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Discover Old Town Winchester hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1004)
"Our stay at the GW this time was pretty good. The hotel is a great stop on our travels and we look forward to it every time. This time, I opted for the Junior Suite since we had had a stressful trip thus far. The room itself was great, the bed was comfortable and the room service was timely. The fireplace worked great on the cold night. The only part that I was not satisfied with was the shower. The handle was very loose, and I felt like I was going to break it. I hope this gets fixed, because...
The price is SAR 443
SAR 502 total
includes taxes & fees
16 Feb - 17 Feb
The George Washington Hotel, A Wyndham Grand Hotel

The Inn at Charles Town

3.0 star property
8.6 out of 10, Excellent, (432)
"The Inn at charlestown was amazing from the staff, the room especially the bed. Me and my mom had a very relaxing time while celebrating my birthday on Dec 25th. The only issue i had was walkiing through secondhand smoke in order to reach the non-smoking section in the back of the casino (that still carried the smell), other than that i had a good time at the casino."
The price is SAR 428
SAR 516 total
includes taxes & fees
5 Feb - 6 Feb
The Inn at Charles Town

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.8 out of 10, Excellent, (914)
"Good place for the price. Decor & furnishings are a bit dated,hence the price. Close to casino & restaurants. Good size fridge,micro,ironing board,TV in our room. Will return."
The price is SAR 236
SAR 267 total
includes taxes & fees
26 Jan - 27 Jan
Rodeway Inn & Suites - Charles Town, WV

Days Inn by Wyndham Charles Town/Harpers Ferry

2.0 star property
8.2 out of 10, Very Good, (1000)
"Close to dining n casino......parking a bit tight...."
The price is SAR 234
SAR 264 total
includes taxes & fees
30 Jan - 31 Jan
Days Inn by Wyndham Charles Town/Harpers Ferry

Travelodge By Wyndham Charles Town/Harpers Ferry

2.0 star property
7.2 out of 10, Good, (175)
"Very kind staffs~~~"
The price is SAR 239
SAR 270 total
includes taxes & fees
23 Jan - 24 Jan
Travelodge By Wyndham Charles Town/Harpers Ferry

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (413)
"Had a wonderful weekend staying here. The breakfast was amazing and the rooms were cozy. Would definitely recommend. "
The price is SAR 702
SAR 794 total
includes taxes & fees
29 Jan - 30 Jan
The Carriage Inn B&B

Hillbrook Inn

4.0 star property
8.6 out of 10, Excellent, (661)
"All of the staff are super nice. Breakfast was delicious and our room was clean. Would definitely stay again."
The price is SAR 702
SAR 880 total
includes taxes & fees
17 Feb - 18 Feb
Hillbrook Inn

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (162)
"Excellent!"
The price is SAR 822
SAR 906 total
includes taxes & fees
26 Jan - 27 Jan
L'Auberge Provencale Inn & Restaurant

Hampton Inn Martinsburg South-Inwood

2.5 star property
9.2 out of 10, Wonderful, (552)
"The front desk attendant was extremely fantastic Wish i remembered her name Very professional was attending to all guest needs throughout he shift 3-11 Tuesday Jan 7th"
The price is SAR 395
SAR 443 total
includes taxes & fees
28 Jan - 29 Jan
Hampton Inn Martinsburg South-Inwood

TownePlace Suites by Marriott Winchester

2.5 star property
8.8 out of 10, Excellent, (418)
"I liked the kitchen , although I ran the dishwasher and had to do them by hand after. Staff was super nice lacked hot water most of the time "
The price is SAR 446
SAR 486 total
includes taxes & fees
23 Jan - 24 Jan
TownePlace Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (535)
"Amazing! Everything you could hope for on a short business endeavor. "
The price is SAR 368
SAR 400 total
includes taxes & fees
26 Jan - 27 Jan
SpringHill Suites by Marriott Winchester

APM Inn & Suites

2.0 star property
6.4 out of 10, (270)
"Everything "
The price is SAR 216
SAR 245 total
includes taxes & fees
5 Feb - 6 Feb
APM Inn & Suites

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
6.4 out of 10, (792)
"Good for the price"
The price is SAR 198
SAR 220 total
includes taxes & fees
28 Jan - 29 Jan
Baymont by Wyndham Front Royal Near Shenandoah National Park

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (729)
"Very nice staff. Clean rooms. Everything works well (elevators , shower doors, window shades). Gym is nice. Lobby is bright and comforting. "
The price is SAR 392
SAR 444 total
includes taxes & fees
28 Jan - 29 Jan
Hampton Inn Winchester N/Conference Center, VA

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1113)
"Check in was very easy. Front desk person was very helpful and friendly."
The price is SAR 284
SAR 309 total
includes taxes & fees
28 Jan - 29 Jan
Microtel Inn & Suites by Wyndham Winchester

Candlewood Suites Winchester, an IHG Hotel

2.5 star property
8.6 out of 10, Excellent, (444)
"It was a very nice place to stay for an overnight."
The price is SAR 388
SAR 423 total
includes taxes & fees
28 Jan - 29 Jan
Candlewood Suites Winchester, an IHG Hotel

Quality Inn

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Wonderful staff and nice clean room."
The price is SAR 284
SAR 309 total
includes taxes & fees
28 Jan - 29 Jan
Quality Inn

Days Inn by Wyndham Winchester

2.0 star property
6.4 out of 10, (389)
"I did not like the simple breakfast. This continental breakfast should be clear when making reservations. I was looking for just a little more to eat, but I felt deceived with breakfast description. Everything else was ok."
The price is SAR 214
SAR 232 total
includes taxes & fees
26 Jan - 27 Jan
Days Inn by Wyndham Winchester

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1000)
"It was great for a hiking weekend trip the Shenandoah. No frills, clean and inexpensive. "
The price is SAR 233
SAR 259 total
includes taxes & fees
30 Jan - 31 Jan
Super 8 by Wyndham Front Royal

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (628)
"Good average hotel"
The price is SAR 351
SAR 382 total
includes taxes & fees
16 Feb - 17 Feb
TRU By Hilton Winchester
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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Frequently asked questions

What is Old Town Winchester like?

Old Town Winchester is a historic neighborhood known for its array of dining options. Are you looking for Old Town Winchester travel tips? Be sure to check out Bright Box Theater and Shenandoah Valley Discovery Museum while you're in the neighborhood.

Where is the best place to stay in Old Town Winchester?

Based on Expedia customer reviews, The George Washington Hotel, A Wyndham Grand Hotel is the highest ranked property in Old Town Winchester. This hotel offers a full-service spa and 2 restaurants.

How many hotels can I expect to find in the Old Town Winchester area?

With 10 Expedia hotels and other accommodations in Old Town Winchester to choose from, this is a good starting point for exploring the greater Winchester area.

If I need to cancel my hotel reservation in Old Town Winchester, will I receive a refund?

Yes, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then filter by "fully refundable" to get top deals in Old Town Winchester.

Where can I learn more about changing or cancelling my trip to Old Town Winchester?

For additional details about rescheduling or cancelling your trip to Old Town Winchester, head over to our customer service page.

What is there to do around this Winchester neighborhood?

Sights like Bright Box Theater and Old Court House Civil War Museum can be part of your cultural tour of Old Town Winchester. Shenandoah Valley Discovery Museum and George Washington's Office are some other stops to visit in the neighborhood. A few places to visit in the area around Old Town Winchester include Handley Regional Library, Mt Hebron Cemetery, and Winchester Little Theater. When you're sightseeing in Winchester, Stonewall Jackson's Headquarters and Patsy Cline Historic House are also worth a stop.