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Our top choices for James Charles Winery & Vineyard hotels

Exterior
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
3.2 km from James Charles Winery & Vineyard
9.4 out of 10, Exceptional, (1077)
"Very clean, helpful staff"
United States
Kathleen
The price is ₩145,928
₩158,770 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Comfort Inn & Suites Winchester
Lobby
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
3.1 km from James Charles Winery & Vineyard
8.8 out of 10, Excellent, (1000)
"Have stayed here multiple times -always good"
United States
Robert
The price is ₩122,106
₩132,851 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Country Inn & Suites by Radisson, Winchester, VA
2 restaurants, breakfast, lunch, dinner served; American cuisine
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester, 8.8 km from James Charles Winery & Vineyard
9.4 out of 10, Exceptional, (1004)
"Great hotel!"
United States
CHARLES
The price is ₩186,733
₩211,569 total
includes taxes & fees
Dec 24 - Dec 25
The George Washington Hotel, A Wyndham Grand Hotel
Exterior
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
7.7 km from James Charles Winery & Vineyard
9.2 out of 10, Wonderful, (2229)
"Rooms are always clean when I stay and the staff was very friendly. "
United States
Ashley
The price is ₩145,671
₩158,490 total
includes taxes & fees
Dec 30 - Dec 31
La Quinta Inn & Suites by Wyndham Winchester
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
6.9 km from James Charles Winery & Vineyard
9.0 out of 10, Wonderful, (1000)
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is ₩103,208
₩116,713 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
Pillowtop beds, desk, laptop workspace, blackout drapes
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
13.8 km from James Charles Winery & Vineyard
9.4 out of 10, Exceptional, (783)
"The staff were friendly and knowledgeable . Clean room and breakfast was excellent. Hotel close to restaurants and stores. "
United States
Yolanda
The price is ₩149,136
₩162,259 total
includes taxes & fees
Dec 28 - Dec 29
SpringHill Suites by Marriott Winchester
Exterior
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
7.1 km from James Charles Winery & Vineyard
9.0 out of 10, Wonderful, (798)
"Quick check in, clean room, friendly staff."
United States
Darcy
The price is ₩136,603
₩148,624 total
includes taxes & fees
Dec 20 - Dec 21
Fairfield Inn & Suites by Marriott Winchester
Lobby
Spark by Hilton Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
7.1 km from James Charles Winery & Vineyard
9.0 out of 10, Wonderful, (1001)
"Great location close to restaurants "
United States
SILVIA
The price is ₩113,647
₩128,762 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Spark by Hilton Winchester
Snack bar
Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
10.2 km from James Charles Winery & Vineyard
9.2 out of 10, Wonderful, (846)
"Super friendly reception and perfectly clean room. "
United States
Dwight
The price is ₩155,962
₩176,705 total
includes taxes & fees
Dec 24 - Dec 25
Hampton Inn Winchester N/Conference Center, VA
Restaurant
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
7.8 km from James Charles Winery & Vineyard
9.0 out of 10, Wonderful, (915)
"comfortable room, amenities and staff"
United States
Prashant
The price is ₩149,136
₩162,259 total
includes taxes & fees
Dec 22 - Dec 23
Courtyard by Marriott Winchester
Lobby
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
12.7 km from James Charles Winery & Vineyard
9.2 out of 10, Wonderful, (1383)
"Clean room great helpful staff good breakfast"
United States
Loretta
The price is ₩109,695
₩119,347 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Microtel Inn & Suites by Wyndham Winchester
Property amenity
TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
18.2 km from James Charles Winery & Vineyard
9.6 out of 10, Exceptional, (554)
"Perfect for one night stay before Skyline Drive trip. "
United States
Timothy
The price is ₩173,979
₩194,848 total
includes taxes & fees
Dec 28 - Dec 29
TownePlace Suites by Marriott Front Royal
Bar (on property)
Wayside Inn

