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Our top choices for Winchester romantic hotels

1. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,005 reviews)
"Clean room, great staff, good parking and free breakfast"
United States
Albert
The price is NT$2,117
NT$2,399 total
includes taxes & fees
Nov 15 - Nov 16
Spark by Hilton Winchester

2. 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, (961 reviews)
"The breakfast was delicious, it was very welcoming very clean best ever had at motel"
United States
Elizabeth
The price is NT$3,442
NT$3,900 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Winchester N/Conference Center, VA

3. 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)
"Great place to stay the night after a long drive"
United States
lucy
The price is NT$3,384
NT$3,767 total
includes taxes & fees
Nov 1 - Nov 2
La Quinta Inn & Suites by Wyndham Winchester

4. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,000 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 NT$3,485
NT$3,879 total
includes taxes & fees
Nov 5 - Nov 6
Courtyard by Marriott Winchester

5. 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, (870 reviews)
"Very clean comfortable bed good breakfast"
United States
David
The price is NT$3,580
NT$3,984 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn Express Hotel & Suites Winchester by IHG

6. Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (559 reviews)
"Beds and pillows were comfortable."
United States
Jay
The price is NT$3,845
NT$4,356 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Winchester

7. 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 NT$2,603
NT$2,898 total
includes taxes & fees
Nov 8 - Nov 9
Candlewood Suites Winchester by IHG

8. 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 NT$3,679
NT$4,095 total
includes taxes & fees
Nov 4 - Nov 5
TownePlace Suites by Marriott Winchester

9. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,091 reviews)
"Nice clean stay!"
United States
Pamela
The price is NT$2,310
NT$2,548 total
includes taxes & fees
Nov 1 - Nov 2
Travelodge by Wyndham Winchester

10. Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.6 out of 10, Good, (1,009 reviews)
"I have stayed here before, and will come again. This hotel always preforms well."
United States
Connor
The price is NT$2,128
NT$2,369 total
includes taxes & fees
Nov 22 - Nov 23
Sleep Inn & Suites Winchester near University

11. 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 NT$2,326
NT$2,589 total
includes taxes & fees
Nov 1 - Nov 2
Red Roof Inn Winchester, VA

12. 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 NT$3,126
NT$3,541 total
includes taxes & fees
Nov 29 - Nov 30
Hampton Inn Winchester-University/Mall Area

13. APM Inn & Suites

APM Inn & Suites
2.0 star property
Winchester
7.0 out of 10, Good, (530 reviews)
"Staff was friendly and helpful"
United States
Verna
The price is NT$2,138
NT$2,422 total
includes taxes & fees
Nov 2 - Nov 3
APM Inn & Suites

14. Super 8 by Wyndham Winchester VA

Super 8 by Wyndham Winchester VA
2.0 star property
Winchester
6.2 out of 10, (670 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 NT$2,115
NT$2,354 total
includes taxes & fees
Nov 8 - Nov 9
Super 8 by Wyndham Winchester VA

15. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.6 out of 10, Exceptional, (1,143 reviews)
"Nice hotel. I would stay here again."
United States
Kenneth
The price is NT$3,249
NT$3,616 total
includes taxes & fees
Nov 22 - Nov 23
Comfort Inn & Suites Winchester

16. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,008 reviews)
"Welcoming Staff, clean room at a good price."
United States
DARLA
The price is NT$2,501
NT$2,783 total
includes taxes & fees
Nov 8 - Nov 9
Quality Inn Winchester

17. SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (913 reviews)
"Clean, receptive staff, great breakfast."
United States
Michael
The price is NT$3,694
NT$4,112 total
includes taxes & fees
Nov 8 - Nov 9
SpringHill Suites by Marriott 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, (615 reviews)
"Cleaned, maintained hotel near many conveniences."
United States
JoEllen
The price is NT$4,393
NT$4,911 total
includes taxes & fees
Nov 29 - Nov 30
TownePlace Suites by Marriott Front Royal

19. Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
9.4 out of 10, Exceptional, (43 reviews)
"Clean rooms , friendly staff."
United States
Jean
The price is NT$2,877
NT$3,259 total
includes taxes & fees
Nov 15 - Nov 16
Home2 Suites By Hilton Winchester

20. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,001 reviews)
"Hotel was very clean and breakfast was delicious with a lot of options"
United States
Kailyn
The price is NT$2,588
NT$2,881 total
includes taxes & fees
Nov 8 - Nov 9
TRU 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.

Find out more about Winchester

Winchester attractions for couples

In Winchester, Virginia, families and quality-seekers alike can delve into a rich tapestry of history and outdoor adventure. Start your exploration at the Museum of the Shenandoah Valley, where captivating exhibits and beautiful gardens provide a perfect backdrop for family photos or a leisurely stroll. Next, head to the historic Old Town, where charming boutiques and local eateries line the streets, offering a blend of shopping and dining that caters to all tastes. Don’t miss a visit to the Handley Regional Library, an architectural gem, where kids can enjoy storytelling sessions in a beautiful setting. For outdoor enthusiasts, the nearby Shenandoah National Park offers hiking trails with breathtaking views, ideal for families wanting to connect with nature. After a day of exploration, consider staying in a hotel in Old Town, where you can unwind in a cozy yet upscale atmosphere, complete with attentive staff ready to cater to your every need. This area not only places you within walking distance of the best local attractions but also ensures a pleasurable stay with convenient amenities, making it the perfect base for your Winchester adventures.

Find the best romantic hotels in Winchester

For couples looking to ignite romance in Winchester, Virginia, these hotels offer cozy accommodations and inviting amenities that set the perfect backdrop for a memorable getaway. Each option provides a unique charm to enhance your romantic experience.

