Family Hotels & Resorts in Winchester from AU$97

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Check availability on Winchester Family Hotels

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Best Winchester Family 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, (1001)
"Have stayed here multiple times -always good"
United States
Robert
The price is AU$133
includes taxes & fees
4 Jan - 5 Jan 2026
Country Inn & Suites by Radisson, Winchester, VA
Lobby
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1370)
"Excellent accommodations"
United States
Loretta
The price is AU$119
includes taxes & fees
5 Jan - 6 Jan 2026
Microtel Inn & Suites by Wyndham Winchester
Lobby
Hilton Garden Inn Martinsburg

Hilton Garden Inn Martinsburg

3.0 star property
Martinsburg
9.2 out of 10, Wonderful, (746)
"Yes, excellent stay!"
United States
Joan
The price is AU$162
includes taxes & fees
11 Dec - 12 Dec
Hilton Garden Inn Martinsburg
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, (1003)
"Clean room, nicely furnished."
United States
Marilyn
The price is AU$126
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior
Home2 Suites by Hilton Martinsburg, WV

Home2 Suites by Hilton Martinsburg, WV

3.0 star property
Martinsburg
9.8 out of 10, Exceptional, (498)
"Great place to stay, the staff is great , and the rooms are nice. Plenty of dining options close by"
United States
Raymond
The price is AU$170
includes taxes & fees
11 Dec - 12 Dec
Home2 Suites by Hilton Martinsburg, WV
Lobby
Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal

2.0 star property
Front Royal
7.6 out of 10, Good, (1006)
"Clean rooms friendly staff"
United States
Ken
The price is AU$99
includes taxes & fees
12 Dec - 13 Dec
Super 8 by Wyndham Front Royal
Lobby
Quality Inn Winchester

Quality Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1003)
"Great stay"
United States
Jaron
The price is AU$125
includes taxes & fees
14 Dec - 15 Dec
Quality Inn Winchester
Free daily buffet breakfast
Comfort Inn Aikens Center

Comfort Inn Aikens Center

2.5 star property
Martinsburg
9.0 out of 10, Wonderful, (1001)
"Nice rooms, good breakfast and friendly staff. "
United States
Heather
The price is AU$128
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn Aikens Center
Snack bar
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, (844)
"Great place to stay. Super clean and comfortable beds."
United States
Roy Allen
The price is AU$177
includes taxes & fees
12 Dec - 13 Dec
Hampton Inn Winchester N/Conference Center, VA
Lobby
Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University

2.5 star property
Winchester
7.8 out of 10, Good, (1008)
"The rooms were clean and the facility seemed safe and well maintained. The room had seen many patches and repairs and had a distinct smell. The indoor pool, “gym” and breakfast were a plus. "
United States
tyshia
The price is AU$97
includes taxes & fees
4 Jan - 5 Jan 2026
Sleep Inn & Suites Winchester near University
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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Top Winchester Hotel Reviews

Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"good"
bhagavathgeet 1-night trip
Posted 4 days ago
Spark by Hilton 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?
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 options for your stay with the children include Country Inn & Suites by Radisson, Winchester, VA and Holiday Inn Winchester Se-Historic Gateway by IHG.
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 Rocking S Ranch.