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

Search Hotels with Swimming Pool in Winchester

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester Hotels with Swimming Pool

This weekend
Next weekend

Our top choices for Winchester hotels with a pool

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 ₹12,317
₹13,956 total
includes taxes & fees
22 Nov - 23 Nov
The George Washington Hotel, A Wyndham Grand Hotel

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 ₹6,129
₹6,945 total
includes taxes & fees
22 Nov - 23 Nov
Spark by Hilton Winchester

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, (963 reviews)
"The breakfast was delicious, it was very welcoming very clean best ever had at motel"
United States
Elizabeth
The price is ₹9,993
₹11,323 total
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Winchester N/Conference Center, VA

4. 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 ₹8,753
₹9,742 total
includes taxes & fees
8 Nov - 9 Nov
Fairfield Inn & Suites by Marriott Winchester

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 ₹9,783
₹10,888 total
includes taxes & fees
8 Nov - 9 Nov
La Quinta Inn & Suites by Wyndham Winchester

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 ₹10,118
₹11,261 total
includes taxes & fees
12 Nov - 13 Nov
Courtyard by Marriott Winchester

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 ₹10,392
₹11,566 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express Hotel & Suites Winchester by IHG

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 ₹11,162
₹12,647 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Winchester

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 ₹7,558
₹8,412 total
includes taxes & fees
15 Nov - 16 Nov
Candlewood Suites Winchester by IHG

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 ₹10,680
₹11,887 total
includes taxes & fees
11 Nov - 12 Nov
TownePlace Suites by Marriott Winchester

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 ₹6,613
₹7,294 total
includes taxes & fees
6 Dec - 7 Dec
Travelodge by Wyndham Winchester

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 ₹6,133
₹6,826 total
includes taxes & fees
6 Dec - 7 Dec
Sleep Inn & Suites Winchester near University

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 ₹8,673
₹9,826 total
includes taxes & fees
6 Dec - 7 Dec
Hampton Inn Winchester-University/Mall Area

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 ₹6,565
₹7,307 total
includes taxes & fees
8 Nov - 9 Nov
Red Roof Inn Winchester, VA

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 ₹6,207
₹7,032 total
includes taxes & fees
7 Nov - 8 Nov
APM Inn & Suites

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 ₹6,046
₹6,729 total
includes taxes & fees
8 Nov - 9 Nov
Super 8 by Wyndham Winchester VA

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 ₹28,300
₹32,630 total
includes taxes & fees
16 Nov - 17 Nov
Glen Gordon Manor

18. 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 ₹9,397
₹10,458 total
includes taxes & fees
29 Nov - 30 Nov
Comfort Inn & Suites Winchester

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 ₹12,754
₹14,257 total
includes taxes & fees
3 Dec - 4 Dec
TownePlace Suites by Marriott Front Royal

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 ₹7,308
₹8,133 total
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.

Choose what matters most at hotels with a pool in Winchester

Hotels with pools and free breakfast in 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.

Top Winchester Hotel Reviews

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.

Explore a world of travel with Expedia