Search Deals onOld Town Winchester Vacation Packages
Old Town Winchester Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Dulles North
per person
May 16 - May 21
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Washington (DCA)
Stay at this 3-star business-friendly hotel in Ashburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lost Rhino Brewing Company and Ashburn Ice House are located nearby.
Lord Baltimore Hotel
Downtown Baltimore
per person
May 16 - May 21
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Baltimore (BWI)
Stay at this 3.5-star historic hotel in Baltimore. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Oriole Park at Camden Yards and National Aquarium in Baltimore are located nearby.
DoubleTree by Hilton Hotel Laurel
West Laurel
per person
May 16 - May 21
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Laurel. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fairland Sports and Athletic Complex and Gardens Ice House are located nearby.
Hotel Nell - Union Market
Northeast
Save 100% on your flight
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Washington (DCA)
Stay at this 3-star hotel in Washington. Enjoy 2 restaurants, 2 bars/lounges, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Union Station Shopping Center and Capital One Arena are located nearby.
Lyle Washington D.C.
Northwest
Save 100% on your flight
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Washington (DCA)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the bar in our reviews. Popular attractions White House and Capital One Arena are located nearby.
Hotel Arboretum
Northeast
Save 100% on your flight
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Washington (DCA)
Book a stay at this business-friendly hotel in Washington. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Union Station Shopping Center and Capital One Arena are located nearby.
The Morrow Washington Dc, Curio Collection By Hilton
Northeast
Save 100% on your flight
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Washington (DCA)
Stay at this 5-star luxury hotel in Washington. Enjoy 2 restaurants, 3 bars/lounges, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Union Station Shopping Center and Capital One Arena are located nearby.
Salamander Washington DC
Southwest
Save 100% on your flight
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Washington (DCA)
Stay at this 5-star luxury hotel in Washington. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions National Mall and Smithsonian Institution are located nearby.
3-4 Night Vacations in Old Town Winchester
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Old Town Winchester
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Old Town Winchester
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St, Winchester, VA
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Spark by Hilton Winchester
150 Wingate Dr, Winchester, VA
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
Save an average of 15% on thousands of hotels when you're signed in
Comfort Inn & Suites
195 Kernstown Commons Blvd, Winchester, VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
DoubleTree by Hilton Front Royal Blue Ridge Shadows
111 Hospitality Drive, Front Royal, VA
Stay at this 4-star golf hotel in Front Royal. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff and the clean rooms in our ...
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza, Winchester, VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
Sleep Inn & Suites
140 Costello Dr, Winchester, VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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 Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Apr 29 - Thu, May 1
BOS
Logan Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$78 Roundtrip, found 3 days ago
$78
Roundtrip
found 3 days ago
Tue, Jul 8 - Wed, Jul 16
DFW
Dallas-Fort Worth Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$84 Roundtrip, found 4 days ago
$84
Roundtrip
found 4 days ago
Fri, May 2 - Tue, May 6
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$86 Roundtrip, found 4 days ago
$86
Roundtrip
found 4 days ago
Mon, May 19 - Sun, May 25
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$88 Roundtrip, found 2 days ago
$88
Roundtrip
found 2 days ago
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