Find Hotels with a Pool in Winchester, VA from CA $138

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Check availability on Winchester Hotels with a Pool

Our top choices for Winchester hotels with a pool

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, (1,007 reviews)
  • cleanliness
    Float in style at this historic Winchester hotel featuring an elegant indoor pool and indulgent spa services.
The price is CA $178
CA $202 total
includes taxes & fees
May 24 - May 25
The George Washington Hotel, A Wyndham Grand Hotel

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, (888 reviews)
  • cleanliness
    Splash into summer with panoramic mountain views from this seasonal outdoor pool experience.
The price is CA $147
CA $166 total
includes taxes & fees
May 25 - May 26
Hampton Inn Winchester N/Conference Center, VA

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, (1,002 reviews)
  • cleanliness
    Splash into a year-round swimming oasis with a refreshing indoor pool sanctuary at this Winchester hotel.
The price is CA $128
CA $140 total
includes taxes & fees
Jun 8 - Jun 9
Country Inn & Suites by Radisson, Winchester, VA

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (973 reviews)
  • cleanliness
    Experience refreshing swims any season at this indoor pool hotel with comfy beds and onsite dining.
The price is CA $146
CA $159 total
includes taxes & fees
May 26 - May 27
Courtyard by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (852 reviews)
  • cleanliness
    Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.
The price is CA $127
CA $138 total
includes taxes & fees
May 17 - May 18
Fairfield Inn & Suites by Marriott Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (841 reviews)
  • cleanliness
    Splash into fun at this pet-friendly hotel with a pristine indoor pool and health club.
The price is CA $160
CA $174 total
includes taxes & fees
May 17 - May 18
TRU By Hilton Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Dive into crystal-clear waters at this well-maintained hotel featuring a seasonal outdoor pool surrounded by pleasant landscaping.
The price is CA $123
CA $133 total
includes taxes & fees
May 25 - May 26
Quality Inn Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (850 reviews)
  • cleanliness
    Refresh in the indoor pool at this hotel that offers a firepit and streamlined amenities near top Winchester attractions.
The price is CA $155
CA $169 total
includes taxes & fees
May 21 - May 22
SpringHill Suites by Marriott Winchester

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Splash into a refreshing mountain retreat where the indoor pool meets scenic golf views.
The price is CA $175
CA $193 total
includes taxes & fees
May 17 - May 18
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,453 reviews)
  • cleanliness
    Make a splash at this Winchester hotel with an indoor pool and fitness centre for all seasons.
The price is CA $130
CA $142 total
includes taxes & fees
May 10 - May 11
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.

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 are the best hotels in Winchester with outdoor pools?
Quality Inn Winchester is a fantastic choice for travellers seeking comfort and convenience, featuring an inviting outdoor pool that adds to its family-friendly appeal. Guests consistently rave about the clean, comfortable rooms and the excellent, friendly staff, earning the hotel an excellent review rating of 9.2. Start your day off right with a free breakfast that many guests describe as good, making it a great value for families on the go.

Hampton Inn Winchester N/Conference Center, VA also shines in the outdoor pool category, providing a refreshing space for relaxation after a day of exploration. With a matching review score of 9.2, this hotel impresses visitors with its friendly and helpful staff, as well as its comfortable rooms. The complimentary breakfast buffet is another highlight that families appreciate, adding to the convenience of their stay.

For those who prefer a hotel near shopping and university areas, Hampton Inn Winchester-University/Mall Area is a solid option featuring an outdoor pool. With a traveller rating of 9.0, guests praise the staff for being friendly and amazing, while praising the clean rooms and great breakfast offerings. The location makes it superb for families looking to explore local attractions.

Courtyard by Marriott Winchester, though primarily offering an indoor pool, also caters to families looking for a comfortable stay with a review score of 8.8. Its amenities, including spacious suites and convenient self-parking, make it a practical choice for travellers.

Lastly, TownePlace Suites by Marriott Winchester features an outdoor pool and is known for its attentive staff and spotless rooms, also scoring an 8.8. Families will appreciate the free continental breakfast and the good coffee available, ensuring a pleasant start to their day.
How much does a hotel with outdoor pool in Winchester cost?
Enjoy staying in a hotel in Winchester with an outdoor pool. You can find a great deal from CA $138 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Is it cheaper to book flights and a hotel in Winchester as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
How can I save on a hotel in Winchester with Expedia?
Before booking your Winchester hotel, remember to join Expedia's free travel rewards program—One Key™. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Winchester for you.

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