Hotels in Winchester

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Check prices for these dates

Tonight
Mar 27 - Mar 28
Tomorrow
Mar 28 - Mar 29
This weekend
Mar 27 - Mar 29
Next weekend
Apr 3 - Apr 5

Where to stay in Winchester?

Exterior
Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very Good, (840 reviews)
The price is $91
$99 total
includes taxes & fees
Apr 4 - Apr 5
Holiday Inn Express Winchester South-Stephens City by IHG
Lobby
Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very Good, (1,001 reviews)
  • cleanliness
    A relaxing Shenandoah Valley retreat with onsite dining and fitness amenities.
The price is $81
$90 total
includes taxes & fees
Apr 12 - Apr 13
Ramada by Wyndham Strasburg/Shenandoah Valley
Reception
Home2 Suites By Hilton Winchester
Home2 Suites By Hilton Winchester
3.0 star property
Winchester
The price is $98
$111 total
includes taxes & fees
Apr 5 - Apr 6
Home2 Suites By Hilton Winchester
Lobby
Spark by Hilton Winchester
Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Enjoy a peaceful stay with easy highway access and friendly service at this property.
The price is $89
$100 total
includes taxes & fees
Apr 5 - Apr 6
Spark by Hilton Winchester
Winery
Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (934 reviews)
  • cleanliness
    Experience a serene getaway near Shenandoah National Park with peaceful rooms and easy access.
The price is $58
$64 total
includes taxes & fees
Mar 30 - Mar 31
Baymont by Wyndham Front Royal Near Shenandoah National Park
Lobby
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,000 reviews)
  • cleanliness
    Peaceful retreat near Shenandoah National Park with complimentary breakfast service.
The price is $61
$68 total
includes taxes & fees
Mar 29 - Mar 30
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Exterior
Comfort Inn & Suites Winchester
Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,091 reviews)
  • cleanliness
    Modern Winchester hotel with free breakfast, fitness center, and Wi-Fi access.
The price is $103
$112 total
includes taxes & fees
Apr 21 - Apr 22
Comfort Inn & Suites Winchester
Standard Double Room, 2 Double Beds, Non Smoking | Blackout drapes, iron/ironing board, free cribs/infant beds
Quality Inn Winchester
Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,000 reviews)
The price is $88
$96 total
includes taxes & fees
Apr 15 - Apr 16
Quality Inn Winchester
Indoor pool
Hampton Inn Front Royal
Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    A welcoming retreat near Shenandoah National Park with indoor pool and free perks.
The price is $102
$113 total
includes taxes & fees
Apr 12 - Apr 13
Hampton Inn Front Royal
Lobby
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,457 reviews)
  • cleanliness
    Cozy stay with modern comforts near local attractions and shopping centers.
The price is $86
$93 total
includes taxes & fees
Mar 30 - Mar 31
Microtel Inn & Suites by Wyndham Winchester
Interior entrance
Gateway Inn
Gateway Inn
2.0 star property
Front Royal
5.0 out of 10, (10 reviews)
  • cleanliness
    Convenient Front Royal lodging near Shenandoah National Park and river.
The price is $70
$78 total
includes taxes & fees
Mar 30 - Mar 31
Gateway Inn
Lobby
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,000 reviews)
The price is $91
$99 total
includes taxes & fees
Apr 19 - Apr 20
Country Inn & Suites by Radisson, Winchester, VA
Lobby
Motel 6 Front Royal, VA
Motel 6 Front Royal, VA
2.0 star property
Front Royal
6.8 out of 10, (508 reviews)
The price is $55
$61 total
includes taxes & fees
Mar 30 - Mar 31
Motel 6 Front Royal, VA
Lobby
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,073 reviews)
  • cleanliness
    Quiet motel with convenient highway access and comfortable beds near Apple Blossom Mall.
The price is $71
$77 total
includes taxes & fees
Mar 29 - Mar 30
Travelodge by Wyndham Winchester
Dining
Wayside Inn
Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (426 reviews)
The price is $80
$98 total
includes taxes & fees
Mar 29 - Mar 30
Wayside Inn
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Dive into a convenient stay by Winchester's historic sites with relaxing indoor pool.
The price is $88
$99 total
includes taxes & fees
Apr 5 - Apr 6
Holiday Inn Winchester Se-Historic Gateway by IHG
Free daily buffet breakfast
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,271 reviews)
  • cleanliness
    Comfortable beds await at this Winchester gem with a refreshing indoor pool.
The price is $107
$117 total
includes taxes & fees
Mar 29 - Mar 30
La Quinta Inn & Suites by Wyndham Winchester
Exterior
Blue Ridge Motel
Blue Ridge Motel
2.0 star property
Front Royal
7.0 out of 10, Good, (134 reviews)
  • cleanliness
    Experience the gateway to Shenandoah National Park at this convenient Front Royal motel.
The price is $65
$72 total
includes taxes & fees
Mar 29 - Mar 30
Blue Ridge Motel
Porch
Relax Inn Motel
Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very Good, (261 reviews)
  • cleanliness
    Unwind 10 minutes from Shenandoah National Park with complimentary parking.
The price is $67
$75 total
includes taxes & fees
Apr 1 - Apr 2
Relax Inn Motel
Breakfast area
Econo Lodge Inn & Suites Middletown - Winchester South
Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (303 reviews)
  • cleanliness
    Stay near historic sites at this convenient Middletown hotel with free parking.
The price is $62
$68 total
includes taxes & fees
Apr 5 - Apr 6
Econo Lodge Inn & Suites Middletown - Winchester South
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Check out pet-friendly hotels in Winchester

