Winchester Hotel Guide - Family Friendly Hotels in Winchester, Virginia
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8 Aug - 9 AugTomorrow
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21 Aug - 23 AugOur top choices for Winchester family-friendly hotels
1. Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham WinchesterWinchester
- A kid-friendly getaway with indoor pool and free breakfast, just minutes from the Shenandoah Valley Discovery Museum.
€89
includes taxes & fees
23 Aug - 24 Aug
2. Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
- Child-friendly indoor pool and activities make this hotel a perfect Winchester family retreat with premium entertainment extras.
€92
includes taxes & fees
12 Aug - 13 Aug
3. Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
€108
includes taxes & fees
30 Aug - 31 Aug
4. Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
- Family-friendly fun at this Winchester inn begins with an indoor pool, complimentary breakfast, and premium entertainment options.
€84
includes taxes & fees
23 Aug - 24 Aug
5. Quality Inn Winchester
Quality Inn WinchesterWinchester
- Splash into family fun at this Winchester hotel with seasonal outdoor pool, breakfast, and kid-friendly accommodation.
€89
includes taxes & fees
20 Aug - 21 Aug
6. Hampton Inn Winchester-University/Mall Area
Hampton Inn Winchester-University/Mall AreaWinchester
- Family-friendly fun with outdoor pool and fitness centre, steps from Shenandoah University makes holiday dreams a reality.
€100
includes taxes & fees
16 Aug - 17 Aug
7. Holiday Inn Express Hotel & Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHGWinchester
€113
includes taxes & fees
16 Aug - 17 Aug
8. Hilton Garden Inn Winchester
Hilton Garden Inn WinchesterWinchester
- Family-friendly indoor pool oasis with premium amenities makes Winchester stays delightful for visitors of all ages.
€114
includes taxes & fees
17 Aug - 18 Aug
View all properties
Family-friendly hotels with free breakfast in Winchester
€89
includes taxes & fees
23 Aug - 24 Aug
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
€108
includes taxes & fees
30 Aug - 31 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
€92
includes taxes & fees
12 Aug - 13 Aug
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
€84
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn Express Hotel & Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHGWinchester
€113
includes taxes & fees
16 Aug - 17 Aug
€89
includes taxes & fees
20 Aug - 21 Aug
€114
includes taxes & fees
17 Aug - 18 Aug
Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near UniversityWinchester
€73
includes taxes & fees
16 Aug - 17 Aug
€61
includes taxes & fees
13 Aug - 14 Aug
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge ShadowsFront Royal
€117
includes taxes & fees
24 Aug - 25 Aug
Family-friendly hotels with pools in Winchester
€89
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
€92
includes taxes & fees
12 Aug - 13 Aug
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
€108
includes taxes & fees
30 Aug - 31 Aug
Holiday Inn Express Hotel & Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHGWinchester
€113
includes taxes & fees
16 Aug - 17 Aug
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
€84
includes taxes & fees
23 Aug - 24 Aug
€89
includes taxes & fees
20 Aug - 21 Aug
€114
includes taxes & fees
17 Aug - 18 Aug
Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near UniversityWinchester
€73
includes taxes & fees
16 Aug - 17 Aug
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge ShadowsFront Royal
€117
includes taxes & fees
24 Aug - 25 Aug
Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National ParkFront Royal
€60
includes taxes & fees
6 Sept - 7 Sept
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 propertiesTop Winchester Hotel Reviews
Mimslyn Inn Historic Hotels Of America
8/10 Good
"This historic hotel is lovely, and though the room we had was quite small, it may be the cleanest place we’ve ever stayed. Front desk, restaurant, and cleaning staff are simply wonderful!"
Holiday Inn Winchester Se-Historic Gateway by IHG
8/10 Good
"no phone cord for the hotel phone so I couldn't call room to room and there were only 3 bath towels for 4 people but both were easy fixes. But my reservation said free breakfast and they wanted $10 for 2 people, so not sure what that was about"
Spark by Hilton Winchester
10/10 Excellent
"The room was spacious; clean"
La Quinta Inn & Suites by Wyndham Winchester
10/10 Excellent
"The room was awesome very modern. Great shower all glassed in. Sink out side of bathroom. Very comfortable beds. Nice room darkeing shades. Two nice tables and desk chair. Long otterman between them. No carpets. Great full breakfast. Beautiful pool with comfy lounge chairs. Nice gym. I would stay here every time I'm in"
The George Washington Hotel, A Wyndham Grand Hotel
10/10 Excellent
"It's hard to pick out one thing that makes the George Washington excellent. Is it the staff? Yes. But is it the ambiance of an historic hotel? Certainly. How about the location? For sure! Can it be the memories of past stays? Oh, yes as we always celebrate our anniversary in Winchester. What about the actual room? That jacuzzi and rain forest shower, king bed, and fireplace rocks! Here's an idea...put my excellent review to the test yourself!"
Skyland
10/10 Excellent
"They have renovated since I have been here last and it looks great. The Restaurant staff is perfection. The coffee staff is so so kind. Especially this one older gentleman, he made small talk with all the guests and was so informative about blackberry pastries. And the lady who manages the gift shop. She checked in consistently and was so sweet. We enjoyed our time here and the views are incredible 😲"
Travelodge by Wyndham Winchester
8/10 Good
"Room was quiet, clean & comfortable. Nice breakfast."
Lansdowne Resort and Spa
8/10 Good
"I liked this place. It's not stellar, but it is full-service and pleasant. Plenty of things to do and the staff is competent."
Fairfield Inn & Suites by Marriott Winchester
10/10 Excellent
"This is a nice clean hotel that is updated. I would stay here again. No complaints."