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

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 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, (1,005 reviews)
"Always great place and the old nostalgic look is the best"
United States
Christophe
The price is Rp2.357.531
Rp2.671.082 total
includes taxes & fees
19 Nov - 20 Nov
The George Washington Hotel, A Wyndham Grand Hotel
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

2. 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 Rp1.675.297
Rp1.864.606 total
includes taxes & fees
10 Nov - 11 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.

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, (964 reviews)
"The breakfast was delicious, it was very welcoming very clean best ever had at motel"
United States
Elizabeth
The price is Rp1.912.714
Rp2.167.105 total
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Winchester N/Conference Center, VA
A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

4. 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 Rp1.172.618
Rp1.328.575 total
includes taxes & fees
6 Dec - 7 Dec
Spark by Hilton Winchester
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

5. 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 Rp1.872.391
Rp2.083.970 total
includes taxes & fees
15 Nov - 16 Nov
La Quinta Inn & Suites by Wyndham 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 Rp1.936.582
Rp2.155.416 total
includes taxes & fees
15 Nov - 16 Nov
Courtyard by Marriott Winchester
A modern dining area with tables and chairs, large windows, and a flat-screen TV mounted on the wall.

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 Rp1.989.790
Rp2.214.636 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express Hotel & Suites Winchester by IHG
A spacious indoor swimming pool with multiple lanes, surrounded by lounge chairs and a tiled floor.

8. Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (562 reviews)
"Great location."
United States
Mark
The price is Rp2.136.388
Rp2.420.528 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Winchester
A hotel room with a bed, a brown sofa, a round table, a lamp, a window with a decorative screen, and a framed picture on the wall.

9. Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (657 reviews)
"Nice place to stay. Convenient for our travels."
United States
marilyn
The price is Rp1.446.560
Rp1.610.021 total
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 Rp2.044.170
Rp2.275.162 total
includes taxes & fees
11 Nov - 12 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 Rp1.265.740
Rp1.396.111 total
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 Rp1.150.738
Rp1.280.771 total
includes taxes & fees
6 Dec - 7 Dec
Sleep Inn & Suites Winchester near University
A gym with exercise equipment, including a bench, red exercise balls, and a variety of weights.

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 Rp1.659.928
Rp1.880.698 total
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, (1,001 reviews)
"great staff"
United States
alias
The price is Rp1.256.518
Rp1.398.504 total
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 Rp1.187.968
Rp1.345.968 total
includes taxes & fees
8 Nov - 9 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 Rp1.157.248
Rp1.287.981 total
includes taxes & fees
8 Nov - 9 Nov
Super 8 by Wyndham Winchester VA
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.

17. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.6 out of 10, Exceptional, (1,151 reviews)
"Convenient to the highway and reasonably priced."
United States
Donna S.
The price is Rp1.795.181
Rp1.998.037 total
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.

18. 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 Rp2.441.070
Rp2.728.663 total
includes taxes & fees
29 Nov - 30 Nov
TownePlace Suites by Marriott Front Royal
A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.

19. 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 Rp1.399.184
Rp1.557.292 total
includes taxes & fees
9 Nov - 10 Nov
Quality Inn Winchester
An outdoor patio with a fire feature, seating, and a covered area.

20. SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (915 reviews)
"Clean, receptive staff, great breakfast."
United States
Michael
The price is Rp2.052.669
Rp2.284.622 total
includes taxes & fees
22 Nov - 23 Nov
SpringHill Suites by Marriott 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 Rp1.872.391
Rp2.083.970 total
includes taxes & fees
15 Nov - 16 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 Rp1.872.391
Rp2.083.970 total
includes taxes & fees
15 Nov - 16 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

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Excellent Hotel . Comfortable Rooms and Beds, Great Location"
Christopher 3-night trip
Posted 7 hours ago
The George Washington Hotel, A Wyndham Grand Hotel

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.