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

Winchester Hotel Guide - Hotels with Pool in Winchester, Virginia

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Check availability on Winchester Hotels with Pool

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

Our top choices for Winchester hotels with a pool

An indoor swimming pool with white columns, clear blue water, and a central statue.

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 €132
includes taxes & fees
19 Nov - 20 Nov
The George Washington Hotel, A Wyndham Grand Hotel
A swimming pool with a tiled deck, lounge chairs, and a sunshade.

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 €92
includes taxes & fees
9 Nov - 10 Nov
Fairfield Inn & Suites by Marriott Winchester
An indoor swimming pool with clear glass walls, a tiled floor, and a few lounge chairs.

3. 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
22 Nov - 23 Nov
Spark by Hilton Winchester
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

4. 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 €107
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Winchester N/Conference Center, VA
An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.

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 €103
includes taxes & fees
15 Nov - 16 Nov
La Quinta Inn & Suites by Wyndham Winchester
An indoor swimming pool with a tiled border, a lifeguard chair, and a no diving sign on the wall.

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
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 €109
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 €119
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, (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 swimming pool with a red umbrella, lounge chairs, and a brick building with multiple windows.

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
An indoor swimming pool with clear signage, a lifeguard duty sign, and a pool lift.

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 hotel room with a bed, a desk, a chair, a TV, and a painting on the wall.

13. 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 €69
includes taxes & fees
8 Nov - 9 Nov
Red Roof Inn Winchester, VA
A swimming pool with a blue cover, a no diving sign, and a no lifeguard sign.

14. 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
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
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 €98
includes taxes & fees
29 Nov - 30 Nov
Comfort Inn & Suites Winchester
A rectangular pool with a metal ladder and a lifeguard chair, surrounded by lounge chairs and a fence.

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 €134
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 €77
includes taxes & fees
9 Nov - 10 Nov
Quality Inn Winchester
Pool

20. Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
9.4 out of 10, Exceptional, (50 reviews)
"Clean rooms , friendly staff."
United States
Jean
The price is €89
includes taxes & fees
15 Nov - 16 Nov
Home2 Suites By Hilton 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 hotels with a pool in Winchester

Breakfast included
Hot tub

Hotels with pools and free breakfast in Winchester

A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1441)
The price is €79
includes taxes & fees
9 Nov - 10 Nov
Microtel 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 2 hours ago
The George Washington Hotel, A Wyndham Grand Hotel

Frequently asked questions

What's it like visiting Winchester?
If lounging by a pool is your idea of the perfect getaway, you may want to consider historic Winchester, which offers 7 places to stay with pools. While you're here, you can explore sights such as Bright Box Theater and Shenandoah Valley Discovery Museum, and then unwind poolside at one of the accommodation options in Winchester that guests like for their pools.
What are some hotels with pools in Winchester?
Microtel Inn & Suites by Wyndham Winchester: Features full, an indoor pool and free self parking. La Quinta Inn & Suites by Wyndham Winchester: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Courtyard by Marriott Winchester: Provides a snack bar/deli, a pool and complimentary high-speed (wired) Internet access. Country Inn & Suites by Radisson, Winchester, VA: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. TownePlace Suites by Marriott Winchester: Offers a snack bar/deli, a pool and daily.
How many hotels with pools should I expect to find in Winchester?
Expedia has 7 hotels in Winchester for your poolside break.
What is there to see and do in Winchester?
Make a point to visit attractions such as Shenandoah Valley Discovery Museum and Rocking S Ranch. During your stay, visit sights such as Bright Box Theater, Patsy Cline Historic House and Museum of the Shenandoah Valley. Winchester appeals to visitors with its array of dining options, interesting historical sites and major shopping area.
When is the best time to book a hotel with a pool in Winchester?
You may want to think about accommodation that has an outdoor pool if you'll be visiting Winchester in the warmest months of July, August or June, when the average temperature is 22°C. Accommodation offering an indoor pool may be what you want if you come to town during the coldest months of January, February or December, when the average temp is 2°C.