Winchester Villas - Best Villa Winchester 2026

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

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Recommended hotels in Winchester

A modern Microtel hotel by Wyndham with a blue and gray exterior, multiple windows, and a parking lot.

1. Microtel Inn & Suites by Wyndham Winchester

Winchester

Ricky

includes taxes & fees

9 Sept - 10 Sept

A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, a well-lit entrance, and a landscaped front yard.

2. Spark by Hilton Winchester

Winchester

johnny

includes taxes & fees

28 Sept - 29 Sept

A modern hotel building with a prominent 'TRU by Hilton' sign, multiple floors, and a parking lot in front.

3. TRU By Hilton Winchester

Winchester

Gerley

includes taxes & fees

13 Sept - 14 Sept

4. Comfort Inn & Suites Winchester

Winchester

Sandra

includes taxes & fees

4 Oct - 5 Oct

A Fairfield by Marriott hotel with a modern entrance, stone pillars, and a well-lit facade.

5. Fairfield Inn & Suites by Marriott Winchester

Winchester

Michael

includes taxes & fees

9 Sept - 10 Sept

A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.

6. Quality Inn Winchester

Winchester

Scott

includes taxes & fees

13 Sept - 14 Sept

A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."

7. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

Jeanette

includes taxes & fees

13 Sept - 14 Sept

A hotel with a central courtyard, outdoor seating, and a fountain.

8. Hilton Garden Inn Winchester

Winchester

Don

includes taxes & fees

13 Sept - 14 Sept

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Top Winchester Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

8/10 Good

"BF"

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent

"Perfect for our needs. Located near to family, good neighborhood located nearby for walk/run in free time. Available hot breakfast nice and filling, limited fitness room also available with a nearby indoor pool. Rooms are compact but it fit our travel needs as a couple looking for a place to sleep over the weekend perfectly. Staff were also really helpful and had our keycards ready to go immediately, our fastest recent check-in and helpful for a later evening arrival. We‘ll stay here again while in the area."

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent

"We chose Old Town Winchester and stayed at The George Washington Hotel as our gathering spot for High school girl friends The Hotel was beautiful ,our rooms big enough plus having a sm scale table with 2 chairs ,the bathroom very roomy,beds were very comfortable and the staff very accommodating and welcoming The amenities at the hotel met our needs perfectly ! It was really nice to be in a walkable area with many shops and restaurants ,pubs .No complaints from 5 women in our group 😁"

Find out more about Winchester

Winchester Villas information

Number of reviews	11,724
Accommodation	10 Villas
Lowest Price	€72
Highest Price	€127

Frequently asked questions

Why book your villa in Winchester with Expedia?

With Expedia, it's easy to find your ideal villa in Winchester. Holidaying with the family? Take advantage of our filters to look for stays with amenities like a pool. If you're sticking to a budget, click on how much you want to spend and your preferred star rating. We'll help you find the right stay that gels with your taste and style.

How can I find cheap villas in Winchester?

With Expedia's filter tool, comparing cheap villas in Winchester has never been easier. To find properties that give you the most bang for your buck, narrow your search by budget, star rating and amenities.

What is there to do near my villa in Winchester?

Whatever you love doing, Winchester has plenty of things to keep you on the move. Rock Harbour Golf Course, The Kernstown Battlefield and Museum of the Shenandoah Valley are on many visitors' lists. Don't head home without exploring Apple Blossom Mall, Jim Barnett Park and Handley Regional Library either. With Expedia's Winchester hotel deals, you'll be able to discover even more renowned attractions like these with the money you save.

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Recommended hotels in Winchester

1. Microtel Inn & Suites by Wyndham Winchester

2. Spark by Hilton Winchester

3. TRU By Hilton Winchester

4. Comfort Inn & Suites Winchester

5. Fairfield Inn & Suites by Marriott Winchester

6. Quality Inn Winchester

7. The George Washington Hotel, A Wyndham Grand Hotel

8. Hilton Garden Inn Winchester

9. Hampton Inn Winchester N/Conference Center, VA

10. SpringHill Suites by Marriott Winchester

11. Travelodge by Wyndham Winchester

12. La Quinta Inn & Suites by Wyndham Winchester

13. Courtyard by Marriott Winchester

14. Home2 Suites By Hilton Winchester

15. Candlewood Suites Winchester by IHG

16. Holiday Inn Winchester Se-Historic Gateway by IHG

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

18. Holiday Inn Express Hotel & Suites Winchester by IHG

19. Hampton Inn Winchester-University/Mall Area

20. TownePlace Suites by Marriott Winchester

Find holiday rentals that suit your style

Top Winchester Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

Find out more about Winchester

Winchester Villas information

Frequently asked questions

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