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Find Hotels with a Pool in Winchester, VA

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Check availability on Winchester Hotels with a Pool

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Winchester hotels with a pool

Indoor 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, (1,010 reviews)
  • cleanliness
    Float in style at this historic Winchester hotel featuring an elegant indoor pool and indulgent spa services.
The price is AED 449
AED 508 total
includes taxes & fees
13 Aug - 14 Aug
The George Washington Hotel, A Wyndham Grand Hotel
Indoor pool

2. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,445 reviews)
  • cleanliness
    Make a splash at this Winchester hotel with an indoor pool and fitness center for all seasons.
The price is AED 341
AED 379 total
includes taxes & fees
9 Aug - 10 Aug
Microtel Inn & Suites by Wyndham Winchester
Indoor pool

3. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,014 reviews)
  • cleanliness
    Splash into year-round aquatic bliss at this inviting hotel with an indoor pool paradise.
The price is AED 342
AED 391 total
includes taxes & fees
12 Aug - 13 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG
Indoor pool

4. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,009 reviews)
  • cleanliness
    Splash into fun at this pet-friendly hotel with a pristine indoor pool and health club.
The price is AED 389
AED 432 total
includes taxes & fees
16 Aug - 17 Aug
TRU By Hilton Winchester
Indoor pool

5. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (904 reviews)
  • cleanliness
    Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.
The price is AED 340
AED 379 total
includes taxes & fees
9 Aug - 10 Aug
Fairfield Inn & Suites by Marriott Winchester
Indoor pool

6. Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Splash into a year-round swimming oasis with a refreshing indoor pool sanctuary at this Winchester hotel.
The price is AED 320
AED 356 total
includes taxes & fees
16 Aug - 17 Aug
Country Inn & Suites by Radisson, Winchester, VA
Indoor pool

7. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Experience refreshing swims any season at this indoor pool hotel with comfy beds and onsite dining.
The price is AED 393
AED 437 total
includes taxes & fees
13 Aug - 14 Aug
Courtyard by Marriott Winchester
Seasonal outdoor pool

8. 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, (920 reviews)
  • cleanliness
    Splash into summer with panoramic mountain views from this seasonal outdoor pool experience.
The price is AED 404
AED 457 total
includes taxes & fees
16 Aug - 17 Aug
Hampton Inn Winchester N/Conference Center, VA
Seasonal outdoor pool

9. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,012 reviews)
  • cleanliness
    Dive into crystal-clear waters at this well-maintained hotel featuring a seasonal outdoor pool surrounded by pleasant landscaping.
The price is AED 340
AED 379 total
includes taxes & fees
12 Aug - 13 Aug
Quality Inn Winchester
Indoor pool

10. 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, (2,265 reviews)
  • cleanliness
    Dive into the inviting indoor pool, perfect for year-round swims at this clean, modern hotel.
The price is AED 397
AED 442 total
includes taxes & fees
6 Sep - 7 Sep
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

Choose what matters most at hotels with a pool in Winchester

Breakfast included
Hot tub

Hotels with pools and free breakfast in Winchester

Bar (on property)
The George Washington Hotel, A Wyndham Grand Hotel

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, (1010)
The price is AED 449
AED 508 total
includes taxes & fees
13 Aug - 14 Aug
The George Washington Hotel, A Wyndham Grand Hotel
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

Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"It was a great place to stay for our vacation."
Gifty 4-night trip
Posted 11 hours ago
Spark by Hilton Winchester

Frequently asked questions

What's it like visiting Winchester?
If lounging next to a pool is your idea of the perfect getaway, you may want to check out historic Winchester, which offers 7 places to stay with pools. While you're here, you can explore sights such as Shenandoah Valley Discovery Museum and Winchester Little Theater, and then unwind poolside at one of the accommodations in Winchester that guests like for their pools.
What are some hotels with pools in Winchester?
La Quinta Inn & Suites by Wyndham Winchester: Features buffet, an indoor pool, and complimentary wired internet access. Microtel Inn & Suites by Wyndham Winchester: Offers daily, an indoor pool, and free self parking. Country Inn & Suites by Radisson, Winchester, VA: Provides buffet, an indoor pool, and complimentary wired internet access. Courtyard by Marriott Winchester: Features a snack bar/deli, a pool, and complimentary wired internet access. TownePlace Suites by Marriott Winchester: Offers a snack bar/deli, a pool, and daily.
How many hotels with pools will I 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 like Shenandoah Valley Discovery Museum and Nalls Farm Market. During your stay, check out sights such as Winchester Little Theater, Stonewall Jackson's Headquarters, and Patsy Cline Historic House. 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 an accommodation with an outdoor swimming pool if you will be visiting Winchester in the warmest months of July, August, or June when the average temperature is 72°F. Lodging offering an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 36°F.