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Find Hotels with a Pool in Winchester, VA from CA $121

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Check availability on Winchester Hotels with a Pool

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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, (1,005 reviews)
"Always great place and the old nostalgic look is the best"
United States
Christophe
The price is CA $183
CA $207 total
includes taxes & fees
Nov 23 - Nov 24
The George Washington Hotel, A Wyndham Grand Hotel

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 CA $130
CA $145 total
includes taxes & fees
Nov 9 - Nov 10
Fairfield Inn & Suites by Marriott Winchester

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 CA $91
CA $103 total
includes taxes & fees
Dec 6 - Dec 7
Spark by Hilton Winchester

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 CA $148
CA $168 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn Winchester N/Conference Center, VA

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 CA $145
CA $162 total
includes taxes & fees
Dec 6 - Dec 7
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 CA $150
CA $167 total
includes taxes & fees
Nov 15 - Nov 16
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 CA $154
CA $172 total
includes taxes & fees
Dec 6 - Dec 7
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)
"Great location."
United States
Mark
The price is CA $166
CA $188 total
includes taxes & fees
Nov 23 - Nov 24
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, (657 reviews)
"Nice place to stay. Convenient for our travels."
United States
marilyn
The price is CA $112
CA $125 total
includes taxes & fees
Nov 15 - Nov 16
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 CA $158
CA $176 total
includes taxes & fees
Nov 11 - Nov 12
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 CA $98
CA $108 total
includes taxes & fees
Dec 1 - Dec 2
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 CA $89
CA $99 total
includes taxes & fees
Dec 6 - Dec 7
Sleep Inn & Suites Winchester near University

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 CA $97
CA $108 total
includes taxes & fees
Nov 9 - Nov 10
Red Roof Inn Winchester, VA

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 CA $129
CA $146 total
includes taxes & fees
Dec 6 - Dec 7
Hampton Inn Winchester-University/Mall Area

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 CA $92
CA $104 total
includes taxes & fees
Nov 9 - Nov 10
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 CA $90
CA $100 total
includes taxes & fees
Nov 9 - Nov 10
Super 8 by Wyndham Winchester VA

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 CA $139
CA $155 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Inn & Suites Winchester

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 CA $189
CA $212 total
includes taxes & fees
Nov 29 - Nov 30
TownePlace Suites by Marriott Front Royal

19. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,002 reviews)
"Welcoming Staff, clean room at a good price."
United States
DARLA
The price is CA $108
CA $121 total
includes taxes & fees
Nov 9 - Nov 10
Quality Inn Winchester

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 CA $159
CA $177 total
includes taxes & fees
Nov 23 - Nov 24
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.

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.

Find out more about Winchester

Discover top Winchester attractions

Winchester offers a delightful mix of history, culture, and charm that will captivate any traveller. Begin your exploration at the majestic cathedral, where stunning Gothic architecture and tranquil gardens create a serene atmosphere. Don't miss the Great Hall, home to the legendary Round Table, which provides a fascinating glimpse into the region's Arthurian legends. For a taste of local life, stroll through the bustling streets lined with independent shops and artisanal boutiques, perfect for finding unique souvenirs. Families will love the interactive experiences at the nearby museum, where exhibits bring the city's rich history to life in engaging ways. Finally, unwind in the picturesque parks, where you can enjoy a leisurely picnic or take a scenic walk along the river. After a day of adventure, consider staying in one of the charming accommodations in the city center, where attentive service and high-quality amenities will ensure a comfortable retreat after your explorations.

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 $121 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.
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.
How can I save on a hotel in Winchester with Expedia?
Before booking your Winchester hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

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