Find Boutique Hotels in Old Town Winchester, VA

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Check availability on Old Town Winchester Boutique Hotels

Tonight
24 Nov - 25 Nov
Tomorrow
25 Nov - 26 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Old Town Winchester Boutique Hotels

No exact matches found, but these alternatives could be just right

Recommended hotels in Old Town Winchester

2 restaurants, breakfast, lunch, dinner served; American cuisine
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1007)
"Love this hotel and the location. Staff is super friendly. "
United States
Casey
The price is AED 465
AED 527 total
includes taxes & fees
1 Dec - 2 Dec
The George Washington Hotel, A Wyndham Grand Hotel
Living area
Morocco Loft 2BR overlooking city walking mall

Morocco Loft 2BR overlooking city walking mall

2.0 star property
Old Town Winchester
10.0 out of 10, Exceptional, (2)
"Great property with all the comforts of home"
United States
Kristen R.
The price is AED 654
AED 1,190 total
includes taxes & fees
25 Nov - 26 Nov
Morocco Loft 2BR overlooking city walking mall
Fridge, microwave, oven, stovetop
Yellow Submarine trendy basement apt and courtyard

Yellow Submarine trendy basement apt and courtyard

Old Town Winchester
9.0 out of 10, Wonderful, (2)
"We loved the character and personality kf both Winchester and"
United States
Jenna N.
The price is AED 536
AED 945 total
includes taxes & fees
18 Dec - 19 Dec
Yellow Submarine trendy basement apt and courtyard
Dining
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

Old Town Winchester
9.0 out of 10, Wonderful, (6)
"Indigo Blue is in a beautiful neighborhood and we loved the house and location!"
United States
Tricia M.
The price is AED 753
AED 1,361 total
includes taxes & fees
25 Nov - 26 Nov
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
3 bedrooms, iron/ironing board, WiFi, bed sheets
Nostalgia Lane in the heart of the city

Nostalgia Lane in the heart of the city

Old Town Winchester
9.0 out of 10, Wonderful, (14)
"Great location in the heart of Winchester. Walking distance to everything. "
United States
Andrew N.
The price is AED 679
AED 1,219 total
includes taxes & fees
30 Nov - 1 Dec
Nostalgia Lane in the heart of the city
Terrace/patio
Scarborough Fair walk to downtown two story apt

Scarborough Fair walk to downtown two story apt

Old Town Winchester
9.6 out of 10, Exceptional, (5)
"Charming home! Lovely decor. Was perfect for our stay. Great location, walkable to the historical district. Host was very friendly and communicative. "
United States
Stephanie L.
Scarborough Fair walk to downtown two story apt
Microwave, oven, stovetop, dishwasher
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

Old Town Winchester
The price is AED 808
AED 1,432 total
includes taxes & fees
25 Dec - 26 Dec
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Exterior
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
Winchester
9.2 out of 10, Wonderful, (2229)
"A run of the mill motel good for a travel break."
United States
CARL
The price is AED 343
AED 374 total
includes taxes & fees
15 Dec - 16 Dec
La Quinta Inn & Suites by Wyndham Winchester
Lobby
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1360)
"Excellent accommodations"
United States
Loretta
The price is AED 264
AED 288 total
includes taxes & fees
14 Dec - 15 Dec
Microtel Inn & Suites by Wyndham Winchester
Lobby
Hampton Inn Front Royal

Hampton Inn Front Royal

2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1006)
"We thoroughly enjoyed all aspects of our stay, and look forward to the next time."
United States
Dennis
The price is AED 364
AED 406 total
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn Front Royal
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.
View all properties

Top Old Town Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"The best hotel in Winchester! Had the most pleasant stay, everything was perfect. The room was super clean, as well as the other areas of the hotel. Had a delicious breakfast with lots of options. The front desk staff was very friendly and accommodating. Will stay again!"
Renee 2-night trip
Posted 6 days ago
La Quinta Inn & Suites by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"The room was perfect. Clean, spacious and the staff was very friendly. Also loved happy hour at the bar, great drinks and appetizers. "
Michelle 1-night trip
Posted 8 days ago
The George Washington Hotel, A Wyndham Grand Hotel

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Frequently asked questions

What's there to see and do in Old Town Winchester?
The bars, shopping, and restaurants are just some of the things to enjoy while you're in the area. Attractions and activities to experience around Old Town Winchester include Bright Box Theater, Shenandoah Valley Discovery Museum, and Old Court House Civil War Museum. While you're here, you might also like to explore more of the area and take in additional sights like Handley Regional Library, Patsy Cline Historic House, and Museum of the Shenandoah Valley.