A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

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Check availability on Winchester Family-Friendly Hotels

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Winchester family-friendly hotels

A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.
An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.
A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.
A modern bathroom with a glass-enclosed shower, a vanity with a large mirror, and a built-in dishwasher.

1. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
₹10,168
₹11,317 total
includes taxes & fees
26 Oct - 27 Oct
La Quinta Inn & Suites by Wyndham Winchester
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.
A hotel reception area with a wooden reception desk, two computers, a map of the USA on the wall, and a small plant on the desk.
A modern lounge area with seating, a TV, and a children's play area.
A modern Microtel hotel by Wyndham with a blue and gray exterior, multiple windows, and a parking lot.

2. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
Winchester
  • A kid-friendly getaway with indoor pool and free breakfast, just minutes from the Shenandoah Valley Discovery Museum.
₹7,899
₹8,792 total
includes taxes & fees
22 Nov - 23 Nov
Microtel Inn & Suites by Wyndham Winchester
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.
A hotel dining area with multiple tables and chairs, large windows, and a television screen.
A bathroom with a toilet, two sinks, a large mirror, and a shower area.
A hotel room with two beds, a desk with a TV, a lamp, and a view of the outdoors.

3. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
Winchester
₹9,498
₹10,571 total
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn & Suites Winchester
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.
A coffee station with multiple coffee dispensers and a sign above.
A swimming pool with a tiled deck, lounge chairs, and a sunshade.
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

4. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
Winchester
₹8,796
₹9,790 total
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Winchester
Bathroom
A gym with exercise equipment, including a bench, red exercise balls, and a variety of weights.
A hotel room with a desk, a television, a framed picture on the wall, and a chair.
Room

5. Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
Winchester
  • Family-friendly fun with outdoor pool and fitness centre, steps from Shenandoah University makes holiday dreams a reality.
₹9,039
₹10,241 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Winchester-University/Mall Area
A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".
An indoor swimming pool with clear glass walls, a tiled floor, and a few lounge chairs.
A modern indoor space with a long wooden table and benches, surrounded by chairs and a green carpet.
A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, a well-lit entrance, and a landscaped front yard.

6. Spark by Hilton Winchester

Spark by Hilton Winchester
Winchester
  • Experience kid-friendly adventures with premium TV channels and cots, just minutes from Shenandoah Valley Discovery Museum.
₹6,165
₹6,985 total
includes taxes & fees
15 Nov - 16 Nov
Spark by Hilton Winchester
A courtyard with a fountain, tables with white tablecloths, and brick buildings.
A bar area with a piano, seating, and a bar counter with bottles.
A spacious lobby with a round table, chairs, a chandelier, and an American flag.
A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."

7. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
Old Town Winchester
  • Georgian hotel offers family fun with indoor pool, spa, and prime location near Shenandoah Valley Discovery Museum.
₹12,379
₹14,025 total
includes taxes & fees
1 Nov - 2 Nov
The George Washington Hotel, A Wyndham Grand Hotel
A hotel room with two beds, a mounted painting, a nightstand with a phone, and a window with curtains.
A hotel lobby with a blue sofa, red chairs, a patterned rug, and artwork on the walls.
A swimming pool with a metal railing, surrounded by lounge chairs and an umbrella.
A hotel reception area with a black counter, coffee dispensers, a juice dispenser, and a small refrigerator.

8. Quality Inn Winchester

Quality Inn Winchester
Winchester
  • Splash into family fun at this Winchester hotel with seasonal outdoor pool, breakfast, and kid-friendly accommodation.
₹7,611
₹8,471 total
includes taxes & fees
22 Nov - 23 Nov
Quality Inn Winchester
A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.
A hotel room with a bed, a desk with a computer, a chair, and a TV.
A spacious lobby with a checkered floor, a reception desk, and a seating area with a sofa and chairs.
A bar area with a counter, multiple bar stools, and a television screen.

9. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
Winchester
  • Child-friendly indoor pool and activities make this hotel a perfect Winchester family retreat with premium entertainment extras.
₹9,020
₹10,324 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Winchester Se-Historic Gateway by IHG
An outdoor patio with a fire feature, seating, and a covered area.
A hotel room with two beds, a desk, a chair, and a large window.
An indoor swimming pool with clear water, metal railings, and lounge chairs.
A modern hotel lobby with a large dining area, wooden accents, and contemporary lighting fixtures.

10. SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
Winchester
₹10,778
₹11,996 total
includes taxes & fees
8 Nov - 9 Nov
SpringHill Suites by Marriott Winchester
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Choose what matters most at family-friendly hotels in Winchester

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Family-friendly hotels with free breakfast in Winchester

A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.
A workspace with two desks, chairs, a computer, a printer, and a window with a view of a green landscape and buildings.
A hotel reception desk with a blue accent, a Holiday Inn Express sign, and a coffee station.
A hotel room with two beds, a wooden headboard, a nightstand, a lamp, and a framed picture on the wall.

