The Best Hotels Closest to James Charles Winery & Vineyard in Winchester - 2026 Updated Prices

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Our top choices for James Charles Winery & Vineyard hotels

A hotel room with two beds, a desk with a TV, a lamp, and a view of the outdoors.

A hotel room with a television, desk, chair, sofa, and kitchenette.

1. Comfort Inn & Suites Winchester

3.2 km from James Charles Winery & Vineyard

John

₹9,620

₹10,707 total

includes taxes & fees

18 Oct - 19 Oct

A spacious living room with a fireplace, wooden staircase, and a bookshelf.

A woman using a stationary bike in a gym with red walls and multiple exercise machines.

A Country Inn & Suites by Radisson building with a covered entrance and multiple windows.

A poolside area with lounge chairs and a stack of towels on a table.

2. Country Inn & Suites by Radisson, Winchester, VA

3.1 km from James Charles Winery & Vineyard

Allen

₹8,559

₹9,526 total

includes taxes & fees

8 Nov - 9 Nov

A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.

A hotel reception area with a black counter, coffee dispensers, a juice dispenser, and a small refrigerator.

A swimming pool with a metal railing, surrounded by lounge chairs and an umbrella.

A hotel lobby with a blue sofa, red chairs, a patterned rug, and artwork on the walls.

3. Quality Inn Winchester

12.8 km from James Charles Winery & Vineyard

Joseph

₹7,939

₹8,836 total

includes taxes & fees

8 Nov - 9 Nov

A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

A modern hotel room with a bed, sofa, and a small table. There are two doors, one blue and one white, and a small table with chairs.

A modern indoor space with a long wooden table and benches, surrounded by chairs and a green carpet.

An indoor swimming pool with clear glass walls, a tiled floor, and a few lounge chairs.

4. Spark by Hilton Winchester

7.1 km from James Charles Winery & Vineyard

carrie

₹7,399

₹8,383 total

includes taxes & fees

18 Oct - 19 Oct

A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.

A fitness center with a water dispenser, seating area, and exercise machines.

A modern lounge area with seating arrangements, including sofas and chairs, and a large window providing a view outside.

An indoor swimming pool with clear lane markings, a lifeguard chair, and a safety ring on the wall.

5. TRU By Hilton Winchester

12.8 km from James Charles Winery & Vineyard

Kailyn

₹8,250

₹9,182 total

includes taxes & fees

1 Nov - 2 Nov

A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.

A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.

A gym with treadmills, elliptical machines, and dumbbells.

6. La Quinta Inn & Suites by Wyndham Winchester

7.8 km from James Charles Winery & Vineyard

lucy

₹10,447

₹11,628 total

includes taxes & fees

18 Oct - 19 Oct

A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

A hotel reception area with a wooden reception desk, two computers, a map of the USA on the wall, and a small plant on the desk.

A modern Microtel hotel by Wyndham with a blue and gray exterior, multiple windows, and a parking lot.

A hotel room with two beds, a desk, a chair, a desk lamp, a window with curtains, a bathroom with a mirror and sink.

7. Microtel Inn & Suites by Wyndham Winchester

12.7 km from James Charles Winery & Vineyard

Katheryne

₹8,358

₹9,302 total

includes taxes & fees

8 Nov - 9 Nov

A Hampton Inn hotel with a modern facade, a covered entrance, and a parking lot.

A hotel with a swimming pool, outdoor seating, and a clear sky.

A Hampton Inn hotel with a modern facade, multiple windows, and a welcoming entrance.

A modern dining area with multiple tables and chairs, a seating area with a bench, and a kitchen in the background.

8. Hampton Inn Winchester N/Conference Center, VA

10.2 km from James Charles Winery & Vineyard

Michael

₹10,233

₹11,594 total

includes taxes & fees

18 Oct - 19 Oct

A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

A coffee station with multiple coffee dispensers and a sign above.

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

A modern restaurant interior with wooden tables and chairs, a green booth area, and artwork on the walls.

9. Fairfield Inn & Suites by Marriott Winchester

7.1 km from James Charles Winery & Vineyard

Thomas

₹8,963

₹9,975 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio with a fire feature, seating, and a covered area.

A modern hotel lobby with a large dining area, wooden accents, and contemporary lighting fixtures.

A modern hotel with a covered entrance, a sign reading "SPRINGHILL SUITES BY MARRIOTT," and a landscaped area with plants.

An indoor swimming pool with clear water, metal railings, and lounge chairs.

10. SpringHill Suites by Marriott Winchester

13.8 km from James Charles Winery & Vineyard

Michael

₹10,981

₹12,222 total

includes taxes & fees

8 Nov - 9 Nov

An outdoor patio with a grill, seating, and string lights.

A modern breakfast bar with a variety of food items, a coffee machine, and a fruit display.

A snack kiosk with refrigerated drink dispensers and shelves stocked with snacks.

11. Home2 Suites By Hilton Winchester

6 km from James Charles Winery & Vineyard

Mandy

₹8,551

₹9,689 total

includes taxes & fees

1 Nov - 2 Nov

A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.

A modern hotel lobby with a curved sofa, a glass coffee table, and a flat-screen TV mounted on the wall.

