Search Villas in Winchester

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Compare 10 Villas in Winchester with updated reviews, rates, and availability.

La Quinta Inn & Suites by Wyndham Winchester
Exterior

La Quinta Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1850)
"Very clean, comfortable, and friendly."
The price is AED 384
AED 418 total
includes taxes & fees
16 Mar - 17 Mar
La Quinta Inn & Suites by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel
Bar (on property)

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1006)
"Solid, quiet building. Short convenient walk to old Town Winchester services. Reasonable, affordable room rates. Pleasant pool, hot tub and weight room. Customer-friendly staff. "
The price is AED 465
AED 527 total
includes taxes & fees
10 Mar - 11 Mar
The George Washington Hotel, A Wyndham Grand Hotel
Microtel Inn & Suites by Wyndham Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1143)
"It was comfortable and clean"
The price is AED 293
AED 319 total
includes taxes & fees
9 Mar - 10 Mar
Microtel Inn & Suites by Wyndham Winchester
Spark by Hilton Winchester
Lobby

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Lighting in the room was bright—not dingy with underpowered light fixtures. NO carpets in the rooms. I dislike dirty carpeting in rooms as there’s no way they are going to be clean. Many European hotels have laminate floors in their hotel rooms for decades. Property was clean and bright. Although they have a continental breakfast it would be nice to have a couple of “hot items” like sausages and eggs. "
The price is AED 293
AED 332 total
includes taxes & fees
23 Mar - 24 Mar
Spark by Hilton Winchester
Sleep Inn & Suites
Lobby

Sleep Inn & Suites

2.5 star property
8.0 out of 10, Very Good, (1001)
"I love it the treatment "
The price is AED 262
AED 285 total
includes taxes & fees
16 Mar - 17 Mar
Sleep Inn & Suites
SpringHill Suites by Marriott Winchester
Pillowtop beds, desk, laptop workspace, blackout drapes

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (559)
"As always a wonderful stay!"
The price is AED 377
AED 410 total
includes taxes & fees
9 Mar - 10 Mar
SpringHill Suites by Marriott Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Very nice accommodations. Staff very pleasant. "
The price is AED 320
AED 359 total
includes taxes & fees
7 Mar - 8 Mar
Holiday Inn Winchester Se-Historic Gateway by IHG
Country Inn & Suites by Radisson, Winchester, VA
Desk, laptop workspace, blackout drapes, iron/ironing board

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.6 out of 10, Excellent, (1005)
"Easy off highway and friendly staff. Close to dining."
The price is AED 262
AED 285 total
includes taxes & fees
9 Mar - 10 Mar
Country Inn & Suites by Radisson, Winchester, VA
Comfort Inn & Suites
Exterior

Comfort Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1005)
"Great value. Very nice staff."
The price is AED 340
AED 370 total
includes taxes & fees
7 Mar - 8 Mar
Comfort Inn & Suites
Travelodge by Wyndham Winchester
Seasonal outdoor pool

Travelodge by Wyndham Winchester

2.5 star property
8.2 out of 10, Very Good, (1109)
"This was a great hotel to stop during my long drive. Staff was friendly, the room was better than pictured online actually, breakfast was excellent. Overall a great property and I’d be Happy to stay here again. "
The price is AED 246
AED 268 total
includes taxes & fees
10 Mar - 11 Mar
Travelodge by Wyndham Winchester
Fairfield Inn & Suites by Marriott Winchester
Exterior

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (685)
"Great stay"
The price is AED 340
AED 370 total
includes taxes & fees
9 Mar - 10 Mar
Fairfield Inn & Suites by Marriott Winchester
Courtyard by Marriott Winchester
Exterior

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (807)
"Great hotel"
The price is AED 393
AED 428 total
includes taxes & fees
10 Mar - 11 Mar
Courtyard by Marriott Winchester
Quality Inn
Exterior

Quality Inn

2.5 star property
9.0 out of 10, Wonderful, (1004)
"Wonderful stop on our way north from Florida. So close to 81. Small, quiet, clean, nicely updated inexpensive hotel with a good hot breakfast. Especially appreciate the attached Denny's to have quick dinner after we arrived. No need to step back outside until morning. Great night's sleep in a comfortable bed with nice bedding. Our 2nd time here for our travel back home and will not be our last !"
The price is AED 309
AED 336 total
includes taxes & fees
5 Mar - 6 Mar
Quality Inn
TRU By Hilton Winchester
Free daily continental breakfast

