Old Town Winchester Hotels, Winchester

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320 Cheap Hotels in Old Town Winchester - Specials, Reviews, & Last Minute Deals

La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, 1,423 reviews
"We loved La Quinta Winchester! Overall the hotel was wonderful, my family loved the pool, gym, and breakfast. Our last day there we had ants in the room (which can happen anywhere) and they offered to move our room or give a full discount for the night (my suggestion). We were going to leave but my 6 year old, La Quinta’s biggest fan, was devastated so we ended up staying. They upgraded us to a larger room and still have a discount. Very impressed with the service; we would stay here again."
The price is AU$175
includes taxes & fees
30 June - 1 July
La Quinta Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 star property
8.0 out of 10, Very good, 1,084 reviews
"There should be hand rails around bath tub."
The price is AU$108
includes taxes & fees
3 July - 4 July
Travelodge by Wyndham Winchester
Days Inn by Wyndham Charles Town/Harpers Ferry
2.0 star property
8.2 out of 10, Very good, 921 reviews
"Breakfast was tasty, coffee was not good. Stains on the bed comforter"
The price is AU$109
includes taxes & fees
21 July - 22 July
Days Inn by Wyndham Charles Town/Harpers Ferry
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Microtel Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, 848 reviews
"Only 2 years old so new it's got the very new look and everything works. Staff is super nice"
The price is AU$146
includes taxes & fees
1 July - 2 July
Microtel Inn & Suites by Wyndham Winchester
The Inn at Charles Town
3.0 star property
8.4 out of 10, Very good, 351 reviews
"Nice hotel, the staff were friendly and helpful."
The price is AU$187
includes taxes & fees
1 July - 2 July
The Inn at Charles Town
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4 out of 10, Exceptional, 1,005 reviews
"Everyone is always so kind, accommodating and genuine. Always enjoy our visit. "
The price is AU$213
includes taxes & fees
30 June - 1 July
The George Washington Hotel, A Wyndham Grand Hotel
Sleep Inn & Suites
2.5 star property
8.2 out of 10, Very good, 1,000 reviews
"Clean "
The price is AU$117
includes taxes & fees
28 July - 29 July
Sleep Inn & Suites
Comfort Inn & Suites
2.5 star property
9.4 out of 10, Exceptional, 983 reviews
"Great service, quiet, very clean. Lots of towels without asking for them. Nice fitness center and all equipment and tvs worked—unusual for most hotels!"
The price is AU$156
includes taxes & fees
1 July - 2 July
Comfort Inn & Suites
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, 1,001 reviews
"I have no complaints it was clean quiet "
The price is AU$168
includes taxes & fees
28 July - 29 July
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
Red Roof Inn Winchester, VA
2.0 star property
7.4 out of 10, Good, 1,002 reviews
"I was good, clean room and good staff"
The price is AU$111
includes taxes & fees
1 July - 2 July
Red Roof Inn Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
8.6 out of 10, Excellent, 1,005 reviews
"Internet was very poor."
The price is AU$145
includes taxes & fees
10 July - 11 July
Country Inn & Suites by Radisson, Winchester, VA
Home2 Suites by Hilton Charles Town
3.0 star property
9.8 out of 10, Exceptional, 634 reviews
"Was great"
The price is AU$242
includes taxes & fees
3 July - 4 July
Home2 Suites by Hilton Charles Town
Spark by Hilton Winchester
3.0 star property
9.0 out of 10, Wonderful, 1,002 reviews
"It was convenient to the highway and there were restaurants all around. "
The price is AU$123
includes taxes & fees
22 July - 23 July
Spark by Hilton Winchester
Rodeway Inn & Suites - Charles Town, WV
2.0 star property
8.8 out of 10, Excellent, 811 reviews
"Had a restaurant on site."
The price is AU$138
includes taxes & fees
30 June - 1 July
Rodeway Inn & Suites - Charles Town, WV
Quality Inn
2.5 star property
9.0 out of 10, Wonderful, 1,001 reviews
"Seemed to be at the edge of a large stuck stop. Minimal Landscaping."
The price is AU$124
includes taxes & fees
28 July - 29 July
Quality Inn
Hilton Garden Inn Martinsburg
3.0 star property
9.2 out of 10, Wonderful, 541 reviews
"Confusion over breakfast. I prepaid breakfast. I then signed a check for breakfasts for over $20. ……?"
The price is AU$192
includes taxes & fees
21 July - 22 July
Hilton Garden Inn Martinsburg
Hampton Inn & Suites Charles Town
2.5 star property
9.4 out of 10, Exceptional, 1,003 reviews
"Very nice"
The price is AU$199
includes taxes & fees
3 July - 4 July
Hampton Inn & Suites Charles Town
Fairfield Inn & Suites by Marriott Winchester
2.5 star property
8.8 out of 10, Excellent, 606 reviews
"It was comfortable and clean. But the breakfast coffee labeled “Bold” was horrible. It was watered down nothing. A good cup of coffee is very important and so easy to make. But you must have excellent coffee. This tasted like dish water…"
The price is AU$173
includes taxes & fees
2 July - 3 July
Fairfield Inn & Suites by Marriott Winchester
Motel 6 Charles Town, WV
2.0 star property
7.6 out of 10, Good, 638 reviews
"To start with, we were just looking for a half way decent place to crash at night. Even though the hotel is older, fairly sparse with the furniture and missing some basic amenities, it was very clean and well taken care of. If you are looking for a basic room where you will usually be just sleeping at night, this will fit the bill."
The price is AU$109
includes taxes & fees
1 July - 2 July
Motel 6 Charles Town, WV
Motel 6 Winchester, VA
2.0 star property
8.0 out of 10, Very good, 1,000 reviews
"Just a nice place to sleep, no breakfast."
The price is AU$112
includes taxes & fees
18 July - 19 July
Motel 6 Winchester, VA
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Frequently asked questions

What is Old Town Winchester like?

Old Town Winchester is an historic neighbourhood known for its array of dining options. Are you looking for Old Town Winchester travel tips? Make sure that you visit Shenandoah Valley Discovery Museum and Bright Box Theater while you're in the neighbourhood.

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 should I expect to find in the Old Town Winchester area?

Expedia has 7 Old Town Winchester hotels and other accommodation options, and one might make a good home base for venturing out into the greater Winchester area.

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

Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of your booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to review the best deals available in Old Town Winchester.

What is there to do around this Winchester neighbourhood?

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 worth a visit in the neighbourhood. 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.

Recent Reviews in Old Town Winchester