
Winchester Historic District Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Winchester Historic District Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Hotel Arboretum
Northeast
Price was $534, price is now $348 per person
$348
per person
Nov 27 - Dec 2
found 15 hours ago
Roundtrip flight included
Indianapolis (IND) 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 Capital One Arena and Smithsonian Institution are located nearby.

InterContinental Washington D.C. - The Wharf by IHG
The Wharf
Save 100% on your flight
Price was $951, price is now $461 per person
$461
per person
Nov 27 - Dec 2
found 15 hours ago
Roundtrip flight included
Indianapolis (IND) to Washington (DCA)
Stay at this 5-star luxury hotel in Washington. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions National Mall and Smithsonian Institution are located nearby.

SIXTY DC
Downtown Washington D.C.
Save 100% on your flight
Price was $833, price is now $456 per person
$456
per person
Nov 27 - Dec 2
found 15 hours ago
Roundtrip flight included
Indianapolis (IND) to Washington (DCA)
Stay at this hotel in Washington. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Popular attractions White House and Capital One Arena are located nearby.

Sofitel Washington DC Lafayette Square
Downtown Washington D.C.
Save 100% on your flight
Price was $1,085, price is now $677 per person
$677
per person
Nov 27 - Dec 2
found 15 hours ago
Roundtrip flight included
Indianapolis (IND) to Washington (DCA)
Stay at this 5-star 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 Capital One Arena are located nearby.

Hala tysons
Save 100% on your flight
Price was $1,066, price is now $723 per person
$723
per person
Nov 27 - Dec 2
found 15 hours ago
Roundtrip flight included
Indianapolis (IND) to Washington (DCA)
Stay at this 4-star aparthotel in McLean. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Popular attractions Tysons Corner Center and Tysons Galleria are located nearby.

Crowne Plaza Crystal City-Washington, D.C. by IHG
Crystal City
Price was $555, price is now $389 per person
$389
per person
Nov 27 - Dec 2
found 15 hours ago
Roundtrip flight included
Indianapolis (IND) to Washington (DCA)
Stay at this 3.5-star business-friendly hotel in Arlington. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Arlington National Cemetery and National Mall are located nearby.
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The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St, Winchester, VA
0.44 km from Winchester Historic District
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 ...

Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
2.99 km from Winchester Historic District
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. ...

La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
3.04 km from Winchester Historic District
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
2.21 km from Winchester Historic District
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 ...

Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd, Winchester, VA
7.81 km from Winchester Historic District
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 ...

Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza, Winchester, VA
4.18 km from Winchester Historic District
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 ...

Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd, Winchester, VA
7.51 km from Winchester Historic District
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 Front Royal
9800 Winchester Rd, Front Royal, VA
25.09 km from Winchester Historic District
Book a stay at this business-friendly hotel in Front Royal. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Days Inn by Wyndham Charles Town/Harpers Ferry
642 E Washington Street, Charles Town, WV
29.72 km from Winchester Historic District
Book a stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
25.73 km from Winchester Historic District
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 ...

Rodeway Inn & Suites - Charles Town, WV
741 E Washington St, Charles Town, WV
29.85 km from Winchester Historic District
Book a stay at this business-friendly motel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

DoubleTree by Hilton Front Royal Blue Ridge Shadows
111 Hospitality Drive, Front Royal, VA
21.97 km from Winchester Historic District
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 ...

Candlewood Suites Winchester by IHG
1135 Millwood Pike, Winchester, VA
3.26 km from Winchester Historic District
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Apple Blossom Mall and Abram's ...
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See all available properties in Winchester Historic District
View all propertiesLowest 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
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Oct 28 - Tue, Nov 4
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$58 Roundtrip, found 1 day ago
$58
Roundtrip
found 1 day ago

Thu, Nov 6 - Wed, Nov 12
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$90 Roundtrip, found 3 days ago
$90
Roundtrip
found 3 days ago

Thu, Nov 27 - Tue, Dec 16
DAL
Love Field
DCA
Ronald Reagan Washington National
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago

Fri, Oct 31 - Sun, Nov 2
DFW
Dallas-Fort Worth Intl.
DCA
Ronald Reagan Washington National
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago

Tue, Nov 4 - Sat, Nov 8
SFO
San Francisco Intl.
DCA
Ronald Reagan Washington National
$247 Roundtrip, found 5 days ago
$247
Roundtrip
found 5 days ago