indoor pool
9.0 out of 10, Wonderful, (1002)
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 cribs and premium TV channels, with Houlihan's restaurant offering kid-friendly meals after a day of golf course exploration.
The price is P6,994
P7,891 total
includes taxes & fees
Nov 23 - Nov 24
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Free buffet breakfast
Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
Stephens City
  • Cribs/infant beds
8.2 out of 10, Very Good, (797)
Splash into family fun at this hotel's seasonal outdoor pool, complete with poolside loungers. Young travelers enjoy complimentary breakfast with waffles while parents appreciate the quiet, comfortable rooms and convenient location just minutes from Appleland Sports Center.
The price is P4,667
P5,078 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express Winchester South-Stephens City by IHG
Coffee service
Motel 6 Winchester, VA

Motel 6 Winchester, VA

2.0 star property
Winchester
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • 24/7 front desk
  • Microwave
8.2 out of 10, Very Good, (1005)
The price is P4,007
P4,539 total
includes taxes & fees
Nov 22 - Nov 23
Motel 6 Winchester, VA
Lobby
Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University

2.5 star property
Winchester
  • Cribs/infant beds provided
7.8 out of 10, Good, (1004)
Swimming sessions in the indoor pool captivate children while parents appreciate the fitness center access. Complimentary full breakfast energizes families before exploring nearby Shenandoah Valley Discovery Museum, just a 4-minute drive from this consistently clean, quiet hotel.
The price is P3,739
P4,068 total
includes taxes & fees
Dec 14 - Dec 15
Sleep Inn & Suites Winchester near University
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

Motel 6 Winchester, VA

Motel 6 Winchester, VA

10/10 Excellent
"Great room at a great price. Front desk staff went above and beyond to make it a great stay."
James 1-night trip
Posted 2 days ago
Motel 6 Winchester, VA

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Frequently asked questions

What's Winchester like for family-friendly vacations?
The historic destination of Winchester is a good choice if you've been thinking about a trip with your kids. The entertainment, soaring skyscrapers, and theaters are just a few things that make this an attractive family vacation spot. Arrange a flight into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) from the city center.
What's the best hotel for a family vacation to 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 choices for your stay with the kids include Microtel Inn & Suites by Wyndham Winchester and Country Inn & Suites by Radisson, Winchester, VA.
How many family-friendly hotels should I expect to find in Winchester?
Expedia has 10 family-friendly hotels and other accommodations in Winchester.
When's the best time to book a family-friendly vacation in Winchester?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Winchester is 46 inches.
What's there to see and do with your family in Winchester?
While you are visiting Winchester, you and the family might want to check out some interesting spots such as Bright Box Theater, Apple Blossom Mall, and Winchester Little Theater. Make sure you have lots of time for activities like Winchester Gateway and Rocking S Ranch.