Winchester Holidays
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Winchester Holiday
Our pick of the best Winchester Hotel Deals
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
The price is NZ$150 per night from 4 Jan to 5 Jan
NZ$150
4 Jan - 5 Jan
includes taxes & fees
9/10 Wonderful! (1,415 reviews)
The poor: (1) lights were difficult to figure out as multiple switches had to be used; (2) breakfast of a cold, rubbery fried egg was very subpar; The good: (1) very clean! (2) great coffee for breakfast, (3) bed was very comfortable esp. pillows.
Reviewed on 31 Dec 2025
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
The price is NZ$128 per night from 1 Feb to 2 Feb
NZ$128
1 Feb - 2 Feb
includes taxes & fees
8.4/10 Very Good! (1,080 reviews)
All of the above mentioned and a great, nutritious and varied breakfast. Also, both regular and decaf coffee were available in the breakfast area whenever I wanted it. Lastly, plentiful parking.
Reviewed on 27 Dec 2025
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
The price is NZ$187 per night from 4 Jan to 5 Jan
NZ$187
4 Jan - 5 Jan
includes taxes & fees
9.2/10 Wonderful! (2,241 reviews)
Everything was very neat and clean.
Reviewed on 2 Jan 2026
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.
What to do in Winchester
Shenandoah Tour: Self-Guided Drive
NZ$26
per traveller
96% of travellers recommend
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- Hotels near Wayside Theater
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- Hotels near Front Royal Entrance Shenandoah National Park
- Middletown Hotels
- Hotels near Naked Mountain Winery & Vineyards
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- Paris Hotels
- Hotels near Winchester Regional
- Bluemont Hotels
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- Round Hill Hotels
- Hotels near Philip Carter Winery
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- Front Royal Hotels
- Old Town Winchester Hotels
- Strasburg Hotels
- Upperville Hotels
- Linden Hotels
- Winchester Hotels
- Star Tannery Hotels
- Stephens City Hotels
- Hillsboro Hotels
- Huntly Hotels
- Purcellville Hotels
- Flights to Front Royal
- Flights from Blue Ridge
- Flights from Strasburg
- Flights from Winchester
- Flights from Star Tannery
- Flights from Front Royal
- Flights from Cornwall (YCC) to Winchester (WGO)
- Flights from Indianapolis (IND) to Winchester (WGO)
- Flights from Rochester (ROC) to Winchester (WGO)
- Flights from St. Petersburg (PIE) to Winchester (WGO)
- Naked Mountain Winery & Vineyards
- Red Rock Wilderness Overlook Regional Park
- Yogi Bear's Jellystone Park
- Woodstock Tower Observation Site
- Sterling Holidays
- Ashburn Park
- Copper Fox Distillery
- Leesburg Holidays
- Ashburn Holidays
- Nalls Farm Market
- Delaplane Cellars
- Belle Grove Plantation
- Secret Passage Ranch
- Car and Carriage Caravan Museum
- Cobbler Mountain Cellars
- Pearmund Cellars Winery
- Waterford Holidays
- Dulles South Multipurpose Center Skatepark
- The Garden Maze at Luray Caverns
- Cookology Recreational Culinary School
- Philip Carter Winery
- Wayside Theater
- Natural Art Garden Center
- Mary's Rock Summit Trailhead
- Warren Rifles Confederate Museum
- Bogati Bodega & Winery
- Jiffy Lube Live
- Raflo Park
- Belle Boyd Cottage
- Bull Run Country Club
- Visit Stephens City
- Visit Gore
- Visit Cross Junction
- Visit Millwood
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
