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Hotels in Winchester

Hotels in Winchester, VA

Find deals on 27 hotels in Winchester, VA

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Top hotels in Winchester

Find the perfect hotel for your stay in Winchester
Price
C$ 70
C$ 188
Review Score
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Hotel class
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Hostels and cheap hotels in Winchester

These hotels and hostels usually make for a cheap way to stay in Winchester
Super 8 by Wyndham Winchester VA Photo

Super 8 by Wyndham Winchester VA

1077 Millwood Pike, Winchester, VA, United States

4.6
C$ 71
View Deal
66721
Days Inn by Wyndham Winchester Photo

Days Inn by Wyndham Winchester

1593 Martinsburg Pike, Winchester, VA, United States

6.0
C$ 83
View Deal
5989303
APM Inn & Suites Photo

APM Inn & Suites

1347 Berryville Avenue, Winchester, VA, United States

6.1
C$ 72
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4258390
Red Roof Inn Winchester, Va Photo

Red Roof Inn Winchester, Va

991 Millwood Pike, Winchester, VA, United States

6.1
C$ 94
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192
Motel 6 Winchester, VA Photo

Motel 6 Winchester, VA

2951 Valley Avenue, Winchester, VA, United States

7.1
C$ 83
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447392
Ans Inn & Suites Photo

Ans Inn & Suites

2649 Valley Avenue, Winchester, VA, United States

5.8
C$ 96
View Deal
2319732

Get the best value hotel in Winchester

These Winchester hotels have the best prices for their ratings
Country Inn & Suites by Radisson, Winchester, VA Photo

Country Inn & Suites by Radisson, Winchester, VA

141 Kernstown Commons Boulevard, Winchester, VA, United States

8.4
C$ 116
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175908
Quality Inn Winchester Photo

Quality Inn Winchester

1601 Martinsburg Pike, Winchester, VA, United States

8.9
C$ 105
View Deal
19595
Spark by Hilton Winchester Photo

Spark by Hilton Winchester

150 Wingate Drive, Winchester, VA, United States

8.9
C$ 121
View Deal
19598
Tru by Hilton Winchester Photo

Tru by Hilton Winchester

118 Mercedes Court, Winchester, VA, United States

8.9
C$ 140
View Deal
5630573
Holiday Inn Winchester Se-Historic Gateway By IHG Photo

Holiday Inn Winchester Se-Historic Gateway By IHG

333 Front Royal Pike, Winchester, VA, United States

8.9
C$ 140
View Deal
189961
The George Washington - A Wyndham Grand Hotel Photo

The George Washington - A Wyndham Grand Hotel

103 East Piccadilly Street, Winchester, VA, United States

9.1
C$ 187
View Deal
135951

momondo's favorite hotels in Winchester

Learn more about these user-preferred hotels in Winchester
Days Inn by Wyndham Winchester Photo

Days Inn by Wyndham Winchester

1593 Martinsburg Pike, Winchester, VA, United States

6.0
C$ 83
Hampton Inn Winchester-University/Mall Area Photo

Hampton Inn Winchester-University/Mall Area

640 East Jubal Early Drive, Winchester, VA, United States

8.8
C$ 168
SpringHill Suites by Marriott Winchester Photo

SpringHill Suites by Marriott Winchester

280 Market Street, Winchester, VA, United States

9.2
C$ 172
Hilton Garden Inn Winchester Photo

Hilton Garden Inn Winchester

120 Wingate Drive, Winchester, VA, United States

8.6
C$ 180
Holiday Inn Express & Suites Winchester By IHG Photo

Holiday Inn Express & Suites Winchester By IHG

142 Foxridge Lane, Winchester, VA, United States

9.0
C$ 166
Home2 Suites by Hilton Winchester Photo

Home2 Suites by Hilton Winchester

240 Crossover Boulevard, Winchester, VA, United States

8.8
C$ 150
Ans Inn & Suites Photo

Ans Inn & Suites

2649 Valley Avenue, Winchester, VA, United States

5.8
C$ 96
Charming 1-bedroom apartment with AC, WiFi in pleasant Winchester pet-friendly Photo

Charming 1-bedroom apartment with AC, WiFi in pleasant Winchester pet-friendly

Winchester, VA, United States

2.0
C$ 165
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything! Photo

Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!

