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Check availability on Winchester Family-Friendly Hotels

Our top choices for Winchester family-friendly hotels

Restaurant

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, (902 reviews)
The price is Rp2.024.513
Rp2.293.774 total
includes taxes & fees
27 Jun - 28 Jun
Hampton Inn Winchester N/Conference Center, VA
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, (1,002 reviews)
  • cleanliness
    Family-friendly fun at this Winchester inn begins with an indoor pool, complimentary breakfast, and premium entertainment options.
The price is Rp1.779.752
Rp1.936.371 total
includes taxes & fees
12 Jul - 13 Jul
Country Inn & Suites by Radisson, Winchester, VA
Standard Double Room, 2 Double Beds, Non Smoking | Blackout curtains, iron/ironing board, free cots/infant beds

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,005 reviews)
  • cleanliness
    Splash into family fun at this Winchester hotel with seasonal outdoor pool, breakfast, and kid-friendly accommodation.
The price is Rp1.743.100
Rp1.896.492 total
includes taxes & fees
6 Jul - 7 Jul
Quality Inn Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,450 reviews)
  • cleanliness
    A kid-friendly getaway with indoor pool and free breakfast, just minutes from the Shenandoah Valley Discovery Museum.
The price is Rp1.793.635
Rp1.951.475 total
includes taxes & fees
9 Jul - 10 Jul
Microtel Inn & Suites by Wyndham Winchester
Exterior

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Child-friendly indoor pool and activities make this hotel a perfect Winchester family retreat with premium entertainment extras.
The price is Rp1.654.842
Rp1.853.957 total
includes taxes & fees
28 Jun - 29 Jun
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,011 reviews)
The price is Rp1.174.404
Rp1.307.147 total
includes taxes & fees
1 Jul - 2 Jul
Super 8 by Wyndham Front Royal Near Shenandoah National Park
In-room safe, desk, laptop workspace, blackout curtains

Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (956 reviews)
The price is Rp1.073.868
Rp1.195.215 total
includes taxes & fees
19 Jul - 20 Jul
Baymont by Wyndham Front Royal Near Shenandoah National Park
Dining

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (438 reviews)
  • cleanliness
    Family-friendly getaway near historic sites offers concerts, cosy rooms, and free wifi.
The price is Rp2.158.083
Rp2.557.808 total
includes taxes & fees
30 Jun - 1 Jul
Wayside Inn
Free breakfast

Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
Winchester
9.0 out of 10, Wonderful, (846 reviews)
The price is Rp2.166.964
Rp2.357.728 total
includes taxes & fees
2 Jul - 3 Jul
Holiday Inn Express Hotel & Suites Winchester by IHG
Bar (on property)

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Fun-filled family adventures await with cots, pools, and Shenandoah park just a short drive from the resort.
The price is Rp2.357.349
Rp2.600.155 total
includes taxes & fees
5 Jul - 6 Jul
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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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Choose what matters most at family-friendly hotels in Winchester

Breakfast included
Pool

Family-friendly hotels with free breakfast in Winchester

Restaurant
Hampton Inn Winchester N/Conference Center, VA

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, (902)
The price is Rp2.024.513
Rp2.293.774 total
includes taxes & fees
27 Jun - 28 Jun
Hampton Inn Winchester N/Conference Center, VA
View all properties

Family-friendly hotels with pools in Winchester

Restaurant
Hampton Inn Winchester N/Conference Center, VA

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, (902)
The price is Rp2.024.513
Rp2.293.774 total
includes taxes & fees
27 Jun - 28 Jun
Hampton Inn Winchester N/Conference Center, 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.
View all properties

Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Rooms were exceptional. Better than that was the young man, Q, who checked me in and out and happily provided good information about the hotel and the area."
Paul 1-night trip
Posted 18 hours ago
La Quinta Inn & Suites by Wyndham 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?
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 options for your stay with the children include Microtel Inn & Suites by Wyndham Winchester and Quality Inn Winchester.
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, Winchester Little Theater and Apple Blossom Mall. Make sure that you have lots of time for activities such as Handley Regional Library and Rocking S Ranch.