
Old Town Winchester Hotels, Winchester
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Old Town Winchester hotels

The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand HotelOld Town Winchester
9.4 out of 10, Exceptional, (1,004 reviews)
The price is NZ$243
includes taxes & fees
12 July - 13 July

Spark by Hilton Winchester
Spark by Hilton Winchester2 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
The price is NZ$153
includes taxes & fees
20 July - 21 July

Comfort Inn & Suites Winchester
Comfort Inn & Suites Winchester7.8 km from Old Town Winchester
9.4 out of 10, Exceptional, (1,117 reviews)
The price is NZ$194
includes taxes & fees
28 July - 29 July

Hillbrook Inn
Hillbrook Inn21.7 km from Old Town Winchester
8.6 out of 10, Excellent, (679 reviews)
The price is NZ$313
includes taxes & fees
28 July - 29 July

Hampton Inn Front Royal
Hampton Inn Front Royal25 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
The price is NZ$255
includes taxes & fees
3 Aug - 4 Aug

Relax Inn Motel
Relax Inn Motel27.6 km from Old Town Winchester
8.4 out of 10, Very good, (284 reviews)
The price is NZ$133
includes taxes & fees
12 July - 13 July

Wayside Inn
Wayside Inn19.8 km from Old Town Winchester
9.2 out of 10, Wonderful, (440 reviews)
The price is NZ$253
includes taxes & fees
5 July - 6 July

L'Auberge Provencale Inn & Restaurant
L'Auberge Provencale Inn & Restaurant14.1 km from Old Town Winchester
9.6 out of 10, Exceptional, (178 reviews)
The price is NZ$434
includes taxes & fees
5 July - 6 July

Super 8 by Wyndham Front Royal Near Shenandoah National Park
Super 8 by Wyndham Front Royal Near Shenandoah National Park30.4 km from Old Town Winchester
7.6 out of 10, Good, (1,000 reviews)
The price is NZ$135
includes taxes & fees
5 July - 6 July

Courtyard by Marriott Winchester
Courtyard by Marriott Winchester3.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,003 reviews)
The price is NZ$209
includes taxes & fees
12 July - 13 July

Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah Valley25.8 km from Old Town Winchester
8.2 out of 10, Very good, (1,002 reviews)
The price is NZ$158
includes taxes & fees
19 July - 20 July

Quality Inn Winchester
Quality Inn Winchester4.3 km from Old Town Winchester
9.4 out of 10, Exceptional, (1,004 reviews)
The price is NZ$185
includes taxes & fees
21 July - 22 July

SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester5.3 km from Old Town Winchester
9.4 out of 10, Exceptional, (868 reviews)
The price is NZ$222
includes taxes & fees
9 July - 10 July

The Carriage Inn B&B
The Carriage Inn B&B29.3 km from Old Town Winchester
9.6 out of 10, Exceptional, (450 reviews)
The price is NZ$286
includes taxes & fees
6 July - 7 July

Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester4.1 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,427 reviews)
The price is NZ$181
includes taxes & fees
12 July - 13 July

Travelodge By Wyndham Charles Town/Harpers Ferry
Travelodge By Wyndham Charles Town/Harpers Ferry29.5 km from Old Town Winchester
7.2 out of 10, Good, (304 reviews)
The price is NZ$134
includes taxes & fees
5 July - 6 July

La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester2.9 km from Old Town Winchester
9.2 out of 10, Wonderful, (2,275 reviews)
The price is NZ$213
includes taxes & fees
5 July - 6 July

Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHG12.4 km from Old Town Winchester
8.2 out of 10, Very good, (861 reviews)
The price is NZ$192
includes taxes & fees
6 July - 7 July

Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VA2.1 km from Old Town Winchester
9.2 out of 10, Wonderful, (905 reviews)
The price is NZ$219
includes taxes & fees
2 Aug - 3 Aug

Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National Park29.8 km from Old Town Winchester
6.4 out of 10, (964 reviews)
The price is NZ$118
includes taxes & fees
26 July - 27 July
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.
Our guide on where to stay in Old Town Winchester
Find the best Old Town Winchester areas for the activities you enjoy most.

Photo by Fernando Begay
Open Photo by Fernando Begay
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Winchester Little Theater.
Top Old Town Winchester Hotel Reviews
Recent Reviews in Old Town Winchester

Travelodge by Wyndham Winchester
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
- B&B in Millwood
- Cottages in Winchester
- Motels in Winchester
- Cabin Rentals in Winchester
- B&B in Huntly
- Cabin Rentals in Huntly
- Cottages in Huntly
- Cottages in Hillsboro
- Cabin Rentals in Middleburg
- Resort in Middleburg
- B&B in Blue Ridge
- Caravan Parks in Blue Ridge
- Chalets in Round Hill
- Villas in Paris
- Cottages in Marshall
- Farmstay in Marshall
- Cabin Rentals in Gore
- Holiday Homes in Loudoun County
- Cottages in Woodstock
- Pet Friendly Hotels in Huntly
- Lgbt Welcoming Hotels in Front Royal
- Luxury Hotels in Winchester
- Lgbt Welcoming Hotels in Winchester
- Pet Friendly Hotels in Winchester
- Hyatt Hotels in Hamilton
- Wyndham Hotels in Gore
- Hilton Hotels in Blue Ridge
- Delaplane Hotels
- White Post Hotels
- Berryville Hotels
- Hotels near Wayside Theater
- Clear Brook Hotels
- Hotels near Front Royal Entrance Shenandoah National Park
- Middletown Hotels
- Hotels near Naked Mountain Winery & Vineyards
- Gore Hotels
- Markham Hotels
- Paris Hotels
- Hotels near Winchester Regional
- Bluemont Hotels
- Boyce Hotels
- Round Hill Hotels
- Hotels near Philip Carter Winery
- Millwood Hotels
- Hume Hotels
- Front Royal Hotels
- Strasburg Hotels
- Upperville Hotels
- Linden Hotels
- Winchester Hotels
- Star Tannery Hotels
- Stephens City Hotels
- Bentonville Hotels
- Hillsboro Hotels
- Huntly Hotels
- Purcellville Hotels
- Flights to Front Royal
- Flights from Blue Ridge
- Flights from Strasburg
- Flights from Winchester
- Flights from Star Tannery
- Flights from Hamilton
- Flights from Front Royal
- Flights from St. Petersburg (PIE) to Winchester (WGO)
- Flights from Cornwall (YCC) to Winchester (WGO)
- Flights from Indianapolis (IND) to Winchester (WGO)
- Flights from Rochester (ROC) to Winchester (WGO)
- Naked Mountain Winery & Vineyards
- Woodstock Tower Observation Site
- Winchester Holidays
- Nalls Farm Market
- Delaplane Cellars
- Belle Grove Plantation
- Secret Passage Ranch
- Cobbler Mountain Cellars
- Waterford Holidays
- Philip Carter Winery
- Wayside Theater
- Natural Art Garden Center
- Warren Rifles Confederate Museum
- Bogati Bodega & Winery
- Belle Boyd Cottage
- Visit Flint Hill
- Visit Stephens City
- Visit Gore
- Visit Zulla
- Visit Cross Junction
- Visit Millwood







































































