Planning a family trip to Winchester, Virginia, means finding a hotel that keeps everyone comfortable without stretching your budget. The family-friendly hotels here typically offer free WiFi, complimentary breakfast, indoor pools, and rooms that fit the whole crew. Expect to pay around $90-$150 per night, depending on the season and the hotel's location. Most properties sit near I-81, making it easy to reach Shenandoah University, the historic downtown, or the Museum of the Shenandoah Valley without a long drive.
For a balance of value and amenities, consider the Comfort Inn & Suites Winchester, which earns high marks for its free parking and breakfast. The La Quinta By Wyndham Winchester offers free parking and a good breakfast, ideal for road-tripping families. If you want more space, the Holiday Inn Express And Suites Winchester By IHG features family rooms that sleep four or more. The Hilton Garden Inn Winchester adds an on-site restaurant and indoor pool for families who prefer dining in. The George Washington - A Wyndham Grand Hotel delivers a historic setting with spa and pool facilities, perfect for a special family occasion. Before booking, check distances to your planned stops, and consider the Microtel Inn & Suites By Wyndham Winchester for a budget-friendly pick.