A bar area with a display case of baked goods, a fruit basket, and a television screen displaying news.

A hotel room with two beds, a desk, a chair, a desk lamp, and a large window with curtains.

12. Courtyard by Marriott Winchester

7.8 km from James Charles Winery & Vineyard

John

₹9,785

₹10,890 total

includes taxes & fees

18 Oct - 19 Oct

A modern living room with a sofa, armchair, dining table, and chairs. There is a TV mounted on the wall and a small table with a lamp.

A hotel room with a sofa, a desk, a TV, a dresser, and a bed.

A spacious indoor area with a long table and chairs, a statue, and a large window.

A hotel room with two beds, a wooden headboard, a nightstand with lamps, and a view of the outdoors through the window.

13. Travelodge by Wyndham Winchester

7.4 km from James Charles Winery & Vineyard

john

₹6,868

₹7,575 total

includes taxes & fees

25 Oct - 26 Oct

A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.

A hotel room with a bed, a desk with a computer, a chair, and a TV.

A swimming pool with lounge chairs and a changing room.

A spacious lobby with a checkered floor, a reception desk, and a seating area with a sofa and chairs.

14. Holiday Inn Winchester Se-Historic Gateway by IHG

6.9 km from James Charles Winery & Vineyard

Jeffrey

₹9,190

₹10,518 total

includes taxes & fees

8 Nov - 9 Nov

A restaurant interior with a bar area, seating, and artwork on the walls.

An indoor swimming pool with a hot tub, lounge chairs, and a view of the outdoors.

A spacious lobby with a stone fireplace, blue upholstered sofas, and a chandelier.

A hotel lobby with a reception desk, a minibar, a seating area, and a clothing rack.

15. DoubleTree by Hilton Front Royal Blue Ridge Shadows

15.9 km from James Charles Winery & Vineyard

Brian

₹11,026

₹12,162 total

includes taxes & fees

1 Nov - 2 Nov

A courtyard with a fountain, tables with white tablecloths, and brick buildings.

A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."

A spacious lobby with a round table, chairs, a chandelier, and an American flag.

A bar area with a piano, seating, and a bar counter with bottles.

16. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester, 8.8 km from James Charles Winery & Vineyard

Carol

₹12,612

₹14,290 total

includes taxes & fees

28 Oct - 29 Oct

A hotel lobby with a reception desk, a check-in counter, a seating area with chairs, and a dining area in the background.

A hotel room with two beds, a nightstand with a lamp, a desk with a chair, a window with curtains, and a wall-mounted air conditioner.

A modern hotel lobby with a clear exit sign, a reception desk, and a seating area with red chairs.

A hotel lobby with a polished tile floor, a reception desk, and seating area with white chairs.

17. Ramada by Wyndham Strasburg/Shenandoah Valley

17.3 km from James Charles Winery & Vineyard

Susan

₹7,072

₹7,871 total

includes taxes & fees

25 Oct - 26 Oct

A gym with treadmills, exercise balls, and a mirrored wall.

A kitchenette with a coffee machine, toaster, and a display case with pastries.

A Hampton Inn hotel with a modern facade, a covered entrance, and a landscaped front yard.

A hotel room with a wooden floor, a round table, and two chairs. There is a lamp on a side table and a large window with curtains.

18. Hampton Inn Winchester-University/Mall Area

7.3 km from James Charles Winery & Vineyard

Henedina

₹9,374

₹10,620 total

includes taxes & fees

1 Nov - 2 Nov

A hotel lobby with a reception desk, seating area with a round table, and a bar.

A hotel reception desk with a computer, two chairs, and a large mirror.

A modern hotel dining area with a long table, multiple chairs, and a large window providing natural light.

A multi-story hotel with a prominent sign for Marriott.

19. Fairfield Inn & Suites Strasburg Shenandoah Valley

16.4 km from James Charles Winery & Vineyard

Patrick

₹9,785

₹10,890 total

includes taxes & fees

1 Nov - 2 Nov

A modern dining area with a large white table, blue chairs, and a flat-screen TV mounted on the wall.

An indoor swimming pool with a lifeguard chair, a pool lift, and a window.

A hotel reception area with a modern design, featuring a blue geometric wall pattern, a reception desk, and a snack shelf with various packaged goods.

A hotel room with a bed, a desk, a chair, a window with a view, and a TV on the wall.

20. Holiday Inn Express Hotel & Suites Winchester by IHG

10.2 km from James Charles Winery & Vineyard

Gregory.

₹11,318

₹12,597 total

includes taxes & fees

25 Oct - 26 Oct

View all properties

Compare popular hotels close to James Charles Winery & Vineyard

Property	Property class	Guest rating
Comfort Inn & Suites Winchester	9.4 Exceptional 1,133 reviews	View
Country Inn & Suites by Radisson, Winchester, VA	8.8 Excellent 1,002 reviews	View
Quality Inn Winchester	9.4 Exceptional 1,004 reviews	View
Spark by Hilton Winchester	9.2 Wonderful 1,004 reviews	View
TRU By Hilton Winchester	9.2 Wonderful 1,002 reviews	View

Top James Charles Winery & Vineyard Hotel Reviews

Quality Inn Winchester

10/10 Excellent

"The room was clean and updated. The only minor complaint is the shower didn't get as hot as I am used too. It was in a good neighborhood with lots of options for eating."