Winchester, VA, United States

C$ 285
Blue Mountain Cabin, secluded, perfect for couples, near main road Photo

Blue Mountain Cabin, secluded, perfect for couples, near main road

Winchester, VA, United States

10.0
C$ 316
The Overlook Photo

The Overlook

Winchester, VA, United States

7.5
C$ 245
Dog Friendly Mountain Retreat with Stunning Views Photo

Dog Friendly Mountain Retreat with Stunning Views

Winchester, VA, United States

10.0
C$ 370
Nostalgia Lane in the heart of the city Photo

Nostalgia Lane in the heart of the city

Winchester, VA, United States

9.2
C$ 367
Cameron Charmer pristine downtown apt with double master suites Photo

Cameron Charmer pristine downtown apt with double master suites

Winchester, VA, United States

9.3
C$ 384
Buena Vista Photo

Buena Vista

Winchester, VA, United States

10.0
C$ 152
Scarborough Fair walk to downtown two story apt Photo

Scarborough Fair walk to downtown two story apt

Winchester, VA, United States

9.7
C$ 442
Stunning Mountain Top 1 Bedroom Apartment - Walk-out Basement Photo

Stunning Mountain Top 1 Bedroom Apartment - Walk-out Basement

Winchester, VA, United States

9.3
C$ 236

King Bed Farmhouse Valley Views

Winchester, VA, United States

9.2
C$ 273

Sean's Bar - Private Apartment

Winchester, VA, United States

C$ 140

Useful insights on Winchester hotels

Get a quick overview on price and accommodation trends for your visit in Winchester

Lowest Hotel Price

C$ 71

Hotels Near Airport

604
The cheapest price for a room in Winchester found in the last 7 days is C$ 71/night. This rate is available with Super 8 by Wyndham Winchester VA, a 2-star hotel.
There are 604 hotels in Winchester close to Washington, D.C. Dulles Intl. Sleepbox Lounge Iad, Dulles International Airport is the nearest with a distance of 0.8 km from this airport.

When to book a hotel in Winchester

Check out the information below to find the best deal on a hotel room in Winchester

Information about staying in Winchester

Read these important travel tips before booking a hotel in Winchester

How much does a hotel cost in Winchester, VA?

A hotel room in Winchester, VA will generally set you back around C$ 160 per night. This figure is an average and prices will vary according to the facilities, location and room availability at your desired hotel.

When is the best time to book a hotel in Winchester, VA?

Hotels in Winchester, VA are usually cheapest during the month of November. You can expect a price decrease of around 24% during this period.

Which day is cheapest to stay in Winchester, VA?

At the moment the cheapest day to stay in a hotel in Winchester, VA is Tuesday, with Saturday being the most expensive.

Based on the weather in Winchester, what attractions are popular during September?

With good temperatures around 19 °C and just a moderate chance of expected rainfall, those staying at a hotel in Winchester should consider visiting popular establishments near Winchester.

Does Winchester, VA have vacation rentals?

Yes, Winchester, VA does have vacation rentals. Of the 15 vacation rentals in Winchester, VA, Charming 1-bedroom apartment with AC, WiFi in pleasant Winchester pet-friendly is the most popular among our users. Find vacation rentals in Winchester, VA.

How many operators does momondo search for hotels in Winchester?

As of September 2026, there are 63 operators available to choose from for hotels in Winchester.

When did momondo last update prices for hotels in Winchester?

Prices for hotels in Winchester are updated daily.

Why use momondo?

Why should I book accommodation in Winchester through momondo?

By quickly finding and returning Winchester hotels and accommodation options, momondo can save you time and money. We search for hotels and accommodation deals from numerous independent and larger businesses. All you have to do is choose where you want to stay.

How does momondo help me find a great place to stay in Winchester?

You can filter by price, location, amenities, review score and so much more on momondo. That is how we can help you find a great place to stay in Winchester.

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