Family Resorts in Winchester, Winchester
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Featured Winchester Kid Friendly Hotels

Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd Winchester VA
Free Cancellation
$94 nightly
The price is $102 total per night
$102 total
Jun 7 - Jun 8
Total with taxes and fees
At Country Inn & Suites by Radisson, Winchester, VA, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. The front desk is staffed 24 hours a day to help with securing valuables and dry cleaning/laundry. Additional amenities include conference space, a 24-hour business center, and a library.
Pool
Breakfast included

Fairfield Inn & Suites Strasburg Shenandoah Valley
33760 Old Valley Pike Strasburg VA
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $126 total per night
$126 total
May 24 - May 25
Total with taxes and fees
At Fairfield Inn & Suites Strasburg Shenandoah Valley, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. A stay here includes free parking. The 24-hour front desk has staff standing by to help with securing valuables and dry cleaning/laundry. Additional amenities include a 24-hour business center, coffee/tea in a common area, and express check-out.
Pool
Breakfast included

Quality Inn Winchester
1601 Martinsburg Pike Winchester VA
Free Cancellation
$88 nightly
The price is $95 total per night
$95 total
May 25 - May 26
Total with taxes and fees
Quality Inn Winchester features a gym, free WiFi in public areas, and meeting rooms. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a computer station.
Pool
Breakfast included

Hampton Inn Front Royal
9800 Winchester Rd Front Royal VA
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $128 total per night
$128 total
May 25 - May 26
Total with taxes and fees
Guests staying at Hampton Inn Front Royal enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The front desk is staffed 24 hours a day to help with luggage storage and securing valuables. Additional amenities include conference space, coffee/tea in a common area, and express check-in.
Pool
Breakfast included

Red Roof Inn Winchester, VA
991 Millwood Pike Winchester VA
Free Cancellation
Reserve now, pay when you stay
$69 nightly
The price is $76 total per night
$76 total
May 17 - May 18
Total with taxes and fees
Renovated in 2024, Red Roof Inn Winchester, VA offers free WiFi in public areas, coffee in a common area, and express check-in. You can put free parking to good use if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include express check-out, laundry facilities, and a TV in a common area.
Pet friendly
Parking included

Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $86 total per night
$86 total
May 31 - Jun 1
Total with taxes and fees
Spark by Hilton Winchester offers a gym, meeting rooms, and conference space. You can put free parking to good use if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a business center, express check-out, and laundry facilities.
Breakfast included
Pet friendly

The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $138 total per night
$138 total
May 25 - May 26
Total with taxes and fees
At The George Washington Hotel, A Wyndham Grand Hotel, guests enjoy a full-service spa, an indoor pool, and a 24-hour gym. Valet parking is available for USD 15 per night. Front-desk staff can answer questions 24/7, and assist with securing valuables, concierge services, and luggage storage. Other amenities at this spa hotel include conference space, a business center, and coffee/tea in a common area.
Pool
Spa

Holiday Inn Express Winchester South-Stephens City by IHG
165 Town Run Ln Stephens City VA
Free Cancellation
$99 nightly
The price is $108 total per night
$108 total
May 17 - May 18
Total with taxes and fees
At Holiday Inn Express Winchester South-Stephens City by IHG, guests have access to a 24-hour gym, free WiFi in public areas, and a 24-hour business center. There's free parking if you drive. The 24-hour front desk has staff standing by to help with securing valuables and dry cleaning/laundry. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a computer station.
Pool
Breakfast included

Quality Inn Stephens City - Winchester South
167 Town Run Ln Stephens City VA
Free Cancellation
$88 nightly
The price is $96 total per night
$96 total
Jun 7 - Jun 8
Total with taxes and fees
At Quality Inn Stephens City - Winchester South, guests enjoy an outdoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include a business center, coffee/tea in a common area, and laundry facilities.
Pool
Breakfast included

Hotel Strasburg
213 S. Holliday Street Strasburg VA
Hotel Strasburg features free WiFi in public areas, conference space, and coffee in a common area. If you drive, put free parking to good use. The 24-hour front desk has multilingual staff ready to help with tours or tickets, and answer any questions about the area. Other amenities at this historic hotel include free newspapers, a garden, and wedding services.
Breakfast included
Pet friendly

La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $126 total per night
$126 total
May 17 - May 18
Total with taxes and fees
At La Quinta Inn & Suites by Wyndham Winchester, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with luggage storage and dry cleaning/laundry. Additional amenities include meeting rooms, a business center, and express check-out.
Pool
Breakfast included

Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $77 total per night
$77 total
May 17 - May 18
Total with taxes and fees
Travelodge by Wyndham Winchester features free WiFi in public areas, coffee in a common area, and express check-out. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Additional amenities include laundry facilities, a vending machine, and a TV in a common area.
Clarion Inn & Conference Center
711 Millwood Avenue, 711 Winchester VA
Guests of Clarion Inn & Conference Center enjoy a gym, free WiFi in public areas, and meeting rooms. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Additional amenities include conference space, a business center, and a seasonal outdoor pool.
Pool
Pet friendly

Twi-Lite Inn
53 West 14th Street Front Royal VA
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $93 total per night
$93 total
May 18 - May 19
Total with taxes and fees
Twi-Lite Inn offers free WiFi in public areas and a seasonal outdoor pool. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready.
Pool
Parking included

Fairfield Inn & Suites by Marriott Winchester
250 Front Royal Pike Winchester VA
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $101 total per night
$101 total
May 17 - May 18
Total with taxes and fees
Guests staying at Fairfield Inn & Suites by Marriott Winchester enjoy an indoor pool, a gym, and free WiFi in public areas. There's free parking and limo/town car service. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, luggage storage, and securing valuables. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pool
Breakfast included
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.
Winchester hotels essential information
Accommodation | 2,034 hotels |
|---|---|
Lowest Price | $76 |
Highest Price | $138 |
Popular hotels | Country Inn & Suites by Radisson, Winchester, VA, Fairfield Inn & Suites Strasburg Shenandoah Valley, Quality Inn Winchester, Hampton Inn Front Royal, Red Roof Inn Winchester, VA, Spark by Hilton Winchester, The George Washington Hotel, A Wyndham Grand Hotel, Holiday Inn Express Winchester South-Stephens City by IHG, Quality Inn Stephens City - Winchester South, Hotel Strasburg, La Quinta Inn & Suites by Wyndham Winchester, Travelodge by Wyndham Winchester, Clarion Inn & Conference Center, Twi-Lite Inn, Fairfield Inn & Suites by Marriott Winchester |
Recent Kid Friendly Hotels Reviews

Holiday Inn Winchester Se-Historic Gateway by IHG
4/5 Good
"It's a great hotel with friendly staff. Made our travel alot easier"
A verified traveler stayed at Holiday Inn Winchester Se-Historic Gateway by IHG
Posted 4 hours ago
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