A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

Hotels in Winchester

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Where to stay in Winchester?

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

1. Spark by Hilton Winchester

Winchester

$77

$87 total

includes taxes & fees

Sep 28 - Sep 29

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

2. Microtel Inn & Suites by Wyndham Winchester

Winchester

$90

$101 total

includes taxes & fees

Sep 20 - Sep 21

3. Comfort Inn & Suites Winchester

Winchester

$93

$103 total

includes taxes & fees

Oct 11 - Oct 12

4. TRU By Hilton Winchester

Winchester

$93

$104 total

includes taxes & fees

Sep 27 - Sep 28

5. Fairfield Inn & Suites by Marriott Winchester

Winchester

$93

$103 total

includes taxes & fees

Sep 27 - Sep 28

6. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

$130

$148 total

includes taxes & fees

Sep 27 - Sep 28

Standard Double Room, 2 Double Beds, Non Smoking | Blackout drapes, iron/ironing board, cribs (free)

7. Quality Inn Winchester

Winchester

$80

$89 total

includes taxes & fees

Sep 24 - Sep 25

Down comforters, Select Comfort beds, desk, laptop workspace

8. Courtyard by Marriott Winchester

Winchester

$107

$119 total

includes taxes & fees

Sep 24 - Sep 25

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

9. Hampton Inn Winchester N/Conference Center, VA

Winchester

$106

$120 total

includes taxes & fees

Sep 24 - Sep 25

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

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

10. Travelodge by Wyndham Winchester

Winchester

$69

$76 total

includes taxes & fees

Sep 20 - Sep 21

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

11. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

$105

$120 total

includes taxes & fees

Sep 27 - Sep 28

12. La Quinta Inn & Suites by Wyndham Winchester

Winchester

$104

$115 total

includes taxes & fees

Sep 20 - Sep 21

Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

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

Winchester

$100

$111 total

includes taxes & fees

Oct 11 - Oct 12

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

Studio Suite, 1 Bedroom | Private kitchen | Coffee/tea maker, fridge, microwave, stovetop

14. Candlewood Suites Winchester by IHG

Winchester

$84

$93 total

includes taxes & fees

Sep 20 - Sep 21

15. Home2 Suites By Hilton Winchester

Winchester

$100

$113 total

includes taxes & fees

Sep 28 - Sep 29

Pillowtop beds, desk, laptop workspace, blackout drapes

16. SpringHill Suites by Marriott Winchester

Winchester

$122

$136 total

includes taxes & fees

Sep 27 - Sep 28

Desk, laptop workspace, blackout drapes, iron/ironing board

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

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

Stephens City

$88

$98 total

includes taxes & fees

Sep 27 - Sep 28

Daily cooked-to-order breakfast for a fee

18. Hilton Garden Inn Winchester

Winchester

$116

$132 total

includes taxes & fees

Sep 28 - Sep 29

19. Hampton Inn Winchester-University/Mall Area

Winchester

$106

$120 total

includes taxes & fees

Sep 29 - Sep 30

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

20. TownePlace Suites by Marriott Winchester

Winchester

$113

$126 total

includes taxes & fees

Sep 24 - Sep 25

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Get last-minute hotel deals in Winchester and save more

Tonight

Microtel Inn & Suites by Wyndham Winchester

Winchester

$111

per night

$124 total

includes taxes & fees

Travelodge by Wyndham Winchester

Winchester

$76

per night

$84 total

includes taxes & fees

Holiday Inn Express Winchester South-Stephens City by IHG

Stephens City

$11 off

$99

per night

$110 total

includes taxes & fees

Comfort Inn & Suites Winchester

Winchester

$144

per night

$160 total

includes taxes & fees

Quality Inn Winchester

Winchester

$119

per night

$132 total

includes taxes & fees

Courtyard by Marriott Winchester

Winchester

$129

per night

$144 total

includes taxes & fees

La Quinta Inn & Suites by Wyndham Winchester

Winchester

$139

per night

$155 total

includes taxes & fees

Spark by Hilton Winchester

Winchester

$129

per night

$146 total

includes taxes & fees

Hampton Inn Winchester N/Conference Center, VA

Winchester

$139

per night

$157 total

includes taxes & fees

Candlewood Suites Winchester by IHG

Winchester

$116

per night

$129 total

includes taxes & fees

Room, 2 Double Beds, Smoking | Iron/ironing board (on request), cribs (free), rollaway beds (surcharge)

Days Inn by Wyndham Winchester

Winchester

$9 off

$77

per night

$85 total

includes taxes & fees

TownePlace Suites by Marriott Winchester

Winchester

$129

per night

$144 total

includes taxes & fees

In-room safe, desk, laptop workspace, blackout drapes

Holiday Inn Express Hotel & Suites Winchester by IHG

Winchester

$131

per night

$146 total

includes taxes & fees

Motel 6 Winchester, VA

Winchester

$82

per night

$93 total

includes taxes & fees

TRU By Hilton Winchester

Winchester

$149

per night

$166 total

includes taxes & fees

Go beyond your typical stay in Winchester

Our prices for hotels in Winchester are cheapest in January

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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Winchester and related destinations

Wander through America's oldest pedestrian mall, where historic buildings house quirky shops and restaurants that locals fiercely defend as the valley's best. The Museum of the Shenandoah Valley tells stories through art and gardens that change dramatically with the seasons. Civil War buffs can explore Stonewall Jackson's Headquarters, where the general's personal items remain eerily untouched. Patsy Cline's modest historic house offers an intimate glimpse into the country legend's early life before Nashville fame. After dark, Bright Box Theater fills with laughter and live music in a space that feels both sophisticated and warmly familiar. Kids can touch everything at the hands-on Shenandoah Valley Discovery Museum, a welcome relief for parents tired of saying 'don't touch that.'

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