Lobby
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very Good, (1001)
The price is $81
$90 total
includes taxes & fees
Apr 12 - Apr 13
Ramada by Wyndham Strasburg/Shenandoah Valley
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You may also like hotels with pools in Winchester

Winery
Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (934)
The price is $58
$64 total
includes taxes & fees
Mar 30 - Mar 31
Baymont by Wyndham Front Royal Near Shenandoah National Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

When is the best time to visit Winchester?

Our prices for hotels in Winchester are cheapest in January
Price trends for hotels in Winchester
Pricing is based on two traveler single night rates
View properties in March
Currently viewing crowd sizes and weather for March.
Typical weather for Winchester
March
High 11°C / low 1°C. Partly sunny.
View properties in March
11°
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March, no crowd data, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
1°
17°
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April, no crowd data, average high temperature 17 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
6°
22°
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May, no crowd data, average high temperature 22 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
27°
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June, no crowd data, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
30°
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July, no crowd data, average high temperature 30 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
29°
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August, no crowd data, average high temperature 29 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
25°
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September, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
18°
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October, no crowd data, average high temperature 18 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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11°
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November, no crowd data, average high temperature 11 degrees Celsius, average low temperature 2 degrees Celsius. Sunny most days.
2°
7°
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December, no crowd data, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
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4°
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January, no crowd data, average high temperature 4 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
6°
ac_unit
February, no crowd data, average high temperature 6 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
Monthly weather averages (˚C)

Top neighborhoods in Winchester

The Courthouse in Winchester, Virginia.

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.

Photo by Fernando Begay
Open Photo by Fernando Begay

Winchester Historic District

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

Top landmarks in Winchester

Photo by Tina McClelland
Open Photo by Tina McClelland

Museum of the Shenandoah Valley

4.5/5 (47 reviews)
The MSV showcases the Valley's rich heritage through art galleries and the historic Glen Burnie House. Wander through meticulously designed gardens with outdoor sculptures while following scenic trails.
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Photo by Mominator Madness
Open Photo by Mominator Madness

Jim Barnett Park

4.0/5 (31 reviews)
Jim Barnett Park spans 170 acres with trails, sports fields, and a fishing lake for outdoor enthusiasts. Grab a picnic and use the shelters with grills for a relaxing day under mature trees.
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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.'

See all hotels in Winchester

Check out reviews of Winchester hotels guests love

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"Clean room, friendly staff, good location. Only cons were hallway carpet is rippled and no free breakfast"
Nikcolas Hurley 3-night trip
Posted 5 hours ago
Holiday Inn Winchester Se-Historic Gateway by IHG

Frequently asked questions

What hotels do travelers like in Winchester?
Comfort Inn & Suites Winchester, The George Washington Hotel, A Wyndham Grand Hotel and Quality Inn Winchester are all properties that our guests really like.
Can I book a refundable hotel in Winchester?
If you're looking for the flexibility to change your travel plans to Winchester, most hotels offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I stay in Winchester if I'm looking for a budget-friendly accommodation?
An inexpensive option worth considering is Hampton Inn Winchester-University/Mall Area.
Where can I stay in Winchester if I want a vacation home instead of a hotel?
If you're looking for a good alternative to a hotel, review our selection of 13 vacation homes. In addition, you can choose from 26 apartments.
What will the weather in Winchester be like during my visit?
July and August are typically the warmest months in Winchester when the average temp is 72°F. January and February are the coldest months when the average temperature is 36°F. May and September are the months with the most rain.
Why should I book my Winchester accommodation with Hotels.com?
There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.