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Top trending hotels in Old Town Winchester

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$230 per night from 19 Jan to 20 Jan
AU$230
includes taxes & fees
19 Jan - 20 Jan
The George Washington Hotel, A Wyndham Grand Hotel is centrally located in Winchester, a 4-minute walk from Handley Regional Library and 9 minutes by foot from ...
The George Washington Hotel, A Wyndham Grand Hotel
Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA

2 out of 5
991 Millwood Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$107 per night from 23 Jan to 24 Jan
AU$107
includes taxes & fees
23 Jan - 24 Jan
Red Roof Inn Winchester, VA is centrally located in Winchester, a 3-minute walk from Shenandoah University and 15 minutes by foot from Apple Blossom Mall.
Red Roof Inn Winchester, VA
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$107 per night from 26 Jan to 27 Jan
AU$107
includes taxes & fees
26 Jan - 27 Jan
With a stay at Travelodge by Wyndham Winchester in Winchester, you'll be within a 10-minute walk of Valley Health and Shenandoah University.
Travelodge by Wyndham Winchester
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La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 12 Jan to 13 Jan
AU$177
includes taxes & fees
12 Jan - 13 Jan
With a stay at La Quinta Inn & Suites by Wyndham Winchester in Winchester, you'll be in the business district, just a 3-minute walk from Shenandoah University ...
La Quinta Inn & Suites by Wyndham Winchester
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

2.5 out of 5
250 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$162 per night from 12 Jan to 13 Jan
AU$162
includes taxes & fees
12 Jan - 13 Jan
With a stay at Fairfield Inn & Suites by Marriott Winchester in Winchester, you'll be in the historical district, just a 4-minute walk from Valley Health and ...
Fairfield Inn & Suites by Marriott Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$132 per night from 29 Jan to 30 Jan
AU$132
includes taxes & fees
29 Jan - 30 Jan
Located in Winchester, Microtel Inn & Suites by Wyndham Winchester is within a 10-minute drive of Jim Barnett Park and Winchester Medical Center.
Microtel Inn & Suites by Wyndham Winchester
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3 out of 5
141 Kernstown Commons Blvd, Winchester, VA
Fully refundable
The price is AU$153 per night from 2 Feb to 3 Feb
AU$153
includes taxes & fees
2 Feb - 3 Feb
Located in Winchester, Country Inn & Suites by Radisson, Winchester, VA is a 5-minute drive from The Kernstown Battlefield and 6 minutes from Shenandoah ...
Country Inn & Suites by Radisson, Winchester, VA
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 2 Feb to 3 Feb
AU$164
includes taxes & fees
2 Feb - 3 Feb
When you stay at Comfort Inn & Suites in Winchester, you'll be in a shopping district, within a 5-minute drive of Appleland Sports Center and The Kernstown ...
Comfort Inn & Suites
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
Fully refundableReserve now, pay when you stay
The price is AU$120 per night from 16 Jan to 17 Jan
AU$120
includes taxes & fees
16 Jan - 17 Jan
With a stay at Ramada by Wyndham Strasburg/Shenandoah Valley in Strasburg, you'll be in the mountains, a 3-minute walk from Hupp's Hill Civil War Park and a ...
Ramada by Wyndham Strasburg/Shenandoah Valley
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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.

Old Town Winchester Hotels

Haven’t you been dying to check out that swanky new coffee shop? What about the recently opened bar serving drinks in mason jars? And let’s not forget about the barber shops willing to give you a shaved-on-the-sides, long-on-top cut whenever you want. Don’t worry; we’ll help you find the best deals at hotels in Old Town Winchester.

This hip new ’hood will charm the-you-know-what off you. Old Town Winchester hotels are comfortable and affordable, and many offer amenities like room service for those late-night meals, as well as a pool to swim in. Some of these hotels will also have you near great shopping such as souvenir shops, clothing boutiques and everything in between. Don’t feel like leaving the hotel for dinner and drinks? Hang out in the lobby bar and meet some of your fellow travellers—you never what kinds of stories they have in their memory log.

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Old Town Winchester hotels essential information

Accommodation
342 hotels
Lowest Price
AU$107
Highest Price
AU$230
Popular hotels
The George Washington Hotel, A Wyndham Grand Hotel, La Quinta Inn & Suites by Wyndham Winchester, Microtel Inn & Suites by Wyndham Winchester, Red Roof Inn Winchester, VA, Country Inn & Suites by Radisson, Winchester, VA, Comfort Inn & Suites, Ramada by Wyndham Strasburg/Shenandoah Valley, Fairfield Inn & Suites by Marriott Winchester, Travelodge by Wyndham Winchester

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