Find Family Hotels in Winchester, VA

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Compare Winchester Family Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Country Inn & Suites by Radisson, Winchester, VA
Lobby

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.6 out of 10, Excellent, (1000)
"It was very comfortable and quiet."
The price is AED 329
AED 358 total
includes taxes & fees
26 Jan - 27 January 2025
Country Inn & Suites by Radisson, Winchester, VA
Fairfield Inn & Suites Strasburg Shenandoah Valley
Exterior

Fairfield Inn & Suites Strasburg Shenandoah Valley

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Clean, neat and modern."
The price is AED 397
AED 442 total
includes taxes & fees
1 Jan - 2 January 2025
Fairfield Inn & Suites Strasburg Shenandoah Valley
Quality Inn
Exterior

Quality Inn

2.5 star property
9.0 out of 10, Wonderful, (1002)
"All of the staff were very nice. The breakfast was very good and we appreciated the variety. If you are sensitive to noise, I would recommend asking for a room that doesn't face the interstate. I was grateful to have my earplugs. Otherwise, all was good and I would stay again should we find ourselves in Winchester."
The price is AED 278
AED 302 total
includes taxes & fees
1 Jan - 2 January 2025
Quality Inn
Hampton Inn Front Royal
Exterior

Hampton Inn Front Royal

2.5 star property
8.8 out of 10, Excellent, (1002)
"Great breakfast options, you can make your own waffles. "
The price is AED 325
AED 361 total
includes taxes & fees
8 Jan - 9 January 2025
Hampton Inn Front Royal
Red Roof Inn Winchester, VA
Exterior

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1001)
"Nice, clean, easy"
The price is AED 218
AED 237 total
includes taxes & fees
6 Jan - 7 January 2025
Red Roof Inn Winchester, VA
Spark by Hilton Winchester
Exterior

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1005)
"The Christmas decor was outstanding!"
The price is AED 278
AED 315 total
includes taxes & fees
12 Jan - 13 January 2025
Spark by Hilton Winchester
The George Washington Hotel, A Wyndham Grand Hotel
Exterior

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1004)
"Lovely stay, staff were kind and helpful, parking was easy and plenty of cool places to dine within walking distance. We love coming here. "
The price is AED 465
AED 527 total
includes taxes & fees
1 Jan - 2 January 2025
The George Washington Hotel, A Wyndham Grand Hotel
Holiday Inn Express Winchester South-Stephens City, an IHG Hotel
Exterior

Holiday Inn Express Winchester South-Stephens City, an IHG Hotel

2.5 star property
8.2 out of 10, Very Good, (716)
"Front desk personnel very nice and informative. Room has plenty of built in storage. Only issue was lack of towels in room.( one towel for a 4 person room) Front desk was happy to supply needed linens. "
The price is AED 327
AED 356 total
includes taxes & fees
1 Jan - 2 January 2025
Holiday Inn Express Winchester South-Stephens City, an IHG Hotel
Quality Inn Stephens City - Winchester South
Exterior

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very Good, (539)
"The hotel is dated and services is limited. However the staff is extremely friendly and helpful and we had what we needed. Our room was clean and the bathroom appeared to be recently renovated. Lots of outlets. Breakfast was limited, but always eggs and some kind of breakfast food available. Good value for the cost."
The price is AED 256
AED 279 total
includes taxes & fees
9 Jan - 10 January 2025
Quality Inn Stephens City - Winchester South
Hotel Strasburg
Building design

Hotel Strasburg

3.0 star property
7.8 out of 10, Good, (731)
"The place was closed and looks like it has been for quite sometime. The outside was run down and litter all over. We drove 5 hours to get there and even had a confirmation number from hotel. Com. Very disappointed!!!!!!"
Hotel Strasburg
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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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?
Microtel Inn & Suites by Wyndham Winchester is a hotel with an indoor pool and free parking, and it’s a top choice on Expedia for families. Other good choices for your stay with the kids include Country Inn & Suites by Radisson, Winchester, VA and Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel.
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.