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Our top choices for Winchester family-friendly hotels

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, (1,000 reviews)
"Great stay"
United States
Lori
The price is NT$2,459
NT$2,770 total
includes taxes & fees
Mar 8 - Mar 9
Holiday Inn Winchester Se-Historic Gateway by IHG

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,439 reviews)
"Clean, spacious room with friendly staff and good breakfast..... would stay there again for sure!"
United States
Eleanor
The price is NT$2,677
NT$2,912 total
includes taxes & fees
Feb 9 - Feb 10
Microtel Inn & Suites by Wyndham Winchester

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, (1,003 reviews)
"The staff was friendly and attentive. The room was clean. The breakfast was good, with pancakes, toast, cereal, juice, and coffee. Good location for visiting Shenandoah National Park."
United States
Teresa
The price is NT$1,955
NT$2,176 total
includes taxes & fees
Feb 8 - Feb 9
Super 8 by Wyndham Front Royal Near Shenandoah National Park

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, (1,000 reviews)
"Courteous staff, clean room. Nice to have free breakfast available."
Canada
Mary
The price is NT$2,592
NT$2,820 total
includes taxes & fees
Feb 15 - Feb 16
Country Inn & Suites by Radisson, Winchester, VA

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,000 reviews)
"Great stay, as usual"
United States
Mary
The price is NT$2,656
NT$2,890 total
includes taxes & fees
Feb 11 - Feb 12
Quality Inn 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, (859 reviews)
"The staff was wonderful! "
United States
Jayne
The price is NT$3,335
NT$3,778 total
includes taxes & fees
Mar 7 - Mar 8
Hampton Inn Winchester N/Conference Center, VA

Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
Winchester
9.0 out of 10, Wonderful, (809 reviews)
"Everything excellent "
United States
Rene
The price is NT$3,729
NT$4,057 total
includes taxes & fees
Feb 6 - Feb 7
Holiday Inn Express Hotel & Suites Winchester by IHG

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, (1,000 reviews)
"The staff was friendly and very helpful! The room was spotless and very clean. Would stay at this location again :)"
United States
Stephanie
The price is NT$3,076
NT$3,393 total
includes taxes & fees
Feb 22 - Feb 23
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, (1,000 reviews)
"great stay with breakfast too"
United States
James
The price is NT$2,361
NT$2,569 total
includes taxes & fees
Feb 26 - Feb 27
Sleep Inn & Suites Winchester near University

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (422 reviews)
"Room 14 was great for spirit activity as well as the rest of the property! Highly recommend ghost hunters to explore the inn. Food at their Larick’s tavern was delish!! Overall service and staff were knowledgeable and friendly! We had a great experience for our anniversary! "
United States
Megan
The price is NT$2,270
NT$2,819 total
includes taxes & fees
Feb 12 - Feb 13
Wayside Inn
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?
Quality Inn Winchester is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other good choices for your stay with the kids include Hampton Inn Winchester-University/Mall Area and Microtel Inn & Suites by Wyndham 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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