The George Washington Hotel, A Wyndham Grand Hotel

  • Why it's great for a couples retreat: The George Washington Hotel, A Wyndham Grand Hotel offers a luxurious romantic retreat with a stellar guest review rating of 9.4. Nestled in Old Town Winchester, this Georgian hotel features an onsite spa where couples can indulge in rejuvenating treatments and massages. The indoor pool invites guests to relax, while the hotel's exquisite design provides an elegant backdrop for romance.
  • Other amenities: Guests enjoy amenities such as valet parking for added convenience, early check-in, and late check-out options. The hotel also offers a 24-hour fitness center, complimentary internet access, and daily housekeeping services to ensure a comfortable stay. With nearby golf and outdoor activities, couples can enjoy both relaxation and adventure during their visit.
  • Neighborhood: Old Town Winchester
  • Nearby attractions: Handley Regional Library - 0.25 miles, Bright Box Theater - 0.22 miles, Old Court House Civil War Museum - 0.22 miles

Comfort Inn & Suites Winchester

  • Why it's great for a couples retreat: Comfort Inn & Suites Winchester offers a cozy atmosphere perfect for romantic getaways, earning an impressive guest review rating of 9.4. This hotel embraces travelers with its traditional hotel design and features a 24-hour fitness center to keep active couples engaged. Guests can enjoy complimentary breakfast and relax in the warm ambiance of the hotel, creating an inviting space to connect and unwind.
  • Other amenities: Additional highlights include free self-parking for ease of access, a sofa bed for extra comfort, and daily housekeeping services to maintain a tidy space. The location provides access to nearby shopping districts, making it convenient for couples to explore and create lasting memories together.
  • Nearby attractions: Appleland Sports Center - 1.32 miles, The Kernstown Battlefield - 2.23 miles, Shenandoah Valley Discovery Museum - 4.82 miles

Quality Inn Winchester

  • Why it's great for a couples retreat: Quality Inn Winchester is a delightful hotel perfect for couples seeking a romantic getaway, an excellent guest review rating of 9.2. This hotel features cozy accommodations complemented by a welcoming atmosphere, ideal for unwinding together. Guests can enjoy complimentary breakfast each morning, creating a perfect start to the day before heading out to explore the area.
  • Other amenities: The hotel also offers free self-parking for convenience, daily housekeeping, and easy access to nearby golf locations for a fun day outdoors. The onsite restaurant provides 24-hour service and kids' meal options, making it suitable for couples who may wish to dine in after a day of adventures. With a focus on comfort and convenience, this hotel invites couples to enjoy their stay.
  • Nearby attractions: Stonewall Jackson's Headquarters - 2.55 miles, Handley Regional Library - 2.82 miles, Eastgate Plaza Shopping Center - 2.82 miles

La Quinta Inn & Suites by Wyndham Winchester

  • Why it's great for a couples retreat: La Quinta Inn & Suites by Wyndham Winchester is an ideal retreat for couples seeking comfort and relaxation. With a remarkable guest review rating of 9.2, this hotel features an inviting indoor pool and a soothing hot tub, perfect for unwinding together after a day of exploring. The hotel’s terrace provides a lovely outdoor space for intimate moments, while the premium bedding ensures restful nights for guests looking to reconnect.
  • Other amenities: Additional amenities include complimentary breakfast to start each day on a delightful note, accessible parking for convenience, and designer toiletries adding a touch of luxury. Guests can enjoy daily housekeeping services and a fitness center to keep up with their routines. The nearby golf locations offers a chance for couples to engage in friendly competition on the greens.
  • Nearby attractions: Valley Health - 0.69 miles, Shenandoah University - 0.13 miles, Apple Blossom Mall - 0.86 miles

Microtel Inn & Suites by Wyndham Winchester

  • Why it's great for a couples retreat: Microtel Inn & Suites by Wyndham Winchester is a charming and budget-friendly option for couples looking to share an escape together, featuring a solid guest review rating of 9.0. This hotel offers an inviting indoor pool and complimentary breakfast, setting the stage for leisurely mornings and refreshing swims. The warm and friendly atmosphere ensures guests feel at home as they reconnect in a cozy setting.
  • Other amenities: Additional features include free self-parking for easy access, daily housekeeping, and a fitness center to keep active couples engaged. Guests can also benefit from flexible check-in and check-out times, alongside convenient amenities such as microwaves and toiletries provided for added comfort.
  • Nearby attractions: Stonewall Jackson's Headquarters - 2.54 miles, Handley Regional Library - 2.7 miles, Eastgate Plaza Shopping Center - 2.71 miles

Top Winchester Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Winchester?
If you and your partner need a romantic escape, we'd like to help you plan for it. Couples choose Winchester for its scenic landscape and top-notch restaurants. If you're hoping to explore some cultural attractions while you're in town, Bright Box Theater or Winchester Little Theater make for a fun date night. Whether you'd like to get a couple's massage or watch the sunset from your balcony, there are 3 hotels and other accommodations in Winchester.
When is the best time of year for a romantic getaway to Winchester?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Winchester: The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Winchester is 46 inches.
What is there to do in Winchester?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Winchester. If you're hoping to see some of the area's cultural attractions, you and your partner will love Winchester for its interesting historical sites and major shopping area. You might think about stopping by Bright Box Theater, Shenandoah Valley Discovery Museum, or Patsy Cline Historic House while you're seeing the sights.
What's the best way to get to Winchester and around town during my romantic getaway?
This information about transportation options in Winchester might help your romantic trip get off to a smooth start: If you're looking to fly to Winchester, the closest major airport is Martinsburg, WV (MRB-Eastern West Virginia Regional), located 18 mi (28.9 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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