Find Family Hotels in Old Town Winchester, VA

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Check availability on Old Town Winchester Family Hotels

Tonight
Nov 1 - Nov 2
Tomorrow
Nov 2 - Nov 3
Next weekend
Nov 7 - Nov 9
In two weeks
Nov 14 - Nov 16

Top Old Town Winchester Family Hotels

Lobby
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
  • Cribs/infant beds provided
  • Indoor pool
9.2 out of 10, Wonderful, (1353)
Family adventures begin with comfortable accommodations and kid-friendly perks at this well-maintained hotel. Little ones splash in the supervised indoor pool while parents appreciate the free cribs, rollaway beds, and complimentary breakfast. Only a 6-minute drive from the Discovery Museum.
The price is NT$2,385
NT$2,595 total
includes taxes & fees
Dec 1 - Dec 2
Microtel Inn & Suites by Wyndham Winchester
Lobby
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
  • Cribs/infant beds provided
  • Indoor pool
8.8 out of 10, Excellent, (1004)
Children splash in the pristine indoor swimming pool while parents appreciate the nearby fitness center. Comfortable, spacious rooms feature premium TV channels and blackout drapes for restful nights. Located just minutes from Appleland Sports Center, this impeccably clean hotel delights families with its complimentary breakfast buffet.
The price is NT$2,793
NT$3,038 total
includes taxes & fees
Nov 9 - Nov 10
Country Inn & Suites by Radisson, 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
  • Cribs/infant beds provided
  • Indoor pool
9.0 out of 10, Wonderful, (1001)
Adventure begins poolside at this family haven near Shenandoah National Park. Little ones splash in the indoor pool while parents unwind in the hot tub. Thoughtful touches include free cribs and premium TV channels, with Houlihan's restaurant offering kid-friendly meals after a day of golf course exploration.
The price is NT$3,248
NT$3,675 total
includes taxes & fees
Nov 16 - Nov 17
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
  • Cribs/infant beds provided
  • Indoor pool
9.0 out of 10, Wonderful, (1000)
Splash in the heated indoor pool while kids explore the family-friendly amenities at this Winchester hotel. Parents appreciate the available cribs, premium TV channels, and blackout drapes for peaceful naps, with Shenandoah Valley Discovery Museum just a 4-minute drive away.
The price is NT$2,275
NT$2,567 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby
Super 8 by Wyndham Front Royal
Super 8 by Wyndham Front Royal
2.0 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
7.6 out of 10, Good, (1017)
The price is NT$1,824
NT$2,030 total
includes taxes & fees
Nov 16 - Nov 17
Super 8 by Wyndham Front Royal
Snack bar
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VA
2.5 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.2 out of 10, Wonderful, (827)
The price is NT$3,248
NT$3,680 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn Winchester N/Conference Center, VA
Lobby
Quality Inn Winchester
Quality Inn Winchester
2.5 star property
  • Cribs/infant beds provided
9.2 out of 10, Wonderful, (1004)
Modern rooms with comfortable beds welcome families after enjoying the seasonal outdoor pool. Just a 6-minute drive from Shenandoah Valley Discovery Museum, this hotel offers free cribs, premium TV channels, and complimentary breakfast to start adventures right.
The price is NT$2,468
NT$2,685 total
includes taxes & fees
Dec 1 - Dec 2
Quality Inn Winchester
Indoor pool
Hilton Garden Inn Winchester
Hilton Garden Inn Winchester
3.0 star property
  • Indoor pool
8.8 out of 10, Excellent, (500)
Kids splash in the pristine indoor swimming pool while parents unwind at the fitness center after exploring nearby Shenandoah Valley Discovery Museum. Each room boasts premium TV channels and convenient sofa beds, creating perfect family headquarters.
The price is NT$2,932
NT$3,322 total
includes taxes & fees
Nov 16 - Nov 17
Hilton Garden Inn Winchester
Property amenity
Holiday Inn Express Hotel & Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
  • Indoor pool
9.0 out of 10, Wonderful, (792)
The price is NT$3,807
NT$4,142 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express Hotel & Suites Winchester by IHG
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 Old Town Winchester Hotel Reviews

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"Very courteous. Only problem is lack of outlets near the bed. "
MaryJane 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Winchester, VA

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Frequently asked questions

What's Old Town Winchester like for family-friendly vacations?
The walkable destination of Old Town Winchester is a great choice if you've been thinking about a vacation with the kids. The local tours and cafes are just a few things that make this an attractive spot for a family vacation. Take to the air and fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) from the center of Old Town Winchester.
What's there to see and do with your family in Old Town Winchester?
While you and your family are staying in Old Town Winchester, you might want to visit some family-friendly attractions such as Bright Box Theater, Handley Regional Library, and Winchester Little Theater. Make sure you have lots of time for activities like Apple Blossom Mall and Dinosaur Land.