Wayside Inn

Wayside Inn
3.5 star property
11.5 km from James Charles Winery & Vineyard
9.2 out of 10, Wonderful, (416)
"Historic inn. "
United States
David
The price is ₩106,157
₩131,819 total
includes taxes & fees
Dec 21 - Dec 22
Wayside Inn
Exterior
Quality Inn Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
12.8 km from James Charles Winery & Vineyard
9.2 out of 10, Wonderful, (1000)
"Great stay"
United States
Jaron
The price is ₩111,538
₩121,353 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Quality Inn Winchester
Property amenity
Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
10.2 km from James Charles Winery & Vineyard
9.0 out of 10, Wonderful, (800)
"Clean room, easy and quick check in."
United States
Jacqueline
The price is ₩160,710
₩174,852 total
includes taxes & fees
Dec 22 - Dec 23
Holiday Inn Express Hotel & Suites Winchester by IHG
Indoor pool
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
6.9 km from James Charles Winery & Vineyard
8.8 out of 10, Excellent, (510)
"Great hotel"
United States
DONNA D
The price is ₩146,452
₩165,930 total
includes taxes & fees
Dec 24 - Dec 25
Hilton Garden Inn Winchester
Suite, 1 Bedroom | In-room safe, desk, laptop workspace, blackout drapes
Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
7.9 km from James Charles Winery & Vineyard
8.8 out of 10, Excellent, (544)
"Very clean room, excellent staff!!!"
United States
James
The price is ₩115,003
₩125,124 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Candlewood Suites Winchester by IHG
Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
12.8 km from James Charles Winery & Vineyard
9.0 out of 10, Wonderful, (770)
"Very nice room and common spaces. Breakfast was good and the price was very fair."
United States
Joseph
The price is ₩107,602
₩117,071 total
includes taxes & fees
Jan 5 - Jan 6, 2026
TRU By Hilton Winchester
Porch
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
2.5 star property
7.3 km from James Charles Winery & Vineyard
9.0 out of 10, Wonderful, (1000)
"Staff, clean room, very comfortable bed!"
United States
Terri
The price is ₩149,917
₩169,855 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn Winchester-University/Mall Area
Lobby
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
7.4 km from James Charles Winery & Vineyard
8.6 out of 10, Excellent, (1089)
"Clean rooms, easy check in"
United States
Leslie
The price is ₩101,734
₩110,698 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Travelodge by Wyndham 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.
View all properties

Top James Charles Winery & Vineyard Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Yes"
Mark 1-night trip
Posted 3 days ago
La Quinta Inn & Suites by Wyndham Winchester

Hotels near other James Charles Winery & Vineyard attractions

Appleland Sports Center

5.0/5 (1 review)
You can take time to visit Appleland Sports Center during your travels to Stephens City. While you're here, you can savor the top-notch restaurants.
See properties

The Kernstown Battlefield

4.3/5 (7 reviews)
Find out about the history of Kernstown when you take a trip to The Kernstown Battlefield. While you're here, you can savor the top-notch restaurants.
See properties

Frequently asked questions

What's the area like around James Charles Winery & Vineyard?
James Charles Winery & Vineyard is located in Winchester. This historic area is known for its array of dining options and major shopping area. You'll find 42 hotels and other accommodations within a few miles for a convenient home base.
What's the best place to stay close to James Charles Winery & Vineyard?
Comfort Inn & Suites Winchester is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located 2 mi (3.2 km) from James Charles Winery & Vineyard. Other good choices within 5 miles include Country Inn & Suites by Radisson, Winchester, VA and La Quinta Inn & Suites by Wyndham Winchester.
How many hotels will I be able to find close to James Charles Winery & Vineyard?
Expedia has 42 hotels and other accommodations a few miles from James Charles Winery & Vineyard.
If I need to cancel the hotel reservation for my stay near James Charles Winery & Vineyard, will I receive a refund?
Yes, you'll find most hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within 24 hours of your booking. Add your dates and click on "Search", then use the "fully refundable" filter to get the top deals on offer near James Charles Winery & Vineyard.
Where can I learn more about changing or cancelling my trip in the area near James Charles Winery & Vineyard?
To find more details about picking new dates or cancelling your stay near James Charles Winery & Vineyard, go to https://www.expedia.com/service/.
What can I see and do near James Charles Winery & Vineyard?
Sights like The Kernstown Battlefield and Abram's Delight highlight some of the local culture. If you have some time to wander around the area, you might stop by Valerie Hill Winery, Rock Harbor Golf Course, or Appleland Sports Center. Apple Blossom Mall and Shenandoah University are some sights worth a visit in the area.