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

Winchester Hotel Guide - Family Friendly Hotels in Winchester, Virginia

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Check availability on Winchester Family Friendly Hotels

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Winchester family-friendly hotels

A courtyard with a fountain, tables with white tablecloths, and brick buildings.

1. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,003 reviews)
"Always great place and the old nostalgic look is the best"
United States
Christophe
The price is €131
includes taxes & fees
19 Nov - 20 Nov
The George Washington Hotel, A Wyndham Grand Hotel
A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

2. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,006 reviews)
"Clean room, great staff, good parking and free breakfast"
United States
Albert
The price is €65
includes taxes & fees
6 Dec - 7 Dec
Spark by Hilton Winchester
A modern hotel lobby with a central dining area, a reception desk, and a large window providing natural light.

3. 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, (961 reviews)
"The breakfast was delicious, it was very welcoming very clean best ever had at motel"
United States
Elizabeth
The price is €107
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn Winchester N/Conference Center, VA
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

4. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,264 reviews)
"Great place to stay the night after a long drive"
United States
lucy
The price is €103
includes taxes & fees
8 Nov - 9 Nov
La Quinta Inn & Suites by Wyndham Winchester
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

5. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (970 reviews)
"Great place to stay in Winchester."
United States
Thomas
The price is €92
includes taxes & fees
9 Nov - 10 Nov
Fairfield Inn & Suites by Marriott Winchester
A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.

6. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
"We had an amazing stay and will be back! The rooms were clean and comfy and staff were very helpful."
United States
Jessica
The price is €106
includes taxes & fees
12 Nov - 13 Nov
Courtyard by Marriott Winchester
A buffet with multiple self-service stations, including omelets and other prepared foods.

7. Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
Winchester
9.0 out of 10, Wonderful, (871 reviews)
"Very clean comfortable bed good breakfast"
United States
David
The price is €109
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express Hotel & Suites Winchester by IHG
A modern interior with a geometric ceiling design, recessed lighting, and hanging spherical light fixtures.

8. Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (562 reviews)
"Beds and pillows were comfortable."
United States
Jay
The price is €119
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Winchester
A hotel room with a bed, a desk, a chair, a sofa, a microwave, a refrigerator, and a television.

9. Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (656 reviews)
"Nice place to stay. Convenient for our travels."
United States
marilyn
The price is €79
includes taxes & fees
15 Nov - 16 Nov
Candlewood Suites Winchester by IHG
A hotel lobby with seating, a reception desk, and a refrigerated display.

10. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (534 reviews)
"Always a great place to land!! Love the location!! Great walking areas, a grocery store and lots of restaurants within walking distance!! Many many good wineries as well!!"
United States
Lori
The price is €112
includes taxes & fees
12 Nov - 13 Nov
TownePlace Suites by Marriott 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.

11. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,074 reviews)
"Clean room, good staff, good location"
United States
Gregory
The price is €69
includes taxes & fees
1 Dec - 2 Dec
Travelodge by Wyndham Winchester
A lobby with a green wall, a reception desk, and seating area with sofas and armchairs.

12. Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.6 out of 10, Good, (1,005 reviews)
"I had a good stay and staff was friendly"
United States
Leah
The price is €64
includes taxes & fees
6 Dec - 7 Dec
Sleep Inn & Suites Winchester near University
A modern bathroom with a toilet, sink, and towel racks. There is a framed picture on the wall and a mirror above the sink.

13. Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
2.5 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"I like the cleanliness of the room and the breakfast options."
United States
Henedina
The price is €93
includes taxes & fees
6 Dec - 7 Dec
Hampton Inn Winchester-University/Mall Area
A hotel room with a bed, a desk, a chair, a TV, and a painting on the wall.

14. Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA
2.0 star property
Winchester
7.4 out of 10, Good, (1,000 reviews)
"great staff"
United States
alias
The price is €69
includes taxes & fees
8 Nov - 9 Nov
Red Roof Inn Winchester, VA
An indoor swimming pool with clear water, surrounded by windows and potted plants.

15. APM Inn & Suites

APM Inn & Suites
2.0 star property
Winchester
7.0 out of 10, Good, (531 reviews)
"Staff was friendly and helpful"
United States
Verna
The price is €66
includes taxes & fees
10 Nov - 11 Nov
APM Inn & Suites
A hotel room with two beds, a nightstand, a lamp, and two framed waterfall paintings on the wall.

16. Super 8 by Wyndham Winchester VA

Super 8 by Wyndham Winchester VA
2.0 star property
Winchester
6.2 out of 10, (671 reviews)
"The “breakfast “ was underwhelming to say the least. Otherwise the staff was pleasant and the room more than adequate."
Canada
Donald
The price is €63
includes taxes & fees
19 Nov - 20 Nov
Super 8 by Wyndham Winchester VA
A stately house with a well-manicured lawn, a patio with outdoor furniture, and a view of the surrounding greenery.

17. Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
10.0 out of 10, Exceptional, (99 reviews)
"Staff was efficient, professional, personable, thoughtful. Facilities were lovely, Breakfast was excellent."
United States
Alexander and Judith
The price is €307
includes taxes & fees
16 Nov - 17 Nov
Glen Gordon Manor
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.

18. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.6 out of 10, Exceptional, (1,150 reviews)
"Convenient to the highway and reasonably priced."
United States
Donna S.
The price is €98
includes taxes & fees
29 Nov - 30 Nov
Comfort Inn & Suites Winchester
An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.

19. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (617 reviews)
"Cleaned, maintained hotel near many conveniences."
United States
JoEllen
The price is €134
includes taxes & fees
7 Dec - 8 Dec
TownePlace Suites by Marriott Front Royal
A hotel room with two beds, a mounted painting, a nightstand with a phone, and a window with curtains.

20. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,001 reviews)
"Welcoming Staff, clean room at a good price."
United States
DARLA
The price is €77
includes taxes & fees
9 Nov - 10 Nov
Quality Inn 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.
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Choose what matters most at family-friendly hotels in Winchester

Breakfast included
Pool

Family-friendly hotels with free breakfast in Winchester

A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2264)
The price is €103
includes taxes & fees
8 Nov - 9 Nov
La Quinta Inn & Suites by Wyndham Winchester
View all properties

Family-friendly hotels with pools in Winchester

A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2264)
The price is €103
includes taxes & fees
8 Nov - 9 Nov
La Quinta Inn & Suites 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

Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"tout"
Jean-Pierre 1-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham 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?
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.