Find All-inclusive Resorts in Winchester, VA

Start date: Check-in selected.
To Date
End date: Check-out

    Upfront pricing

    Our total price for your stay includes taxes and fees

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices

    Be picky

    Search almost a million properties worldwide

Check availability on Winchester All-inclusive Resorts

Next weekend
In two weeks

Top Winchester All-inclusive Resorts

Comfort Inn & Suites Winchester
2.5 star property
9.4 out of 10, Exceptional, (1044)
"The breakfast was good and a quiet place to stay "
United States
Lawrence
$101 nightly
The price is $110
Oct 31 - Nov 1
Total with taxes and fees
Comfort Inn & Suites Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
9.2 out of 10, Wonderful, (1346)
"Great place with very cute rooms!! "
United States
kristy
$78 nightly
The price is $84
Nov 23 - Nov 24
Total with taxes and fees
Microtel Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 star property
8.6 out of 10, Excellent, (1109)
"It's been a great stay so far"
United States
Sabrina
$69 nightly
The price is $75
Nov 2 - Nov 3
Total with taxes and fees
Travelodge by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
9.2 out of 10, Wonderful, (2184)
"Great hotel"
United States
David
$103 nightly
The price is $112
Oct 29 - Oct 30
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Winchester
Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
8.8 out of 10, Excellent, (1008)
"Our third stay here. Very nice and convenient to 81. "
United States
Dawn
$91 nightly
The price is $99
Nov 9 - Nov 10
Total with taxes and fees
Country Inn & Suites by Radisson, Winchester, VA
Quality Inn Winchester
2.5 star property
9.2 out of 10, Wonderful, (1004)
"All comments are very positive, staff, rooms, cleanliness, breakfast "
Canada
Lucie
$79 nightly
The price is $86
Nov 23 - Nov 24
Total with taxes and fees
Quality Inn Winchester
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4 out of 10, Exceptional, (1009)
"Very nice hotel "
United States
Paul
$127 nightly
The price is $143
Nov 2 - Nov 3
Total with taxes and fees
The George Washington Hotel, A Wyndham Grand Hotel
Spark by Hilton Winchester
3.0 star property
9.0 out of 10, Wonderful, (1006)
"Great location close to restaurants "
United States
SILVIA
$87 nightly
The price is $98
Nov 9 - Nov 10
Total with taxes and fees
Spark by Hilton Winchester
Candlewood Suites Winchester by IHG
2.5 star property
8.8 out of 10, Excellent, (525)
"Lots of parking. "
United States
Douglas
$89 nightly
The price is $97
Nov 2 - Nov 3
Total with taxes and fees
Candlewood Suites Winchester by IHG
Red Roof Inn Winchester, VA
2.0 star property
7.4 out of 10, Good, (1005)
"Really friendly staff, room was clean and perfect for our family and dog. "
United States
Sabrina
$69 nightly
The price is $75
Nov 2 - Nov 3
Total with taxes and fees
Red Roof Inn Winchester, VA
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

Looking for Winchester all-inclusive resorts?
Winchester is known for shopping and culture, and offers a host of things to see and do such as Apple Blossom Mall and Bright Box Theater. Look through our choice of all-inclusive resorts where you can enjoy a host of amenities such as entertainment, kid's clubs, and of course food and beverages all included in your stay. Many of our all-inclusive accommodations also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any additional cost.
What is there to do near my all-inclusive resort in Winchester?
If you want to venture outside of your all-inclusive resort, head to Apple Blossom Mall and Bright Box Theater and see why travelers like the shopping and cultural scene in Winchester. Other attractions include Shenandoah Valley Discovery Museum, Winchester Little Theater, and Patsy Cline Historic House.
When's the best time for an all-inclusive stay in Winchester?
There's nothing like an all-inclusive vacation in Winchester to rejuvenate you, especially when you know what to expect from the elements. Here's some info to help you decide when to book: 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. November and January are the driest months while May and September are the rainiest months.

Explore a world of travel with Expedia