Search Family-Friendly Hotels in Winchester
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Check availability on Winchester Family-Friendly Hotels
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14 Aug - 16 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.
฿3,075
฿3,422 total
includes taxes & fees
9 Aug - 10 Aug
2. Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
฿3,641
฿4,125 total
includes taxes & fees
16 Aug - 17 Aug
3. 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.
฿3,081
฿3,529 total
includes taxes & fees
12 Aug - 13 Aug
4. Holiday Inn Express Hotel & Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHGWinchester
฿3,877
฿4,315 total
includes taxes & fees
16 Aug - 17 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.
฿3,070
฿3,417 total
includes taxes & fees
13 Aug - 14 Aug
6. 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.
฿2,889
฿3,216 total
includes taxes & fees
9 Aug - 10 Aug
7. 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.
฿3,858
฿4,371 total
includes taxes & fees
13 Aug - 14 Aug
8. Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near UniversityWinchester
- Family-friendly hotel with spacious rooms offers premium entertainment and free perks near Shenandoah Valley Discovery Museum.
฿2,505
฿2,788 total
includes taxes & fees
16 Aug - 17 Aug
View all properties
Family-friendly hotels with free breakfast in Winchester
฿3,075
฿3,422 total
includes taxes & fees
9 Aug - 10 Aug
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
฿3,641
฿4,125 total
includes taxes & fees
16 Aug - 17 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
฿3,081
฿3,529 total
includes taxes & fees
12 Aug - 13 Aug
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
฿2,889
฿3,216 total
includes taxes & fees
9 Aug - 10 Aug
Holiday Inn Express Hotel & Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHGWinchester
฿3,877
฿4,315 total
includes taxes & fees
16 Aug - 17 Aug
฿3,070
฿3,417 total
includes taxes & fees
13 Aug - 14 Aug
฿3,858
฿4,371 total
includes taxes & fees
13 Aug - 14 Aug
Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near UniversityWinchester
฿2,505
฿2,788 total
includes taxes & fees
16 Aug - 17 Aug
฿2,177
฿2,423 total
includes taxes & fees
23 Aug - 24 Aug
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge ShadowsFront Royal
฿4,048
฿4,465 total
includes taxes & fees
16 Aug - 17 Aug
Family-friendly hotels with pools in Winchester
฿3,075
฿3,422 total
includes taxes & fees
9 Aug - 10 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
฿3,081
฿3,529 total
includes taxes & fees
12 Aug - 13 Aug
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VAWinchester
฿3,641
฿4,125 total
includes taxes & fees
16 Aug - 17 Aug
Holiday Inn Express Hotel & Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHGWinchester
฿3,877
฿4,315 total
includes taxes & fees
16 Aug - 17 Aug
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
฿2,889
฿3,216 total
includes taxes & fees
9 Aug - 10 Aug
฿3,070
฿3,417 total
includes taxes & fees
13 Aug - 14 Aug
฿3,858
฿4,371 total
includes taxes & fees
13 Aug - 14 Aug
Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near UniversityWinchester
฿2,505
฿2,788 total
includes taxes & fees
16 Aug - 17 Aug
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge ShadowsFront Royal
฿4,048
฿4,465 total
includes taxes & fees
16 Aug - 17 Aug
Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National ParkFront Royal
฿2,056
฿2,288 total
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
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."
Holiday Inn Winchester Se-Historic Gateway by IHG
8/10 Good
"Had to go back to desk 2 times after checking in while my wife stood outside our room with luggage in the hall because the keys didn't work. Very frustrating! Also, only 7 channels worked on the TV, was told this was Comcast fault."
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."
Country Inn & Suites by Radisson, Winchester, VA
10/10 Excellent
"Check in very easy. Breakfast biscuits delicious. Room clean and inviting. Staff friendly and helpful. Checkout was a breeze. Great choice of restaurants.We ate at a Mexican Restaurant which was busy but wonderful. ."
Salamander Resort And Spa
8/10 Good
"The property and staff are amazing. Lots to do if you bring the kiddos, the kids camp let's adults relax and enjoy amenities. The one thing the property can work on is the food menu; more variety is needed. The Red Horse Tavern is a 5-minute walk into town and has the best food!! "