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Check availability on Winchester Family-Friendly Hotels

Tonight
22 Feb - 23 Feb
Tomorrow
23 Feb - 24 Feb
Next weekend
27 Feb - 1 Mar
In two weeks
6 Mar - 8 Mar

Our top choices for Winchester family-friendly hotels

Lobby

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, (1,003 reviews)
"Courteous staff, clean room. Nice to have free breakfast available."
Canada
Mary
The price is ฿2,897
฿3,151 total
includes taxes & fees
8 Mar - 9 Mar
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
9.0 out of 10, Wonderful, (1,003 reviews)
"Great stay"
United States
Lori
The price is ฿2,426
฿2,733 total
includes taxes & fees
22 Mar - 23 Mar
Holiday Inn Winchester Se-Historic Gateway by IHG
Standard Double Room, 2 Double Beds, Non Smoking | Blackout curtains, iron/ironing board, free cots/infant beds

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
"Great stay, as usual"
United States
Mary
The price is ฿2,617
฿2,848 total
includes taxes & fees
28 Feb - 1 Mar
Quality Inn Winchester
Lobby

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, (1,002 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 ฿1,929
฿2,147 total
includes taxes & fees
24 Feb - 25 Feb
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Lobby

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,449 reviews)
"Clean, spacious room with friendly staff and good breakfast..... would stay there again for sure!"
United States
Eleanor
The price is ฿2,663
฿2,897 total
includes taxes & fees
1 Mar - 2 Mar
Microtel Inn & Suites by Wyndham Winchester
Restaurant

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, (864 reviews)
"The staff was wonderful! "
United States
Jayne
The price is ฿3,290
฿3,728 total
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn Winchester N/Conference Center, VA
Dining

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (423 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 ฿2,240
฿2,781 total
includes taxes & fees
24 Feb - 25 Feb
Wayside Inn
Free breakfast

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, (816 reviews)
"Everything excellent "
United States
Rene
The price is ฿3,459
฿3,763 total
includes taxes & fees
26 Feb - 27 Feb
Holiday Inn Express Hotel & Suites Winchester by IHG
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
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 ฿3,035
฿3,348 total
includes taxes & fees
1 Mar - 2 Mar
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Lobby sitting area

Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.2 out of 10, Very good, (1,002 reviews)
"It was clean and in a safe area "
United States
Daryl
The price is ฿2,115
฿2,396 total
includes taxes & fees
25 Feb - 26 Feb
Motel 6 Winchester, VA
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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Choose what matters most at family-friendly hotels in Winchester

Breakfast included
Pool

Family-friendly hotels with free breakfast in Winchester

Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG

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, (1003)
The price is ฿2,426
฿2,733 total
includes taxes & fees
22 Mar - 23 Mar
Holiday Inn Winchester Se-Historic Gateway by IHG
View all properties

Family-friendly hotels with pools in Winchester

Standard Double Room, 2 Double Beds, Non Smoking | Blackout curtains, iron/ironing board, free cots/infant beds
Quality Inn Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1002)
The price is ฿2,617
฿2,848 total
includes taxes & fees
28 Feb - 1 Mar
Quality 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.
View all properties

Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Very clean Staff was amazing at check in"
Robert 1-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham 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?
Quality Inn Winchester is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other good options for your stay with the children include Hampton Inn Winchester-University/Mall Area and Microtel Inn & Suites by Wyndham 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, Apple Blossom Mall and Handley Regional Library. Make sure that you have lots of time for activities such as Winchester Little Theater and Apple Valley Square Shopping Center.