Hotels near James Charles Winery & Vineyard

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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, (1087)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is P5,665
P6,163 total
includes taxes & fees
Jan 25 - Jan 26, 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 P4,834
P5,259 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Country Inn & Suites by Radisson, Winchester, VA
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 P4,582
P5,162 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
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, (2236)
"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 P5,804
P6,315 total
includes taxes & fees
Dec 29 - Dec 30
La Quinta Inn & Suites by Wyndham 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, (802)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is P5,443
P5,922 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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, (1003)
"The place is spotless, comfortable and quiet. Very convenient as well, right off of 81"
United States
Michael
The price is P4,534
P5,137 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Spark by Hilton Winchester
Coffee service
Motel 6 Winchester, VA

Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
4.2 km from James Charles Winery & Vineyard
8.2 out of 10, Very Good, (1000)
"Very good and convenient budget motel in Winchester, happy to recommend."
United States
Jane
The price is P3,994
P4,525 total
includes taxes & fees
Dec 28 - Dec 29
Motel 6 Winchester, VA
Free buffet breakfast
Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
5.3 km from James Charles Winery & Vineyard
8.2 out of 10, Very Good, (807)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
United States
Rose
The price is P4,347
P4,730 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Holiday Inn Express Winchester South-Stephens City by IHG
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, (1001)
"Staff, clean room, very comfortable bed!"
United States
Terri
The price is P5,973
P6,768 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, (1079)
"Hotels well Located off 81 for a nice pull Off and overnight stay. Staff is friendly and helpful and rooms comfortable and quiet. "
United States
Stefanie
The price is P3,995
P4,346 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Travelodge by Wyndham Winchester
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, (922)
"comfortable room, amenities and staff"
United States
Prashant
The price is P6,286
P6,839 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Courtyard by Marriott Winchester
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, (513)
"Great hotel"
United States
DONNA D
The price is P5,926
P6,714 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Hilton Garden Inn Winchester
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, (546)
"The room was just the right temp, check in with my service dog was the most professional I’ve experienced! "
United States
Shenandoah
The price is P4,582
P4,986 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Candlewood Suites Winchester by IHG
Free daily continental breakfast
Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
2.5 star property
5.3 km from James Charles Winery & Vineyard
8.0 out of 10, Very Good, (632)
"Good variety at breakfast and courteous staff."
Canada
Madonna
The price is P4,334
P4,716 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Quality Inn Stephens City - Winchester South
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, (1007)
"Great hotel!"
United States
CHARLES
The price is P7,440
P8,430 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The George Washington Hotel, A Wyndham Grand Hotel
Lobby
Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
7.1 km from James Charles Winery & Vineyard
7.8 out of 10, Good, (1000)
"great stay with breakfast too"
United States
James
The price is P3,583
P3,898 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Sleep Inn & Suites Winchester near University
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, (1402)
"Clean room great helpful staff good breakfast"
United States
Loretta
The price is P4,653
P5,062 total
includes taxes & fees
Dec 29 - Dec 30
Microtel Inn & Suites by Wyndham 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, (806)
"Everything was great / thank you!"
United States
Mark
The price is P6,412
P6,976 total
includes taxes & fees
Dec 30 - Dec 31
Holiday Inn Express Hotel & Suites Winchester by IHG
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, (850)
"Super friendly reception and perfectly clean room. "
United States
Dwight
The price is P6,214
P7,041 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Hampton Inn Winchester N/Conference Center, VA
Terrace/patio
ANS Inn & Suites

ANS Inn & Suites

ANS Inn & Suites
2.0 star property
4.7 km from James Charles Winery & Vineyard
7.4 out of 10, Good, (67)
"Everyone here was so friendly. The cats in the lobby to greet guests was awesome."
United States
Dinesh
The price is P3,936
P4,696 total
includes taxes & fees
Jan 7 - Jan 8, 2026
ANS Inn & Suites
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

Motel 6 Winchester, VA

Motel 6 Winchester, VA

10/10 Excellent
"Yes it was"
James 1-night trip
Posted 3 days ago
Motel 6 Winchester, VA

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 43 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 43 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.
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 Rock Harbor Golf Course, Appleland Sports Center, or Valerie Hill Winery. Apple Blossom Mall and Shenandoah University are some sights worth a visit in the area.