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (646)
"Very clean. Dissappointed with the continental breakfast."
The price is AED 348
AED 379 total
includes taxes & fees
10 Mar - 11 Mar
TRU By Hilton Winchester
Candlewood Suites Winchester by IHG
Suite, 1 Bedroom | In-room safe, desk, laptop workspace, blackout drapes

Candlewood Suites Winchester by IHG

2.5 star property
8.6 out of 10, Excellent, (448)
"Excellent, quick and easy stay"
The price is AED 366
AED 399 total
includes taxes & fees
13 Mar - 14 Mar
Candlewood Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHG
Indoor pool

Holiday Inn Express Hotel & Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (734)
"Great everytime "
The price is AED 393
AED 428 total
includes taxes & fees
23 Mar - 24 Mar
Holiday Inn Express Hotel & Suites Winchester by IHG
Days Inn by Wyndham Winchester
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Days Inn by Wyndham Winchester

2.0 star property
6.4 out of 10, (396)
"I did not like the simple breakfast. This continental breakfast should be clear when making reservations. I was looking for just a little more to eat, but I felt deceived with breakfast description. Everything else was ok."
The price is AED 257
AED 280 total
includes taxes & fees
5 Mar - 6 Mar
Days Inn by Wyndham Winchester
TownePlace Suites by Marriott Winchester
In-room safe, desk, iron/ironing board, bed sheets

TownePlace Suites by Marriott Winchester

2.5 star property
8.8 out of 10, Excellent, (423)
"Good"
The price is AED 393
AED 428 total
includes taxes & fees
5 Mar - 6 Mar
TownePlace Suites by Marriott Winchester
Red Roof Inn Winchester, VA
Desk, blackout drapes, free cribs/infant beds, free WiFi

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1005)
"Quiet area"
The price is AED 231
AED 252 total
includes taxes & fees
7 Mar - 8 Mar
Red Roof Inn Winchester, VA
Hilton Garden Inn Winchester
Indoor pool

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (458)
"It was family get together. The room really wasn’t very spacious for the price. Although I did take advantage of one of your offers it wasn’t really that comfortable. The room was clean; I think poorly located and not really that friendly in my opinion at the front desk."
The price is AED 403
AED 456 total
includes taxes & fees
15 Mar - 16 Mar
Hilton Garden Inn 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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Winchester

Charming mountaintop cabin with hot tub, pool table, and breathtaking views
Outdoor dining

Charming mountaintop cabin with hot tub, pool table, and breathtaking views

9.8 out of 10, Exceptional, (196)
"We booked the cabin for a weekend get away. The cabin was great. My boyfriend purposed to me and I left the ring at the cabin! Please contact me ASAP! "
Charming mountaintop cabin with hot tub, pool table, and breathtaking views
Star view cabin-Riverfront
Property grounds

Star view cabin-Riverfront

9.8 out of 10, Exceptional, (305)
"We experienced the beauty of a mountain snowstorm and it was awesome! We enjoyed the gorgeous view sitting by the fireplace and feeling super cozy. Nina the owner was so thoughtful, checking on us, suggesting a good place for our car during the storm so that we wouldn’t get stuck when it came time to go home, even cleaning our car off for us! That was above and beyond—thank you, Nina. The cabin is as pictured and well appointed. We plan to return here. "
Star view cabin-Riverfront
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
2 bedrooms, WiFi, bed sheets

Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

9.6 out of 10, Exceptional, (342)
"We were looking for a weekend getaway to do some hiking in Shenendoah and the Cozy Cabin was perfect! The views from the deck were gorgeous, and loved having a fireplace in the living room and bedroom on a cold weekend. Close to Front Royal, and the park - overall very happy with our stay!"
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
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.

Frequently asked questions

Why book your villa in Winchester with Expedia?
With Expedia, it’s easy to find your ideal villa in Winchester. Vacationing 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.