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 $508, price is now $363 per person
$363
per person
Jul 20 - Jul 24
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.
Sandaway Suites & Beach
Price was $789, price is now $590 per person
$590
per person
Jul 20 - Jul 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this beach hotel in Oxford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular attractions Oxford Museum and Royston Island are located nearby.
Live! Casino & Hotel Maryland
Arundel Mills
Save 100% on your flight
Price was $1,033, price is now $732 per person
$732
per person
Jul 27 - Aug 2
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this luxury hotel in Hanover. Enjoy a full-service spa, 12 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Arundel Mills Mall and Maryland Live Casino are located nearby.
Kellogg Conference Hotel at Gallaudet University
Northeast
Price was $691, price is now $498 per person
$498
per person
Jul 30 - Aug 3
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Smithsonian Institution and National Mall are located nearby.
Sheraton Baltimore North Hotel
Price was $549, price is now $410 per person
$410
per person
Jul 20 - Jul 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Towson. Enjoy breakfast (surcharge), a free area shuttle, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Maryland Zoo and Towson Town Center are located nearby.
Sofitel Washington DC Lafayette Square
Downtown Washington D.C.
Price was $850, price is now $636 per person
$636
per person
Jul 30 - Aug 3
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and National Museum of African American History and Culture are located nearby.
Pendry Baltimore
Fells Point
Save 100% on your flight
Price was $1,858, price is now $1,406 per person
$1,406
per person
Jul 27 - Aug 2
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this luxury hotel in Baltimore. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Baltimore Inner Harbor Marina and National Aquarium in Baltimore are located nearby.
Capitol Hill Hotel
Capitol Hill
Price was $724, price is now $548 per person
$548
per person
Jul 30 - Aug 3
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Stay at this hotel in Washington. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Nationals Park 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
Book a stay at this spa hotel in Winchester. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Spark by Hilton Winchester
150 Wingate Dr 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 ...
TRU By Hilton Winchester
118 Mercedes Court 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 in our reviews. ...
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 helpful staff and the clean rooms in our reviews. ...
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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 ...
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 ...
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
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, Jul 21 - Tue, Aug 4
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$58 Roundtrip, found 7 hours ago
$58
Roundtrip
found 7 hours ago
Wed, Aug 19 - Tue, Aug 25
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$80 Roundtrip, found 2 hours ago
$80
Roundtrip
found 2 hours ago
Wed, Aug 12 - Mon, Aug 17
FLL
Fort Lauderdale - Hollywood Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$83 Roundtrip, found 4 days ago
$83
Roundtrip
found 4 days ago
Wed, Aug 26 - Tue, Sep 1
FLL
Fort Lauderdale - Hollywood Intl.
IAD
Washington Dulles Intl.
$88 Roundtrip, found 13 hours ago
$88
Roundtrip
found 13 hours ago
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