Family friendly Hotels in Winchester, Virginia

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Check availability on Winchester Family friendly Hotels

Tonight
Feb 21 - Feb 22
Tomorrow
Feb 22 - Feb 23
Next weekend
Feb 27 - Mar 1
In two weeks
Mar 6 - Mar 8

Our top choices for Winchester family-friendly hotels

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, (1,001 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 P3,596
P4,003 total
includes taxes & fees
Feb 22 - Feb 23
Super 8 by Wyndham Front Royal Near Shenandoah National Park
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, (1,002 reviews)
"Courteous staff, clean room. Nice to have free breakfast available."
Canada
Mary
The price is P5,290
P5,756 total
includes taxes & fees
Mar 24 - Mar 25
Country Inn & Suites by Radisson, Winchester, VA
Blackout drapes, iron/ironing board, free cribs/infant beds

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,001 reviews)
"Great stay, as usual"
United States
Mary
The price is P4,881
P5,311 total
includes taxes & fees
Feb 27 - Feb 28
Quality Inn Winchester
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, (1,002 reviews)
"Awesome hotel, highly recommend. Great staff!"
United States
WILLIAM
The price is P4,536
P5,110 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Winchester Se-Historic Gateway by IHG
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 P5,769
P6,277 total
includes taxes & fees
Feb 23 - Feb 24
Holiday Inn Express Hotel & Suites Winchester by IHG
Lobby

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,448 reviews)
"Clean, spacious room with friendly staff and good breakfast..... would stay there again for sure!"
United States
Eleanor
The price is P4,687
P5,099 total
includes taxes & fees
Feb 23 - Feb 24
Microtel Inn & Suites by Wyndham Winchester
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 P4,176
P5,186 total
includes taxes & fees
Feb 22 - Feb 23
Wayside Inn
Lobby sitting area

Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.2 out of 10, Very Good, (1,001 reviews)
"It was clean and in a safe area "
United States
Daryl
The price is P3,944
P4,468 total
includes taxes & fees
Feb 24 - Feb 25
Motel 6 Winchester, VA
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 P6,136
P6,952 total
includes taxes & fees
Feb 28 - Mar 1
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
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 P5,660
P6,243 total
includes taxes & fees
Mar 8 - Mar 9
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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, (1002)
The price is P4,536
P5,110 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Winchester Se-Historic Gateway by IHG
View all properties

Family-friendly hotels with pools in Winchester

Blackout drapes, iron/ironing board, free cribs/infant beds
Quality Inn Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1001)
The price is P4,881
P5,311 total
includes taxes & fees
Feb 27 - Feb 28
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
"Clean convient and quiet"
Al-Sharif 1-night trip
Posted 20 hours ago
La Quinta Inn & Suites by Wyndham Winchester

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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