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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 1 Jan to 2 Jan
AU$230
includes taxes & fees
1 Jan - 2 Jan 2025
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$103 per night from 5 Jan to 6 Jan
AU$103
includes taxes & fees
5 Jan - 6 Jan 2025
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
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$185 per night from 29 Dec to 30 Dec
AU$185
includes taxes & fees
29 Dec - 30 Dec
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
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Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
140 Costello Dr, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$122 per night from 12 Jan to 13 Jan
AU$122
includes taxes & fees
12 Jan - 13 Jan 2025
A stay at Sleep Inn & Suites places you in the heart of Winchester, steps from Valley Health and a 2-minute drive from Shenandoah University.
Sleep Inn & Suites
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 Dec to 30 Dec
AU$132
includes taxes & fees
29 Dec - 30 Dec
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$157 per night from 5 Jan to 6 Jan
AU$157
includes taxes & fees
5 Jan - 6 Jan 2025
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$167 per night from 5 Jan to 6 Jan
AU$167
includes taxes & fees
5 Jan - 6 Jan 2025
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 1 Jan to 2 Jan
AU$120
includes taxes & fees
1 Jan - 2 Jan 2025
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
The Inn at Charles Town

The Inn at Charles Town

3 out of 5
100 Hollywood Dr, Charles Town, WV
Fully refundableReserve now, pay when you stay
The price is AU$214 per night from 1 Jan to 2 Jan
AU$214
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at The Inn at Charles Town in Charles Town, you'll be within a 5-minute drive of Hollywood Casino at Charles Town Races and Zion Episcopal Church ...
The Inn at Charles Town
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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$103
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, Comfort Inn & Suites, Red Roof Inn Winchester, VA, Country Inn & Suites by Radisson, Winchester, VA, Ramada by Wyndham Strasburg/Shenandoah Valley, The Inn at Charles Town, Sleep Inn & Suites

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