Cheap Hotels & Resorts in Old Town Winchester from NZ$114

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Best Old Town Winchester Cheap Hotels

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1012)
"Great hotel!"
United States
CHARLES
The price is NZ$248
includes taxes & fees
15 Dec - 16 Dec
The George Washington Hotel, A Wyndham Grand Hotel

TRU By Hilton Winchester

2.5 star property
Winchester
9.0 out of 10, Wonderful, (765)
"The hotel was clean and the staff was pleasant."
United States
Sherri
The price is NZ$137
includes taxes & fees
7 Jan - 8 Jan 2026
TRU By Hilton Winchester

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
Strasburg
8.4 out of 10, Very good, (1007)
"Friendly Staff, clean room."
Canada
Frank
The price is NZ$138
includes taxes & fees
23 Dec - 24 Dec
Ramada by Wyndham Strasburg/Shenandoah Valley

Super 8 by Wyndham Front Royal

2.0 star property
Front Royal
7.6 out of 10, Good, (1002)
"The staff was friendly and attentive. The room was clean. The breakfast was good, with pancakes, toast, cereal, juice, and coffee. Good location for visiting Shenandoah National Park."
United States
Teresa
The price is NZ$114
includes taxes & fees
9 Dec - 10 Dec
Super 8 by Wyndham Front Royal

The Inn at Charles Town - Hollywood Casino

3.0 star property
Charles Town
8.6 out of 10, Excellent, (520)
"Staff was courteous….helpful…room was clean and comfortable "
United States
David
The price is NZ$250
includes taxes & fees
30 Dec - 31 Dec
The Inn at Charles Town - Hollywood Casino

Days Inn by Wyndham Charles Town/Harpers Ferry

2.0 star property
Charles Town
8.0 out of 10, Very good, (1004)
"Nice place to stay"
United States
Cynthia
The price is NZ$129
includes taxes & fees
21 Dec - 22 Dec
Days Inn by Wyndham Charles Town/Harpers Ferry

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
Winchester
9.2 out of 10, Wonderful, (2219)
"Rooms are always clean when I stay and the staff was very friendly. "
United States
Ashley
The price is NZ$197
includes taxes & fees
16 Dec - 17 Dec
La Quinta Inn & Suites by Wyndham Winchester

Twi-Lite Inn

2.0 star property
Front Royal
8.2 out of 10, Very good, (540)
"Great pool and quiet area to stay in"
United States
Matthew
The price is NZ$119
includes taxes & fees
9 Dec - 10 Dec
Twi-Lite Inn

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1000)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is NZ$192
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1374)
"Excellent accommodations"
United States
Loretta
The price is NZ$136
includes taxes & fees
5 Jan - 6 Jan 2026
Microtel Inn & Suites by Wyndham 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.

Top Old Town Winchester Hotel Reviews

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Frequently asked questions

What is Old Town Winchester like for travellers on a budget?
Explore cheap places to stay in Old Town Winchester on Expedia.com and plan a getaway that matches your budget. Old Town Winchester is a destination that travellers visit for its historic landmarks and fantastic dining options. You can look through a wide range of hotels and other accommodation options with Member Prices to find great deals and earn rewards. With our site's handy page filters, you can search by your price range, or by popular amenities like free breakfast and a swimming pool. If you're hoping for reasonable options around local sights, such as Bright Box Theater or Shenandoah Valley Discovery Museum, try out the location filters to narrow down your search. As you browse, use the heart button to keep track of your favourites so that you can come back to them and make your final decision. Interested in a flight or a rental car too? Take a look at the holiday packages available under Bundle and Save and discover more amazing deals when you book your transport at the same time.
What is there to see and do in Old Town Winchester?
Old Town Winchester attracts visitors with its historic landmarks and fantastic dining options, and offers plenty to see and do without spending a fortune. You can budget for the local attractions that interest you most, and then fill your itinerary with sights that are easy on the wallet. Head to Apple Blossom Mall and Apple Valley Square Shopping Center for some bargain shopping, or hunt for deals at Northside Station Shopping Center.
How can I get to Old Town Winchester and get around on a budget?
Scoping out the transportation options in Old Town Winchester can help keep you on budget. The most convenient airport is Martinsburg, WV (MRB-Eastern West Virginia Regional), 18 mi (28.9 km) away. However, if that doesn't suit your budget, the next closest is 41.7 mi (67.1 km) away: Washington Dulles International Airport (IAD). Old Town Winchester might not have many public transport options to choose from so renting a car could be an economical alternative to explore more of the area.