Family Hotels & Resorts in Winchester from NZ$133

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Check availability on Winchester Family Hotels

Our top choices for Winchester family-friendly hotels

Studio, 1 King Bed, Non Smoking, Refrigerator & Microwave (Wet 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, (898 reviews)
The price is NZ$210
includes taxes & fees
28 June - 29 June
Hampton Inn Winchester N/Conference Center, VA
Standard Double Room, 2 Double Beds, Non Smoking

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 NZ$165
includes taxes & fees
21 June - 22 June
Quality Inn Winchester
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, (1,003 reviews)
  • cleanliness
    Family-friendly fun at this Winchester inn begins with an indoor pool, complimentary breakfast, and premium entertainment options.
The price is NZ$175
includes taxes & fees
30 June - 1 July
Country Inn & Suites by Radisson, Winchester, VA
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, (1,006 reviews)
The price is NZ$140
includes taxes & fees
10 June - 11 June
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Lobby

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,466 reviews)
  • cleanliness
    A kid-friendly getaway with indoor pool and free breakfast, just minutes from the Shenandoah Valley Discovery Museum.
The price is NZ$174
includes taxes & fees
28 June - 29 June
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, (1,006 reviews)
  • cleanliness
    Child-friendly indoor pool and activities make this hotel a perfect Winchester family retreat with premium entertainment extras.
The price is NZ$194
includes taxes & fees
21 June - 22 June
Holiday Inn Winchester Se-Historic Gateway by IHG
Towels, soap

Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.0 out of 10, Very good, (1,006 reviews)
The price is NZ$133
includes taxes & fees
23 June - 24 June
Motel 6 Winchester, VA
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, (1,003 reviews)
  • cleanliness
    Fun-filled family adventures await with cots, pools, and Shenandoah park just a short drive from the resort.
The price is NZ$243
includes taxes & fees
14 June - 15 June
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Dining

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (437 reviews)
  • cleanliness
    Family-friendly getaway near historic sites offers concerts, cosy rooms, and free wifi.
The price is NZ$248
includes taxes & fees
14 June - 15 June
Wayside Inn
Free daily on-the-go breakfast

Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
2.0 star property
Winchester
6.6 out of 10, (526 reviews)
  • cleanliness
    Friendly Winchester escape where kids enjoy complimentary breakfast and convenient amenities near family attractions.
The price is NZ$138
includes taxes & fees
14 June - 15 June
Days Inn by Wyndham Winchester
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

Choose what matters most at family-friendly hotels in Winchester

Breakfast included
Pool

Family-friendly hotels with free breakfast in Winchester

Studio, 1 King Bed, Non Smoking, Refrigerator & Microwave (Wet bar)
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, (898)
The price is NZ$210
includes taxes & fees
28 June - 29 June
Hampton Inn Winchester N/Conference Center, VA
View all properties

Family-friendly hotels with pools in Winchester

Studio, 1 King Bed, Non Smoking, Refrigerator & Microwave (Wet bar)
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, (898)
The price is NZ$210
includes taxes & fees
28 June - 29 June
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

Quality Inn Winchester

Quality Inn Winchester

10/10 Excellent
"Really nice motel! Very clean, inside & out. Room was very large. Breakfast was a pleasant surprise- several hot items & staff member there refilling items all the time."
Sharon 3-night trip
Posted 10 hours ago
Quality Inn 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.