Courtyard by Marriott Winchester

8/10 Good

"Nice clean hotel."

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent

"Super place to stay. Grest deal."

Comfort Inn & Suites Winchester

10/10 Excellent

"It’s in a very nice shopping plaza next to a grocery store restaurant in movie theater, so it was perfect for me. It’s been relatively recently renovated, but besides that it was very very clean and the staff was excellent from front desk to the night audit and even the woman who did breakfast was really lovely and the door to breakfast prep was open so I could see how clean it was in there."

TRU By Hilton Winchester

10/10 Excellent

"Rim was clean, staff was professional and courteous"

Holiday Inn Winchester Se-Historic Gateway by IHG

8/10 Good

"nice big,clean 42x48 shower with glass doors. heater was quiet.mini fridge worked. easy turn down bed,versus the marriotts where you cant find the end of the sheet. there was a problem of computers in the restaurant,and no manager to correct. good stay"

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"This facility is excellent. The breakfast was excellent with many extras including honey packets. It has a very good selection 8 plus to add to yogurt, etc. I had a very nice cream cheese bagel with honey drizzled. They also had eggs and sausage. It also has a coffee/herbal tea station in the lobby. The pool was spotless. Perfectly clean. Perfect. The room was spacious. There were plenty of spaces to congregate both inside and outside. The seasonal fall decor was a very nice touch. It was very full and impressive. I very highly reccomend this facility. Superb."

Other attractions near James Charles Winery & Vineyard

Appleland Sports Center

9.0/10 (4 reviews)

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

Kernstown Battlefield

8.6/10 (30 reviews)

After visiting Kernstown Battlefield, make a plan to see the other sights and activities in Kernstown. While you're here, you can savour the top-notch restaurants.

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Valerie Hill Winery

9.6/10 (5 reviews)

You can enjoy a tasting or tour at Valerie Hill Winery during your travels to Stephens City. While you're here, you can savour the top-notch restaurants.

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Rock Harbor Golf Course

7.6/10 (49 reviews)

Enjoy a round of golf in Winchester at Rock Harbor Golf Course. While in this walkable area, you can savour the top-notch restaurants.

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Abrams Creek Wetlands Preserve

You can take time to visit Abrams Creek Wetlands Preserve during your travels to Winchester. Visit the shops and top-notch restaurants in this family-friendly area.

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Apple Blossom Mall

8.2/10 (315 reviews)

You can search for that perfect souvenir at Apple Blossom Mall during your stay in Winchester. While in this walkable area, you can savour the top-notch restaurants.

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Winchester-Frederick County Convention & Visitors Bureau

5.0/10 (2 reviews)

Learn about the events happening in Winchester-Frederick County Convention & Visitors Bureau during your trip to Winchester. While in this walkable area, you can savour the top-notch restaurants.

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Abram's Delight

You can study the exhibits at Abram's Delight, a museum with a story of its own, during your trip to Winchester. While in this walkable area, you can savour the top-notch restaurants.

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

Search Hotels Near James Charles Winery & Vineyard, Winchester

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Treat yourself

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Check prices for these dates

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Our top choices for James Charles Winery & Vineyard hotels

1. Comfort Inn & Suites Winchester

2. Country Inn & Suites by Radisson, Winchester, VA

3. Quality Inn Winchester

4. Spark by Hilton Winchester

5. TRU By Hilton Winchester

6. La Quinta Inn & Suites by Wyndham Winchester

7. Microtel Inn & Suites by Wyndham Winchester

8. Hampton Inn Winchester N/Conference Center, VA

9. Fairfield Inn & Suites by Marriott Winchester

10. SpringHill Suites by Marriott Winchester

11. Home2 Suites By Hilton Winchester

12. Courtyard by Marriott Winchester

13. Travelodge by Wyndham Winchester

14. Holiday Inn Winchester Se-Historic Gateway by IHG

15. DoubleTree by Hilton Front Royal Blue Ridge Shadows

16. The George Washington Hotel, A Wyndham Grand Hotel

17. Ramada by Wyndham Strasburg/Shenandoah Valley

18. Hampton Inn Winchester-University/Mall Area

19. Fairfield Inn & Suites Strasburg Shenandoah Valley

20. Holiday Inn Express Hotel & Suites Winchester by IHG

Compare popular hotels close to James Charles Winery & Vineyard

Top James Charles Winery & Vineyard Hotel Reviews

Quality Inn Winchester

Courtyard by Marriott Winchester

Microtel Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

TRU By Hilton Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

Country Inn & Suites by Radisson, Winchester, VA

Other attractions near James Charles Winery & Vineyard

Appleland Sports Center

Kernstown Battlefield

Valerie Hill Winery

Rock Harbor Golf Course

Abrams Creek Wetlands Preserve

Apple Blossom Mall

Winchester-Frederick County Convention & Visitors Bureau

Abram's Delight

Frequently asked questions