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
Stephens City
₹7,880
₹8,771 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Winchester South-Stephens City by IHG
A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".
An indoor swimming pool with clear glass walls, a tiled floor, and a few lounge chairs.
A modern indoor space with a long wooden table and benches, surrounded by chairs and a green carpet.
A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, a well-lit entrance, and a landscaped front yard.

Spark by Hilton Winchester

Spark by Hilton Winchester
Winchester
₹6,165
₹6,985 total
includes taxes & fees
15 Nov - 16 Nov
Spark by Hilton Winchester
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.
A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.
A gym with treadmills, elliptical machines, and dumbbells.
An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
₹10,168
₹11,317 total
includes taxes & fees
26 Oct - 27 Oct
La Quinta Inn & Suites by Wyndham Winchester
A hotel room with a bed, a sofa, a desk, a sink, and a window with curtains.
A modern lounge area with seating, a TV, and a children's play area.
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.
A hotel reception area with a wooden reception desk, two computers, a map of the USA on the wall, and a small plant on the desk.

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
Winchester
₹7,899
₹8,792 total
includes taxes & fees
22 Nov - 23 Nov
Microtel Inn & Suites by Wyndham Winchester
A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.
A hotel room with two beds, a mounted painting, a nightstand with a phone, and a window with curtains.
A swimming pool with a metal railing, surrounded by lounge chairs and an umbrella.
A hotel reception area with a black counter, coffee dispensers, a juice dispenser, and a small refrigerator.

Quality Inn Winchester

Quality Inn Winchester
Winchester
₹7,611
₹8,471 total
includes taxes & fees
22 Nov - 23 Nov
Quality Inn Winchester
A modern living room with a sofa, armchair, dining table, and chairs. There is a TV mounted on the wall and a small table with a lamp.
A hotel room with a sofa, a desk, a TV, a dresser, and a bed.
A spacious indoor area with a long table and chairs, a statue, and a large window.
A hotel room with two beds, a wooden headboard, a nightstand with lamps, and a view of the outdoors through the window.

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
Winchester
₹6,741
₹7,435 total
includes taxes & fees
26 Oct - 27 Oct
Travelodge by Wyndham Winchester
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.
A hotel dining area with multiple tables and chairs, large windows, and a television screen.
A hotel room with a television, desk, chair, sofa, and kitchenette.
A hotel room with two beds, a desk with a TV, a lamp, and a view of the outdoors.

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
Winchester
₹9,498
₹10,571 total
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn & Suites Winchester
A modern hotel lobby with a central dining area, a reception desk, and a large window providing natural light.
A hotel room with two beds, a desk, a TV, and a window with a view.
A reception desk with a 'WELCOME TO THE MOTHER OF STATES' sign, a 'Hilton Honors' badge, and a 'STAFF ONLY' door.
A modern kitchen with a wooden cabinet, a stainless steel range, and a window providing natural light.

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
Winchester
₹9,109
₹10,320 total
includes taxes & fees
9 Nov - 10 Nov
Hampton Inn Winchester N/Conference Center, VA
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.
A coffee station with multiple coffee dispensers and a sign above.
A modern restaurant interior with wooden tables and chairs, a green booth area, and artwork on the walls.
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
Winchester
₹8,796
₹9,790 total
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Winchester
A spacious living room with a fireplace, wooden staircase, and a bookshelf.
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.
A poolside area with lounge chairs and a stack of towels on a table.
A woman using a stationary bike in a gym with red walls and multiple exercise machines.

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
Winchester
₹8,306
₹9,244 total
includes taxes & fees
22 Nov - 23 Nov
Country Inn & Suites by Radisson, Winchester, VA
View all properties

Family-friendly hotels with pools in Winchester

A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.
A workspace with two desks, chairs, a computer, a printer, and a window with a view of a green landscape and buildings.
A hotel reception desk with a blue accent, a Holiday Inn Express sign, and a coffee station.
A hotel room with two beds, a wooden headboard, a nightstand, a lamp, and a framed picture on the wall.

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
Stephens City
₹7,880
₹8,771 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Winchester South-Stephens City by IHG
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.
A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.
A gym with treadmills, elliptical machines, and dumbbells.
An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
₹10,168
₹11,317 total
includes taxes & fees
26 Oct - 27 Oct
La Quinta Inn & Suites by Wyndham Winchester
A hotel room with a bed, a sofa, a desk, a sink, and a window with curtains.
A modern lounge area with seating, a TV, and a children's play area.
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.
A hotel reception area with a wooden reception desk, two computers, a map of the USA on the wall, and a small plant on the desk.

