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Cheap Hotels in Winchester

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Cheap Hotels in Winchester

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

1. Microtel Inn & Suites by Wyndham Winchester

Winchester

$88

$98 total

includes taxes & fees

Sep 23 - Sep 24

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

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

2. Travelodge by Wyndham Winchester

Winchester

$69

$76 total

includes taxes & fees

Sep 22 - Sep 23

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

3. Spark by Hilton Winchester

Winchester

$77

$87 total

includes taxes & fees

Sep 27 - Sep 28

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

4. Quality Inn Winchester

Winchester

$89

$99 total

includes taxes & fees

Sep 23 - Sep 24

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

5. Comfort Inn & Suites Winchester

Winchester

$93

$103 total

includes taxes & fees

Oct 11 - Oct 12

6. TRU By Hilton Winchester

Winchester

$93

$104 total

includes taxes & fees

Sep 27 - Sep 28

Select Comfort beds, desk, laptop workspace, blackout drapes

7. Fairfield Inn & Suites by Marriott Winchester

Winchester

$93

$103 total

includes taxes & fees

Sep 27 - Sep 28

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

8. Days Inn by Wyndham Winchester

Winchester

$65

$72 total

includes taxes & fees

Sep 22 - Sep 23

Breakfast, lunch, dinner and brunch served

9. Wayside Inn

Middletown

$85

$104 total

includes taxes & fees

Oct 15 - Oct 16

10. Home2 Suites By Hilton Winchester

Winchester

$93

$106 total

includes taxes & fees

Oct 19 - Oct 20

11. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

$130

$148 total

includes taxes & fees

Sep 27 - Sep 28

12. Motel 6 Winchester, VA

Winchester

$72

$82 total

includes taxes & fees

Sep 27 - Sep 28

13. La Quinta Inn & Suites by Wyndham Winchester

Winchester

$113

$126 total

includes taxes & fees

Sep 23 - Sep 24

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

14. Hampton Inn Winchester N/Conference Center, VA

Winchester

$106

$120 total

includes taxes & fees

Sep 27 - Sep 28

Down comforters, Select Comfort beds, desk, laptop workspace

15. Courtyard by Marriott Winchester

Winchester

$107

$119 total

includes taxes & fees

Sep 27 - Sep 28

Desk, blackout drapes, cribs (free), WiFi (free)

16. Red Roof Inn Winchester, VA

Winchester

$69

$77 total

includes taxes & fees

Sep 22 - Sep 23

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

17. Candlewood Suites Winchester by IHG

Winchester

$97

$108 total

includes taxes & fees

Sep 23 - Sep 24

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

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

Stephens City

$88

$98 total

includes taxes & fees

Sep 27 - Sep 28

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

19. Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

$75

$83 total

includes taxes & fees

Sep 28 - Sep 29

20. Sleep Inn & Suites Winchester near University

Winchester

$77

$85 total

includes taxes & fees

Oct 12 - Oct 13

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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 building with a green roof and ornate architectural details.

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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Frequently Asked Questions

What are the best cheap hotels in Winchester?

For a cheap hotel in Winchester with glowing reviews, consider Microtel Inn & Suites by Wyndham Winchester, which features free breakfast, free WiFi and free parking. You can also look at La Quinta Inn & Suites by Wyndham Winchester or Travelodge by Wyndham Winchester.

Are there any cheap motels in Winchester?

If you're eager to find a budget-friendly place to stay in Winchester, consider booking a motel. Take a look at Travelodge by Wyndham Winchester where you'll find free WiFi and free parking. Or think about Motel 6 Winchester, VA or Super 8 by Wyndham Winchester VA for a comfortable base without a big price tag.

What are the best cheap things to do in Winchester?

Sightseeing doesn't have to be expensive. You if want to get outdoors, try a visit to Sleepy Creek Wildlife Management Area or make a stop at attractions like Patsy Cline Historic House. Be certain to include a visit to Jim Barnett Park.