Hotels near James Charles Winery & Vineyard

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24 Dec - 25 Dec
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26 Dec - 28 Dec
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2 Jan - 4 Jan

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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, (1091)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is S$136
includes taxes & fees
11 Jan - 12 Jan, 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, (1002)
"Have stayed here multiple times -always good"
United States
Robert
The price is S$116
includes taxes & fees
18 Jan - 19 Jan, 2026
Country Inn & Suites by Radisson, Winchester, VA
Bar (on property)
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 S$184
includes taxes & fees
1 Jan - 2 Jan, 2026
The George Washington Hotel, A Wyndham Grand Hotel
Free daily buffet breakfast
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, (2234)
"The place was clean, super friendly front desk staff, SO pet friendly with such a reasonable pet fee, and overall reasonable rate. Would 100% stay here again if I came back through this town. "
United States
Jordyn
The price is S$138
includes taxes & fees
29 Dec - 30 Dec
La Quinta Inn & Suites by Wyndham Winchester
Garden
L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
13.3 km from James Charles Winery & Vineyard
9.6 out of 10, Exceptional, (174)
"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "
United States
DONNA
The price is S$311
includes taxes & fees
21 Jan - 22 Jan, 2026
L'Auberge Provencale Inn & Restaurant
Exterior
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, (788)
"Great staff, very clean room with a good breakfast "
United States
Jim
The price is S$150
includes taxes & fees
4 Jan - 5 Jan, 2026
SpringHill Suites by Marriott 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 S$118
includes taxes & fees
1 Jan - 2 Jan, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby
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, (800)
"Quick check in, clean room, friendly staff."
United States
Darcy
The price is S$129
includes taxes & fees
27 Dec - 28 Dec
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, (1002)
"The place is spotless, comfortable and quiet. Very convenient as well, right off of 81"
United States
Michael
The price is S$121
includes taxes & fees
31 Dec - 1 Jan, 2026
Spark by Hilton Winchester
Restaurant
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, (849)
"Super friendly reception and perfectly clean room. "
United States
Dwight
The price is S$154
includes taxes & fees
31 Dec - 1 Jan, 2026
Hampton Inn Winchester N/Conference Center, VA
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, (556)
"Very good overall experience."
United States
Douglas
The price is S$170
includes taxes & fees
29 Dec - 30 Dec
TownePlace Suites by Marriott Front Royal
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, (1398)
"Clean room great helpful staff good breakfast"
United States
Loretta
The price is S$111
includes taxes & fees
29 Dec - 30 Dec
Microtel Inn & Suites by Wyndham Winchester
Exterior
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, (919)
"comfortable room, amenities and staff"
United States
Prashant
The price is S$150
includes taxes & fees
31 Dec - 1 Jan, 2026
Courtyard by Marriott Winchester
Dining
Wayside Inn

Wayside Inn

Wayside Inn
3.5 star property
11.5 km from James Charles Winery & Vineyard
9.2 out of 10, Wonderful, (418)
"Historic inn. "
United States
David
The price is S$115
includes taxes & fees
28 Dec - 29 Dec
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 S$106
includes taxes & fees
4 Jan - 5 Jan, 2026
Quality Inn Winchester
Free breakfast
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, (806)
"Everything was great / thank you!"
United States
Mark
The price is S$150
includes taxes & fees
22 Jan - 23 Jan, 2026
Holiday Inn Express Hotel & Suites Winchester by IHG
Interior
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, (512)
"Great hotel"
United States
DONNA D
The price is S$147
includes taxes & fees
31 Dec - 1 Jan, 2026
Hilton Garden Inn Winchester
In-room safe, desk, laptop workspace, blackout curtains
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, (546)
"Very clean room, excellent staff!!!"
United States
James
The price is S$109
includes taxes & fees
3 Jan - 4 Jan, 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, (772)
"Very nice room and common spaces. Breakfast was good and the price was very fair."
United States
Joseph
The price is S$136
includes taxes & fees
4 Jan - 5 Jan, 2026
TRU By Hilton Winchester
Fitness facility
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, (1001)
"Staff, clean room, very comfortable bed!"
United States
Terri
The price is S$148
includes taxes & fees
4 Jan - 5 Jan, 2026
Hampton Inn Winchester-University/Mall Area
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.
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Top James Charles Winery & Vineyard Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"The eggs were salty. The parking and proximity to highway were excellent."
Sandra 1-night trip
Posted 2 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 savour the top-notch restaurants.
See properties

The Kernstown Battlefield

4.3/5 (7 reviews)
Find out about the history of Kernstown with a stop at The Kernstown Battlefield. While you're here, you can savour 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 hotel to stay close to James Charles Winery & Vineyard?
Comfort Inn & Suites Winchester is one of the top choices for your stay based on our traveller 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 options within a few 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 accommodation options 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! The majority of hotel reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to review the best deals near James Charles Winery & Vineyard.
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.