Find Family Hotels in Winchester, VA

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Winchester Family Hotels

Tonight
25 Jun - 26 Jun
Tomorrow
26 Jun - 27 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Winchester Family Hotels

Microtel Inn & Suites by Wyndham Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1277)
"This is the right place to stay "
The price is SAR 321
SAR 349 total
includes taxes & fees
6 Jul - 7 Jul
Microtel Inn & Suites by Wyndham Winchester
Country Inn & Suites by Radisson, Winchester, VA
Lobby

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1001)
"Great stay for a great price!"
The price is SAR 351
SAR 382 total
includes taxes & fees
13 Jul - 14 Jul
Country Inn & Suites by Radisson, Winchester, VA
Quality Inn
Exterior

Quality Inn

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Very nice lodging and breakfast. Would stay here again."
The price is SAR 332
SAR 361 total
includes taxes & fees
2 Jul - 3 Jul
Quality Inn
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Great location,the hotel was very nice and the breakfast was great."
The price is SAR 349
SAR 391 total
includes taxes & fees
29 Jun - 30 Jun
Holiday Inn Winchester Se-Historic Gateway by IHG
Sleep Inn & Suites
Lobby

Sleep Inn & Suites

2.5 star property
8.0 out of 10, Very Good, (1005)
"Very convenient to I-81, nearby restaurants, and the staff was very pleasant. "
The price is SAR 275
SAR 300 total
includes taxes & fees
24 Jul - 25 Jul
Sleep Inn & Suites
Wayside Inn
Serves dinner and happy hour

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (396)
"Friendly, helpful staff."
The price is SAR 362
SAR 437 total
includes taxes & fees
28 Jun - 29 Jun
Wayside Inn
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Bar (on property)

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1000)
"Stayed here for my spring trip to Shenandoah National Park, and had a perfect time. The hotel had everything I needed and the hot tub/pool were excellent. "
The price is SAR 443
SAR 500 total
includes taxes & fees
20 Jul - 21 Jul
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Hampton Inn Winchester-University/Mall Area
Porch

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1000)
"I loved everything about this hotel mainly the cleanliness and comfort. The front desk staff was very friendly."
The price is SAR 421
SAR 477 total
includes taxes & fees
10 Jul - 11 Jul
Hampton Inn Winchester-University/Mall Area
Hilton Garden Inn Winchester
Indoor pool

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (477)
"Is perfect , clean and comfortable. Great location. "
The price is SAR 415
SAR 470 total
includes taxes & fees
13 Jul - 14 Jul
Hilton Garden Inn Winchester
Red Roof Inn Winchester, VA
Desk, blackout drapes, free cribs/infant beds, free WiFi

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1001)
"Nice and close to sightseeing places."
The price is SAR 263
SAR 286 total
includes taxes & fees
29 Jun - 30 Jun
Red Roof Inn 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.

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.
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 Rocking S Ranch and Handley Regional Library.