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Hotels with Parking in Winchester

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Hotels with Parking in Winchester

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Winchester on Hotels.com. These Winchester Hotels with Parking consistently deliver on quality, location and traveler experience. Last updated on September 18, 2026.

Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, iron/ironing board, cribs (free)

1. Microtel Inn & Suites by Wyndham Winchester

Winchester

CNY606

CNY675 total

includes taxes & fees

Sep 20 - Sep 21

Room, 2 Queen Beds, Non Smoking | Desk, WiFi (free), bed sheets

2. Comfort Inn & Suites Winchester

Winchester

CNY623

CNY693 total

includes taxes & fees

Oct 11 - Oct 12

Suite, 1 Bedroom | Living area | 48-inch flat-screen TV with cable channels, TV

3. Spark by Hilton Winchester

Winchester

CNY517

CNY586 total

includes taxes & fees

Sep 28 - Sep 29

4. TRU By Hilton Winchester

Winchester

CNY627

CNY698 total

includes taxes & fees

Sep 27 - Sep 28

5. Quality Inn Winchester

Winchester

CNY599

CNY667 total

includes taxes & fees

Sep 22 - Sep 23

Down comforters, Select Comfort beds, desk, laptop workspace

6. Courtyard by Marriott Winchester

Winchester

CNY718

CNY799 total

includes taxes & fees

Sep 24 - Sep 25

Select Comfort beds, desk, laptop workspace, blackout drapes

7. Fairfield Inn & Suites by Marriott Winchester

Winchester

CNY622

CNY692 total

includes taxes & fees

Sep 27 - Sep 28

Studio, 1 King Bed, Non Smoking, Refrigerator & Microwave (Wet bar) | Premium bedding, pillowtop beds, in-room safe, desk

8. Hampton Inn Winchester N/Conference Center, VA

Winchester

CNY709

CNY804 total

includes taxes & fees

Oct 19 - Oct 20

9. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

CNY874

CNY990 total

includes taxes & fees

Sep 27 - Sep 28

Studio Suite, 1 Bedroom | In-room safe, desk, laptop workspace, blackout drapes

10. Candlewood Suites Winchester by IHG

Winchester

CNY564

CNY627 total

includes taxes & fees

Sep 20 - Sep 21

Suite, 1 King Bed, Smoking | Living area | LED TV

Suite, 1 King Bed, Smoking | In-room safe, desk, iron/ironing board, cribs (free)

11. Travelodge by Wyndham Winchester

Winchester

CNY463

CNY511 total

includes taxes & fees

Sep 21 - Sep 22

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

Winchester

CNY671

CNY747 total

includes taxes & fees

Oct 11 - Oct 12

Pillowtop beds, desk, laptop workspace, blackout drapes

13. SpringHill Suites by Marriott Winchester

Winchester

CNY820

CNY913 total

includes taxes & fees

Sep 27 - Sep 28

14. La Quinta Inn & Suites by Wyndham Winchester

Winchester

CNY694

CNY773 total

includes taxes & fees

Sep 20 - Sep 21

15. Home2 Suites By Hilton Winchester

Winchester

CNY655

CNY742 total

includes taxes & fees

Sep 29 - Sep 30

Suite, 1 King Bed (Additional Living Area) | In-room safe, desk, laptop workspace, blackout drapes

16. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

CNY704

CNY804 total

includes taxes & fees

Sep 27 - Sep 28

Daily cooked-to-order breakfast for a fee

17. Hilton Garden Inn Winchester

Winchester

CNY781

CNY885 total

includes taxes & fees

Sep 28 - Sep 29

18. Hampton Inn Winchester-University/Mall Area

Winchester

CNY710

CNY805 total

includes taxes & fees

Sep 29 - Sep 30

Seasonal outdoor pool, open 9 AM to 10 PM, sun loungers

19. Holiday Inn Express Winchester South-Stephens City by IHG

Stephens City

CNY590

CNY657 total

includes taxes & fees

Sep 27 - Sep 28

In-room safe, desk, iron/ironing board, bed sheets

20. TownePlace Suites by Marriott Winchester

Winchester

CNY758

CNY844 total

includes taxes & fees

Sep 24 - Sep 25

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Top neighborhoods in Winchester

A white neoclassical building with columns, an American flag, and a clock tower.

A red brick church with a blue door and a clock tower.

A brick building with a cafe on the ground floor and a church steeple in the background.

A brick-paved street lined with shops and cafes, under a cloudy sky.

A church with a tall steeple and a clock, illuminated by street lamps.

Old Town Winchester

Winchester's Old Town Winchester neighborhood is known for its restaurants and bars, and entices visitors with attractions including Bright Box Theater and Shenandoah Valley Discovery Museum.

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A stone building with a sign reading "W. 8th Street."

A building with a sign that reads "Snow White Grill" and "Winchester's Original Burger Joint."

Winchester Historic District

Winchester's Winchester Historic District neighborhood is home to attractions such as Bright Box Theater and Shenandoah Valley Discovery Museum.

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Top landmarks in Winchester

A brick pathway leading to a central lawn area, surrounded by trimmed hedges and trees.

Museum of the Shenandoah Valley

8.8/10 (129 reviews)

Museum of the Shenandoah Valley is 0.8 mi (1.3 km) from central Winchester, why not stop by during your stay. If you want to experience more of the culture Winchester has to offer, head to Shenandoah Valley Discovery Museum, Bright Box Theater, and ValleyHealth Winchester Medical Center.

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A tall tree with a textured trunk and dense green foliage.

Jim Barnett Park

8.6/10 (88 reviews)

Jim Barnett Park is 0.9 mi (1.5 km) from central Winchester, why not stop by during your stay. Our travelers also like this walkable area for its restaurants. Want to stretch your legs some more? Head to Star Fort Civil War Battlefield, located nearby.

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Shenandoah University

8.8/10 (276 reviews)

If you'd like to get a taste of Winchester student life, check out Shenandoah University, located 1.2 mi (2 km) from central Winchester.

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Apple Blossom Mall

8.2/10 (315 reviews)

If you like shopping, take time out to go to Apple Blossom Mall when in Winchester.

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Patsy Cline Historic House

8.4/10 (104 reviews)

You might want to get your camera out and head to Patsy Cline Historic House— just one of the landmarks located 0.4 mi (0.7 km) from central Winchester.

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Shenandoah Valley Discovery Museum

8.6/10 (78 reviews)

Old Town Winchester is home to Shenandoah Valley Discovery Museum, so why not stop by during your stay in Winchester.

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Rock Harbor Golf Course

7.6/10 (49 reviews)

You might want to play some rounds at Rock Harbor Golf Course, located 2.2 mi (3.5 km) from central Winchester.

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Bright Box Theater

7.8/10 (18 reviews)

If you want to see a show while you're in town, try and grab some tickets at Bright Box Theater in Old Town Winchester. If you enjoy the show and want to see another, Winchester Little Theater is just a short walk away.

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About the destination

Visitors to Winchester like this family-friendly city's historical sites, restaurants, and skyscrapers. Learn about the local heritage of Winchester at landmarks like Patsy Cline Historic House and Stonewall Jackson's Headquarters. There's plenty more to see, including sights like Bright Box Theater and Shenandoah Valley Discovery Museum.

Find out more about Winchester

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