Search Deals onOld Town Winchester Vacation Packages
Old Town Winchester Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Historic Inns of Annapolis
Historic District
Price was $549, price is now $389 per person
$389
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Colonial Players and 97, 99 and 101 East Street are located nearby.
Hilton Garden Inn Alexandria Old Town National Harbor
Old Town Alexandria
Price was $804, price is now $547 per person
$547
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
Stay at this 3-star hotel in Alexandria. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MGM National Harbor Casino and Arlington National Cemetery are located nearby.
Placemakr Marymount Ballston
Bluemont
Price was $595, price is now $420 per person
$420
per person
Nov 12 - Nov 17
found 18 hours ago
Roundtrip flight included
Denver (DEN) to Washington (DCA)
Stay at this 4-star aparthotel in Arlington. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Arlington National Cemetery and White House are located nearby.
The Westin Arlington
Ballston
Price was $557, price is now $402 per person
$402
per person
Nov 12 - Nov 17
found 18 hours ago
Roundtrip flight included
Denver (DEN) to Washington (DCA)
Stay at this 4-star eco-certified hotel in Arlington. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff in our reviews. Popular attractions Arlington National Cemetery and White House are located nearby.
Graduate by Hilton Annapolis
Save 100% on your flight
Price was $943, price is now $548 per person
$548
per person
Nov 6 - Nov 10
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Stay at this 4-star business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Annapolis Civil Rights Plaque and ARTFX Gallery of Fine Crafts and Arts are located nearby.
Club Wyndham National Harbor
Save 100% on your flight
Price was $1,111, price is now $787 per person
$787
per person
Nov 12 - Nov 16
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Washington (DCA)
Stay at this 3.5-star family-friendly hotel in Oxon Hill. Enjoy free WiFi, an outdoor pool, and 2 hot tubs. Our guests praise the helpful staff in our reviews. Popular attractions MGM National Harbor Casino and Fashion Center at Pentagon City are located nearby.
Inn at Mary's Land Farm
Save 100% on your flight
Price was $590, price is now $419 per person
$419
per person
Nov 6 - Nov 10
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
Stay at this 3-star B&B in Clarksville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Merriweather Post Pavilion and Clark's Elioak Farm are located nearby.
Hyatt Place Washington DC/Georgetown/West End
Downtown Washington D.C.
Save 100% on your flight
Price was $811, price is now $583 per person
$583
per person
Nov 18 - Nov 23
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Washington (WAS)
Stay at this 3-star business-friendly hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions White House and Capital One Arena 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
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hampton Inn Winchester-University/Mall Area
640 East Jubal Early Drive, Winchester, VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Save an average of 15% on thousands of hotels when you're signed in
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
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 WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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 ...
Comfort Inn & Suites Winchester
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 ...
SpringHill Suites by Marriott Winchester
280 MARKET STREET, 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.
Thu, Oct 30 - Wed, Nov 5
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$68 Roundtrip, just found
$68
Roundtrip
just found
Wed, Oct 22 - Sat, Oct 25
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$68 Roundtrip, found 8 hours ago
$68
Roundtrip
found 8 hours ago
Sat, Nov 8 - Mon, Nov 10
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$76 Roundtrip, found 2 days ago
$76
Roundtrip
found 2 days ago
Thu, Oct 23 - Mon, Oct 27
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$89 Roundtrip, found 2 days ago
$89
Roundtrip
found 2 days ago
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