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Cheap Hotels in Winchester

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Cheap Hotels 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 Cheap Hotels consistently deliver on quality, location and traveler experience. Last updated on September 21, 2026.

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

1. Microtel Inn & Suites by Wyndham Winchester

Winchester

CNY589

CNY656 total

includes taxes & fees

Sep 23 - Sep 24

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

2. Travelodge by Wyndham Winchester

Winchester

CNY462

CNY510 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

CNY522

CNY592 total

includes taxes & fees

Sep 28 - Sep 29

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

4. Quality Inn Winchester

Winchester

CNY598

CNY666 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

CNY621

CNY692 total

includes taxes & fees

Oct 11 - Oct 12

6. TRU By Hilton Winchester

Winchester

CNY626

CNY697 total

includes taxes & fees

Sep 27 - Sep 28

Select Comfort beds, desk, laptop workspace, blackout drapes

7. Fairfield Inn & Suites by Marriott Winchester

Winchester

CNY620

CNY691 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

CNY434

CNY483 total

includes taxes & fees

Sep 22 - Sep 23

Breakfast, lunch, dinner and brunch served

9. Wayside Inn

Middletown

CNY830

CNY983 total

includes taxes & fees

Oct 22 - Oct 23

10. Home2 Suites By Hilton Winchester

Winchester

CNY626

CNY709 total

includes taxes & fees

Oct 5 - Oct 6

11. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

CNY873

CNY989 total

includes taxes & fees

Oct 1 - Oct 2

12. Motel 6 Winchester, VA

Winchester

CNY482

CNY546 total

includes taxes & fees

Sep 27 - Sep 28

13. La Quinta Inn & Suites by Wyndham Winchester

Winchester

CNY757

CNY843 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

CNY708

CNY803 total

includes taxes & fees

Sep 27 - Sep 28

Down comforters, Select Comfort beds, desk, laptop workspace

15. Courtyard by Marriott Winchester

Winchester

CNY717

CNY798 total

includes taxes & fees

Sep 28 - Sep 29

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

16. Red Roof Inn Winchester, VA

Winchester

CNY465

CNY518 total

includes taxes & fees

Sep 22 - Sep 23

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

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

17. Candlewood Suites Winchester by IHG

Winchester

CNY650

CNY723 total

includes taxes & fees

Sep 23 - Sep 24

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

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

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

Stephens City

CNY643

CNY715 total

includes taxes & fees

Oct 4 - Oct 5

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

19. Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

CNY501

CNY558 total

includes taxes & fees

Sep 28 - Sep 29

20. Sleep Inn & Suites Winchester near University

Winchester

CNY547

CNY609 total

includes taxes & fees

Sep 28 - Sep 29

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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

How much is a cheap hotel in Winchester?

There are a variety of hotels to choose from in Winchester so use the filters like "included" amenities or "budget property" to help with your search. To find the best hotel deals, remember to sort your results by "Price: low to high" to see the cheapest Winchester hotels.

Take a look at the lowest price per night from CNY433

Do any cheap hotels in Winchester offer free breakfast?

When you stay at a cheap hotel in Winchester, you shouldn't have to miss a good meal to start your day. Microtel Inn & Suites by Wyndham Winchester serves up a free continental breakfast. La Quinta Inn & Suites by Wyndham Winchester also offers a complimentary buffet breakfast. To find other Winchester hotels with free breakfast, use the "Breakfast included" filter.

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