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
Winchester
₹7,899
₹8,792 total
includes taxes & fees
22 Nov - 23 Nov
Microtel Inn & Suites by Wyndham Winchester
A courtyard with a fountain, tables with white tablecloths, and brick buildings.
A bar area with a piano, seating, and a bar counter with bottles.
A spacious lobby with a round table, chairs, a chandelier, and an American flag.
A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
Old Town Winchester
₹12,379
₹14,025 total
includes taxes & fees
1 Nov - 2 Nov
The George Washington Hotel, A Wyndham Grand Hotel
A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.
A hotel room with two beds, a mounted painting, a nightstand with a phone, and a window with curtains.
A swimming pool with a metal railing, surrounded by lounge chairs and an umbrella.
A hotel reception area with a black counter, coffee dispensers, a juice dispenser, and a small refrigerator.

Quality Inn Winchester

Quality Inn Winchester
Winchester
₹7,611
₹8,471 total
includes taxes & fees
22 Nov - 23 Nov
Quality Inn Winchester
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.
A coffee station with multiple coffee dispensers and a sign above.
A modern restaurant interior with wooden tables and chairs, a green booth area, and artwork on the walls.
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
Winchester
₹8,796
₹9,790 total
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Winchester
A modern hotel lobby with a central dining area, a reception desk, and a large window providing natural light.
A hotel room with two beds, a desk, a TV, and a window with a view.
A reception desk with a 'WELCOME TO THE MOTHER OF STATES' sign, a 'Hilton Honors' badge, and a 'STAFF ONLY' door.
A modern kitchen with a wooden cabinet, a stainless steel range, and a window providing natural light.

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
Winchester
₹9,109
₹10,320 total
includes taxes & fees
9 Nov - 10 Nov
Hampton Inn Winchester N/Conference Center, VA
A spacious living room with a fireplace, wooden staircase, and a bookshelf.
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.
A poolside area with lounge chairs and a stack of towels on a table.
A woman using a stationary bike in a gym with red walls and multiple exercise machines.

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
Winchester
₹8,306
₹9,244 total
includes taxes & fees
22 Nov - 23 Nov
Country Inn & Suites by Radisson, Winchester, VA
A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.
A hotel room with a bed, a desk with a computer, a chair, and a TV.
A spacious lobby with a checkered floor, a reception desk, and a seating area with a sofa and chairs.
A bar area with a counter, multiple bar stools, and a television screen.

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
Winchester
₹9,020
₹10,324 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Winchester Se-Historic Gateway by IHG
A lobby with a green wall, a reception desk, and seating area with sofas and armchairs.
A Sleep Inn hotel with a stone facade, multiple balconies, and a parking lot with several cars.
A living room with a brown sofa, two armchairs, a coffee table, and two lamps. There are two windows with blinds, and a wall with a leaf pattern.
An indoor swimming pool with clear signage, a lifeguard duty sign, and a pool lift.

Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
Winchester
₹7,062
₹7,860 total
includes taxes & fees
22 Nov - 23 Nov
Sleep Inn & Suites Winchester near University
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 Winchester Hotel Reviews

Spark by Hilton Winchester

Spark by Hilton Winchester

8/10 Good
"The AC of the room was not working properly"
Danilo 1-night trip
Posted 2 hours ago
Spark by Hilton Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"Hotel was clean. Staff was helpful and friendly. We enjoyed our stay."
Debra 1-night trip
Posted 3 hours ago
Holiday Inn Winchester Se-Historic Gateway by IHG
Skyland

Skyland

8/10 Good
"The trails on and around this location were excellent."
Kimberly 3-night trip
Posted 6 hours ago
Skyland
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"I really enjoyed the property. Extremely convenient to downtown attractions while being relatively quiet and nice. Staff was very helpful, room was lovely and clean and the pool was gorgeous."
MARY 1-night trip
Posted 9 hours ago
The George Washington Hotel, A Wyndham Grand Hotel
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

8/10 Good
"Ok stay, free breakfast was good ( just there for a transit)."
Maria 1-night trip
Posted 13 hours ago
Ramada by Wyndham Strasburg/Shenandoah Valley
Motel 6 Winchester, VA

Motel 6 Winchester, VA

10/10 Excellent
"Nice"
Allyn 3-night trip
Posted 4 days ago
Motel 6 Winchester, VA

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?
Quality Inn Winchester is a hotel with a restaurant and free parking, 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 Holiday Inn Winchester Se-Historic Gateway by IHG.
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, Apple Blossom Mall and Handley Regional Library. Make sure that you have lots of time for activities such as Rocking S Ranch and Winchester Little Theater.

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