Family friendly Hotels in Winchester, Virginia

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Check availability on Winchester Family friendly Hotels

Our top choices for Winchester family-friendly hotels

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, (1,002 reviews)
  • cleanliness
    Family-friendly fun at this Winchester inn begins with an indoor pool, complimentary breakfast, and premium entertainment options.
The price is P5,765
P6,272 total
includes taxes & fees
Jun 22 - Jun 23
Country Inn & Suites by Radisson, Winchester, VA

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Splash into family fun at this Winchester hotel with seasonal outdoor pool, breakfast, and kid-friendly accommodations.
The price is P5,671
P6,170 total
includes taxes & fees
May 24 - May 25
Quality Inn Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,458 reviews)
  • cleanliness
    A kid-friendly getaway with indoor pool and free breakfast, just minutes from the Shenandoah Valley Discovery Museum.
The price is P5,814
P6,326 total
includes taxes & fees
Jun 15 - Jun 16
Microtel Inn & Suites by Wyndham Winchester

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, (893 reviews)
The price is P6,616
P7,496 total
includes taxes & fees
Jun 7 - Jun 8
Hampton Inn Winchester N/Conference Center, VA

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, (1,010 reviews)
The price is P4,496
P5,004 total
includes taxes & fees
May 24 - May 25
Super 8 by Wyndham Front Royal Near Shenandoah National Park

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, (1,001 reviews)
  • cleanliness
    Child-friendly indoor pool and activities make this hotel a perfect Winchester family retreat with premium entertainment extras.
The price is P6,405
P7,154 total
includes taxes & fees
May 24 - May 25
Holiday Inn Winchester Se-Historic Gateway by IHG

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (433 reviews)
  • cleanliness
    Family-friendly getaway near historic sites offers concerts, cozy rooms, and free wifi.
The price is P7,483
P8,869 total
includes taxes & fees
May 24 - May 25
Wayside Inn

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (516 reviews)
The price is P3,695
P4,112 total
includes taxes & fees
May 26 - May 27
Motel 6 Front Royal, VA

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)
  • cleanliness
    Fun-filled family adventures await with cribs, pools, and Shenandoah park just a short drive from the resort.
The price is P7,277
P8,026 total
includes taxes & fees
Jun 14 - Jun 15
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.8 out of 10, Good, (1,008 reviews)
  • cleanliness
    Family-friendly hotel with spacious rooms offers premium entertainment and free perks near Shenandoah Valley Discovery Museum.
The price is P5,394
P5,869 total
includes taxes & fees
May 31 - Jun 1
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.

Choose what matters most at family-friendly hotels in Winchester

Family-friendly hotels with free breakfast in Winchester

Family-friendly hotels with pools in 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.

Top Winchester Hotel Reviews

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?
Holiday Inn Winchester Se-Historic Gateway by IHG is a hotel with an indoor pool and a restaurant, 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 Quality Inn Winchester.
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 Handley Regional Library. Make sure you have lots of time for activities like Winchester Little Theater and Apple Valley Square Shopping Center.

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